Winter Haven Homes For Sale & Real Estate - 831 homes

Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Nearly 5 acres of fenced and cross-fenced land offering privacy and room to spread out. This 3-bedroom, 2 bath split plan home features an open living and dining area filled with natural light and a large, screened lanai overlooking the property. The private primary suite includes a walk-in closet, granite counters, soaking tub, and separate shower. Two additional bedrooms share a hall bath, and there is an indoor laundry for convenience. Outside you’ll find a 2-car carport and detached garage/workshop, plus plenty of space for animals, gardens, or outdoor projects. This corner lot property gives you the freedom of country living while still being just minutes from shopping, dining, and major roadways.

Listing is courtesy of: BHHS FLORIDA PROPERTIES GROUP (863-701-2350)

Listing Agent: Melissa Ramirez (813-956-1071)

Remarks: Discover this charming three-bedroom, two-bathroom residence in the desirable Savannah Estates, where comfort meets style. This inviting space features laminate flooring throughout, complemented by tile in the bathrooms. The open-concept design showcases a spacious kitchen, complete with ample cabinets, generous counter space, a breakfast bar, and stainless steel appliances, including a gas stove—perfect for culinary enthusiasts. High vaulted ceilings create an airy atmosphere in the combined kitchen, dining, and living areas, while the spacious primary bedroom boasts a large walk-in closet and an en suite bath featuring a relaxing soaker tub and a separate shower. French doors open to a large screened lanai adorned with decorative tile flooring, providing a serene outdoor retreat. The fully fenced backyard, complete with a storage shed, offers plenty of space for outdoor activities, and the convenient two-car garage adds to the home's functionality. Recent upgrades include a new roof in 2022 and a 5 year old AC unit, ensuring peace of mind for years to come. Additionally, the assumable lease on solar panels at $210 per month enhances energy efficiency and sustainability. Don’t miss the opportunity to make this beautiful property your own! Click on the virtual link attached for a full tour!

Listing is courtesy of: KELLER WILLIAMS REALTY SMART 1 (863-508-3000)

Listing Agent: David Small (407-601-8351)

Remarks: One or more photo(s) has been virtually staged. Under Construction. The first floor of the stunning Edison two-story home is host to an open-concept layout that combines the kitchen with the living and dining areas, and an outdoor patio is easily reached off the main living space. Upstairs, five bedrooms surround a versatile loft, including the luxe owner’s suite, complete with a generous walk-in closet and en-suite bathroom. Villa Mar is a masterplan community of new single-family homes. Near Historic downtown Winter Haven. There are lots of shops, restaurants, bike paths, and easy access to nearby highways. Close to Legoland and Bok Tower Gardens. The much anticipated “Villar Mar” community is what you have been looking for. A safe small town feel with convenience.

Listing is courtesy of: LENNAR REALTY (800-229-0611)

Listing Agent: Ben Goldstein (407-310-7677)

Remarks: Listing price reduced!!! Enjoy the quaint living in this deed restricted community! Step into this stunning home through a spacious, light-filled foyer and prepare to be impressed by the thoughtfully, well maintained designed layout and exceptional features throughout. This home offers oversized bedrooms and a versatile bonus room—perfect for a game room, home office, or even a private in-law suite. This home has a formal living area, family room and dining area. So many different options for the use of this home. Two of the secondary bedrooms are connected by a convenient Jack-and-Jill bathroom, ideal for family living. The expansive kitchen boasts an abundance of cabinetry and storage, complemented by updated stainless-steel appliances and gleaming granite countertops. The bathrooms have been tastefully updated with granite surfaces and beautifully tiled showers. The master suite is truly unique, featuring a walk-around closet, a vanity area, and direct access to the sparkling pool area. In fact, the pool can be accessed from the master bedroom, family room, pool bath, one of the bedrooms, and the bonus room—making indoor-outdoor living a breeze. Additional highlights include: A Generac whole-home generator with a 120# propane tank and a irrigation system for the beautifully maintained yard, a newer roof (2016) and the pool system was replaced in 2021 and is well maintain as you will see. Located in the quiet, charming neighborhood of Valencia Wood Hills, this home offers the perfect balance of peace and convenience. Ideally situated between Tampa and Orlando, you’re just minutes from shopping, Legoland, and over 100 stunning lakes—perfect for boating, water skiing, and sunset dining. Don't miss the opportunity to make this exceptional home yours! You must see to appreciate!...Schedule your showing today.

