Winter Haven FL Real Estate, Homes, Condos for Sale

5 Beds ⋅ 6 Baths ⋅ Elbert Hills SubDv. ⋅ 33884 Zip Code

Welcome to this spacious 2-story home in Winter Haven, offering 5 bedrooms, 5.5 bathrooms, and a private pool. With room for everyone and a layout that works for multigenerational living, this property is ready for its next owner. Inside, the main-floor primary suite offers convenience and privacy, with a walk-in closet to match. A fireplace anchors the living area, adding warmth and a natural gathering spot. Upstairs, the additional bedrooms give family and guests plenty of space, and walk-in closets and extra storage throughout keep everything organized. A dedicated laundry room makes everyday chores easy. Outside, the private pool is ready for year-round Florida enjoyment, and the garage provides parking and additional storage. Don’t miss your chance to own this spacious Winter Haven home.

1400 Lake Elbert Drive Se, Winter Haven

$315,000

4 Beds ⋅ 2 Baths ⋅ Mandolin SubDv. ⋅ 33884 Zip Code

NEW EXTERIOR PAINT (2026), NEW WATER HEATER (2026), NEW ROOF (2025) AND SOLAR PANELS TO BE PAID OFF BY THE SELLERS AT CLOSING! Welcome to this spacious 4 bedroom, 2 bath home in the desirable gated community of Mandolin in SE Winter Haven. Situated on a 0.27 acre lot, this home combines valuable improvements, an open floor plan and energy savings, with seller-reported electric bills averaging approximately $20 per month. Elevated ceilings create an airy, welcoming feel throughout the main living spaces. The spacious great room offers easy access to the screened lanai, extending your living space outdoors for relaxing or entertaining. The kitchen features a breakfast bar, closet pantry, a Samsung Bespoke 4 door French door refrigerator, a 2025 microwave hood, along with an adjoining dining area perfect for everyday meals or intimate gatherings. The split bedroom layout provides privacy for the primary suite, which features a tray ceiling, walk-in closet and an ensuite bathroom with dual sinks, a walk-in shower, soaking tub and private water closet. Three additional bedrooms offer ample space and convenient access to the second bathroom, complete with a tub and shower combination. An inside laundry room, fully equipped with a washer and dryer, and a 2 car garage add everyday convenience, while additional features include a water purification and softening system, foyer coat closet, hall linen closet, rain gutters and more. Mandolin offers community sidewalks for evening strolls and a convenient location just minutes from a brand-new Publix, Walmart, schools, dining and medical facilities. Centrally located between Tampa and Orlando, this home also offers easy access to Central Florida’s world-famous theme parks and Florida’s beautiful beaches. Come discover what Central Florida living is all about!

4314 Mandolin Boulevard, Winter Haven

325 Majestic Gardens Drive, Winter Haven

$345,000

3 Beds ⋅ 3 Baths ⋅ Gardens Ph 01 SubDv. ⋅ 33880 Zip Code

Welcome to 325 Majestic Gardens Drive nestled in the desirable gated Gardens community of SE Winter Haven! This lovely home is situated on a spacious lot with a fully fenced backyard, various fruit trees, and nice curb appeal. The inviting open floor plan features a spacious eat-in kitchen, breakfast bar, an open living area, and a formal dinning room. The home offers dual primary bedrooms with private baths, an additional bedroom with a hallway bath, and a versatile office currently used as an extra bedroom. Enjoy your morning coffee or weekend barbecues in the back screened patio overlooking the generous backyard. Additional features include a two-car garage, indoor laundry room with utility sink, lawn IRRIGATION system, and a NEW ROOF installed in February 2025! Washer, dryer and select furniture are included. Conveniently located near LEGOLAND, local schools, shopping, dining and medical facilities. Don't miss this wonderful opportunity--schedule your private tour today.

325 Majestic Gardens Drive, Winter Haven

$210,000

2 Beds ⋅ 2 Baths ⋅ Sunshine Tree Ph 03 SubDv. ⋅ 33880 Zip Code

Great Opportunity in Winter Haven, Florida! This inviting home features 2 bedrooms, 2 bathrooms, and approximately 1,149 square feet of living space. The property also offers an additional Florida room and a porch, providing extra spaces to relax and enjoy the Florida lifestyle. Another great feature is the NEW ROOF installed in 2023, offering added peace of mind to the next owner. Whether you are looking for a place to call home or exploring an investment opportunity, this property is worth a closer look. Don't miss this opportunity to own a home in Winter Haven! Schedule your private showing today!

1050 Sunshine Way Sw, Winter Haven

$385,000

4 Beds ⋅ 3 Baths ⋅ Traditions Ph 02 SubDv. ⋅ 33884 Zip Code

Welcome to Resort-Style Living in Traditions! Discover the best of Florida’s active adult lifestyle in this beautiful 4-bedroom, 3-bath home in the highly desirable Traditions community in Winter Haven. This gated, 55+ maintenance-free neighborhood offers true resort-style living on the shores of scenic Lake Ruby. Step inside and enjoy brand-new luxury vinyl plank flooring, creating a fresh, modern feel. Utilize the spacious kitchen with a breakfast nook, a bar, an island, and the option to serve guests in your formal dining room. The home features an oversized enclosed lanai with peaceful nature views - the perfect spot to relax with your morning coffee or entertain friends while watching the Florida wildlife. The primary bedroom has an en-suite bath with a garden tub, dual sinks, and large walk in shower. At the front of the home are a bedroom and bathroom that would make an ideal private retreat for hosting overnight visitors. Then, just off the living area are two additional bedrooms with a jack-and-jill bath. An updated roof gives you added peace of mind for years to come. Beyond your front door, the lifestyle truly shines. Traditions is known for its impressive amenities, including: • A stunning 19,000-square-foot lakefront clubhouse with fitness center, aerobics studio, ballroom, billiards, library, and arts & crafts studio • Resort-style heated pool and spa • Tennis, pickleball, bocce, and shuffleboard courts • Private boat ramp and dock slips on Lake Ruby with access to the Chain of Lakes • Scenic walking paths, dog park, and lakeside gazebo • A full calendar of social events and clubs Best of all, the maintenance-free lifestyle means the HOA takes care of the lawn care and exterior painting, so you can spend your time enjoying the community instead of working on the house. Conveniently located near shopping, dining, medical facilities, Legoland, and easy access to Highway 27, this home puts everything you need within reach while offering a peaceful, active retreat. If you’re looking for low-maintenance living with resort amenities and a welcoming community of active adults, this is the one. Schedule your private tour today and experience the Traditions lifestyle for yourself!

4030 Bedford Avenue, Winter Haven

$319,999

3 Beds ⋅ 2 Baths ⋅ Inwood SubDv. ⋅ 33880 Zip Code

Virtually Staged. Turnkey, tenant-occupied investment opportunity in Winter Haven. This single-story home offers a practical layout, an attached garage, and a spacious yard. The existing lease provides an established income stream for a buyer seeking a rental property. Do not disturb the tenant; contact the listing agent to arrange a showing. Interior photos depict a similar model at 2433 Avenue F NW and are illustrative; finishes and condition at the subject property may differ. One or more photo(s) was virtually staged.

2421 Avenue F Nw, Winter Haven

$364,900

5 Beds ⋅ 3 Baths ⋅ Peach Crossings SubDv. ⋅ 33884 Zip Code

Virtually Staged. ONLY $1,000 DOWN AT SIGNING! BUILDER PAYS THE REMAINING CLOSING COSTS! PLUS, A PROMOTIONAL 4.99% INTEREST RATE FIXED FOR THE FIRST 5 YEARS WITH A 5/1 ARM FOR QUALIFIED BUYERS! BRAND NEW, MOVE IN READY SINGLE FAMILY HOME WITH 5 BEDROOMS AND 3 FULL BATHROOMS! Why wait months to build when you can move right into a beautifully designed new construction home with incredible builder incentives? Welcome to 1783 White Elephant Loop, featuring the spacious Spring floor plan by LGI Homes in the desirable Peach Crossings community. This impressive home offers five generously sized bedrooms, three full bathrooms, and a thoughtfully designed layout that combines modern comfort, functionality, and plenty of room to grow. Step inside to discover bright, inviting living spaces perfect for everyday living and entertaining. With five spacious bedrooms, you'll have endless possibilities for a home office, guest accommodations, playroom, fitness room, or hobby space. The exceptional owner's suite provides a relaxing private retreat with plenty of room for a king sized bed, additional furnishings, and a cozy reading area. The adjoining bathroom features a beautiful dual sink vanity, convenient linen closet, and an impressive walk in closet offering abundant storage and organization. Three full bathrooms provide added convenience for busy households and visiting guests. Enjoy the benefits of brand new construction, modern finishes, and the peace of mind that comes with owning a newly built home. Peach Crossings offers a welcoming community atmosphere with a children's playground and picnic area, along with convenient access to nearby schools, shopping, dining, and everyday essentials. Whether you're looking for additional bedrooms, flexible living spaces, or a beautiful new home without the construction wait, this property checks all the boxes! With builder paid closing costs, incredible promotional financing, five spacious bedrooms, and immediate move in availability, this is an outstanding opportunity to own brand new construction at an exceptional value. Schedule your private showing today! Promotional financing and closing cost incentives are subject to buyer qualification, participating lender requirements, and program availability. The advertised 4.99% interest rate applies to the initial five year fixed rate period of a 5/1 adjustable rate mortgage, after which the rate may adjust.

1783 White Elephant Loop, Winter Haven

$495,000

3 Beds ⋅ 2 Baths ⋅ Eloise Woods Lake Mariam Unit SubDv. ⋅ 33884 Zip Code

MAIN HOME PLUS TWO INCOME-PRODUCING STUDIO APARTMENTS – $1,800 IN MONTHLY RENTAL INCOME! Looking for a property that offers more than just a place to call home? This unique property features a main residence plus two studio apartments currently rented for a combined $1,800 month! Situated on an oversized, fully fenced double corner lot, this property offers incredible flexibility and income potential. With its convenient location near LEGOLAND Florida and Winter Haven’s famous Chain of Lakes, there is also exciting potential for short-term rentals or Airbnb opportunities. Enjoy the Florida sunshine in your private 15’ x 30’ screened-in pool or unwind in the hot tub. Inside the main home, you’ll find a beautifully updated kitchen and bathrooms, luxury vinyl plank flooring throughout, newer windows, and a versatile bonus room that could easily serve as a fourth bedroom. There’s plenty of room for vehicles with a triple-wide concrete driveway and paved parking for approximately 10 cars. Additional features include an RV hookup, fully paid-off solar panels to help reduce electric costs, a large storage shed, portable generator hookup, and the possibility of adding a detached garage. Best of all, NO HOA! Whether you’re looking for additional rental income, multigenerational living, or a property with room to grow, this move-in-ready home offers flexibility, convenience, and plenty of possibilities. Live in one, rent the others, and let your property work for you! Don’t miss this unique Florida lifestyle opportunity!

100 Alachua Drive, Winter Haven

807 Eagle Pond Drive Unit 807, Winter Haven

$159,000

2 Beds ⋅ 2 Baths ⋅ Eagle Pond Condo SubDv. ⋅ 33884 Zip Code

Enjoy peaceful pond views from this beautifully situated second story condo in Winter Haven! This inviting unit features wood-look tile flooring, granite kitchen countertops, indoor laundry, and a 2017 HVAC system. Step outside and take in relaxing water views, or enjoy the community amenities that include: A swimming pool, 24-hour guarded security, fitness center, and tennis courts. Centrally located in the heart of Florida, between Tampa and Orlando, this condo offers convenient access to shopping, dining, entertainment, and major attractions. Whether you're looking for a full-time residence, seasonal getaway, or investment opportunity, this condo offers comfortable living and convenient community amenities in a desirable Winter Haven location!

807 Eagle Pond Drive Unit 807, Winter Haven

$315,000

4 Beds ⋅ 2 Baths ⋅ Villamar Ph 6 & Ph 6d SubDv. ⋅ 33884 Zip Code

Short Sale. A Must-See! Beautifully designed 4-bedroom, 2-bathroom home with a 2-car garage, presenting 1,983 square feet of living space with a bright and airy open floor plan and high ceilings. Perfect for families or anyone who loves to entertain, this home seamlessly blends style, comfort, and functionality. The kitchen boasts ample counter space, a breakfast bar, stainless steel appliances, solid wood cabinets, and even a pantry. Strategically located just off the kitchen, the laundry room offers additional storage space. Enjoy gorgeous, durable vinyl flooring throughout the main living areas and cozy carpet in the bedrooms for ultimate comfort. The expansive primary bedroom highlights a walk-in closet and en suite bathroom complete with a double vanity and large step-in shower. The welcoming, screened-in front porch and lovely landscaping provide great curb appeal. Step out back through sliding glass doors to a second screened porch overlooking the fenced-in backyard, great for relaxing, weekend gatherings, or enjoying your morning coffee. Located in Villamar! Low annual HOA fee; the amenities include a community pool at the main entrance of the neighborhood on Cunningham Dr., along with a playground. This pristine home is ready to welcome its next owners. Don't miss the opportunity to make this beautiful home yours!

3123 Laurel Oak Ln, Winter Haven

$205,090

3 Beds ⋅ 3 Baths ⋅ Serenity At Peace Creek Th SubDv. ⋅ 33884 Zip Code

Under Construction. This new two-story townhome offers ample space to live and grow with a total of three bedrooms. The first level features a spacious and flexible open-concept layout shared between the kitchen, dining room and family room, maximizing the interior living space. Two secondary bedrooms and a lavish owner’s suite featuring a full bathroom comprise the second floor. Serenity at Peace Creek Reserve is a masterplan community of new townhomes with a beautiful natural creek. Winter Haven is the chain of lakes city, with over 26 linked together by a canal. There are lots of shops, restaurants, and bike paths. Peace Creek Reserve is what you have been looking for. A safe small town feel with convenience, the perfect place to raise a family.

3099 Captain Jax Way, Winter Haven

$295,000

3 Beds ⋅ 2 Baths ⋅ Morningside Ph 02 SubDv. ⋅ 33884 Zip Code

Virtually Staged. Welcome to 188 Morning Dew Court, where comfort, style, and the Florida lifestyle come together in the gated Winterset community! Nestled on a quiet cul-de-sac, this Mediterranean-style home offers 3 spacious bedrooms, 2 bathrooms, a 2-car garage, and 1,730 square feet of thoughtfully designed living space. Step inside to discover an inviting open-concept floor plan featuring soaring vaulted ceilings, beautiful oak wood flooring, and abundant natural light. The spacious living area flows seamlessly into the kitchen, complete with granite countertops, ample cabinetry, and a charming breakfast nook. A separate dining area provides additional space for entertaining. The desirable split-bedroom layout offers added privacy, with a generous primary suite featuring a walk-in closet, dual vanities, a relaxing jacuzzi garden tub, and a separate walk-in shower. Two additional bedrooms provide flexibility for guests, a home office, or hobbies. Enjoy Florida's beautiful weather from your enclosed rear lanai. But the lifestyle doesn't stop at your front door! Morningside at Winterset offers outstanding community amenities, including a clubhouse with lounge, swimming pool, hot tub, tennis courts, pickleball courts, and shuffleboard. Love the water? Residents enjoy a private community boat ramp and fishing pier on Lake Winterset, providing access to Winter Haven's renowned Chain of Lakes. Whether boating, fishing, relaxing poolside, or enjoying a friendly game of pickleball, there's something for everyone! Conveniently located near shopping, dining, entertainment, and LEGOLAND Florida Resort, this home offers a wonderful combination of tranquility and convenience. Why settle for just a home when you can enjoy an entire resort lifestyle? Schedule your private showing today!

188 Morning Dew Court, Winter Haven

2097 Whispering Trails Boulevard, Winter Haven

$410,000

4 Beds ⋅ 3 Baths ⋅ Whispering Trails Ph 01 SubDv. ⋅ 33884 Zip Code

Discover your ideal Florida retreat in this beautifully maintained, gated Winter Haven neighborhood! Perfectly situated close to shopping centers for effortless errands, just 10 minutes from the exciting attractions of Legoland, and less than an hour from the Walt Disney World. Tampa is also within a convenient 1-hour drive, offering additional entertainment and amenities. This charming home comes move-in ready, including all essential appliances such as a range, refrigerator, microwave, garbage disposal. The secure, gated community offers peace of mind and added privacy, making it an ideal place to call home. Whether you're looking for a primary residence, vacation home, or investment property, this residence offers comfort, convenience, and easy access to some of Florida’s top attractions. Don’t miss your chance to own this fantastic 4 bed 3 full bath pool home in the fast-growing City of Winter Haven!

2097 Whispering Trails Boulevard, Winter Haven

$365,000

3 Beds ⋅ 2 Baths ⋅ Eloise Oaks SubDv. ⋅ 33884 Zip Code

Remarkable 3-bedroom, 2-bathroom single-story home offering 1,866 square feet of comfortable living space on a spacious 1/4 acre lot in Winter Haven, FL. This meticulously maintained residence is packed with features designed for both comfort and style. The large kitchen is well designed for organization with granite countertops, built-in sliding drawers, and sleek stainless steel appliances. Throughout the home, you'll find elegant tray ceilings that add a touch of sophistication to the living spaces. For your peace of mind, the property is equipped with an ADT security system and a state-of-the-art Ultraviolet AC Air Purification Scrubber system, ensuring the cleanest indoor air quality for you and your family. The living area opens up to a COZY SCREENED LANAI complete with sliding windows, making it the perfect spot for year-round relaxation. Step outside to discover an entertainer's dream outdoor space featuring an EXTENDED PAVER PATIO with an elevated grilling station. The FULLY FENCED YARD provides privacy. Located in the quiet Eloise Oaks neighborhood, this home is just up the street from LAKE ELOISE, one of many lakes in the renowned Winter Haven Chain of Lakes. You'll be just minutes from LEGOLAND Florida Resort and perfectly positioned between Florida's beautiful east and west coasts as well as the Orlando attractions. This exceptional home combines comfort, style, and an unbeatable location. Schedule your showing today!

