Winter Haven Homes For Sale & Real Estate - 922 homes

Remarks: Under Construction. Welcome to the Baldwin, a stunning four-bedroom, two-bathroom home located in the heart of Winter Haven, Florida at our Harmony at Lake Eloise community. As you enter the foyer to this beautiful designed home, you are greeted by with an open concept living space featuring luxury vinyl flooring throughout. The kitchen overlooks the dining and living room, while having a view to the oversized outdoor living space. The well-appointed kitchen features an island with bar seating, plentiful cabinet with beautiful quartz countertops and stainless-steel appliances, making entertaining a breeze. Bedroom one, located off the living space, has an en suite bathroom with double vanity and spacious walk-in closet providing ample space for storage. Three additional bedrooms and one full bath are located at the front of the home along with a closet and laundry room. The Baldwin seamlessly integrates smart home technology, offering convenience and enhanced living experiences. With its spacious layout and contemporary finishes, the Baldwin in Harmony at Lake Eloise provides the perfect blend of style and functionality for today's discerning homeowner. *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.*

Listing is courtesy of: DR HORTON REALTY OF CENTRAL FLORIDA LLC (407-250-7299)

Listing Agent: Paul King (407-519-3940)

Remarks: Crescent Pointe is a brand new community located in Winter Haven, FL, conveniently situated off State Rd 653 and boasting easy access to a range of nearby attractions. For residents who enjoy outdoor activities, the Winter Haven Chain of Lakes is nearby. It offers opportunities for boating, fishing, and other recreational activities. The community is also close to the bustling downtown area, where residents can explore local shops, dining venues, and family events. With NO CDD and low HOA, Crescent Pointe is an ideal place to call home in Winter Haven.

Listing is courtesy of: VANTAGE PROPERTY MANAGEMENT LLC (863-687-2700)

Listing Agent: Ed Laderer (863-640-3461)

Remarks: LAKEFRONT COMMUNITY...Welcome home to Lakeside Ranch, a gated 55+ community with NO LOT RENT! This 2 Bedroom/2 Bath home features a large living room that leads to the lovely Florida room.This open concept home has a tastefully renovated kitchen with lots of counterspace and cabinets, a dining room with built-in cabinetry, a large living room with lighted ceiling fan, luxury vinyl plank flooring throughout. Utility shed all offers additional storage space and includes washer and dryer. Sold Furnished or Vacant, your choice. HOA inscludes water, sewer, lawn service and security. The community features a large clubhouse with a variety of scheduled activities and holiday events, library, meeting space, a boat ramp and fishing dock on Lake Henry, trailer storage area, heated swimming pool, shuffleboard, horseshoe area, and a billiards room. Are you ready for an active lifestyle? Or just relax and fish the day away? This is the place for you either way! Live here year-round or escape the cold winters in sunny Florida!

Listing is courtesy of: HOME WISE REALTY GROUP, INC. (407-712-2000)

Listing Agent: Chanmarlie Lim (407-376-1813)

Remarks: LOW-COST YEAR AROUND LIVING! VERY WELL MAINTAINED! Fully Furnished* Gorgeous updating, Very Clean & Move-In ready! Brookhaven Village Resident Owned and located in the heart of Central Florida is a well-established and maintained age 55+ community. You Own your Lot! Perfect for winter months or year around living. Very affordable $34.00 monthly HOA which includes Clubhouse activities, Heated Pool, Shuffleboard, Common grounds maintenance and a boat or trailer storage parking area. This home has numerous updates including a new metal Roof in 2022, New central HVAC 2022, house has been Replumbed, Kitchen and Bath updates and more. This home also features convenient double wide driveway parking, carport, attached utility/workshop/storage, 16X12 Florida porch with screen and vinyl windows, plus a rear 13X11 open patio. No rear neighbors. Located just steps from the Clubhouse/Heated Pool and activities. Take a Look! Easy to show. Quick response to offers and can close fast. All items on property will convey!