Listing is courtesy of: COLDWELL BANKER REALTY (863-294-7541)

Listing Agent: Sherry Sapp (863-860-7000)

Remarks: Under contract-accepting backup offers. Step inside this charming 3-bedroom, 1-bathroom home in the heart of Winter Haven! Perfect for a first-time homebuyer or an investor looking to add a great rental to their portfolio, this solid block home is full of character and potential. Situated on a quiet street, the property offers a spacious yard that serves as a blank canvas ideal for adding a pool, creating a garden oasis, or designing the outdoor space of your dreams. Inside, you’ll find three generously sized bedrooms and a large bathroom, providing comfortable living space for family or guests. The backyard also features a screened-in patio, perfect for enjoying your morning coffee or relaxing in the evenings. Homes like this don’t last long.. schedule your private showing today!

Listing is courtesy of: KELLER WILLIAMS WINTER PARK (407-545-6430)

Listing Agent: Logan Coon (407-775-1904)

Remarks: Well-maintained 3-bedroom, 2-bath home located on a .25-acre corner lot with a peaceful wooded backdrop in desirable SE Winter Haven. This home offers a spacious layout with multiple living areas, including a large family room for everyday living and a formal living room with soaring ceilings that create a bright, open feel. A formal dining room with built-in cabinetry provides the perfect space for hosting dinners and gatherings. The updated kitchen features hardwood cabinetry, granite countertops, a custom tile backsplash, stainless steel appliances, a natural gas range, breakfast bar seating, and a closet pantry for added storage. The renovation also included updated flooring. The primary suite includes a remodeled en-suite bathroom with a modern vanity and tiled walk-in shower. A split-bedroom layout offers additional privacy, while the third bedroom with a walk-in closet works well as an office, guest room, or flex space. Outdoor living is just as inviting with a screen-enclosed lanai featuring built-in counter space and cabinetry, along with a beautiful paver deck in the backyard—perfect for relaxing or entertaining while enjoying the wooded setting. The home also features a paver driveway leading to a two-car garage. Additional highlights include a tile roof approximately 15 years old with an expected 50-year lifespan, A/C replaced just 1 year ago, and fresh exterior paint in 2025.

Listing is courtesy of: KELLER WILLIAMS REALTY SMART 1 (863-508-3000)

Listing Agent: Melissa Witter (863-206-8744)

Remarks: Freshly painted and move-in ready, this beautifully maintained home offers the perfect blend of style, comfort, and functionality. Tile flooring flows through the main living areas, while brand-new carpet adds warmth and comfort to the bedrooms. The heart of the home features custom-built maple cabinetry, granite countertops in both the kitchen and bathrooms, and a full suite of GE stainless steel appliances, including a range, refrigerator, microwave, dishwasher, disposal, and ice maker. Solid surface counters and solid wood cabinets enhance both durability and elegance. Designed with an open floorplan, this home boasts a spacious kitchen/family room combination with a dedicated eating space, ideal for entertaining and everyday living. Cathedral and vaulted ceilings create an airy, light-filled atmosphere, complemented by crown molding, ceiling fans, and stylish window treatments throughout. The split-bedroom layout offers privacy and functionality, while walk-in closets provide generous storage. Additional highlights include a modern thermostat system and thoughtful architectural details that make this home as practical as it is beautiful. This is a truly turnkey property that combines quality finishes with comfortable living—ready for you to call home.

Listing is courtesy of: TRADE WINDS REALTY (863-397-6944)

Listing Agent: Mike Webb (863-397-8280)

Remarks: Now is your chance! Come and be a part of this active, Golf Course community and live in this beautifully maintained, updated home. Enjoy the peaceful screened courtyard with your cup of coffee, or watch the gorgeous Florida sunsets. The inside of the home has been lovingly kept up and updated. You won't want for space in this well thought out layout. Plenty of room for entertaining, or a quiet read alone. The garage has been set up for your perfect workspace or storage, whatever suits your needs. You have unlimited options with the screen garage door and a mini split that keeps everything cool when you need it! This golf course community is gated with a guard 24/7. Even if you don't golf, there will be something for you to do. Jr Olympic size pool, tennis courts, soon to be pickleball courts and a full service clubhouse with live music every weekend. Enjoy peace of mind knowing that the AC is less than a year old and the roof was replaced in 2022! Schedule your viewing today and welcome home!