135 Eloise Oaks Drive, Winter Haven

$259,900

2 Beds ⋅ 2 Baths ⋅ Lake Daisy Estates SubDv. ⋅ 33884 Zip Code

SELLER IS OFFERING $2,500 IN CONCESSIONS!!! This well maintained Lake Daisy Estates home located in southeast Winter Haven. This 2 bedroom & 2 bathroom home is ready for its new owners. Recent Upgrades: Roof and Solar (2023), SELLER WILL PAY OFF SOLAR PANELS AT CLOSING!!! Windows and Sliding Glass Door are Renewal By Andersen (2024), retractable garage door screen (motor replaced 2026). Enjoy your 2-car garage with the door open and the mosquitoes kept out! Only ten homes on the street provides a great space for playing outside, walking, bike riding and more! Very low traffic as other roads lead to community entrances/exits! NO HOA FEES! NO CDD FEES! Electric bill for October usage was less than $17!!! The paid off solar system provides the potential to SAVE HUNDREDS OF DOLLARS EACH MONTH FOR THE LIFE OF THE SYSTEM!!! This property is ready for the new owners to make it their own. Lake Daisy Estates is approximately 1/2 mile from A rated Garden Grove Elementary School, 1 mile from the Street Audubon Nature Center, 1 1/2 miles from Wal-Mart, 2 miles from Advent Emergency, 3 miles from Publix, 4 miles from Home Depot and 5 miles to Lowe's. This home is centrally located in Florida and is approximately 50 miles from Orlando International Airport and 60 miles from the Tampa International Airport. Don’t miss out, schedule your private showing today!

463 Daisy Lane, Winter Haven

$250,000

3 Beds ⋅ 2 Baths ⋅ Southeast Terrace SubDv. ⋅ 33880 Zip Code

Picture weekends spent exploring Winter Haven’s lakes, discovering a favorite local restaurant, and coming home to a place that feels like your own. At 1816 5th Street SE, this three-bedroom, two-bath masonry home offers an inviting setting for enjoying the Central Florida lifestyle. Set on nearly a quarter acre, the property offers room to imagine backyard cookouts, a garden, or a quiet outdoor retreat. Inside, inviting living spaces offer room to relax and feel at home, while three bedrooms provide flexibility for guests, work, or hobbies. A carport adds everyday convenience, and the roof was replaced in 2020. Enjoy the dining, parks, downtown experiences, and Chain of Lakes recreation that give Winter Haven its character. Whether you’re looking for a full-time residence, a seasonal retreat, or an opportunity to explore as a long-term rental, this home offers a place to bring your plans to life. Come see the possibilities and picture your next chapter.

1816 5th Street Se, Winter Haven

$325,000

4 Beds ⋅ 3 Baths ⋅ Villamar SubDv. ⋅ 33884 Zip Code

Brand new, energy-efficient home available by Dec 2026! First-floor primary suite ensures everyone has their own private space. Second floor offers a spacious loft that can be used to best fit your family's needs. Enjoy preparing meals with your family in the open kitchen with spacious work island. Visit Villamar and explore new single-family homes for sale in Winter Haven, FL. Residents will have access to two resort-style amenity centers featuring a clubhouse, pool, and playground. Winter Haven is known for its beautiful chain of lakes with lakeside restaurants and its award-winning community theater. Nearby attractions include Legoland Florida and Peppa Pig Theme Park. A brand-new model and new phase are coming soon. Each of our homes is built with innovative, energy-efficient features designed to help you enjoy more savings, better health, real comfort and peace of mind.

4000 Giorgio Drive, Winter Haven

$138,000

2 Beds ⋅ 1 Baths ⋅ Inwood SubDv. ⋅ 33881 Zip Code

GREAT POTENTIAL WITH A SPACIOUS, PRIVATE BACKYARD! This 2-bedroom, 1-bath concrete block home offers approximately 572 square feet of living space on a generous 0.23-acre lot. One of the property's standout features is the fully fenced backyard, surrounded by mature trees that provide a nice sense of privacy and separation. Inside, the home features a simple, functional layout with tile flooring and room for personal touches and improvements. Whether you're looking for a smaller home to make your own or an investment opportunity, this property offers several possibilities. Conveniently located near schools, shopping, and everyday amenities in Winter Haven. With a little vision and effort, this property has the potential to become something special. Schedule your showing today and see the possibilities for yourself!

1489 36th Street Nw, Winter Haven

$180,000

2 Beds ⋅ 2 Baths ⋅ Timber Wood SubDv. ⋅ 33880 Zip Code

GREAT OPPORTUNITY TO BUILD SWEAT EQUITY IN WINTER HAVEN! Looking for a fixer-upper with potential, an investment property, or a home you can make your own? This 2-bedroom, 1.5-bath concrete block home offers approximately 904 square feet of living space, a one-car garage, and plenty of possibilities for the right buyer. Two significant improvements include a roof installed in 2019 and an HVAC system replaced in 2024. While the home does need repairs and renovations, it presents an opportunity for buyers willing to put in the work and bring their own vision to life. Conveniently situated near schools, shopping, dining, and major roadways, with easy access to surrounding Central Florida communities. Whether you're a first-time buyer looking to build sweat equity, an investor searching for your next project, or someone who enjoys transforming a property, this home offers a great starting point. Bring your creativity and discover the possibilities!

3349 Timberline Road W, Winter Haven

$220,000

4 Beds ⋅ 2 Baths ⋅ Florence Village SubDv. ⋅ 33881 Zip Code

Home sweet home, In the heart of Winter Haven. This updated 4 beds; 2 bath family home can be yours. This home has been upgraded with stainless steel appliances, granite countertops, and new flooding in the bedrooms. Warm and welcoming yard for family gatherings or simply relaxing and rejuvenating from the workday.

1904 3rd Street Ne, Winter Haven

$396,828

5 Beds ⋅ 3 Baths ⋅ Villa Mar SubDv. ⋅ 33884 Zip Code

Under Construction. Valencia BELOW MARKET INTEREST RATES with use of Seller's Preferred Lender. Prepare to be impressed by the Valencia, a two-story home featuring 5 bedrooms, 3 bathrooms, and a 2-car garage. This floorplan is designed for modern living and effortless entertainment. Step through the elegant foyer into a vibrant main living area, complete with a private guest suite for ultimate comfort. The kitchen shines with sleek quartz countertops, stainless steel appliances, and luxurious vinyl plank flooring overlooking the dining area which flows beautifully to the covered lanai through sliding glass doors. Upstairs, you’ll find the secluded owner’s suite complete with a walk-in shower, dual vanity and spacious walk-in closet. Conveniently located by the additional bedrooms is the cleverly designed oversized laundry room. Another modern feature of the Valencia is the smart thermostat with voice control, making energy efficient living a breeze. Outside, enjoy the chic elevation and professionally curated landscaping that adds the perfect finishing touch to this exceptional home. Close to it all, Villa Mar places you near the natural beauty of the Winter Haven Chain of Lakes, the charm of downtown Winter Haven, and family fun at LEGOLAND® Florida Resort. Back at home, residents enjoy community amenities including a pool, dog park, playground, and walking trails. Images shown are for illustrative purposes only and may differ from actual home. Completion date subject to change. Contact or make an appointment for more details on interest rates.

5378 San Pietro Drive, Winter Haven

$329,990

4 Beds ⋅ 3 Baths ⋅ Villa Mar SubDv. ⋅ 33884 Zip Code

Under Construction. Turquesa BELOW MARKET INTEREST RATES with use of Seller's Preferred Lender. The Turquesa is the ultimate family haven, a two-story home featuring 4 bedrooms, 2.5 bathrooms and a private 2-car garage. This home offers an open concept living space designed for both relaxation and entertainment. The half bathroom off the foyer ensures every guest feels at home while the extended foyer opens to the main living and dining area. Featuring luxury vinyl plank flooring and convenient indoor-outdoor living with a lanai through sliding glass doors, it’s a haven of comfort and style perfect for gatherings. The kitchen includes stunning quartz countertops and sleek stainless-steel appliances. Enjoy the spacious upstairs recreation room and the convenience of a laundry room just steps away from the bedrooms. The owner's suite is a secluded retreat with oversized his-and-her walk-in closets, dual vanity and a walk-in shower. Completing this expansive home is the smart thermostat with voice control and professionally designed landscaping, this is truly the epitome of family-friendly luxury! Close to it all, Villa Mar places you near the natural beauty of the Winter Haven Chain of Lakes, the charm of downtown Winter Haven, and family fun at LEGOLAND® Florida Resort. Back at home, residents enjoy community amenities including a pool, dog park, playground, and walking trails. Images shown are for illustrative purposes only and may differ from actual home. Completion date subject to change. Contact or make an appointment for more details on interest rates.

5357 San Pietro Drive, Winter Haven

$239,000

2 Beds ⋅ 2 Baths ⋅ Haven Groves Estates SubDv. ⋅ 33881 Zip Code

Discover the possibilities and bring your personal charm. This 2-bedroom, 2-bath home features spacious bedrooms, a separate dining room, and a versatile bonus room that could be converted into a 3rd bedroom, subject to applicable requirements. The bonus room also offers options for a home office, hobby room, or additional living space. An indoor laundry room adds everyday convenience, while the storage shed provides extra space for tools, seasonal items, and outdoor equipment. Conveniently located near the intersection, this home offers plenty of potential to make it your own. Schedule your showing today! Buyer to verify actual square footage.

2656 Trinity Circle Nw, Winter Haven

1550 11th Street Ne Unit C5, Winter Haven

$115,000

2 Beds ⋅ 2 Baths ⋅ Lake Buckeye Condo SubDv. ⋅ 33881 Zip Code

This updated unit has 1,148 sq ft of living space, with new flooring, new countertops and plenty of natural light throughout. The kitchen has a large pantry, and the washer and dryer are in the unit. Step out onto the balcony for direct views over Lake Buckeye. Both bedrooms are a good size with large closets, and the primary bedroom has its own private bathroom. Residents can use the community pool. The unit is currently leased at $1,150 a month, and the lease continues after closing, so the buyer takes over an existing tenancy and income from day one. Showings are by appointment only, with notice to the tenant. Information is deemed reliable but not guaranteed. Buyer to verify square footage, lease terms, HOA fees and rules, and all other details.

1550 11th Street Ne Unit C5, Winter Haven

$449,900

4 Beds ⋅ 3 Baths ⋅ Eloise Cove SubDv. ⋅ 33884 Zip Code

Imagine coming home to a place where elegance, comfort, and a wonderful lifestyle come together beautifully. Welcome to this exceptional 4-bedroom, 3-bath residence in Eloise Cove, an exclusive gated community conveniently located just off Helena Road. From the moment you arrive, you'll appreciate the outstanding curb appeal, attractive architectural design, beautifully landscaped grounds, and expansive corner lot enhanced by stately mature trees. It's the kind of home that makes a lasting first impression and invites you to discover what awaits inside. Step through the front door and experience the warmth and sophistication of gorgeous custom hardwood floors flowing throughout the living areas, complemented by impressive 12-foot ceilings that create a wonderful sense of openness and space. Plantation shutters throughout the home add timeless charm and a touch of refinement while allowing you to enjoy natural light and privacy. The beautifully renovated kitchen, featuring new granite countertops and updated stainless appliances, provides an inviting gathering place for preparing meals, sharing conversations, and creating memories with family and friends. With four bedrooms and three bathrooms, there is plenty of room to welcome visiting family, accommodate guests, or create the perfect home office or hobby space. The spacious three-car garage, featuring two garage doors, offers exceptional convenience and flexibility for vehicles, storage, and more. You'll also appreciate the added peace of mind that comes with a roof and air conditioning system approximately five years old. Combining an attractive setting, gracious living spaces, beautiful finishes, and the privacy of an exclusive gated community, this Eloise Cove home offers more than simply a place to live—it offers an opportunity to embrace the lifestyle you've been looking forward to. Come see the possibilities and imagine making this beautiful residence the setting for your next exciting chapter!

1907 Eloise Cove Drive, Winter Haven

3403 Julius Estates Boulevard, Winter Haven

$349,000

4 Beds ⋅ 3 Baths ⋅ Lake Smart Estates SubDv. ⋅ 33881 Zip Code

Enjoy comfortable living in this spacious home offering just under 2,400 square feet of living space in a convenient North Winter Haven location. Situated directly across from the community swimming pool, newly replaced AC this home offers easy access to neighborhood amenities, including a fishing pier. The backyard features a peaceful view overlooking a small pond, creating a relaxing setting to enjoy your outdoor space. The thoughtfully designed floor plan features an open and inviting downstairs living area with the living room, kitchen, and family room, while all bedrooms are conveniently located upstairs, providing added privacy. The kitchen is appointed with granite countertops, and the home also features a two-car garage and the added convenience of an upstairs laundry area with washer and dryer included. With quick access to Highway 27, getting around Winter Haven and the surrounding areas is a breeze. Enjoy the combination of spacious living, community amenities, peaceful water views, and a convenient location in this inviting home!

3403 Julius Estates Boulevard, Winter Haven

$125,000

3 Beds ⋅ 2 Baths ⋅ Annie O Maddox Subdivision SubDv. ⋅ 33881 Zip Code

A little retro, a lot of room to make it yours! This single story Winter Haven home pairs vintage details with a flexible layout, featuring 3 bedrooms, 1 full bath, and 1 half bath. A wall of windows brightens the wood paneled front room, where sliding glass doors lead into the living and dining area. The separate front room provides space for a home office, reading nook, or hobby room. A decorative arch opens from the dining area into the kitchen, where upper and lower cabinets, a tiled backsplash, and a double basin sink give you a starting point for a refresh. The full bath features a tub and shower combination with a distinctive vintage tile surround. Outside, a mature shade tree frames the driveway, and the covered carport leads to a screened porch with room for a pair of chairs. Brick accents add character to the exterior, and a separate shed provides storage for tools and outdoor gear. Whether you’re drawn to the original look or already picturing fresh flooring and a new color palette, there’s plenty of room to put your own stamp on this home.

1803 4th Street Nw, Winter Haven

$330,000

3 Beds ⋅ 2 Baths ⋅ Winterset North SubDv. ⋅ 33884 Zip Code

Your Florida poolside retreat awaits! Welcome to this inviting 3-BEDROOM, 2-BATH POOL HOME with approximately 1,718 square feet, located on the north side of Lake Winterset in Winter Haven. Thoughtful updates, generous storage, and comfortable indoor and outdoor spaces make this home a standout—including RE-PLUMBING and a NEW GENERATOR that will convey with the sale! Step inside to a spacious living room where VOLUME CEILINGS and a NATURAL STONE WOOD-BURNING FIREPLACE create a welcoming setting for relaxing or gathering with guests. The UPDATED KITCHEN features MAPLE CABINETRY, newer appliances, an island with BREAKFAST BAR seating, and a large WALK-IN PANTRY. The adjoining dining area opens to the pool and patio, making entertaining flow easily outdoors. Enjoy your own backyard getaway with a SWIMMING POOL and a large COVERED, SCREENED PATIO with convenient bathroom access. The FULLY FENCED BACKYARD provides room to enjoy the landscaped setting, while a STORAGE BUILDING keeps outdoor essentials organized. Interlocking STONE PAVERS along the driveway and walkway add curb appeal, complemented by landscape lighting. The primary bathroom features CUSTOM CABINETRY, a solid-surface countertop, and a shower. An approximately 9-BY-13-FOOT INDOOR LAUNDRY ROOM offers a utility sink, built-in cabinets, and ample storage. The TWO-CAR GARAGE adds even more functionality with a workbench, tool storage, and a side exterior door. Additional highlights include DUAL-PANE INSULATED WINDOWS AND DOORS, HURRICANE SHUTTERS, and RADIANT BARRIER INSULATION. Conveniently located near shopping, restaurants, schools, and LEGOLAND, this home brings together practical upgrades and the outdoor lifestyle you love. Schedule your private showing today!

2019 Kapree Court, Winter Haven

$289,990

3 Beds ⋅ 2 Baths ⋅ Villamar Ph 5 SubDv. ⋅ 33884 Zip Code

The Vista is a thoughtfully designed single-story home in the sought-after Villamar community, featuring three bedrooms, two full bathrooms, and an inviting open-concept layout that blends modern style with everyday functionality. From the moment you step inside, the well-planned interior and carefully selected finishes create a welcoming feel throughout. At the heart of the home, the spacious kitchen showcases quartz countertops, a full line of stainless steel appliances, including an eSTAR® side-by-side refrigerator, and an oversized island that provides additional seating and workspace. The kitchen flows seamlessly into the dining area and expansive Great Room, creating an open, connected living space. Just off the Great Room, a covered lanai extends the living area outdoors, providing a comfortable setting to enjoy the surrounding views. The private owner's suite is tucked away at the rear of the home and features a generous walk-in closet and an en-suite bathroom with dual vanities and a beautifully tiled shower with glass enclosure. Two additional bedrooms are positioned at the front of the home, along with a full bathroom and convenient linen closet. A dedicated laundry room, complete with an already installed washer and dryer, adds another thoughtful touch. Ceramic tile flows throughout the main living areas, while carpeting adds comfort in all three bedrooms. Smart home technology includes a Ring Video Doorbell, Smart Thermostat, Keyless Entry Smart Door Lock, and DEAKO Smart Switches. Additional features include lush landscaping, a front irrigation system, architectural shingles, insulated windows, and a two-car garage, all backed by a full builder warranty. Villamar is one of the area's premier communities, featuring an impressive collection of amenities, including a resort-style swimming pool with a dedicated lap lane, expansive pool deck with shaded seating, stylish clubhouse, playground and park area, dog park, walking paths, and beautifully maintained green spaces. Tranquil ponds, wetlands, and waterfront and conservation homesites further enhance the community's natural surroundings. Move-in ready and thoughtfully appointed throughout, The Vista brings together an appealing open layout, stylish finishes, smart home technology, and desirable community amenities. Schedule your private showing today! We can’t wait to welcome you home!

2747 San Marco Way, Winter Haven

$369,000

3 Beds ⋅ 2 Baths ⋅ Hartridge Hills SubDv. ⋅ 33881 Zip Code

Virtually Staged. Some homes are built to follow trends. Others are built to stand the test of time. Welcome to 218 NW Lake Hartridge Drive, where timeless craftsmanship meets beautiful renovations in one of Winter Haven's established gated communities, complete with private access to the Chain of Lakes. Built in 1988, this custom home offers something becoming increasingly difficult to find: character, quality construction, and architectural details that make a home truly special. From the moment you step inside, soaring ceilings, exposed wood beams, solid wood doors, and matching wood baseboards create a sense of warmth and character that simply cannot be replicated in today's cookie cutter construction. Thoughtfully renovated from top to bottom, this home beautifully balances its original charm with the comforts of modern living. Luxury vinyl plank flooring, fresh interior paint, updated lighting, and smooth ceilings provide a fresh, inviting atmosphere throughout. The beautifully remodeled kitchen features custom wood cabinetry, granite countertops, and matching Whirlpool appliances, while both bathrooms have been tastefully updated with beautiful tile finishes, wood vanities, Delta fixtures, and Kohler toilets. The spacious split bedroom floor plan offers privacy and flexibility, while the primary suite features new carpeting. Imagine the holidays here. A Christmas tree beneath those beautiful ceilings, Thanksgiving dinner surrounded by family, and the laughter of friends filling the living spaces. This is the kind of home that invites you to slow down, gather together, and create memories that last for generations. A home that feels curated rather than decorated, where the character is already there and the next chapter is yours to write. And while the character may be timeless, the improvements are anything but dated! A NEW ROOF installed in March 2026, new double insulated windows, new water heater, fresh exterior paint, updated irrigation, and professional landscaping provide peace of mind for years to come. The home has also passed a recent four point inspection. An attached two car garage and generous laundry room storage add everyday practicality. Beyond the front door, you'll discover an established gated neighborhood with mature surroundings and a wonderful sense of pride of ownership. Residents enjoy a private community dock and boat ramp with access to Winter Haven's beautiful Chain of Lakes, offering endless opportunities to enjoy life on the water. Even better, the HOA is just $150 per month and includes lawn mowing and fertilization, allowing you to spend more time enjoying your home and less time maintaining the lawn. If you've been searching for a home with substance, character, and quality, without sacrificing the updates and conveniences of today, this may be exactly what you've been waiting for. Because some homes aren't meant to look like every other home on the street. And that's precisely what makes them special. Welcome home to 218 NW Lake Hartridge Drive.