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

Listing Agent: Don Cleveland, Jr (863-206-4953)

Remarks: Under contract-accepting backup offers. MOTIVATED SELLER. PRICE IMPROVEMENT TO $345,000. Beautiful and spacious 3-bedroom, 2.5-bath, two-story home ready for its new owners. BRAND NEW ROOF REPLACED MAY 2025 AND BRAND NEW AC JUST INSTALLED. Seller is offering a credit toward new carpet, giving buyers the opportunity to customize the home to their own style and preferences. This home features a 3-car garage, a versatile first-floor bonus room ideal as a bedroom or office, and an oversized primary suite with an attached flex space perfect for a private office or sitting area. Enjoy generous walk-in closets, a cozy fireplace, and a spacious kitchen with an island, ample cabinetry, and abundant pantry storage. Vinyl flooring flows throughout the main living areas, with a second-floor loft perfect for a playroom, study, or additional lounge space. Step outside to a large fenced backyard with plenty of room to relax or entertain, complete with a screened-in lanai for year-round enjoyment. Mature fruit trees add charm and privacy. Located in a quiet community just 15 minutes from Legoland, under an hour to Walt Disney World, and within easy reach of Tampa, with shopping, dining, and daily conveniences nearby. Ideal as a primary residence, vacation home, or investment opportunity. Don’t miss this move-in ready home with major updates already completed. Schedule your private showing today.

Listing is courtesy of: THE FIRM RE (407-227-3345)

Listing Agent: Diana Rodriguez (407-493-9860)

Remarks: Whether you're a first-time buyer, downsizing, or investing, this canal-front townhome is an opportunity you don't want to miss. Enjoy access to Winter Haven's Chain of Lakes at a fraction of typical waterfront prices. This home features an open layout with modern finishes, ideal for everyday living and entertaining. A private lanai and second-story balcony overlook the canal, which connects to Lake Lulu, Lake Roy, Lake Eloise, and the 15 interconnected lakes of the Southern Chain of Winter Haven's Famous Chain of Lakes spanning over 9,000 acres of waterways. Or take some time for yourself to relax at the community pool on the banks of Lake Lulu. This townhome is centrally located near shopping, dining, and major roadways, offering convenient access to all things Winter Haven. Schedule your showing today.

Listing is courtesy of: THE PROPERTY ADVISERS (863-651-5691)

Listing Agent: Jay Scharff, Jr (863-651-5691)

Remarks: Under Construction. Welcome to the Lakeside, one of our one-story floorplans featured in our Harmony at Lake Eloise community in Winter Haven, Florida. Take your pick between two artfully designed exteriors. Inside this beautiful 5 bedroom, 3 bathroom home, you'll find 2,077 square feet of comfortable living. The living area is an open concept, where your kitchen, living, and dining areas blend seamlessly into a space perfect for everyday living and entertaining. The kitchen features modern cabinets, quartz countertops, and sleek stainless-steel appliances, which are sure to both turn heads and make meal prep easy. You'll never be too far from the action with the living and dining area right there. Find luxury vinyl plank flooring throughout a majority of the home including the family room, primary bedroom, kitchen, bathrooms, laundry and foyer. Bedrooms 2,3,4 and 5 will 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 has its own attached bathroom that features a walk-in closet and all the space you need to get ready in the morning. Privacy is guaranteed with a separate door for the toilet and shower. Contact us today and find your home at Harmony at Lake Eloise. *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.*

Listing is courtesy of: DR HORTON REALTY OF CENTRAL FLORIDA LLC (407-250-7299)

Listing Agent: Paul King (407-519-3940)

Remarks: Spacious 4-Bedroom, 3-Bath Pool Home in the admired Lakewood Community. Nestled on an oversized lot with mature trees, this remodeled tri-level home offers a perfect blend of modern luxury and comfort. With a spacious layout, a private pool, and an abundance of natural light, this home is designed for both relaxation and entertaining. As you enter, you’ll immediately notice the bright and airy atmosphere created by large windows that allow natural light to flood the home. The home features stunning luxury vinyl plank flooring and a beautiful brick fireplace, adding warmth and character to the space. The kitchen is of good size and boasting sleek countertops, new modern appliances, and ample cabinet space. Enjoy casual meals in the eat-in kitchen or step outside to the screened-in porch, an ideal spot for dining al fresco or simply relaxing while overlooking the expansive backyard and pool. Come add your personal touches and make this house your beautiful home!