Listing is courtesy of: REMAX EXPERTS (863-802-5262)

Listing Agent: Stacy Tuttle (863-602-9554)

Remarks: Under contract-accepting backup offers. Experience the best of College Grove living in this stunning POOL HOME just minutes from Lake Elbert's scenic waterfront. This spacious two story residence features 3 bedrooms, 2.5 bathrooms, and recent updates including a NEW ROOF (2025), EXTERIOR PAINT (2026), and NEW WATER HEATER (2024), plus a HOME WARRANTY for complete peace of mind. Dramatic cathedral ceilings with arched windows flood the formal living and dining rooms with natural light, while the inviting family room showcases a brick fireplace with wood-burning or gas-burning options perfect for cozy evenings. The kitchen includes a bright dinette area ideal for everyday meals and morning coffee. Step outside to your covered patio and sparkling screened pool area where the true Florida lifestyle comes alive, whether you're hosting poolside gatherings, enjoying morning swims, or relaxing under the covered lanai. The fully fenced yard provides a secure, spacious retreat perfect for children to play, pets to roam freely, or creating your own private outdoor oasis with room for gardens, play equipment, or additional entertaining spaces. Upstairs, the spacious primary bedroom offers a private balcony overlooking the screened pool, a peaceful retreat to start or end your day. The primary bath features a walk in closet, dual vanity, a soaking tub and separate shower for added comfort. Two additional bedrooms provide flexible space for family, guests, or home office. Located just minutes from scenic Lake Elbert, where you can enjoy walking paths and beautiful waterfront views, this home offers the perfect balance of tranquility and convenience. With NO HOA, you have the freedom to truly make this property your own. Situated close to Polk State College, top-rated Winter Haven schools, shopping, dining, and Highway 17 with access to LEGOLAND and Central Florida. This is more than a home. It is an opportunity to live comfortably, entertain beautifully, and enjoy everything Winter Haven has to offer.

Listing is courtesy of: KELLER WILLIAMS ADVANTAGE III (407-207-0825)

Listing Agent: Jessica Estrada (863-409-1771)

Remarks: Under contract-accepting backup offers. MOTIVATED SELLER-Ready to negotiate-submit your strongest offer... Come and discover the experience of owning this well-maintained 3-bedroom, 2-bath home with 1,450 sq. ft. of living space featuring an open and thoughtfully designed floor plan. Located in the desirable Lake Smart Point community, you’ll enjoy proximity to both Lake Conine and Lake Smart—each with its own boat ramp, perfect for fishing and outdoor activities. This cozy home boasts tile flooring in all common areas, solid wood kitchen cabinets, granite countertops in the kitchen, and quartz countertops in the bathrooms—offering both elegance and durability. The kitchen is further enhanced with stainless steel appliances, all included, giving it a modern and sophisticated touch. Ideally located near hospitals, schools, gas stations, shopping centers, and medical offices. Enjoy quality family time in this growing area with easy access to local attractions such as Legoland, the Historical Wildlife Tour of the Chain of Lakes, and much more. Conveniently located near Highway 27 and I-4 for a smooth commute. Schedule your private tour today!

Listing is courtesy of: HOMETRUST REALTY GROUP (813-444-5777)

Listing Agent: Barbara Prins (407-361-6061)

Remarks: Come enjoy the beautiful Florida sunsets, In this beautiful, furnished home. You can relax in the enclosed Florida room, Carport is long enough to put two cars in. floors have the beautiful laminate wood flooring, all through out the livingroom,and dining areas. All located in a beautiful gated 55 plus park. Two heated pools, two clubhouses, tennis ,fishing pier, minature golf, shuffle board, plus much more. this home want last, act fast.

Listing is courtesy of: SOUTHERN BELLE REALTY (863-299-7800)

Listing Agent: Reta Stead (863-299-7800)

Remarks: The Poinciana floorplan offers a well-designed, one-story layout that includes 4 bedrooms and 2 bathrooms, complete with a spacious two-car garage. This home is centered around a sizable great room, which seamlessly connects to the open kitchen and cozy café area, making it ideal for family gatherings and entertaining. The owner's suite, located at the back for added privacy, includes a walk-in closet and an en-suite bathroom. Three additional bedrooms are thoughtfully arranged to provide flexibility for family, guests, or a home office. A covered patio extends your living space outdoors, perfect for relaxation or dining al fresco. The Poinciana floorplan is designed for those seeking both functionality and comfort in a beautiful, single-story home.