218 Hartridge Hills Drive, Winter Haven

$409,900

3 Beds ⋅ 3 Baths ⋅ Anna Mar SubDv. ⋅ 33881 Zip Code

Lakefront Paradise on Lake Elbert! Enjoy beautiful water views right from your front door! Spanning over 1,900 square feet of living space on a generous 0.52-acre lot, this home features a thoughtful layout to include a welcoming living room, a separate cozy family room, and a formal dining room overlooking the lake. The spacious kitchen boasts solid wood cabinets, beautiful countertops, and stainless steel appliances. The primary bedroom showcases stunning lake views along with its own ensuite bathroom complete with a walk-in shower and double vanity. The expansive fenced backyard offers plenty of room for outdoor entertaining. Don’t miss your chance to own this lakeside retreat—schedule your private tour today!

427 W Lake Elbert Dr Ne, Winter Haven

$698,000

11 Beds ⋅ 5 Baths ⋅ Inwood #5 SubDv. ⋅ 33881 Zip Code

INCOME-PRODUCING INVESTMENT OPPORTUNITY IN WINTER HAVEN! Don’t miss this opportunity to own a four-unit investment property with $6,400 in potential monthly rental income at full occupancy! Currently generating $4,700 a month with three of the four units occupied, this property offers immediate cash flow and an opportunity for additional rental income. Situated on approximately 0.55 acres, this unique property features three structures with four separate rental units, offering an established income stream and excellent investment potential. The main residence, located at 2500 Avenue O NW, offers 4 bedrooms and 2 bathrooms and currently rents for $1,800 a month. An attached one-bedroom, one-bath apartment at 2502 Avenue O NW generates an additional $1,200 a month. At the rear of the property, a two-story duplex at 2504 Avenue O NW features two spacious three-bedroom, one-bath units, each renting for $1,700 a month. 3 of the 4 units are currently occupied with tenants on annual leases, providing immediate rental income for the next owner. The one-bedroom apartment and both duplex units received updates in January, including fresh paint and interior improvements. The upstairs duplex unit also features a recently replaced air conditioning system. A shared laundry room is conveniently located between the main residence and duplex. With a total of approximately 4,465 square feet of MLS-reported living space, multiple rental units, and established tenants already in place, this property presents a compelling opportunity for investors looking to expand their rental portfolio. Whether you’re a seasoned investor or looking to add your first multifamily property, this Winter Haven investment offers immediate income and long-term potential. Schedule your private showing today!

2500 Avenue O Nw, Winter Haven

$275,000

3 Beds ⋅ 2 Baths ⋅ Leisure Shores SubDv. ⋅ 33881 Zip Code

Welcome home to this charming 3-bedroom, 2-bathroom home offering comfort, functionality, and convenience! Step inside to find laminate flooring throughout the living areas and bedrooms, creating a warm and inviting atmosphere. The kitchen features a stylish tile backsplash and offers a functional space for everyday cooking and meal preparation. The spacious primary bedroom provides a comfortable retreat, complete with an ensuite bathroom featuring a beautifully tiled walk-in shower. Step outside to enjoy the large screened-in back porch, perfect for relaxing, entertaining, or enjoying the Florida weather year-round. The backyard also features a generously sized storage shed, providing plenty of additional space for tools, equipment, and outdoor essentials. Conveniently located with easy access to shopping, dining, and major roadways, this home offers a great combination of indoor comfort, outdoor living, and everyday convenience. Schedule your private showing today!

2025 Marilyn Avenue, Winter Haven

$244,900

2 Beds ⋅ 2 Baths ⋅ Vienna Square SubDv. ⋅ 33884 Zip Code

PICTURE PERFECT! Imagine settling into this ideal low-maintenance home tailored for comfort and easy living. This 2 bedroom, 2 bathproperty is clean, move-in ready, and designed to let you spend less time on chores and more time enjoying your time.Highlights include: - Spacious Eat-In Kitchen: Features lovely granite countertops, a travertine backsplash, and an attractive black appliance package. - Bright & Open Layout: An easy floor plan with modern, low-maintenance luxury vinyl plank floors throughout the main living areasand bedrooms, plus an extra-large laundry room. - Private Outdoor Space: Enjoy a screened patio complete with slate tile floors, a ceiling fan, and roller shades for quiet privacy. - Peace of Mind: Relax knowing key big-ticket items—the roof, AC, and hot water tank—were all updated in 2025 and 2026.This home is conveniently located within 10 minutes of restaurants, banks, shopping and Legoland. Vienna Square offers a low-maintenance lifestyle with reasonable fees, in a welcoming setting. ViennaSquare is a beautifully maintained, amenity-rich community designed for easy living. Monthly fees includes lawn mowing, and a Spectrum Internet/TV package. Residents enjoy access to a communitypool, fitness center, billiards, movie theater, tennis and pickleball courts, and an active social calendar. Step inside, fall in love. Make it yours!

2332 Salzburg Loop, Winter Haven

$329,900

5 Beds ⋅ 4 Baths ⋅ Dundee Station SubDv. ⋅ 33881 Zip Code

Welcome to this beautifully maintained 2018-built single-family home located at 1364 Salisbury Drive in Winter Haven, the best value for this size in the area! Offering approximately 2,400 square feet of living space, this spacious residence features 5 bedrooms, 3.5 bathrooms, and a two-car garage. The primary suite is conveniently located on the first floor, providing privacy and comfort, while the other 4 bedrooms are upstairs with a loft. The interior and exterior has been freshly painted , new floors, creating a bright and move-in-ready atmosphere throughout. Enjoy Florida living year-round from the screened-in back patio, perfect for relaxing or entertaining. It is conveniently located just minutes from downtown Winter Haven and close to the area’s picturesque lakes, shopping, dining, and major roadways. This home combines modern construction, generous space, and an excellent location. Schedule your private showing today!

1364 Salisbury Drive, Winter Haven

$205,000

2 Beds ⋅ 1 Baths ⋅ Sunshine Tree Ph 01 SubDv. ⋅ 33880 Zip Code

NEW ROOF (2025), NEW EXTERIOR AND INTERIOR PAINT (2025), NEW WATER HEATER (2022) and an UPDATED BATHROOM. Affordable home with excellent investment potential and NO HOA. Whether you're looking to expand your rental portfolio, purchase your first home, or find an affordable place to call home, 926 Sunshine Way Drive offers a great opportunity with plenty of upside potential! This 2 bedroom, 1 bath concrete block home features several valuable improvements, including a newer architectural shingle roof, newer exterior paint and fresh inside paint providing a solid starting point for future updates and improvements. For investors, an added opportunity awaits with the neighboring property at 928 Sunshine Way (MLS# L4965553) also available for purchase, offering the potential to own two side-by-side rental properties, increase rental income, and simplify property management. Inside, the home features a comfortable great room and dining room combination with a functional layout designed for everyday living. The kitchen offers a breakfast bar, closet pantry, gas range connection, and dishwasher hookup, providing a practical space with plenty of possibilities for future improvements. Both bedrooms are comfortably sized and share a conveniently located bathroom featuring an updated shower surround and vanity. Additional features include a screened back patio overlooking a nicely sized backyard, perfect for enjoying the Florida weather, while mature trees in the front yard provide welcome shade and added curb appeal. A one-car garage offers covered parking and additional storage space. Conveniently located approximately 10 minutes from the Polk Parkway, the property provides easy access to Lakeland, Tampa, Orlando, shopping, dining, and everyday conveniences. With no HOA restrictions or fees, a desirable concrete block construction, and the opportunity to make improvements that enhance its appeal and value, this property offers plenty of possibilities. While some updating is needed, the potential is undeniable. Purchase one or take advantage of the opportunity to own two neighboring properties and maximize your investment potential!

926 Sunshine Way Sw, Winter Haven

$195,000

2 Beds ⋅ 1 Baths ⋅ Sunshine Tree Ph 01 SubDv. ⋅ 33880 Zip Code

NEW ROOF (2025), NEW AC (2025), NEW WATER HEATER (2025) and NEW EXTERIOR PAINT (2025)!! Welcome to affordable living with valuable updates and excellent investment potential and NO HOA. Whether you're looking to expand your rental portfolio, purchase your first home, or simply find an affordable place to live, 928 Sunshine Way presents a wonderful opportunity with plenty of upside potential! This 2 bedroom, 1 bath home offers several significant improvements providing valuable peace of mind and reducing the need for major expenses (roof, exterior paint, water heater and AC). For investors, an exciting opportunity awaits with the neighboring property at 926 Sunshine Way (MLS# L4965555) also available for purchase, offering the potential to own two side-by-side rental properties, increase rental income, and simplify property management. Inside, the home offers a comfortable and functional layout with plenty of opportunity to make updates and improvements to suit your personal style or investment goals. A welcoming living room flows into the dining area and adjoining kitchen, creating a practical arrangement for everyday living. The kitchen offers convenient access to the screened back porch, providing a nice extension of the living space and a comfortable place to enjoy the outdoors. Both bedrooms are generously sized and share a conveniently located full bathroom. Outside, a screened back patio overlooks a fenced backyard providing added privacy and a great space for pets, outdoor activities, or simply relaxing and enjoying the Florida weather. With no HOA restrictions or fees, you'll appreciate the added flexibility of homeownership without the expense of monthly association dues. Conveniently located approximately 10 minutes from the Polk Parkway, the property offers easy access to Lakeland, Tampa, Orlando, shopping, dining, and everyday conveniences. Whether you're an investor searching for your next rental property, a first-time buyer looking to build equity, or someone ready to downsize, this home offers an affordable opportunity with room for future improvements. Purchase one or take advantage of the rare opportunity to own two neighboring properties and maximize your investment potential. With major mechanical updates already completed, the possibilities are yours to explore!

928 Sunshine Way Sw, Winter Haven

$278,000

3 Beds ⋅ 2 Baths ⋅ Lucerne Park Reserve SubDv. ⋅ 33881 Zip Code

This newer 4 bedroom 1 Story home located in the Lake Lucerne subdivision is now for sale. The home features spacious bedrooms. The open concept kitchen opens to the family room and dining area which is ideal for entertaining with family or friends. The home also features 3 bathrooms and approximately 2,000 square feet of living space. The living room leads to the backyard. The community features a community pool and play ground. Hurry and view the home before it sells! This home is being sold in as is condition without any warranty or guarantee by seller. The buyer is responsible for verifying all property, HOA, room sizes, utilities, condition, and tax information. HUD CASE: 098-104554

516 Mckenna Drive, Winter Haven

2037 San Marcos Drive Se Unit 325, Winter Haven

$180,000

2 Beds ⋅ 2 Baths ⋅ Park Lake 02 SubDv. ⋅ 33880 Zip Code

Enjoy city convenience Living in this 2-bedroom, 2-bath in Winter Garden Chain of Lakes Condo. Relax on private dock, fish or swim in the community pool. This home blends style with comport. Low maintenance and ready for your personal touch. Easy access from top shopping , dining, and entertainment-- perfect as a week-end getaway, or year round home. Come check and see for the opportunity to own or investment possibilities. Must be sold. Seller may hold first mortgage with a good down payment.

2037 San Marcos Drive Se Unit 325, Winter Haven

$339,975

3 Beds ⋅ 2 Baths ⋅ Lake Thomas Estates SubDv. ⋅ 33880 Zip Code

This 3-bedroom, 2-bathroom remodeled home features a split floor plan with a private primary bedroom and no HOA fees, making it perfect if you have a boat, camper, or extra recreational vehicles. Key features include: - Living Space: A huge great/family room with cathedral ceilings and a wood-burning fireplace. - Kitchen & Dining: An open dining room located off the galley kitchen. - Bonus Room: Sliding glass doors lead to a bonus room with a separate air conditioner (currently has no closet, but could be converted into a 4th bedroom). - Exterior & Parking: An oversized driveway, a 2-car garage, and a large, fully fenced backyard. - Community Amenities: Access to a community boat ramp on Lake Charles. - Location: Conveniently located to grocery stores, bus stops, playgrounds, soccer fields, and a dog park. Offers easy access to the Polk Parkway leading to I-4, Orlando, and Tampa. Come see it ,It wont last long !! NEW ROOF , NEWER AC and water heater .

384 Holly Ridge Road, Winter Haven

$275,000

4 Beds ⋅ 2 Baths ⋅ Lakes/Lucerne Park Ph 3 SubDv. ⋅ 33881 Zip Code

HOME SWEET HOME. Welcome! This well-located home offers 1,682 sq. ft. of living space and a peaceful setting in a newer, established community. One of the property’s standout features is the beautiful water view from the backyard, offering a relaxing backdrop for Florida living. The neighborhood offers a quiet and welcoming atmosphere while still providing convenient access to shopping, dining, everyday services, and major roadways. Whether you’re relaxing at home, enjoying the water view, or heading out to nearby conveniences, this property offers a great combination of comfort, location, and tranquility. See what this Winter Haven home has to offer and make it your own!

263 Oleander Street, Winter Haven

5780 Lakeside Landings Boulevard, Winter Haven

$290,000

4 Beds ⋅ 3 Baths ⋅ Lakeside Landings Ph 01 SubDv. ⋅ 33881 Zip Code

Enjoy peaceful pond views, spacious living, and desirable community amenities in this 4-bedroom, 2.5-bathroom, two-story home in Winter Haven! Built in 2016, this 2,526-square-foot home offers plenty of room to spread out and enjoy comfortable everyday living. Step outside and take in the pond view from the backyard, providing a relaxing backdrop to unwind at the end of the day. Major updates include a roof replacement in late 2023 and exterior paint completed shortly afterward. The A/C has also been recently serviced for added peace of mind. Located in an established community of Lakeside Landings featuring sidewalks, a neighborhood pool, and a playground, there are plenty of opportunities to enjoy the outdoors. Conveniently situated near Lake Fannie, with easy access to I-4, shopping, dining, and other everyday conveniences, this home puts you within reach of all that Winter Haven and Central Florida have to offer. Don't miss the opportunity to make this spacious home your own!

5780 Lakeside Landings Boulevard, Winter Haven

$710,000

3 Beds ⋅ 3 Baths ⋅ Waterford Oaks SubDv. ⋅ 33884 Zip Code

Welcome to the exceptionally beautiful guard gated community of Waterford Oaks! This stunning 3 bed, 3 bath pool home offers over 3,200 square feet of thoughtfully designed living space, showcasing custom craftsmanship, elegant architectural details, and an abundance of desirable features both inside and out. Meticulously maintained and beautifully appointed, this home offers a spacious, side entry three car garage with custom built ins. A few of the recent improvements include a new roof installed in October 2022, a new pool screen, and a tankless water heater. From the moment you step through the front door, you are welcomed by soaring ceilings, an inviting open floor plan, and beautiful architectural details that create an immediate sense of space and elegance. Builder Lori Waters thoughtfully included distinctive custom touches throughout the home. The formal dining room is beautifully complemented by decorative ceiling details and a decorative niche. A separate private office provides the ideal setting for working from home. The spacious family room serves as the heart of the home, featuring a custom built-in entertainment center with a gas fireplace, and an impressively designed tray ceiling with surround-sound speakers. Open to the expansive gourmet kitchen, this thoughtfully designed living space makes the flow of everyday living effortless. The expansive gourmet kitchen is both beautiful and functional, offering granite countertops, stainless steel appliances, a gas range, and a center island with a convenient prep sink, and a separate wine/coffee bar, complete with a wine refrigerator. The cleverly hidden, oversized walk-in pantry provides additional storage in this well-appointed kitchen. The spacious primary suite with its magnificent tray ceiling, offers a peaceful retreat with a private door providing direct access to the lanai and pool area. The suite features two walk-in California closets, offering exceptional organization and storage. The private primary bath creates a spa-inspired experience with two vanities, a jetted soaking tub, and a separate walk-through shower featuring dual shower heads and a built-in sitting bench. On the opposite side of the home, are 2 additional generously sized bedrooms. Both feature large closets and share a convenient Jack-and-Jill bathroom. The screened pool and lanai area provide an extension of the home's living and entertaining space. Enjoy the beautiful pool featuring a waterfall, a sun ledge, and a heated spa. The outdoor kitchen and grilling area, complete with its own prep sink, make entertaining effortless. A conveniently located third full bathroom provides easy access for poolside guests without having to enter the main living areas. Additional features include an irrigation system, exterior lighting, central vacuum, and beautifully maintained landscaping that enhances the home's overall curb appeal. Waterford Oaks offers an exceptional lifestyle in a desirable guard-gated community. Residents enjoy access to a private community boat ramp on Lake Winterset, part of the renowned Winter Haven Chain of Lakes, where one can enjoy boating, fishing, or spending time on the water. Beautifully designed, thoughtfully maintained, and filled with custom details. It offers the complete Florida lifestyle. Don't miss the opportunity to experience all that this exceptional Waterford Oaks home has to offer. Schedule your private showing today! **Professional photos coming soon**

9457 Waterford Oaks Drive, Winter Haven

$375,000

3 Beds ⋅ 2 Baths ⋅ Interlaken Add SubDv. ⋅ 33881 Zip Code

A rare 1945-lakefront home on Lake Howard along Winter Haven's highly sought-after Chain of Lakes. This central Florida waterfront property offers a 2BR/1BA main home plus a separate 1BR/1BA guesthouse currently used as a rental. The breezeway, (laundry rm), has a doorway from the main house leading into the guesthouse that has been sealed off, but could easily be opened again if a buyer wanted to merge the guesthouse into becoming part of the main home. The historic charm here is truly one of a kind w/ original hardwood floors running through much of the home, arched doorways between the rooms, & even the original front door w/ its antique turn-key doorbell. The living rm is anchored by a wood-burning fireplace w/ deep built-in shelving on each side, while large sweeping windows frame views of Lk Howard. The Florida rm/sun rm features wall-to-wall wrap-around windows, tile floor & a built-in window seat w/ storage, offering panoramic lake views & beautiful sunsets. An ornate stained glass divider leads from the sun rm into the dining rm, which showcases a stunning hand-painted mural of Old Florida lakefront scenery w/ the same blue herons, coots & anhingas you'll see right outside. The bathroom features an arched, tiled walk-in shower w/ a frameless glass enclosure. The spacious kitchen offers tile floors, tile countertops, a gas range, white cabinetry, a pantry & a breakfast-nook area w/ French doors that lead to the separate laundry rm, which features vintage mosaic tile floors & direct access to the brick walkway & the generously sized wrap-around wooden sun deck. The large .35-acre lot offers room for a garden, pool, or a private outdoor retreat. Just behind the main home, the guesthouse has its own charm, w/ a checkerboard woven wood ceiling & painted vintage mosaic tile floors. Its living area has sliders leading to its private covered patio. The guesthouse kitchen includes wood cabinetry, & tile floors while the tiled bathroom offers a step-in shower. The same tenant has called it home for approx. 4 years & rents month-to-month for $800/mo, making it a reliable income-producing property, a private space for guests, or a future extension of the main home. There are 3 carports plus 2 storage rooms. Across the street, your private lakefront features a boat dock w/ electric, newer decking & a boatlift that just needs a motor. This fixer-upper needs some TLC, but w/ this much character & potential on the Chain of Lakes, it is a rare chance to restore a true piece of Winter Haven history. All measurements are approx. & all info should be confirmed by buyer.