Listing is courtesy of: LOCKHART & ASSOCIATES INC (863-293-1234)

Listing Agent: Michelle Armbruster (863-521-6879)

Remarks: Welcome to this move-in ready Winter Haven gem offering 4 bedrooms, 2 bathrooms, 1,581 square feet of living space, and 2,213 square feet under roof—with NO HOA. The home features a comfortable and functional layout, enhanced by a cozy fireplace, NEW A/C, fresh exterior paint, and a private primary bedroom with its own bathroom and generous closet space. Enjoy Florida living year-round in the spacious backyard with patio, now complemented by a new fence, ideal for entertaining, relaxing, or enjoying added privacy. Shed, washer, and dryer are included; playground equipment does not convey. Conveniently located near shopping, dining, schools, parks, the Chain of Lakes, Legoland Florida, and major roadways, this home offers an excellent balance of comfort, convenience, and value. Schedule your private showing today—this is an opportunity you won’t want to miss.

Listing is courtesy of: LA ROSA REALTY KISSIMMEE (407-930-3530)

Listing Agent: Zaida Cordero (863-969-6127)

Remarks: Light and bright 2/2/1 in The Verandah's at Lake Reeves. The Verandahs offers a community pool and fishing dock on Lake Reeves. The low HOA fee includes ground maintenance, basic cable and internet, exterior painting and more. Easy access to shopping, Legoland, chain of lakes. Light and bright, move in ready. Dual master bedroom set up. Den/office off of main living area. Vaulted ceilings, large kitchen, open living plan.

Listing is courtesy of: FLATFEE.COM (954-965-3990)

Listing Agent: Cliff Glansen

Remarks: This 3-bedroom, 2-bathroom home located in the Florida Highland Co neighborhood. This residence offers a classic and straightforward layout that provides a comfortable living environment for a variety of lifestyles. The heart of the home features a kitchen equipped with a mix of black and white appliances, complemented by durable laminate countertops that offer plenty of workspace for daily meal preparation. The interior transitions smoothly between living areas, maintaining a functional sense of space throughout. Situated in a convenient location, this property offers easy access to local amenities and major regional hubs, ensuring a simplified commute for those working in the surrounding areas. Schedule your private showing today!

Listing is courtesy of: ENTERA REALTY LLC (888-216-6364)

Listing Agent: Robert Salmons (888-216-6364)

Remarks: Welcome to 103 Morning Glory Circle in the highly desirable Morningside at Winterset community in Winter Haven. As you step inside, you’ll be greeted by soaring vaulted ceilings, abundant natural light, neutral paint tones and immense charm. The spacious living room is the heart of the home, featuring a cozy fireplace and custom built-in shelving, creating the perfect space to relax or entertain. The home’s layout flows seamlessly, offering both functionality and style, while the tile roof adds durability and long-term value. New HVAC was installed in 2025 and water heater in 2020 along with all new appliances within the last few years. Step outside to your large screened-in patio, ideal for enjoying Florida’s outdoor lifestyle year-round, whether you’re hosting guests or unwinding in your private retreat. Located in a gated community with low HOA and no CDD, homeowners of Morningside at Winterset enjoy access to resort-style amenities including a community pool, clubhouse, tennis courts, private-community boat ramp, and direct lake access to Lake Winterset, perfect for boating, fishing, and soaking up the Florida sunshine. Conveniently situated near LEGOLAND Florida Resort, the Chain of Lakes, shopping, dining, medical facilities, and major highway access, this home offers the perfect blend of peaceful living and everyday convenience. If you’ve been searching for a home that combines character, community, and location, this one checks all the boxes. Schedule your showing today!

Listing is courtesy of: EXP REALTY LLC (888-883-8509)

Listing Agent: Eric Gross (513-907-4271)

Remarks: Discover resort-style living in this charming 3-bedroom, 2-bath home built in 2023, nestled in the amenity-rich Villages at BridgeWater community. Boasting 1,537 sq ft of modern comfort on a 5,998 sq ft lot, enjoy an open floor plan with vaulted ceilings, a modern kitchen with large island, and a private primary suite. Community perks include a pool, fitness center, tennis courts, and a playground – perfect for families! Convenient to US-27, shopping, and top employers. Low HOA includes cable/internet. Move-in ready for your Florida lifestyle!