Listing is courtesy of: OLYMPUS EXECUTIVE REALTY INC (407-469-0090)

Listing Agent: Nancy Pruitt, Pa (352-552-7574)

Remarks: Under Construction. Discover this stunning brand-new construction 3-bedroom, 2-bath home with an open living space and a convenient 2-car garage, this move-in-ready gem boasts elegant granite countertops in the kitchen for a touch of luxury and everyday functionality. The bright, airy layout offers three spacious bedrooms, two full baths, and a peaceful setting perfect for relaxing or family life—ideal for first-time buyers or those seeking fresh, contemporary Florida living. Minutes from shopping, dining, parks, and the Chain of Lakes, this serene location combines tranquility with easy access to everything Central Florida offers. Don't miss this pristine new build—schedule your private tour today! All measurements and sizes are deemed to be accurate but not guaranteed; any information contained here that is critical to buyers' purchasing decisions must be verified by the buyers. Private financing is available to qualified buyers.

Listing is courtesy of: DALTON WADE INC (888-668-8283)

Listing Agent: Juan Carrion (863-581-6028)

Remarks: Under Construction. Discover this stunning brand-new construction 3-bedroom, 2-bath home with an open living space and a convenient 2-car garage, this move-in-ready gem boasts elegant granite countertops in the kitchen for a touch of luxury and everyday functionality. The bright, airy layout offers three spacious bedrooms, two full baths, and a peaceful setting perfect for relaxing or family life—ideal for first-time buyers or those seeking fresh, contemporary Florida living. Minutes from shopping, dining, parks, and the Chain of Lakes, this serene location combines tranquility with easy access to everything Central Florida offers. Don't miss this pristine new build—schedule your private tour today! All measurements and sizes are deemed to be accurate but not guaranteed; any information contained here that is critical to buyers' purchasing decisions must be verified by the buyers. Private financing is available to qualified buyers.

Listing is courtesy of: DALTON WADE INC (888-668-8283)

Listing Agent: Juan Carrion (863-581-6028)

Remarks: Under contract-accepting backup offers. LAKEFRONT! MUST SEE! Charming FURNISHED 55+ LAKEFRONT 2BR 2BA condo in Winter Haven, FL! Located on the top floor of the complex, providing one of the best views in the building. The Spring Lake Towers community offers many amenities and social events. The association fee covers cable, internet, building and grounds maintenance, common facilities including a gym, library, community kitchen, laundry area, outdoor grills, and more! This condo features a large master suite with a walk-in closet and a roomy shower, a Sizable living/dining area, perfect for entertaining guests, a kitchen that has a unique design, a secondary bedroom that could double as a den or TV room, an enclosed balcony that has an additional storage closet, and relatively new flooring/water heater. The complex is situated on Spring Lake, but it is not limited to it. This lake is part of a canal-connected chain of lakes ranging in size. This area is perfect for many water-based activities, such as fishing, boating, and much more. Additionally, the association offers a very spacious pool deck area overlooking the Lake, and boat slips are available for a reasonable fee. Wonderful location! The property is conveniently located right next to several grocery stores, Northgate Shopping Plaza, and a bus line, as well as minutes away from a movie theater, restaurants, services, medical centers, Winter Haven Hospital, and downtown Winter Haven. All furniture conveys. Seller or private financing available; Do not wait, it will not last long!

Listing is courtesy of: HUT TEAM REALTY (407-559-2929)

Listing Agent: Daniel Hut (863-400-6090)

Remarks: One or more photo(s) has been virtually staged. Beautifully remodeled in 2024, this move-in ready home offers modern updates, energy efficiency, and timeless comfort—all with no HOA. Step inside to an open-concept floor plan featuring high ceilings and abundant natural light. The brand-new kitchen impresses with contemporary finishes, while the updated bathrooms offer a fresh, stylish feel. A desirable split floor plan provides added privacy, making the home ideal for both families and guests. Major improvements include a newer roof and full re-plumbing, giving peace of mind for years to come. The home is also equipped with solar panels for low-cost energy, along with a natural-gas stove and gas water heater—perfect for efficiency and everyday convenience. Outside, enjoy great curb appeal, a fully fenced backyard for pets or play, and a spacious attached 2-car garage. With no HOA restrictions, you have the freedom to personalize, park, and use your property exactly the way you want. This beautifully updated home truly checks every box—style, function, efficiency, and freedom.