1501 N Lake Howard Drive, Winter Haven

$250,000

3 Beds ⋅ 2 Baths ⋅ Peace Crk Reserve SubDv. ⋅ 33884 Zip Code

Virtually Staged. Enjoy a comfortable home base for everything Winter Haven has to offer at 1688 Teagan Lane in Peace Creek Reserve. The kitchen opens directly to the dining and living areas, creating a connected space for cooking, entertaining and everyday living. Updated lighting and tile flooring throughout the main living areas give the interior a clean, cohesive feel, while sliding glass doors bring in natural light and lead to the backyard. The primary suite is positioned toward the rear of the home and features a walk-in closet, dual-sink vanity and walk-in shower. A dedicated laundry room and two-car garage provide practical space for daily routines and storage. Beyond the home, Peace Creek Reserve offers a community pool and playground, with shopping and dining along Cypress Gardens Boulevard within reach. Spend your free time exploring Winter Haven’s Chain of Lakes, visiting local restaurants or enjoying a day at LEGOLAND Florida. Connections to US 27 and US 17 make it convenient to explore the surrounding area, while the neighborhood offers a place to come home and unwind. Discover a balance of comfortable living and Central Florida recreation at 1688 Teagan Lane.

1688 Teagan Lane, Winter Haven

$334,000

4 Beds ⋅ 2 Baths ⋅ Villamar SubDv. ⋅ 33884 Zip Code

Brand new, energy-efficient home available by Oct 2026! Prepare dinner while catching up on the days events from this home's open kitchen which overlooks a spacious great room and dining area. Retreat to your primary suite that is conveniently situated in the back of the home for plenty of privacy. Visit Villamar and explore new single-family homes for sale in Winter Haven, FL. Residents will have access to two resort-style amenity centers featuring a clubhouse, pool, and playground. Winter Haven is known for its beautiful chain of lakes with lakeside restaurants and its award-winning community theater. Nearby attractions include Legoland Florida and Peppa Pig Theme Park. A brand-new model and new phase are coming soon. Each of our homes is built with innovative, energy-efficient features designed to help you enjoy more savings, better health, real comfort and peace of mind.

3937 Giorgio Drive, Winter Haven

$308,000

3 Beds ⋅ 3 Baths ⋅ Peace Crk Reserve SubDv. ⋅ 33884 Zip Code

Short Sale. Short Sale. Welcome to 1140 Tyler Loop in Winter Haven! This two-story home offers 4 bedrooms, 2.5 bathrooms, and an open floor plan that connects the living, dining, and kitchen areas—ideal for everyday living and entertaining. The kitchen offers ample cabinet space, while the primary suite features a private bathroom and generous closet space. Additional bedrooms provide flexibility for guests, a home office, or hobbies. An attached two-car garage adds convenient parking and storage. Discover the possibilities and schedule your private showing today! Sale is subject to lender approval of the purchase price and terms. Additional time may be required for the short sale approval process.

1140 Tyler Loop, Winter Haven

$399,000

3 Beds ⋅ 2 Baths ⋅ Carefree Cove SubDv. ⋅ 33881 Zip Code

Looking for a peaceful lakefront pool home or well appointed Airbnb property? This beautiful 3-bedroom, 2-bath home sits on Lake Conine in Winter Haven’s northern Chain of Lakes, with easy access to the Chain of Lakes Trail. The home has been completely renovated to include a brand new roof, A/C, luxury vinyl plank flooring, interior / exterior paint, water heater, and much more! The kitchen features tons of solid wood cabinets, all new stainless steel appliances, and granite countertops. It includes both a breakfast area and a picturesque cutout with a view of the pool area and lakefront! The laundry room is also built into the kitchen area and includes a unique custom built porthole window that provides both natural light and views to the Florida room and beyond. The kitchen flows into a large enclosed porch (Florida room) with tons of potential! It could be used as a second living room space, dining room, and even space for a game room or office area! The Florida room includes additional cabinets and a bar area with a granite countertop. From the Florida room you can access the screened open porch where you can enjoy a stunning lake view. The primary bedroom features an en suite bathroom with jetted tub/shower, new vanity & fixtures, as well as a large closet. The 2nd bedroom also includes a large closet. The garage has been converted into a 3rd oversized bedroom with a very large closet and shiplap feature wall. Both bathrooms have been fully renovated with gorgeous subway tile in the showers, new ceramic tile floors and vanities with solid surfaces. Outside the house has been completely repainted including newly painted concrete from the front to the back of the property. The home features a newly screened pool cage, a brand new pool liner, with a multi-colored LED pool light. There is a carport and large outdoor storage closet out front, and also a second driveway to park an extra vehicle or boat. The newly painted boathouse, which includes a roll-up door, is wired with electricity and could also function as a workshop. It features new lights, a new side door, and new wood stairs. The boathouse / workshop is approximately 10x20 feet and has tons of room for all your toys! There is no HOA to hassle with! The property includes its own large dock and a concrete slab along the beach area for launching your own boat. Most furnishings in listing are available for separate purchase. As a potential Airbnb, the unit currently sleeps 8, but could be configured to sleep more. Come see this beautiful renovated home today!

1151 Carefree Cove Drive, Winter Haven

$319,999

5 Beds ⋅ 2 Baths ⋅ Bonnie Shores SubDv. ⋅ 33881 Zip Code

GREAT INVESTMENT OPPORTUNITY IN WINTER HAVEN! Whether you're looking to purchase your first investment property or expand your existing portfolio, this beautifully remodeled duplex is a must-see! Featuring two separate units, one offering 2 bedrooms and 1 bathroom and the other offering 3 bedrooms and 1 bathroom, this property provides excellent flexibility for investors or owner-occupants looking to live in one unit while renting out the other. Both units have been tastefully updated with tile flooring throughout, stainless steel appliances, and beautiful quartz countertops in the kitchens and bathrooms. Conveniently located within walking distance of Lake Jessie and just minutes from shopping, dining, and everyday amenities. Easy access to the Polk Parkway makes commuting toward Tampa or Orlando a breeze. Whether you're looking to generate rental income, offset your mortgage, or add another property to your investment portfolio, this duplex offers a fantastic opportunity. Schedule your private showing today!

3429 Sherry Avenue, Winter Haven

$795,000

4 Beds ⋅ 3 Baths ⋅ Lake Eloise Estates SubDv. ⋅ 33884 Zip Code

FULLY REMODELED WATERFRONT HOME,PRIVATE POOL and BOAT DOCK WITH LIFT and NO HOA! Enjoy the best of Florida living in this beautifully remodeled 4-bedroom, 3-bathroom waterfront home in Winter Haven, offering modern finishes, a desirable split floor plan, and exceptional indoor-outdoor living. The inviting interior features stylish tile flooring, recessed lighting, and a stunning living room highlighted by a custom stacked-stone electric fireplace with a rustic wood mantle. The beautifully updated kitchen is a standout, featuring sleek solid-surface countertops, contemporary white shaker cabinetry, stainless steel appliances, and a HUGE STACKED-STONE CENTER ISLAND with breakfast bar, providing abundant workspace, seating, and the perfect gathering spot for family and guests. The split floorplan offers added privacy, while the spacious primary suite features sliding glass door access to the patio and an updated ensuite bathroom with a double-sink vanity and frameless glass walk-in shower. Additional highlights include NEW ROOF INSTALLED IN 2023, REMODELED KITCHEN AND BATHROOMS, french door, and TWO LAUNDRY AREAS—one conveniently located in the interior laundry room and another in the garage for added flexibility. The home also features NEW PLUMBING AND ELECTRICAL IN 2023, city water, and irrigation. Step outside to your private backyard oasis featuring a sparkling in-ground pool with a NEW POOL SURFACE AND NEW SCREEN ENCLOSURE, BOTH UPDATED IN 2023, an expansive paver patio, and a HUGE COVERED LANAI with a pine-paneled ceiling, outdoor TV, and stone accents, creating an ideal space for entertaining, relaxing, and enjoying the Florida sunshine. Waterfront enthusiasts will love the PRIVATE COVERED BOAT DOCK WITH BOAT LIFT on the canal leading to LAKE ELOISE, offering access to Winter Haven's renowned Chain of Lakes for boating, fishing, and watersports. With NO HOA, enjoy greater freedom and flexibility to accommodate your boat, trailer, and recreational equipment. Conveniently located near shopping, dining, parks, and everyday essentials, with access to Winter Haven's attractions and major Central Florida destinations, this move-in-ready property combines extensive updates, versatile living spaces, and an exceptional waterfront lifestyle. Enjoy your own private pool, spacious covered lanai, and boating access to Lake Eloise—all with NO HOA!

1010 Edgewater Drive, Winter Haven

$259,000

3 Beds ⋅ 2 Baths ⋅ Planters Walk SubDv. ⋅ 33884 Zip Code

Beautiful 3-bedroom, 2-bath POOL home in the Planters Walk community! This home features granite countertops, stone backsplash, and updated flooring. The layout offers a nice, open and spacious feel. Pool area needs a touch of love, but otherwise ... this home is move-in ready! Just a few miles from major road access for ease of commute, and within minutes of dining and shopping options. Come see this home today!

138 Saint Kitts Circle, Winter Haven

$415,000

3 Beds ⋅ 2 Baths ⋅ Summerhaven Shores SubDv. ⋅ 33884 Zip Code

Your own slice of Lake Daisy. This updated lakefront ranch style home sits on 100 feet of frontage on a clean, spring-fed lake where skiing and water sports can be yours, with a new dock (2022) and a beach at the water's edge. Fish from the end of the dock, paddle out for a morning on the water, or simply watch the wildlife from the screened back Lanai. The 1,502 sq ft block home offers 3 bedrooms and 2 baths on 0.31 acre of mature landscaping, with a covered front porch, split floor plan, lake views, and a brick fireplace in the family room. The primary suite has a walk-in closet, a second closet, and a private bath. The big-ticket work is done: new roof, kitchen and both bathrooms remodeled, new flooring, garage door and opener, and dock (all 2022); new A/C, water heater, and windows (2023); and a whole-house propane generator (2024). Warranties available on applicable items. Two-car attached garage and no HOA. Schedule your showing today. All measurements, square footage, lot size, and room dimensions are approximate and not guaranteed. Buyer to independently verify all information, including taxes, HOA/CDD fees, flood zone, insurance, and permits.

230 Shore Drive, Winter Haven

$155,000

2 Beds ⋅ 2 Baths ⋅ Eagle Pond Condo SubDv. ⋅ 33884 Zip Code

Step into an inviting opportunity and a genuine deal at this price in the desirable Cypresswood Golf & Country Club. Whether you’re seeking a comfortable full-time residence, a relaxing winter retreat, or a place to embrace an active Florida lifestyle, this second-floor 2-bedroom/2-bathroom condo delivers warmth, convenience, and a true sense of community.Enjoy the privacy of an upper-level location with a practical, easy-flow layout designed for comfortable living, plus a convenient storage room for extra belongings. Maintenance-free ownership means the HOA handles exterior and ground maintenance, community pool access, 24-hour security, common-area upkeep, trash service, exterior pest control, and private road maintenance—so you can simply enjoy your home.The convenient location, a short drive to Legoland Florida Resorts, and offers easy access to Hwy 27, making shopping, dining, medical facilities, and everyday errands quick and simple while still keeping you nestled in a peaceful community setting. Residents are welcomed into a lifestyle filled with amenities: a championship 18-hole golf course, on-site restaurant & clubhouse for dining & events, sparkling community swimming pool, tennis courts & pickleball courts, and fitness center. Perfectly positioned for those who value both relaxed living and an active community atmosphere, this condo offers exceptional value and an immediate sense of belonging in one of Winter Haven’s most appealing settings. Schedule your private showing today and experience the lifestyle for yourself. All buyers must provided a pre-approval letter or proof of funds. Buyers are responsible for verifying the accuracy of all information.

1606 Eagle Pond Drive, Winter Haven

$262,000

3 Beds ⋅ 2 Baths ⋅ Sanctuary By The Lake Ph 1 SubDv. ⋅ 33881 Zip Code

Short Sale. **This property is on the process of a Short Sale**Welcome to this amaizing move in-ready, beautifully upgraded 3-bedroom, 2-bath home blends modern design with relaxed lakeside living. A spacious foyer welcomes you inside and opens to a bright, open concept living and dining area filled with natural light. Sliding glass doors lead to a generous, fully fenced backyard with plenty of room to add a pool ideal for family enjoyment and future investment potential. The impressive kitchen features stainless steel appliances, a mosaic tile backsplash, white shaker cabinets, a large center island with sink, and a full pantry. Thoughtful designer details including bold accent walls, custom pendant lighting, and wood look tile flooring give the home a distinctive, upscale feel. The primary suite is a relaxing retreat with a walk-in closet and a spa-inspired en-suite bath featuring a soaking tub, a walk-in glass shower, a dual-sink vanity, and elegant tile finishes. Two additional bedrooms offer flexible space for family, guests, or a home office. A stylishly updated second bathroom completes the interior. Outside, enjoy a covered patio and a lush backyard your own private piece of Florida paradise. The 2-car garage provides convenient parking and extra storage. Community amenities include access to Lake Rochelle for kayaking and water sports, scenic walking trails, private docks, and a playground all with low HOA fees and no CDD. Ideally located near US-27, major shopping and dining, medical centers, and Central Florida destinations including LEGOLAND®, Walt Disney World®, and Universal Studios®, this home puts everyday conveniences and popular attractions within easy reach.

205 Arbuthnot Street, Winter Haven

$185,000

2 Beds ⋅ 2 Baths ⋅ Jan Phyl Village Unit 03 A SubDv. ⋅ 33880 Zip Code

Welcome to Jan Phyl Village in Winter Haven! This home offers a great opportunity for buyers looking for comfortable living with plenty of room to make it their own. Inside, you'll find a functional floor plan featuring tile flooring throughout much of the home, a kitchen with ample cabinet space and a breakfast bar, and a spacious primary bedroom complete with a soaking tub. Step outside to enjoy the large screened-in patio, perfect for relaxing or entertaining year-round. The generously sized backyard offers plenty of outdoor space, along with a storage building, additional covered parking, and paved areas for added convenience. Whether you're searching for your next home or an investment opportunity, this property offers plenty of possibilities. Schedule your private showing today!

213 4th Jpv Street, Winter Haven

$1,100,000

4 Beds ⋅ 6 Baths ⋅ Florida Hlnd Companys Sub SubDv. ⋅ 33884 Zip Code

Discover timeless elegance and waterfront living at 100 Island Way, a distinctive custom estate nestled within the gated community of Orchid Springs. Situated on approximately 1.29 acres of beautifully landscaped grounds overlooking Lake Lewis, this remarkable residence offers 4,179 square feet of living space, 4 bedrooms, 4 full bathrooms, 2 half bathrooms, and a detached artist's studio. Originally built in 1969, this one-of-a-kind home showcases exceptional architectural character, featuring natural coral rock sourced from Coral Gables, rich wood accents, custom built-ins, and thoughtfully designed living spaces. A grand circular driveway and expansive porte-cochère create an impressive entrance, welcoming you into a home filled with warmth, charm, and picturesque garden and lake views. At the heart of the residence is a stunning chef's kitchen, beautifully transformed in 2021 with an approximately $200,000 renovation. Featuring custom solid wood cabinetry, premium quartz countertops, a Wolf gas range, oversized Sub-Zero refrigerator, matching wine refrigerator, and a dedicated coffee and wine bar, this exceptional space is designed for both everyday living and entertaining. Two spacious primary suites, a private home office, and a library area provide comfort and versatility, while distinctive architectural details, including exotic redwood floating vanities, natural wood veneer accents, and custom sliding doors, add character throughout. The detached artist's studio offers additional flexible space, ideal for creative pursuits, a private workspace, or a personal retreat. An unexpected second-floor reading or drafting room, accessible by a spiral staircase, adds to the property's unique charm. Step outside into your own private Florida oasis, where lush tropical gardens, brick-lined courtyards, and expansive verandas create inviting spaces for relaxation and entertaining. Enjoy breathtaking waterfront views and a private dock on Lake Lewis, perfect for fishing, canoeing, or simply unwinding while watching the sunset. Notable improvements include the 2021 kitchen renovation, wood-look ceramic tile flooring installed in 2020, several remodeled bathrooms, four A/C units replaced in 2018, plumbing updates, refreshed exterior paint, and updated dock decking. Blending timeless craftsmanship, modern comforts, and serene waterfront surroundings, 100 Island Way presents a rare opportunity to own a truly distinctive Florida estate. Experience the beauty, privacy, and character of this exceptional property. Schedule your private showing today!

100 Island Way, Winter Haven

$182,900

2 Beds ⋅ 1 Baths ⋅ Hundred Lakes Corps Inwood SubDv. ⋅ 33881 Zip Code

Beautifully updated 2-bedroom, 1-bath home featuring a 2-year-old roof, new interior and exterior paint, new flooring throughout, and a remodeled bathroom. The brand new kitchen offers new cabinets and new upgraded stainless steel appliances, creating a clean and functional space. This home includes 728 sq. ft. of living area on an oversized 0.17-acre lot, providing room for outdoor enjoyment. Exterior features include a screened side porch, laundry room, carport, and two backyard sheds for storage or projects. Located near Winter Haven’s Chain of Lakes, shopping, dining, parks, and major roadways. A move-in-ready property with modern updates and convenient access to local amenities. Buyer is responsible for verifying all measurements, square footage, and layout details.

3223 Avenue S Nw, Winter Haven

$289,900

3 Beds ⋅ 2 Baths ⋅ Fla Highlands Co Sub SubDv. ⋅ 33884 Zip Code

Welcome home to Winter Haven gem located in Garden Grove area, It is less than 3 miles to Legoland/Cypress Gardens. The .21 acre lot has plenty of room for a pool and outdoor entertaining or play set. Lots of options. There is NO HOA and NO flood zone requirements. Good condition. Newer appliances. There is a water filtration system attached. Enjoy privacy with a wooded rear view and no backyard neighbors. Inside, the spacious great room features a cozy wood-burning fireplace, perfectly positioned to be enjoyed from both the living area and the kitchen. Newer appliances. The cooktop range/oven has several features for cooking and baking. The flexible floor plan includes three generously sized bedrooms plus a dedicated home office—complete with a closet—making it an easy conversion for a 4th bedroom. Step outside to the large, screened back porch with the wooded view. With quick, convenient access to Cypress Gardens Blvd and major surrounding routes, this home perfectly blends private, peaceful living with everyday convenience. Schedule your tour today!

237 Stevenson Road, Winter Haven

$975,000

4 Beds ⋅ 3 Baths ⋅ Emerald Palms SubDv. ⋅ 33884 Zip Code

Luxury Living in Emerald Palms – Southeast Winter Haven Welcome to an exceptional custom-built residence in Emerald Palms, one of Southeast Winter Haven’s desirable gated communities. Situated on an expansive 0.41-acre homesite, this beautiful four-bedroom, three-bath home has been used primarily as a private vacation retreat and occupied sparingly. This Arthur Rutenberg designed home is an exceptionally well-maintained property that offers the look and feel of a nearly new home, with quality craftsmanship, elegant finishes, and outstanding indoor-outdoor living. The home’s impressive exterior features a concrete tile roof, attractive modern architecture, and beautifully maintained landscaping that creates an inviting first impression. Step inside to a spacious entry foyer highlighted by designer lighting and decorative inlay tile, leading into an open-concept living area designed for both comfortable everyday living and entertaining. Soaring ceilings with double tray details, oversized porcelain tile flooring, and an expansive wall of sliding glass doors fill the great room with natural light while providing picturesque views of the pool and lanai. At the heart of the home, the gourmet kitchen combines style and functionality with a large center island, granite countertops, upgraded cabinetry, premium stainless-steel appliances, and a walk-in pantry. The adjoining dining and living areas create a natural gathering space for family, friends, and special occasions. The generously sized primary suite offers a peaceful escape, featuring tray ceilings, abundant natural light, and an oversized walk-in closet. Its luxurious en-suite bathroom includes dual granite vanities, a jetted soaking tub, a separate walk-in shower, and a private water closet. The additional bedrooms are thoughtfully arranged in a split-bedroom floor plan to provide privacy and flexibility. Each offers comfortable living space and ample closet storage, while one guest bedroom features its own private en-suite bathroom. The fourth bedroom provides exceptional versatility and can easily serve as a game room, media room, hobby space, or secondary living area. An extraordinary outdoor living experience awaits. The custom heated pool and spa, representing an investment of more than $120,000, serves as the centerpiece of the expansive screened lanai. Features include integrated self-cleaning systems, decorative tile accents, deck jets, therapeutic spa jets, and a full-length sitting shelf with jets. Upgraded pavers and linear drainage contribute to the attractive, finished appearance of the outdoor entertaining space. The fully equipped outdoor kitchen is designed for serious entertaining, featuring a premium Lynx gas grill, side burner, beverage cooler, granite countertops, and stainless-steel range hood. Prepare meals, entertain guests, or enjoy game day while relaxing beside the pool. Under the covered lanai, a contemporary outdoor gas fireplace with a striking black-stone surround and TV mount creates an inviting setting for relaxing evenings throughout the year. Additional premium features and upgrades include: • Whole house 22KW Generac Guardian standby generator • Irrigation well for cost-effective landscape watering • Tankless Rinnai water heater • Multiple zoned air-conditioning systems • Salt-filtered pool system • Oversized side-entry three-car garage with durable epoxy flooring Oversized side-entry three car garage with durable stained concrete.

4462 Emerald Palms Lane, Winter Haven

$195,000

3 Beds ⋅ 2 Baths ⋅ Orangewood Add SubDv. ⋅ 33880 Zip Code

GREAT INVESTMENT OPPORTUNITY! Great investment property featuring a very large yard in a nice neighborhood, conveniently located near shopping, restaurants, and other amenities. Property requires updates and improvements, offering excellent potential for investors.

1828 Avenue O Sw, Winter Haven

$290,000

3 Beds ⋅ 2 Baths ⋅ Lake Deer SubDv. ⋅ 33880 Zip Code

WELCOME HOME! Discover this beautiful single-family home featuring 3 bedrooms, 2 bathrooms, and 1,720 square feet of living space, built in 2020 and located in Winter Haven! Designed with comfort and functionality in mind, this residence showcases a beautiful open floor plan that seamlessly connects the kitchen, dining, and living areas, creating a spacious and inviting atmosphere perfect for everyday living and entertaining. The modern kitchen features elegant granite countertops, stainless steel appliances, and a functional layout that makes meal preparation and gatherings a pleasure. The spacious primary bedroom provides a comfortable retreat, while two additional bedrooms allow flexibility for guests, a home office, or additional living needs. ONE OF THE PROPERTY'S STANDOUT FEATURES IS THE SOLAR PANEL SYSTEM, WHICH WILL BE PAID IN FULL BY THE SELLER AT CLOSING, allowing the new owner to enjoy the potential benefits of lower electricity bills without assuming the existing solar financing. Step outside to your fully fenced, private backyard, an ideal setting for outdoor gatherings, weekend barbecues, pets, or simply relaxing in the Florida sunshine. The property also features a SPACIOUS 2-CAR GARAGE, providing ample room for parking and additional storage. Conveniently situated near shopping, dining, schools, and major roadways, this home combines the appeal of newer construction with everyday convenience. Whether you're searching for a primary residence or an investment opportunity, this property is an excellent choice. Don't miss this fantastic opportunity! Schedule your private showing today!

188 Black Skimmer Lane, Winter Haven

$459,900

5 Beds ⋅ 3 Baths ⋅ Mandolin SubDv. ⋅ 33884 Zip Code

Welcome to 4407 Mandolin Boulevard in Winter Haven! This well-maintained 5 bedroom, 3 bath home in a gated community offers generous living spaces and a versatile layout. The flooring flows throughout with a ceramic tiled first floor and luxury vinyl second. The spacious kitchen with stainless steel appliances opens to the family room. A seperate front room provides space for a formal living-room or home office, complimented by a seperate formal dining area. A first floor bedroom and full bath add flexibility for guests or live in family members. Upstairs there is an open loft providing additional gathering space alongside three secondary bedrooms and another full bath. The primary suite features a sitting area, dual walk-in closets, and an ensuite bathroom with a garden tub. Enjoy relaxing on the screened rear lanai overlooking the large, fenced, backyard. The roof was replaced just two years ago adding to this home's appeal. Schedule your private showing today!

4407 Mandolin Boulevard, Winter Haven

2600 Lucerne Road Unit 508, Winter Haven

$160,000

2 Beds ⋅ 2 Baths ⋅ Lake Point Landing SubDv. ⋅ 33881 Zip Code

Come tour this cozy two bedroom and two bath town home. This home is located in a 55 plus community. Move in ready. Between Lake smart and Lake Conine with canal views connecting to Winter Haven North Chain of Lakes. Call me today to schedule your tour.

2600 Lucerne Road Unit 508, Winter Haven

$229,900

3 Beds ⋅ 3 Baths ⋅ Harbor At Lake Henry SubDv. ⋅ 33881 Zip Code

2-story new construction townhome with 1,604 square feet, 3 bedrooms, and a covered lanai, located in the brand-new Harbor of Lake Henry community. Downstairs, enjoy an open layout and a gourmet kitchen with, shaker-style wood cabinets, Samsung stainless steel appliances, including a pantry. The spacious gathering room opens to your covered lanai. The entire lower level and upstairs baths are finished with luxury vinyl plank flooring, with stain-resistant carpet in the bedrooms. Upstairs, you'll find three spacious bedrooms including your owner's suite complete with a walk-in wardrobe, linen closet, and a private en-suite bath with dual vanities and a tiled shower. Additional features for your convenience include a half bath downstairs, upstairs hall bath for the secondary bedrooms, energy-efficient insulation and windows, and a full builder warranty.

369 Wharf Way, Winter Haven

$197,000

3 Beds ⋅ 1 Baths ⋅ Ida Lake Sub SubDv. ⋅ 33881 Zip Code

Lovely Winter Haven Home featuring a 3 bedroom, 1 bath, 1,144 square feet of inviting living space with NO HOA! Perfect for first time home buyers, retiree's or anyone just looking to downsize. Situated on .14 acres near the heart of Winter Haven and Lake Alfred. Step inside to a spacious, open living room that flows into the large kitchen and adjoining dining area, providing plenty of room for everyday living and entertaining. Three bedrooms and a full bathroom are located toward the rear of the home. Outside the property offers room to enjoy the outdoors, while a storage shed provides convenient space for tools, equipment and all your extras. An A/C replacement in 2021 adds to the home's appeal. Set in a quiet neighborhood, this property offers a peaceful setting with convenient access to shopping, medical facilities, dining and entertainment. Schedule your showing today and discover the possibilities.

881 5th Street, Winter Haven

$333,140

4 Beds ⋅ 3 Baths ⋅ Willowbrook North SubDv. ⋅ 33881 Zip Code

Under Construction. Beautiful 2 Level, 2 Car Garage Home with Open Concept Living and 4 Bedrooms! The inviting front porch opens to a gracious foyer with 2 adjacent secondary bedrooms and a full bathroom. The spacious family room is open to the dining area and adjacent kitchen. The primary suite boasts an en suite bathroom with dual sink vanity, shower, private water closet, and large walk-in closet. The 2nd level offers a spacious loft and 2 secondary bedrooms each with walk-in closets and a full bathroom.

824 Andrew Street, Winter Haven

376 Lake Eloise Pointe Drive, Winter Haven

$290,000

4 Beds ⋅ 2 Baths ⋅ Lake Eloise Pointe SubDv. ⋅ 33880 Zip Code

Check out this freshly painted 4 bedroom, 2 bath, 2 car garage with a huge lot! High ceilings, open floor plan and split floor plan, huge primary suite with walk in closet. Ready for you to move in and drop your bags- new permitted roof. Guaranteed to pass a 4 point!

376 Lake Eloise Pointe Drive, Winter Haven

$310,000

3 Beds ⋅ 2 Baths ⋅ Summit East Ph 01 SubDv. ⋅ 33884 Zip Code

Welcome to this beautifully maintained 3-bedroom, 2-bathroom home nestled in a the quiet East Summit neighborhood. Thoughtfully updated and move-in ready, this property offers both comfort and style with a spacious, well-designed layout. The private primary suite features a generous bathroom complete with a relaxing soaking tub, separate walk-in shower, and dual vanity sinks. Throughout the home, you'll find attractive tile flooring that creates a seamless and modern feel. The kitchen is well-equipped with quality appliances and provides plenty of space for cooking and entertaining. Recent improvements add even more value and peace of mind, including a new roof installed in 2025, fresh interior paint, a freshly painted garage, a brand-new bathroom sink, updated light fixtures, and new AC vents throughout the home. Step outside to enjoy the fully fenced backyard, offering the perfect space for pets, outdoor gatherings, gardening, or simply unwinding in your own private retreat. Conveniently located near LEGOLAND Florida Resort, shopping, dining, schools, and major roadways, this home combines a peaceful residential setting with easy access to all that Winter Haven has. Don't miss this opportunity to own a beautifully updated home in one of Winter Haven's desirable, quiet neighborhoods. Schedule your private showing today!

7123 Summit Drive, Winter Haven

$465,000

Lucerne Park Fruit Assn SubDv. ⋅ 33881 Zip Code

Exceptional development opportunity in Winter Haven! This approximately 11.52-acre parcel offers R-3 multi-family residential zoning and approximately 1,047 feet of frontage along State Road 544/Lucerne Park Road, providing excellent visibility and access for future development. The expansive, irregular-shaped property offers significant potential for residential or multi-family development in an established area of Winter Haven with convenient access to US-27, surrounding communities, shopping, employment centers, and major Central Florida roadways. Whether you're a developer, builder, or investor looking for a sizable tract with strong road frontage, this property presents an opportunity worth exploring. Buyer to verify zoning, development potential, utilities, dimensions, and all land-use requirements with the appropriate authorities.

Lucerne Park Road, Winter Haven

$190,000

3 Beds ⋅ 2 Baths ⋅ Sun Set Shores SubDv. ⋅ 33881 Zip Code

Calling all real estate investors, flippers, and buy-and-hold landlords! This 3-bedroom, 2-bathroom single-family property offers approximately 1,630 square feet of living space.

2502 Sunset Shores, Winter Haven

$110,000

2 Beds ⋅ 1 Baths ⋅ Deer Lake Terrace Sub SubDv. ⋅ 33881 Zip Code

Short Sale. INVESTOR SPECIAL! Discover the potential of this cute home in beautiful Winter Haven! Located at 3393 Avenue J NW, this property offers an opportunity for buyers with vision to add their personal touch and bring out its charm. Known as the “Chain of Lakes City,” Winter Haven offers scenic lakes, boating, fishing, and outdoor recreation. Enjoy the area’s local restaurants, shops, parks, and vibrant downtown, along with popular attractions such as LEGOLAND Florida Resort. Explore the possibilities and make this your next project! This is a short sale and is subject to lender approval.

3393 Avenue J Nw, Winter Haven

$229,900

2 Beds ⋅ 2 Baths ⋅ Hartridge Landing SubDv. ⋅ 33881 Zip Code

Enjoy Florida Living in this updated 2BR/2BA home located in the lakefront 55+ community on Lake Hartridge. Only 42 units in Hartridge Harbors condo situated on the beautiful Winter Haven Chain-of-Lakes. Well maintained complex with affordable HOA fees. This home features a 2 car garage, inside laundry, new appliances, Large master suite, and large guest room. Screened and private patio at the rear of the house affords space for outdoor kitchen, spa, or garden area. Location is ideal-close to shopping, restaurants, medical, etc. Community amenities include a clubhouse and pool while offering low maintenance living. Call today for your private showing.

2212 Starboard Unit 2212, Winter Haven

$250,000

2 Beds ⋅ 2 Baths ⋅ Cypress Landing Ph 02 SubDv. ⋅ 33884 Zip Code

**More PhotosComing** Comfortable, Simple Living in Cypress Landing on Lake Dexter. This 2 Bedroom, 2 Bath Home Has a Vaulted Ceiling Over the Living and Dining Area, and It Makes the Whole Space Feel Open the Minute You Walk In. The Kitchen Has Light-Bright Cabinets, Tile Floors, a Stainless Refrigerator and Dishwasher, a Built In Oven, Cooktop and Microwave, with Sliders Out to the Screened Lanai. The Primary Bedroom Has a Walk In Closet and a Walk In Shower in the Bath. Need More Room? The Enclosed Lanai Gives You Extra Space for a Den, Hobby Room or Home Office. Crown Molding and Ceiling Fans Throughout, a Two Car Attached Garage with Opener and Storage Cabinets, and a Fenced Backyard with Low Maintenance Rock Landscaping. Home Electrical is Generator Ready. The Home Includes Hurricane Shutters - Easy Up And Down Installation. Cypress Landing Offers a Clubhouse, Community Pool, Tennis and Pickleball Courts, Boat Storage, a Private Boat Ramp and a Dock on the Lake. Minutes from Legoland, Shopping and Dining. Schedule Your Showing Today! All Sizes Approximate. Buyer to Verify.

3969 Cypress Landing W, Winter Haven

$320,990

4 Beds ⋅ 2 Baths ⋅ Willowbrook South SubDv. ⋅ 33881 Zip Code

Under Construction. Introducing the Cali floorplan at Willowbrook South, in Winter Haven, Florida, where every square foot is put to use with sophistication and comfort. Inside this 4-bedroom, 2-bathroom home, you’ll find 1,828 square feet of comfortable living. This meticulously designed residence combines modern convenience with timeless elegance, showcasing quartz counters and tile floors throughout. As you step inside, you are greeted by an inviting foyer that leads you into the heart of the home. The open-concept layout seamlessly connects the living room, dining area, and kitchen, creating a perfect space for entertaining family and friends. The spacious living room features abundant natural light, thanks to large windows that provide picturesque views of the surrounding landscape. With ample room for seating, it's an ideal spot for relaxation and gatherings. The kitchen is a true highlight, including granite countertops, sleek stainless-steel appliances, a walk-in pantry and an oversized island with a breakfast bar. Whether you're preparing a casual meal or hosting a formal dinner, this kitchen is well-equipped to meet your culinary needs. The four generously sized bedrooms offer flexibility for various lifestyles. The primary suite located in the rear of the home is a tranquil retreat, featuring a private ensuite bathroom with dual sinks, a separate shower, and a walk-in closet. The remaining three bedrooms share one well-appointed bathroom, making morning routines a breeze. Laundry won't be a chore with its dedicated space convenient to all bedrooms. Like all homes in Willowbrook South, the Cali includes smart home technology, which allows you to control your home anytime with your smart device while near or away. Whether you're seeking a peaceful family retreat or a stylish place to call your own, this home is sure to meet your every need. *Photos are of similar model but not that of the exact house. Pictures, photographs, colors, features, and sizes are for illustration purposes only and will vary from the homes as built. Home and community information including pricing, included features, terms, availability, and amenities are subject to change and prior sale at any time without notice or obligation. Please note that no representations or warranties are made regarding school districts or school assignments; you should conduct your own investigation regarding current and future schools and school boundaries.*

2766 Adeline Avenue, Winter Haven

$285,000

3 Beds ⋅ 2 Baths ⋅ Villamar SubDv. ⋅ 33884 Zip Code

Under Construction. Brand new, energy-efficient home available by Nov 2026! Configure the flex room in the front of the home to an at home office space or hobby space for the kids. Past the foyer, the open kitchen flows to the dining space, great room and outside patio. Private primary suite offers a spacious area to relax. Visit Villamar and explore new single-family homes for sale in Winter Haven, FL. Residents will have access to two resort-style amenity centers featuring a clubhouse, pool, and playground. Winter Haven is known for its beautiful chain of lakes with lakeside restaurants and its award-winning community theater. Nearby attractions include Legoland Florida and Peppa Pig Theme Park. A brand-new model and new phase are coming soon. Each of our homes is built with innovative, energy-efficient features designed to help you enjoy more savings, better health, real comfort and peace of mind.