Listing is courtesy of: KELLER WILLIAMS REALTY SMART 1 (863-508-3000)

Listing Agent: David Small (407-601-8351)

Remarks: One or more photo(s) has been virtually staged. A rare opportunity to own one of only six cluster homes positioned along the peaceful shoreline of Lake Buckeye! A charming open courtyard entry welcomes you to the front door, creating a private and inviting approach that sets this home apart. Inside, the living room immediately draws your eye outdoors, featuring double French doors that open to an enclosed lanai and extended open patio overlooking lake views. It’s the perfect space to enjoy morning coffee, evening breezes, or simply take in the calm waterfront setting. The layout flows comfortably from the living area into the wrap-around kitchen and adjoining dining space, where a large window overlooks the courtyard entrance and fills the home with natural light. The primary bedroom suite offers a private retreat with its own en-suite bath featuring a walk-in shower, while the second bedroom sits just steps from the guest bath with tub/shower combination — ideal for guests, family, or flexible use as a home office. Additional highlights include a laundry closet and an oversized 550 sq ft 2-car garage with ample storage, providing both convenience and functionality. For easy lake access, the public boat ramp onto Lake Buckeye is located just 0.1 mile down the road. Homes within The Clusters on Lake Buckeye rarely come to market, making this a special opportunity for buyers seeking a property with character, peaceful surroundings, and direct access to one of Winter Haven’s beautiful lakes. **A/C is 2015, Roof is 2017**

Listing is courtesy of: STAR REALTY OF WINTER HAVEN (863-299-7827)

Listing Agent: Carlee Marchetti (863-258-3338)

Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Don't miss out on this opportunity to own this beautiful home that in 1990 was an AWARD winner in the Polk County Builders Association Parade of Homes and built by local custom home builder Gordon Collins. Upon walking up the home your greeted with a very welcoming courtyard. This home has had some updates. The appliances in the kitchen are all updated Frigidaire Gallery Series. The roof was replaced in 2024. The pool/spa was resurfaced in 2023 and also comes with a 10 year warranty. The home features a split bedroom plan and a large open concept great room area, perfect for entertaining. Around the property is beautiful foliage providing privacy. Having a side load 3-car garage with high ceilings is also a bonus. Gorgeous views from inside of the home can be had from several vantage points. Beautiful natural lighting are also assets of the home. Perfect set-up for adding an an ourtdoor kitchen on the covered lanai/ pool area. Some of the furnishings will be included with this property. There is also a central vacuum system throughout. This beautiful home in this desirable sought after neighborhood will not last long at this price.

Listing is courtesy of: KLINE REAL ESTATE SERVICES (863-287-0204)

Listing Agent: Scott Kline (863-287-0204)

Remarks: Under contract-accepting backup offers. Pack your bags and move right into this beautiful home. The kitchen was remodeled three years ago. The side porch/lanai adds approximately 200 sf of living space (included in total sf) and is vented with central air. The home features beautiful built ins in the dining area as well as the 2nd bedroom. The primary bathroom has an updated shower and vanity. The shingled roof is 11 years old and the ac is 12 years old. The home comes furnished. Walk through the new sliding door to the front porch which features tinted windows and Berber carpet. This home is located in the Dog area where you can have two pets up to 20lb each. Enjoy Oakwood Estates, a peaceful 55+ community offering many amenities and activities, or just sit on the front porch and watch the world go by. This home is located in the area of Oakwood Estates that allows dogs. There is a 2 pet limit of up to 20 lbs.

Listing is courtesy of: COLDWELL BANKER REALTY (863-294-7541)

Listing Agent: Kathy Devor (573-450-1679)

Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Discover comfortable, low-maintenance living in this inviting 2 bedroom, 2 bath villa located in a small 55+ community in Winter Haven. This well-designed home features vaulted ceilings, great natural light, and a spacious split bedroom layout, giving you and your guests plenty of privacy. Both bedrooms offer generous proportions and walk-in closets, and the primary suite includes a convenient step-in shower.The living room opens to a 12x12 covered patio through sliding glass doors, creating an easy indoor-outdoor flow for relaxing or enjoying fresh air. The one-car garage includes an electric roll-down screen, perfect for ventilation while keeping the space shaded and tidy. Additional highlights include a whole-house water treatment and softener, plus a new roof in 2024 for added peace of mind.The low HOA covers exterior paint, building and roof maintenance, irrigation system repairs, the community wall, and road upkeep, making day-to-day living simple and stress free.This community offers a convenient location near the bus line, medical offices, hospitals, shopping, and dining. You are also close to Winter Haven’s vibrant downtown filled with boutiques, restaurants, and year-round events, along with the city’s beautiful Chain of Lakes known for boating, fishing, and waterfront dining. Ideal for full-time residents or seasonal buyers looking for comfort, convenience, and a welcoming 55+ setting.

Listing is courtesy of: KEYSTONE RESIDENTIAL GROUP LLC (407-556-3249)

Listing Agent: Lisa Bertossa (407-709-1447)