3952 Giorgio Drive, Winter Haven

$279,000

4 Beds ⋅ 2 Baths ⋅ Lucerne Park SubDv. ⋅ 33881 Zip Code

4 BEDROOM, 2 BATH NEWER HOME WITH AFFORDABLE HOA, NO CDD AND PRICED TO SELL! Welcome to this clean, well-kept 2020 four-bedroom, two-bath home across from Lake Lucerne in Winter Haven. A brick-paver driveway leads to a two-car garage and a bright, open floor plan. The kitchen features a large island, abundant cabinetry, and all appliances included. Living and dining areas flow together for easy everyday living. The home has no carpeting only easy to care for ceramic tile and luxury vinyl flooring and a Split-bedroom layout that places three bedrooms on one side and a spacious primary suite with ensuite bath and walk-in closet on the other. HOA is only $360 a year with NO CDD. Move-in ready in a convenient neighborhood with NO REAR NEIGHBOR, close to town, around the corner from Willowbrook golf course, shopping, medical and local eateries.

1339 Lucerne Loop Road Ne, Winter Haven

$560,000

4 Beds ⋅ 3 Baths ⋅ Hamilton Pointe SubDv. ⋅ 33881 Zip Code

BEAUTIFUL HAMILTON POINTE POOL HOME! Welcome to this 4-bedroom, 2.5-bath pool home sits on a half-acre lot with no rear neighbors, offering 3,114 square feet of living space and peaceful conservation views. Inside, you’ll find a spacious kitchen with an eat-in area, a large living room with 13-foot ceilings, crown molding, a coral tile fireplace, and French doors opening to the screened pool and lanai. The split-bedroom layout features a primary suite with lanai access, dual vanities, a garden tub, separate walk-in shower, and ample closet space. Three additional bedrooms and a flexible office provide room for a variety of needs. The formal dining room also offers access to the pool area, creating an easy flow for entertaining. Outside, the oversized screened lanai and pool offer plenty of space to relax and enjoy Florida living. Notable improvements include a 2019 roof and exterior paint, 2020 gutters and screens, a 2021 hybrid water heater and whole-house repipe, plus a resurfaced pool, new sand filter, and refreshed pool screening. Conveniently located near downtown Winter Haven, Highway 27, LEGOLAND, golf courses, shopping, dining, and area airports.

725 Heritage Drive Ne, Winter Haven

$344,990

4 Beds ⋅ 3 Baths ⋅ Willowbrook North SubDv. ⋅ 33881 Zip Code

Under Construction. Beautiful 2 Level, 2 Car Garage Home with Open Concept Living, Loft and 4 Bedrooms! The inviting front porch opens to a gracious foyer with adjacent powder room. The well-appointed, island kitchen is open to the adjoining cafe and spacious family room. The primary suite boasts an ensuite bathroom with dual sink vanity, shower, private water closet, and large walk-in closet. The 2nd level offers a spacious loft, 3 secondary bedrooms, each with walk-in closets, a full bathroom and a convenient laundry room.

353 Meredith Boulevard, Winter Haven

$2,000,000

5 Beds ⋅ 5 Baths ⋅ Twelve Oaks Estates SubDv. ⋅ 33880 Zip Code

Welcome to 888 Twin Oaks Lane, where striking custom architecture, luxury features, four acres of privacy, and resort-style outdoor living come together in prestigious, gated Twelve Oaks Estates. Built by respected custom builder Alan Ulch on a quiet cul-de-sac, this distinctive residence offers 4,565 square feet of heated living space with five bedrooms, four full bathrooms, one half bathroom, and a versatile bonus room. A dramatic two-story foyer and living room showcase soaring 22-foot ceilings, an architectural catwalk, and custom shiplap detailing. Abundant windows fill the home with natural light and frame peaceful property views, complemented by engineered wood flooring, oversized doorways, plantation shutters, and custom window treatments with motorized shades. The chef-inspired kitchen pairs premium Bosch and Thermador appliances with Misterio quartz countertops, floor-to-ceiling cabinetry, a custom range hood, and floating shelves. A built-in coffee maker, Ice-O-Matic nugget ice machine, and separate wine and beverage refrigeration elevate everyday living and entertaining. Two oversized sinks, concealed small-appliance closets, deep island drawers, and an expansive walk-in pantry provide exceptional storage and functionality. The main-level primary suite offers direct pool access and a spa-like bathroom with an oversized soaking tub, floor-to-ceiling tiled shower, dual vanities, dedicated makeup area, and two expansive walk-in closets with custom shelving. A separate main-level mother-in-law suite welcomes extended family or guests. Oversized secondary bedrooms with walk-in closets, an office nook, and a spacious bonus room offer flexibility for work and recreation. The oversized laundry and mudroom feature abundant counter space, a utility sink, laundry chute, barn door, and dedicated pet-washing station. Expansive covered porches with elegant pavers and wood-planked ceilings invite you to enjoy the peaceful setting. Relax on the twin-size bed swing and enjoy the nature. Expansive sliding glass doors connect the interior to an oversized custom heated saltwater pool with a sun shelf, integrated spa, wraparound seating bench, and beautiful lighting. An outdoor shower and plumbing provisions for a future outdoor kitchen enhance this private retreat. Beautiful acreage framed by horse fencing provides room to gather, play, and explore. Quality construction and modern conveniences include Hardie board siding, metal roofing over the porches, whole-home spray foam insulation, a Generac whole-house generator, Culligan water treatment system, three tankless water heaters, two central air-conditioning systems plus a mini-split, and an integrated residential fire sprinkler system. An oversized driveway provides ample parking. With controlled gated access and paved community roads, Twelve Oaks Estates offers a peaceful home base convenient to Winter Haven, Lakeland, Auburndale, and Bartow, with shopping, dining, downtown entertainment, parks, lakes, and boating nearby. Polk Parkway connections to I-4 put Tampa, Orlando, both international airports, and attractions including LEGOLAND Florida, Walt Disney World, Universal Orlando, and Busch Gardens Tampa Bay within reach. Grand spaces for gathering. Quiet places to retreat. Four private acres to call your own. 888 Twin Oaks Lane brings together custom craftsmanship, luxury finishes, resort-style outdoor living, and everyday comfort for an exceptional expression of private estate living.

888 Twin Oaks Lane, Winter Haven

$364,990

3 Beds ⋅ 3 Baths ⋅ Lake Smart Pointe SubDv. ⋅ 33881 Zip Code

STYLE, COMFORT, AND SMART LIVING COME TOGETHER IN THIS WINTER HAVEN HOME! Discover this elegant 3-bedroom, 2.5-bath residence in Lake Smart Pointe, where inviting spaces and practical features create an opportunity for first-time buyers and investors alike. An open layout seamlessly connects the kitchen, dining, and living areas—perfect for hosting guests or enjoying a relaxing evening at home. The kitchen’s spacious center island creates a natural gathering place, while the upstairs loft offers flexible space for a home office, media room, or additional lounge. A private primary suite with a walk-in closet and a two-car garage add everyday comfort and convenience. Adding to its appeal, the SOLAR PANELS WILL BE PAID OFF AT CLOSING, offering potential electric-bill savings without assuming the seller’s solar loan. Enjoy Winter Haven’s signature lifestyle with boating and fishing on the Chain of Lakes, local dining, shopping, parks, and downtown entertainment. LEGOLAND Florida Resort offers another way to enjoy the area, while access to US-27 and I-4 connects you to destinations throughout Central Florida. Whether you’re ready to step into homeownership or expand your investment portfolio, this home deserves a closer look. Schedule your private showing today!

588 Lake Smart Boulevard, Winter Haven

$285,000

3 Beds ⋅ 2 Baths ⋅ Florida Highland Co SubDv. ⋅ 33884 Zip Code

Welcome to 273 Mariposa St. in the desirable Orchid Springs Patio Homes community in Winter Haven! This beautifully maintained 3-bedroom, 2-bathroom home has undergone MAJOR UPGRADES THROUGHOUT in 2022/2023, offering a wonderful combination of modern improvements, spacious living areas, and Florida charm! The versatile floor plan features a formal living room, dining room, and family room, with luxury vinyl plank flooring throughout much of the home and tile flooring in the family room. The inviting living room features vaulted ceilings accented by beautiful wood beams, adding warmth and character. The FULLY REMODELED KITCHEN is a standout feature, offering gorgeous granite countertops, updated cabinetry, a center island, stylish backsplash, and stainless steel appliances, including built-in ovens, cooktop, microwave, and dishwasher. The dining room is enhanced by classic wainscoting and sliding glass doors that fill the space with natural light and provide easy access to the family room and outdoor living areas. The bathrooms have received attractive updates! The guest bathroom features an updated vanity, toilet, tile, backsplash, and fresh paint. The spacious primary suite offers a private ensuite bathroom and generous closet space. The list of MAJOR IMPROVEMENTS continues with a COMPLETE HOME REPLUMBING, COMPLETE ELECTRICAL REWIRING WITH UPDATED OUTLETS THROUGHOUT, WINDOWS REPLACED with double-pane windows, updated baseboards, interior repainting, updated blinds, and a NEW WATER HEATER installed in September 2024. The home also features a well-maintained Trane A/C system, an attractive METAL ROOF and an attached 2-car garage with built-in storage cabinetry and a replaced garage door opener. Step outside and enjoy Florida living from the SCREEN-ENCLOSED PATIO or the additional open patio featuring a firepit, perfect for relaxing or entertaining! Situated on a desirable .14-acre CORNER LOT, the property showcases beautiful, mature oak and palm trees, along with thoughtfully maintained landscaping. Orchid Springs Patio Homes offers residents access to a COMMUNITY POOL and CLUBHOUSE, providing a wonderful opportunity to enjoy the Florida lifestyle. LOCATION IS ANOTHER GREAT FEATURE! Conveniently situated near restaurants, medical facilities, churches, and shopping, with a NEW PUBLIX just approximately 5 minutes away! The home also offers easy access to HIGHWAY 27 and is just a short drive from LEGOLAND FLORIDA RESORT, making it easy to enjoy everything Central Florida has to offer. With its extensive upgrades, generous living spaces, inviting outdoor areas, and convenient location, this home is a wonderful opportunity to enjoy Florida living. Schedule your private showing today!

273 Mariposa Street, Winter Haven

$419,900

3 Beds ⋅ 2 Baths ⋅ Orangewood Add SubDv. ⋅ 33880 Zip Code

Beautiful New Construction with Detached Mother-In-Law Suite/ADU! Discover the perfect blend of modern living, privacy, and versatility in this beautiful new-construction property featuring a spacious 3-bedroom, 2-bathroom main home PLUS a detached 1-bedroom, 1-bathroom mother-in-law suite/ADU. The detached residence has its own separate entrance and separate address, offering exceptional flexibility for extended family, guests, a private home office, or potential rental opportunities. The main home welcomes you with a fresh, modern design and an open, versatile layout created for today’s lifestyle. The spacious living areas provide plenty of room to relax, entertain, and personalize the home to fit your needs. The well-appointed kitchen flows naturally into the living and dining areas, creating a comfortable space for everyday living and gatherings. The detached 1-bedroom, 1-bathroom suite provides a living arrangement with added privacy and convenience. Whether you envision a comfortable space for family members, a guest retreat, a dedicated workspace, or an income-producing opportunity, this additional residence adds tremendous value and versatility. With two separate living spaces, separate entrances, and separate addresses, this property is an exceptional opportunity for multi-generational living, hosting guests, or an investment-minded buyer seeking flexibility and additional potential. A unique property offering the space, privacy, and possibilities that are hard to find in new construction!

1855 Avenue P Sw, Winter Haven

$350,000

4 Beds ⋅ 2 Baths ⋅ Buckeye Trace SubDv. ⋅ 33881 Zip Code

Welcome to this spacious 4-bedroom, 2-bathroom home nestled in a desirable gated community. Situated on a large lot, this home offers over 2,000 square feet of comfortable living space, providing plenty of room for both everyday living and entertaining. The private owner’s suite offers a relaxing retreat, complete with an ensuite bathroom featuring a separate tub and shower and walk in closets. The open-concept kitchen flows seamlessly into the great room, creating a welcoming space where the cook can stay connected with family and guests. The other bedrooms are spacious and one room can be used as office/den. This home also has a separate formal dining room not seen in newer model homes. This home does have owner owned solar panels ( free and clear ownership) offering instant savings on electricity bills. With generous living areas, a spacious lot, and a thoughtfully designed floor plan, this home offers comfort, privacy, and functionality in a beautiful community setting. This community is located in the USDA zoned area for down payment assists.

1859 Galloway Terrace, Winter Haven

$279,900

3 Beds ⋅ 2 Baths ⋅ Cypress Landing Ph 03 SubDv. ⋅ 33884 Zip Code

LOCATION! LOCATION! LOCATION! SPRING-FED LAKE DEXTER WITH REMARKABLY CLEAR WATER! Welcome to CYPRESS LANDING, one of Winter Haven’s hidden gems, offering an incredible Florida lake lifestyle! Residents enjoy private community access to beautiful LAKE DEXTER, featuring a PRIVATE BOAT RAMP, BOAT STORAGE OPTIONS, COMMUNITY BOAT DOCK WITH BOAT SLIPS, WATERFRONT SWIMMING POOL, CLUBHOUSE, TENNIS COURTS, AND SCENIC LAKESIDE WALKING PATHS! Boat storage and boat slips are community amenities; availability, fees, and usage requirements are subject to HOA confirmation. Golf carts are also permitted, subject to community guidelines! Located at 4446 GLENNS LANDING, this inviting 3-BEDROOM, 2-BATHROOM HOME features a BRAND-NEW CENTRAL A/C SYSTEM! Inside, you’ll find CERAMIC TILE FLOORING THROUGHOUT, spacious living and dining areas, and a beautiful kitchen featuring GRANITE COUNTERTOPS AND STAINLESS STEEL APPLIANCES! Expansive rear sliding glass doors bring the outdoors in, seamlessly connecting the interior living space to the covered, screened porch and creating an inviting atmosphere for entertaining or simply enjoying Florida living. The primary suite offers a WALK-IN CLOSET AND PRIVATE BATHROOM WITH A WALK-IN SHOWER, while a skylight brings additional natural light into the home. An interior laundry room and attached garage provide everyday convenience. ENJOY FLORIDA LIVING WITH TWO COVERED, SCREENED PORCHES, both featuring ceramic tile flooring! An UPGRADED PAVER DRIVEWAY, lush St. Augustine lawn, mature shade trees, and attractive landscaping add to the home’s curb appeal. JUST MINUTES FROM LEGOLAND FLORIDA RESORT, shopping, dining, entertainment, and Winter Haven’s renowned CHAIN OF LAKES! Enjoy boating, fishing, kayaking, and waterfront recreation right within your community, with additional public boat ramps nearby. SPRING-FED LAKE DEXTER ACCESS, BRAND-NEW CENTRAL A/C, GRANITE COUNTERTOPS, STAINLESS STEEL APPLIANCES, TWO SCREENED PORCHES, AND EXCEPTIONAL COMMUNITY AMENITIES! Experience the benefits of lake community living without the waterfront price tag. SCHEDULE YOUR PRIVATE SHOWING TODAY!

4446 Glenns Landing, Winter Haven

$475,000

4 Beds ⋅ 3 Baths ⋅ Cypresswood SubDv. ⋅ 33884 Zip Code

CYPRESSWOOD MASTERPIECE!!! This breathtaking 4BR/2.5BA residence sits across from a tranquil pond & Cypresswood's sprawling par 5 15th hole. Enjoy the view from your large covered front porch at the end of your quiet cul-de-sac. Offering nearly 2300SqFt of living area and almost 3500SqFt under roof, updates and upgrades are found throughout this gorgeous property. Features include: large downstairs primary suite with fully renovated bath and generous walk-in closet, expansive island in kitchen, under counter, microwave, custom cabinetry, solid surface floors downstairs, granite countertops, upstairs and downstairs laundry hook-up, stainless appliances, pot filler on range, fireplace, downstairs half bath, bonus room upstairs, ample closet space, large screened rear patio, paver fire pit and outdoor patio, mature landscaping, 2 car side load garage, and the list goes on!!! Community features a 24hr Guarded and Gated entrance, golf, pool, tennis, pickleball, clubhouse, restaurant!!! Right off HWY 27 and close to medical, shopping, dining, and Legoland. This property and this community are both wonderful places to call home....

70 Greenfield Court, Winter Haven

$180,000

Deerwood Or Harriben Investment Co SubDv. ⋅ 33881 Zip Code

BUILDER & INVESTOR OPPORTUNITY – NOW DIVIDED INTO 4 INDIVIDUAL LOTS! Take advantage of this unique residential development opportunity in Winter Haven. This approximately 0.68-acre property has now been successfully divided into FOUR separate residential parcels, each with its own individual parcel identification number. Purchase the entire property and develop all four lots, or inquire about purchasing individual lots separately. This creates an excellent opportunity for builders, investors, developers, or buyers looking to build a new home while securing additional land for future investment. Sale includes all 4 lots: 25-28-24-353604-000010 25-28-24-353604-000020 25-28-24-353604-000030 25-28-24-353604-000040 Conveniently located in Winter Haven with paved road access and electricity available nearby. The property offers easy access to schools, shopping, major roadways, and everything the growing Winter Haven area has to offer. Whether you're looking to build four new homes, purchase multiple lots as an investment, or secure an individual homesite, this property offers flexibility and opportunity that is increasingly difficult to find. Buyer and Buyer's Agent are responsible for independently verifying zoning, building requirements, utilities, impact fees, setbacks, and all information with Polk County and applicable governmental authorities. Please use caution when entering or walking the property. This is vacant wooded land with uneven terrain, vegetation, wildlife, and other natural conditions that may present hazards. Entry is at your own risk. Seller and Broker make no representations regarding the safety of the property and shall not be responsible for injury or damages occurring while accessing the land.

38th Street Nw, Winter Haven

$425,000

4 Beds ⋅ 4 Baths ⋅ Ida Lake Sub SubDv. ⋅ 33881 Zip Code

INVESTMENT OPPORTUNITY - NEW EXTERIOR PAINT JOB, NEW FRONT ROOF, 3 REMODELED UNITS, CENTRAL A/C. DON'T PASS UP THIS TURNKEY OPPORTUNITY. THIS 1984 QUADRUPLEX IS CONVENIENTLY LOCATED A BLOCK OFF HIGHWAY 17 BETWEEN HIGHWAY 92 AND HAVENDALE IN WINTER HAVEN. THIS MAKES IT VERY EASY TO ACCESS SHOPS AND RESTAURANTS. RENTS NORMALLY AVERAGE BETWEEN $ 850 - $ 950 PER MONTH FOR EACH OF THE FOUR UNITS. OWNER NORMALLY PAYS VERY LITTLE IN UTILITIES. ALL INTERESTED PARTIES SHOULD NOTE THAT THE LISTING BROKER HAS A SIGNIFICANT FINANCIAL INTEREST IN THIS PROPERTY.

Winter Haven

$223,000

2 Beds ⋅ 2 Baths ⋅ Traditions Ph 01 SubDv. ⋅ 33884 Zip Code

Discover this 2-bedroom, 2-bath home filled with potential and ready for its next owner. Located in Traditions at Lake Ruby, a maintenance-free, gated 55+ community, this thoughtfully designed home combines comfort, functionality, and style for relaxed Florida living. The kitchen features maple wood cabinetry, an updated microwave, reverse osmosis at the kitchen sink, and a convenient closet pantry. The dining area is highlighted by vaulted ceilings and a decorative arched pass-through to the kitchen, adding character and charm. The open-concept floor plan offers a spacious living room with a decorative planter shelf and triple sliding glass doors leading to the Florida room, where tranquil garden views create a peaceful setting. The primary bedroom suite offers serene backyard views and a walk-in closet. The en-suite primary bathroom is designed for comfort, featuring a comfort-height vanity, tile flooring, and a walk-in shower with a glass door. Enjoy outdoor living even during inclement weather from the Florida room, while the low-maintenance courtyard, enhanced with pavers and Florida-friendly landscaping, provides a private and inviting outdoor retreat. The fenced backyard with mature plantings offers additional outdoor space. Additional features include a laundry pantry with washer and dryer, architectural shingle roof (2020), HVAC system (2017), exterior lighting, water softener system, gutters, a glass entry storm door, and a two-car garage. A paved driveway and walkway further enhance the home's curb appeal. Traditions at Lake Ruby offers an impressive array of amenities, including a lakefront clubhouse, dock and boat ramp, heated swimming pool and spa, ballroom, billiards, meeting rooms, library, computer room, craft room, dog park, tennis and basketball courts, bocce, shuffleboard, fitness center, and aerobics studio. Residents can also enjoy a variety of planned community activities. Monthly HOA fees cover front-yard lawn service, cable tv, internet, exterior house painting, and community clubhouse amenities helping provide a convenient, low-maintenance lifestyle. Ideally located near shopping, restaurants, medical facilities, Legoland, and major routes, this home offers a wonderful combination of comfort, convenience, and vibrant community living.

3437 Grenville Drive, Winter Haven

$224,900

2 Beds ⋅ 2 Baths ⋅ Cypresswood SubDv. ⋅ 33884 Zip Code

VACANT AND PRICED TO SELL! NEW ROOF 2025! 2 BED 2 BATH CONCRETE BLOCK STUCCO (CBS) HOME IN GUARD GATED CYPRESSWOOD GOLF AND COUNTRY CLUB, WINTER HAVEN FL 33884. Vacant single story home on a 0.44 acre lot with an attached garage, central air, and no CDD. Roof replaced 2025 and water heater 2017. The home needs some work and is priced for its condition. Seller is open to making repairs needed for FHA or conventional loan approval. Cypresswood is a golf cart friendly golf course community with a 24 hour guard gate, 18 hole championship golf course, clubhouse, community pool, and tennis. Located in Polk County near Legoland Florida, Cypress Gardens, the Chain of Lakes, shopping, dining, US 27, and the I-4 corridor between Orlando and Tampa. FHA, VA, conventional, and cash welcome. Sold as is.

251 Greenfield Road, Winter Haven

$399,000

3 Beds ⋅ 2 Baths ⋅ Lake Ashton West Phase Ii North SubDv. ⋅ 33884 Zip Code

Virtually Staged. Welcome to your dream retirement home located at 6240 Pinehurst Loop Winter Haven, Fl. 33884, designed with 3 Bedrooms and 2 full bathrooms. This delightful Sebastian home in the highly sought after Lake Ashton, a 55 plus community in Central Florida, was BUILT in 2022. It features a spacious living area with Trey Ceiling and abundant Natural light thru the Glass Front Entry Door with Privacy Tint, Triple Sliders in the LR and Double Glass Window in the Dinette area; Plantation Shutters in the Bedrooms, an Upgraded Kitchen with Stainless Steel Appliances, Under Cabinet Lighting, Breakfast Bar, Walk in Pantry, Cabinet Pantry with Pull Out Drawers and Granite countertop. The inviting living and dining areas blend seamlessly together with carpet flooring, while the open-concept layout is beautifully enhanced by tile flooring in the kitchen, laundry, guest bathroom/hall, entry and Primary Suite bath. Two spacious guest bedrooms and a full bath are located near the front entry; a pocket door provides privacy and a Linen Closet provides storage. The guest bath has a comfort height vanity with Granite counter top, and glass block window is above the tiled shower/tub combo. The Primary Suite is a private retreat on the back of the home, complete with a generously sized bathroom with separate comfort height vanities, a tiled corner shower with glass block accent above and a separate walk in closet. Step outside and enjoy the screened and covered lanai that overlooks the seasonal pond, perfect for entertaining. Plumbing was added to the privacy wall at the time of build, should you desire to have a summer kitchen. The laundry room with wash sink is spacious and is accessible from the garage and kitchen. The exterior of the home has been well maintained with landscaped flower beds and the double car garage with separate golf cart entry is a bonus. A water filtration system is located in the garage. Don't miss the opportunity to explore this wonderful property! Lake Ashton is a Florida Retirement Community that offers a Florida Retirement Lifestyle with resort style amenities and activities for 55+ in Florida. The main clubhouse offers a movie theater, bowling lanes, grand ballroom, card, craft and billiards, outdoor temperature controlled swimming pool, Bocce Courts, tennis courts, 1/2 court basketball, shuffleboard courts and MORE. The Health and Fitness Center has a large indoor temperature controlled pool, fitness center, indoor 1/2 court basketball, indoor racquetball, large multi-purpose room, card, craft, billiards, pickle ball courts and tennis courts. 2 -18 hole golf courses are located in Lake Ashton (memberships are optional). Tour this well maintained home today! You'll be glad you did!

6240 Pinehurst Loop, Winter Haven

$269,900

3 Beds ⋅ 2 Baths ⋅ Lake Shipp Heights SubDv. ⋅ 33880 Zip Code

New - New - New! This 3 bedroom 2 bath features a beautiful lake view and has been completely remodeled. Updates include a new HVAC system, new metal roof, new kitchen with granite counters, new bathrooms, new flooring, and new septic system. No HOA means you can store your boat. This property is being sold furnished, and includes AirBNB bookings.

1568 S Lake Shipp Drive, Winter Haven

$286,490

3 Beds ⋅ 2 Baths ⋅ Willowbrook South SubDv. ⋅ 33881 Zip Code

Under Construction. The Archer II is one of our one-story floorplans features in our Willowbrook South community in Winter Haven, Florida. Take your pick between two sleek exterior options when choosing this floorplan. Inside this 3 bedroom, 2 bathroom home you’ll find 1,328 square feet of comfortable living. The open concept layout allows for seamless movement between spaces making entertaining guests a breeze. It also provides homeowners versatile design options. The kitchen features shaker-style cabinets, quartz countertops, and stainless steel appliances, which are sure to both turn heads and make meal prep easy. You’ll bever be too far from the action with the living and dining area right there. In every bedroom, besides the primary bedroom, you’ll have carpeted floors and a closet in each room. Whether these rooms become bedrooms, office spaces, or other bonus rooms, there is sure to be comfort. The primary bedroom features luxury vinyl plank flooring that will be sure to stand out. It also has its own attached bathroom that features a walk-in closet and all the space you need to get ready in the morning. Sharing a sink isn’t a worry with the double vanity, and you also get additional privacy with a separate door for the toilet and shower. Contact us today and find your home at Willowbrook South. *Photos are of similar model but not that of the exact house. Pictures, photographs, colors, features, and sizes are for illustration purposes only and will vary from the homes as built. Home and community information including pricing, included features, terms, availability, and amenities are subject to change and prior sale at any time without notice or obligation. Please note that no representations or warranties are made regarding school districts or school assignments; you should conduct your own investigation regarding current and future schools and school boundaries.*

2746 Adeline Avenue, Winter Haven

$345,000

4 Beds ⋅ 2 Baths ⋅ Lake Lucerne Ph 2& 3 SubDv. ⋅ 33881 Zip Code

Welcome to 226 Sunfish Drive in Winter Haven, FL! Built in 2019, this spacious two-story home offers 4 bedrooms, 2 bathrooms, and approximately 2,746 square feet of living space. With a generous floor plan and plenty of room to spread out, this home provides flexibility for everyday living, entertaining, and relaxation. The two-story design offers ample space to accommodate a variety of lifestyles, while the backyard provides opportunities for outdoor enjoyment. Conveniently located in Winter Haven, with access to local shopping, dining, schools, and recreational activities. Whether you’re looking for additional living space or a place to make your own, this property offers plenty of potential. Don’t miss the opportunity to explore all this home has to offer. Schedule your showing today!

226 Sunfish Drive, Winter Haven

$270,000

3 Beds ⋅ 2 Baths ⋅ Villamar SubDv. ⋅ 33884 Zip Code

Under Construction. Brand new, energy-efficient home available by Dec 2026! Enjoy open-concept living with a chef-inspired kitchen overlooking the great room and dining area. The spacious primary suite offers a peaceful retreat and includes a large walk-in closet. Visit Villamar and explore new single-family homes for sale in Winter Haven, FL. Residents will have access to two resort-style amenity centers featuring a clubhouse, pool, and playground. Winter Haven is known for its beautiful chain of lakes with lakeside restaurants and its award-winning community theater. Nearby attractions include Legoland Florida and Peppa Pig Theme Park. A brand-new model and new phase are coming soon. Each of our homes is built with innovative, energy-efficient features designed to help you enjoy more savings, better health, real comfort and peace of mind.

3996 Giorgio Drive, Winter Haven

$370,000

4 Beds ⋅ 3 Baths ⋅ Villamar SubDv. ⋅ 33884 Zip Code

Under Construction. Brand new, energy-efficient home available by Jan 2027! Entertain guests with ease with an open kitchen which overlooks the dining and great room. First floor flex space can be best used to fit your family's needs. Upstairs primary suite features an oversized walk-in closet. Visit Villamar and explore new single-family homes for sale in Winter Haven, FL. Residents will have access to two resort-style amenity centers featuring a clubhouse, pool, and playground. Winter Haven is known for its beautiful chain of lakes with lakeside restaurants and its award-winning community theater. Nearby attractions include Legoland Florida and Peppa Pig Theme Park. A brand-new model and new phase are coming soon. Each of our homes is built with innovative, energy-efficient features designed to help you enjoy more savings, better health, real comfort and peace of mind.

3992 Giorgio Drive, Winter Haven

$340,000

4 Beds ⋅ 3 Baths ⋅ Villamar SubDv. ⋅ 33884 Zip Code

Under Construction. Brand new, energy-efficient home available by Dec 2026! Open floor plan creates a unified living space with a large great room that overlooks the kitchen and dining area. The primary suite is tucked in the rear of the home offering plenty of privacy and features a spacious walk-in closet and shower. Visit Villamar and explore new single-family homes for sale in Winter Haven, FL. Residents will have access to two resort-style amenity centers featuring a clubhouse, pool, and playground. Winter Haven is known for its beautiful chain of lakes with lakeside restaurants and its award-winning community theater. Nearby attractions include Legoland Florida and Peppa Pig Theme Park. A brand-new model and new phase are coming soon. Each of our homes is built with innovative, energy-efficient features designed to help you enjoy more savings, better health, real comfort and peace of mind.

3980 Giorgio Drive, Winter Haven

$290,000

3 Beds ⋅ 2 Baths ⋅ Villamar SubDv. ⋅ 33884 Zip Code

Under Construction. Brand new, energy-efficient home available by Dec 2026! Configure the flex room in the front of the home to an at home office space or hobby space. Past the foyer, the open kitchen flows to the dining space, great room and outside patio. Private primary suite offers a spacious area to relax. Visit Villamar and explore new single-family homes for sale in Winter Haven, FL. Residents will have access to two resort-style amenity centers featuring a clubhouse, pool, and playground. Winter Haven is known for its beautiful chain of lakes with lakeside restaurants and its award-winning community theater. Nearby attractions include Legoland Florida and Peppa Pig Theme Park. A brand-new model and new phase are coming soon. Each of our homes is built with innovative, energy-efficient features designed to help you enjoy more savings, better health, real comfort and peace of mind.

3965 Giorgio Drive, Winter Haven

$335,000

4 Beds ⋅ 3 Baths ⋅ Villamar SubDv. ⋅ 33884 Zip Code

Under Construction. Brand new, energy-efficient home available by Dec 2026! Open first floor creates a unified living space with a large great room that overlooks the kitchen and dining area. Upstairs loft can be used to best fit your family's needs and tech area is perfect for a home office. Visit Villamar and explore new single-family homes for sale in Winter Haven, FL. Residents will have access to two resort-style amenity centers featuring a clubhouse, pool, and playground. Winter Haven is known for its beautiful chain of lakes with lakeside restaurants and its award-winning community theater. Nearby attractions include Legoland Florida and Peppa Pig Theme Park. A brand-new model and new phase are coming soon. Each of our homes is built with innovative, energy-efficient features designed to help you enjoy more savings, better health, real comfort and peace of mind.

3984 Giorgio Drive, Winter Haven

$345,000

4 Beds ⋅ 3 Baths ⋅ Villamar SubDv. ⋅ 33884 Zip Code

Under Construction. Brand new, energy-efficient home available by Dec 2026! Open first floor creates a unified living space with a large great room that overlooks the kitchen and dining area. Upstairs loft can be used to best fit your family's needs and tech area is perfect for a home office. Visit Villamar and explore new single-family homes for sale in Winter Haven, FL. Residents will have access to two resort-style amenity centers featuring a clubhouse, pool, and playground. Winter Haven is known for its beautiful chain of lakes with lakeside restaurants and its award-winning community theater. Nearby attractions include Legoland Florida and Peppa Pig Theme Park. A brand-new model and new phase are coming soon. Each of our homes is built with innovative, energy-efficient features designed to help you enjoy more savings, better health, real comfort and peace of mind.

3945 Giorgio Drive, Winter Haven

$465,000

4 Beds ⋅ 3 Baths ⋅ Cypresswood Plantations SubDv. ⋅ 33884 Zip Code

Move in Ready in Cypresswood Plantations!! Located in the highly sought-after gated golf community of Cypresswood in Winter Haven. This beautiful custom built home features 4 bedrooms, 3 baths situated on a large, one-third acre lot and boasts 2,625 square feet of living area and offers the versatility of a triple-split floor plan. Fully equipped updated kitchen with granite countertops, island and maple wood cabinetry. The spacious floor plan includes a formal living and formal dining, family room with wood burning fireplace. Primary suite with crown molding and large primary bath, huge tiled shower, dual sinks, and granite countertops. Screened in lanai and whole house generator. Large two car side load garage. Enjoy the quiet, beautiful and peaceful views Cypresswood has to offer, along with a 24-hour manned gated entrance, golf community that features golf, tennis, fitness, community and clubhouse with restaurant and activities. Close to all Florida major attactions, shopping and medical facilities.

2991 Plantation Road, Winter Haven

$285,000

4 Beds ⋅ 2 Baths ⋅ Villamar SubDv. ⋅ 33884 Zip Code

Under Construction. Brand new, energy-efficient home available by Dec 2026! An open floorplan that makes entertaining easy in the open kitchen, dining, and great room that flow to the patio. The primary suite is tucked in the rear of the home offering plenty of privacy and features a spacious walk-in closet and shower. Visit Villamar and explore new single-family homes for sale in Winter Haven, FL. Residents will have access to two resort-style amenity centers featuring a clubhouse, pool, and playground. Winter Haven is known for its beautiful chain of lakes with lakeside restaurants and its award-winning community theater. Nearby attractions include Legoland Florida and Peppa Pig Theme Park. A brand-new model and new phase are coming soon. Each of our homes is built with innovative, energy-efficient features designed to help you enjoy more savings, better health, real comfort and peace of mind.

3976 Giorgio Drive, Winter Haven

$316,900

4 Beds ⋅ 2 Baths ⋅ Villamar SubDv. ⋅ 33884 Zip Code

New construction home with 2005 square feet on one-story including 3 bedrooms plus a den, 2 baths, and an open living area. Enjoy an open kitchen with Silestone countertops, Samsung stainless steel appliances, a walk-in pantry, and a spacious island, fully open to the dining café and gathering room. The living area, laundry room, and baths include luxury wood vinyl plank flooring, with stain-resistant carpet in the bedrooms. Your owner's suite is complete with a walk-in wardrobe and a private en-suite bath with dual vanities, a tiled shower, and a closeted toilet. Plus, enjoy a covered lanai, 2-car garage, custom-fit window blinds, architectural shingles, energy-efficient insulation and windows, and a full builder warranty. ***Please note - Virtual Tour showcases the home layout; colors and design options in actual home for sale may differ. Furnishings and décor do not convey!

525 Vittorio Drive, Winter Haven

$570,000

3 Beds ⋅ 2 Baths ⋅ Lake Link Estates SubDv. ⋅ 33884 Zip Code

Welcome to your own slice of Florida WATERFRONT LIVING! The seller loves their lakefront home, and unfortunately must sell to move for work. Situated on an oversized .41-acre lot in the desirable GATED COMMUNITY of Lakewood, this 3-bedroom, 2-bath POOL HOME offers a wonderful combination of indoor comfort, outdoor entertaining, and lakefront lifestyle. Accessed by crossing a private bridge, this unique community offers a distinctive setting, and the home is POSITIONED ON LAKE LINK, WHICH HAS A CANAL CONNECTING DIRECTLY TO LAKE OTIS. Enjoy skiing, fishing, or just hanging out on the lake! Inside, the thoughtfully designed split floorplan provides privacy and functionality, with the primary suite separated from the secondary bedrooms. The pool has recent updates including a new variable speed pool pump, new skimmer, new piping, new jets, and a new pool light. The pool also includes a robotic surface cleaner and robotic skimmer skimmer. Beautiful new luxury vinyl plank flooring flows throughout the home, creating a fresh, updated feel. The updated kitchen offers a modern touch and the window to the pool deck is perfect for cooking, entertaining, or an indoor-outdoor BBQ. The primary suite is spacious, and features an updated master bath, dual walk-in closets, and an oversized sliding glass door out to the pool deck. The additional bedrooms offer flexibility for guests, family, or a home office, and the guest bathroom offers a door straight to the pool deck so your guests can use the bathroom without tracking water in the main house. Step outside to discover one of the home's standout features: an oversized swimming pool surrounded by an expansive paver pool deck, offering plenty of room for lounging, entertaining, and enjoying the Florida sunshine. The large lot provides additional space to enjoy the outdoors and is a perfect place to host a party! Big-ticket improvements offer added peace of mind, including a NEW ROOF IN 2024, A NEW ELECTRICAL PANEL IN 2024, AND A NEW HVAC SYSTEM IN 2025. New insulation has also been added in the attic to improve efficiency. Desirable location, updated major appliances, lakefront living, what’s not to love! Schedule your private showing today!

251 Lake Link Road, Winter Haven

100 El Camino Drive Unit 208, Winter Haven

$139,900

1 Beds ⋅ 1 Baths ⋅ Orchid Springs Village SubDv. ⋅ 33884 Zip Code

OWNER MOTIVATED Beautiful Condo, Tastefully remodeled, completely updated in 2023. All new appliances, granite counter tops, remote controlled fans, Kitchen and bathroom new cabinets. Come enjoy Florida Living or just retire in style or enjoy it as your Winter Getaway. A small Bonus space may be used as a second sleeping quarters for additional guests. Conveniently located near shopping centers, restaurants, hospitals, churches and more. HOA fees cover your cable, internet, water, sewer, trash pick up and natural gas. Exclusive Carport. Seller will assist you with closing costs or interest rate buy down if needed.

100 El Camino Drive Unit 208, Winter Haven

$289,900

3 Beds ⋅ 3 Baths ⋅ Villamar SubDv. ⋅ 33884 Zip Code

New construction home with 1568 square feet on two-story including 3 bedrooms with loft, 2.5 baths, and an open living area. Enjoy an open kitchen, Silestone countertops, Samsung stainless steel appliances, a walk-in pantry, and a spacious island, fully open to the dining café and gathering room. The living area, laundry room, and baths include luxury wood vinyl plank flooring, with stain-resistant carpet in the bedrooms. Your owner's suite is complete with a walk-in wardrobe and a private en-suite bath with dual vanities, and a tiled shower. Bedrooms 2 and 3 share a bathroom. Plus, 2-car garage, custom-fit window blinds, architectural shingles, energy-efficient insulation and windows, and a full builder warranty. “Please note, virtual tour/photos showcases the home layout; colors and design options in actual home for sale may differ. Furnishings and décor do not

517 Vittorio Drive, Winter Haven

$259,900

3 Beds ⋅ 2 Baths ⋅ Villamar SubDv. ⋅ 33884 Zip Code

New construction home with 1358 square feet on one-story including 3 bedrooms, 2 baths, and an open living area. Enjoy an open kitchen with Quartz countertops, Samsung stainless steel appliances, pantry, and a raised bar, fully open to the gathering room. The living area, laundry room, and baths include luxury wood vinyl plank flooring, with stain-resistant carpet in the bedrooms. Your owner's suite is complete with a private en-suite bath, a tiled shower. Plus, enjoy a covered lanai, 1-car garage, custom-fit window blinds, architectural shingles, energy-efficient insulation and windows, and a full builder warranty. Please note, virtual tour/photos showcases the home layout; colors and design options in actual home for sale may differ. Furnishings and decor do not convey."

4490 Rapallo Avenue, Winter Haven

$299,990

3 Beds ⋅ 2 Baths ⋅ Willowbrook North SubDv. ⋅ 33881 Zip Code

Under Construction. Beautiful Single Level, 2 Car Garage Home with Open Concept Living and 3 Bedrooms! This Flagler plan is available in a Traditional exterior design. The covered porch opens to a gracious foyer with adjacent flex space and leads to the open island kitchen, cafe and family room. The private garage opens to a hallway with 2 secondary bedrooms and full bathroom with dual sink vanity. The primary suite boasts a large walk-in closet and ensuite bathroom that includes a shower and private water closet.

345 Meredith Boulevard, Winter Haven

$100,000

3 Beds ⋅ 1 Baths ⋅ Smart Sub SubDv. ⋅ 33881 Zip Code

NVESTOR OPPORTUNITY! Bring your vision and transform this property into its full potential. This home is ready for a complete renovation and offers an opportunity for an investor, rehabber, or buyer looking for a project. Property is being sold AS-IS. No appliances are included. Buyer and buyer’s agent are responsible for verifying all property information, measurements, condition, utilities, and intended use. Cash only. Schedule your showing and explore the possibilities! Property must be physically seen before submitting offers.

2434 Edwin Street Ne, Winter Haven

$275,000

3 Beds ⋅ 2 Baths ⋅ Brenton Manor SubDv. ⋅ 33881 Zip Code

Virtually Staged. Welcome to this beautifully maintained 3-bedroom, 2-bathroom single-story home in a highly desirable Winter Haven community with low HOA fees! Built in 2015, this property features complete ceramic tile flooring throughout, a new roof installed in 2024, Paid Off Solar Panels and a fully fenced backyard for added privacy. The open living area highlights a custom 3D feature wall with a fireplace, creating a cozy and stylish focal point. Complete with a 2-car garage and all appliances included, this home offers modern comfort and key upgrades. Located in the vibrant Chain of Lakes region near boating and outdoor recreation, plus just 20 minutes from LEGOLAND Florida Resort and 30 miles from Walt Disney World. Schedule your showing today!

1085 Brenton Manor Drive, Winter Haven

$274,990

4 Beds ⋅ 2 Baths ⋅ Annabelle Estates SubDv. ⋅ 33881 Zip Code

Virtually Staged. Under Construction. Welcome to the Bradley, the perfect combination of comfort, style, and functionality. This inviting single-story floor plan features 4 bedrooms, 2 bathrooms, and a 2-car garage, with an open-concept layout that's ideal for everyday living and entertaining. Tile flooring extends throughout the main living areas, creating a seamless and durable finish, while the spacious great room flows effortlessly into the dining area and kitchen.

5007 Abigail Drive, Winter Haven

$304,000

3 Beds ⋅ 2 Baths ⋅ Cypress Landing Ph 01 SubDv. ⋅ 33884 Zip Code

BEAUTIFUL 3-BEDROOM, 2-BATH HOME IN CYPRESS LANDING ON LAKE DEXTER! Welcome to this beautifully maintained 3-bedroom, 2-bathroom home with a 2-car garage, located in the desirable Cypress Landing community on Lake Dexter in Winter Haven! Featuring extensive recent updates, spacious living areas, and fantastic community amenities, this home offers the perfect blend of comfort, convenience, and Florida living. Extensive Recent Updates! Major improvements include a new roof and updated in 2022, along with numerous renovations completed this year. Updates include a renovated kitchen with new countertops, new bathroom vanities, updated flooring, new lighting and fans, plumbing fixtures, fresh paint and texture, new interior doors, updated trim, new electrical improvements and pluming, and new appliances, including a range, microwave, and dishwasher. A new DECA drainage system was also recently installed in the rear of the home. Upon entering, you are welcomed by an extended foyer that opens into a spacious living area. The generously sized primary suite offers sliding glass doors leading to the lanai, along with an attached primary bathroom featuring a walk-in shower and walk-in closet. Additional highlights include an impressive 26' x 11' sunroom overlooking the backyard—an ideal space for relaxing, entertaining, or enjoying your morning coffee. Enjoy the Cypress Landing Lifestyle! Community amenities include pickleball and tennis courts, a heated swimming pool, a clubhouse, a private boat ramp with water access, and a variety of social clubs and activities for residents to enjoy. Conveniently situated in the heart of Winter Haven, this home offers easy access to shopping, restaurants, entertainment, and local social events, with convenient commutes to Lakeland, Orlando, and Kissimmee. With its extensive updates, spacious floor plan, inviting living spaces, and desirable lake community amenities, this home is a wonderful opportunity to enjoy the best of Winter Haven living!

3947 Cypress Landing W, Winter Haven

718 Eagle Landing Boulevard, Winter Haven

$339,998

4 Beds ⋅ 3 Baths ⋅ Eagle Landing Phase Ii SubDv. ⋅ 33880 Zip Code

Welcome to 718 Eagle Landing Boulevard, a stunning, nearly new 4-bedroom, 2.5-bathroom home that perfectly blends modern style, comfort, and peaceful surroundings! Built just three years ago and barely lived in, this beautiful home has recently undergone fantastic upgrades, including brand-new luxury vinyl flooring throughout all bedrooms and the staircase, with absolutely NO CARPET anywhere in the home! Situated on one of the most desirable lots in the community, this home enjoys a beautiful, wide-open wooded backdrop with NO REAR NEIGHBORS, offering a rare sense of privacy and tranquility. Tucked away toward the quiet rear of the neighborhood, its peaceful setting makes it feel like your own private retreat. Step inside and immediately appreciate the sleek, modern interior, inviting living spaces, and abundance of natural light that fills the home. The thoughtfully designed layout offers four generously sized bedrooms, 2.5 bathrooms, and a spacious garage, providing plenty of room for comfortable everyday living. The oversized primary suite is a true highlight, featuring an exceptionally spacious bedroom, a generous walk-in closet, and an additional storage or closet area for even more convenience. Located in beautiful Winter Haven, famously known as the Chain of Lakes City, this home places you in one of Central Florida's most charming destinations, celebrated for its picturesque lakes, outdoor recreation, and relaxed Florida lifestyle. Enjoy convenient access to Chain of Lakes Park, a recreational destination near Lake Lulu offering sports facilities, open green spaces, and opportunities to enjoy the outdoors. Just a short drive away, discover the excitement of LEGOLAND Florida Resort and the new SEA LIFE Florida Aquarium, along with a wonderful variety of shopping, dining, and entertainment options. Whether you're drawn to lakeside adventures, outdoor activities, or local attractions, Winter Haven offers something for everyone! With its fresh upgrades, contemporary finishes, exceptional lot, and barely lived-in condition, this home offers the look and feel of new construction without the wait! Whether you're enjoying the bright, welcoming interior or the peaceful wooded views out back, every detail makes this property a wonderful place to call home. Homes with this combination of privacy, location, condition, and modern upgrades are hard to find! Don't miss your opportunity to make this exceptional home yours. Schedule your private showing today!

718 Eagle Landing Boulevard, Winter Haven

$408,888

5 Beds ⋅ 3 Baths ⋅ Pinnacle Point SubDv. ⋅ 33880 Zip Code

Room to spread out in Pinnacle Point! Built in 2022, this two-story Winter Haven home offers 5 bedrooms, 3 full bathrooms, and approximately 2,892 square feet of heated living space on a 0.17-acre corner lot. The living room and kitchen are located on the first floor, while the primary bedroom is upstairs. A two-car attached garage provides parking and storage space. With five bedrooms, there’s flexibility for guests, a home office, or hobbies. Enjoy no CDD fees and an HOA fee of $214 per quarter. Located in Central Florida between Tampa and Orlando, Pinnacle Point offers convenient access to shopping, dining, schools, parks, and medical facilities. Nearby LEGOLAND Florida Resort adds another option for recreation, while access to major highways connects you to destinations throughout the region.

1638 Seth Drive, Winter Haven

$359,000

3 Beds ⋅ 2 Baths ⋅ Terranova Ph 01a SubDv. ⋅ 33884 Zip Code

Welcome to this beautifully maintained 3-bedroom, 2-bath home in the desirable gated community of Terranova! Featuring an open floor plan, vaulted ceilings, and a private screened and heated pool, this home offers comfortable Florida living. Enjoy attractive landscaping with Naval orange and Clementine trees, a screened front porch, energy-efficient Pella windows, and a spacious living room with built-in shelving. The kitchen features ample counter space, appliances, and a breakfast bar overlooking the living area. A separate breakfast nook offers flexible space for dining or a home office. The split-bedroom floor plan provides privacy, with two guest bedrooms and a full bath on one side and a spacious primary suite on the other. The primary suite features dual vanities, a garden tub, a separate shower, and a walk-in closet with custom shelving. The fully fenced backyard features an enclosed lanai, heated screened pool, spacious pool deck, and storage shed. Recent updates include a 2017 roof, upgraded A/C (2014), replaced flooring, upgraded front door, French doors, new garage door opener, and brand-new pool screens. Additional features include a 2-car garage, washer and dryer, and select furnishings, including Sleep Number beds, recliners, and outdoor furniture. Meticulously maintained and ready to enjoy, this Terranova home is a must-see!

593 Terranova Circle, Winter Haven

$199,000

4 Beds ⋅ 2 Baths ⋅ Carefree Cove SubDv. ⋅ 33881 Zip Code

**PRICED TO SELL! 4 BEDROOMS, 2 BATHROOMS, NO HOA, AND MAJOR UPDATES ALREADY COMPLETED! ** Don't miss this fantastic opportunity to own an affordable home in Winter Haven! This spacious 4-bedroom, 2-bathroom home offers plenty of potential with several major improvements already taken care of, including a **NEW ROOF IN 2022, COMPLETE REPIPE IN 2023, AND NEW WINDOWS IN 2023!** While the home could benefit from some cosmetic updating and personal touches, the big-ticket improvements have already been completed, giving the next owner a great head start. Enjoy the freedom of **NO HOA** and a convenient location near shopping, dining, schools, and major roadways. Whether you're a first-time homebuyer looking to build equity, a buyer wanting to make a home their own, or an investor searching for their next opportunity, this property checks all the boxes! **PRICED EXTREMELY COMPETITIVELY TO REFLECT THE COSMETIC UPDATES NEEDED AND SELL QUICKLY!** Opportunities like this don't come around often at this price point. Schedule your showing today and see the potential for yourself!

1096 Carefree Cove Drive, Winter Haven

$330,000

4 Beds ⋅ 2 Baths ⋅ Mandolin SubDv. ⋅ 33884 Zip Code

LIKE NEW!!! Don't miss this 4 bedroom, 2 bath home centrally located in Winter Haven, FL in the GATED COMMUNITY OF MANDOLIN. So many NOTABLE UPDATES in 2026 including: NEW ROOF (TAMKO TITAN SHINGLES), NEW LEVEL 3 GRANITE IN KITCHEN AND BOTH BATHROOMS, NEW SINKS, NEW KOHLER TOILETS, NEW FIXTURES, NEW INTERIOR PAINT, NEW FANS, NEWLY FINISHED GARAGE FLOOR, AND NEWLY LANDSCAPED LAWN! This OPEN CONCEPT, SPLIT PLAN is light and bright and very inviting. The OVERSIZED LOT gives you plenty of room with a length of (125 ft deep and 92 feet in width). This neighborhood is COMPLETELY BUILT OUT and VERY ESTABLISHED. The kitchen features STAINLESS APPLIANCES and is perfect for entertaining guests with it's central location. The back area is COMPLETELY PRIVATE with vinyl fencing for all your friends/family gatherings. Shopping, medical, restaurants, and LEGOLAND, FL are within minutes of this centrally located home with so many updates!!!

221 Mandolin Drive, Winter Haven

$355,000

4 Beds ⋅ 2 Baths ⋅ Sutton Preserve SubDv. ⋅ 33880 Zip Code

Virtually Staged. Move-in ready and built in 2024! This beautifully maintained 4-bedroom, 2-bath home offers nearly 1,900 sq. ft. of thoughtfully designed living space with an open-concept layout and desirable upgrades throughout. The spacious kitchen features quartz countertops, stainless-steel appliances, a large center island, and pantry, opening seamlessly to the living and dining areas. Tile flooring enhances the main living spaces, with carpet in the bedrooms. Additional features include an epoxy-finished garage floor, rain gutters, security cameras that convey, and solar panels. Enjoy Florida living on the enclosed screened lanai, complete with roll-down shades and patio furniture that convey, overlooking a fully fenced backyard. Located just minutes from Lake McLeod and a public boat dock, with convenient access to shopping, dining, schools, and major roadways. No CDD, low HOA fees that include high-speed internet, and a seller-provided one-year home warranty! A wonderful opportunity to own a move-in-ready home with valuable upgrades already in place. Schedule your private showing today!

2303 Jagger Lane, Winter Haven

$270,000

3 Beds ⋅ 2 Baths ⋅ Vienna Square Ph 01 SubDv. ⋅ 33884 Zip Code

Virtually Staged. This property is located in one of the best neighborhoods in Winter haven. A new roof will be installed soon.

2470 Salzburg Loop, Winter Haven

$520,000

4 Beds ⋅ 3 Baths ⋅ Hart Lake Hills Ph 02 SubDv. ⋅ 33884 Zip Code

Virtually Staged. Discover this beautifully upgraded 4-bedroom, 3-bath home at 915 Hart Lake Court in Winter Haven. Located in a private gated community across the street from Chain of Lakes Elementary School, the home is also just minutes from LEGOLAND® Florida Resort and approximately 10 minutes from U.S. Highway 27. The open-concept layout features elegant snow-color cabinetry and granite countertops throughout. The private primary suite is situated at the opposite end of the home and includes a spacious walk-in closet, a large walk-in shower, and a customized makeup vanity. A generous laundry room includes a built-in home office and is conveniently located between the kitchen and pantry. The lanai features an additional bonus room with double French doors while retaining space for outdoor living. The adjoining area offers potential to be enclosed and configured as an in-law suite, subject to buyer verification and any required approvals. Additional highlights include a three-car garage, ample parking, and finished attic space providing extra storage. **Pride of ownership is evident throughout this meticulously maintained home, with the owner’s thoughtful care and attention to detail reflected in every space. The owner is an active real estate agent.** Photo's coming soon.

915 Hart Lake Court, Winter Haven

2050 San Marcos Drive Se Unit 211, Winter Haven

$155,000

2 Beds ⋅ 2 Baths ⋅ Park Lake 03 02 Amd SubDv. ⋅ 33880 Zip Code

This 2-bedroom, 2-bath condo located in the heart of Winter Haven is ready for you to make it your home. This unit features carpet and ceramic tile throughout the unit, large family room with fireplace overlooking the pool and baseball fields, and galley kitchen with a pass thru to the dining area. Community features include pool and clubhouse that overlook the newly renovated baseball complex and a community deed on the Lake Lulu of the Chain of Lakes. Located close to many restaurants, shopping, walking trails, this one truly is all about location! Call, text, or email to see it today!

2050 San Marcos Drive Se Unit 211, Winter Haven

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