Listing is courtesy of: MARK SPAIN REAL ESTATE (855-299-7653)

Listing Agent: John Crusinberry (813-815-2535)

Remarks: One or more photo(s) has been virtually staged. Downtown Winter Haven condo located in one of Winter Haven’s most iconic hotels, The Haven. This residence has been transformed into boutique historic condos just steps from downtown, Lake Howard, restaurants, coffee shops, nightlife, parks, and the popular Saturday Farmers Market. With its blend of vintage charm, modern updates, and low-maintenance living, this 1-bedroom, 1-bath unit is ideal for first-time buyers, investors, seasonal residents, or anyone seeking an affordable condo with great rental potential. Located on the 3rd floor, the residence features tall ceilings, large windows, and bright natural light with elevated views of downtown. The updated kitchen offers granite countertops, brand-new stainless steel appliances, and dual pantry/utility closets—perfect for maximizing storage in a condo setting. The spacious primary bedroom boasts oversized historic windows, a walk-in closet, and room for a king-sized bed. The bathroom has been refreshed with granite counters, a tiled tub surround, and a traditional tub/shower combo. The Haven provides sought-after condo amenities, including secure key-fob access, elevators, a community pool, assigned parking, on-site laundry, additional storage rooms, and a beautifully restored historic lobby. Residents also enjoy a private pool courtyard surrounded by lush landscaping, creeping fig walls, palm trees, and peaceful lounging areas—ideal for relaxation or working remotely outdoors. This walkable location offers the best of downtown Winter Haven living. Enjoy immediate access to dining, shopping, entertainment, and lakefront walking paths. With 50 lakes—including the world-famous Winter Haven Chain of Lakes—you’re minutes from boating, fishing, skiing, and sunset views. Everyday conveniences like Publix, Walmart, Aldi, TJ Maxx, medical facilities, and LEGOLAND Florida Resort are all close by. If you’re looking for an affordable, updated, low-maintenance condo with historic character and the convenience of downtown living, this stylish unit at The Haven checks every box.

Listing is courtesy of: THE STONES REAL ESTATE FIRM (863-412-2080)

Listing Agent: Michael Stone (863-412-9733)

Remarks: Welcome to 3410 Fox Ridge Street in Winter Haven, FL. This 3-bedroom 2 bath home features tiled flooring throughout, new appliances, new interior and exterior paint. Granite countertops in kitchen and bathrooms. Open floor plan with a wood burning fireplace. Inside laundry room. Master bedroom features his and her walk-in closets. The home is within walking distance of Garden Grove elementary school. Minutes from Legoland, shopping , medical facilities and many dining options. No HOA in this community. Easy access to major highways and located in between Tampa and Orlando. This home has much to offer. Schedule your appointment today!

Listing is courtesy of: THE HOME COMPANY (863-268-8157)

Listing Agent: Sue Ann Williamon (863-258-3115)

Remarks: Welcome to this charming and updated, move-in ready 2-bedroom, 1.5-bath condo nestled right on Cypress Gardens Blvd in Winter Haven — just minutes from world-class shopping, dining, and the famous LEGOLAND Florida Resort! This well-maintained two-story unit has been tastefully updated throughout. Rich dark luxury vinyl plank flooring flows through the spacious living areas, giving the home a modern, cohesive feel. The kitchen is fully equipped with rich wood cabinetry, stainless steel appliances including a dishwasher, range, and refrigerator, and tile flooring — with a sliding glass door that brings in great natural light. A convenient half bath on the main level is fully updated with a new vanity and brushed nickel fixtures. Upstairs you'll find two generously sized bedrooms. The dedicated laundry closet plumbed and ready for your washer and dryer is on the first floor. The classic brick exterior and covered front porch add great curb appeal and a welcoming first impression. Whether you're a first-time buyer, downsizer, or investor looking for a rental in a high-demand location, this one checks all the boxes. Schedule your showing today — this one won't last!

Listing is courtesy of: HAVEN REALTY & INVESTMENTS (863-333-5053)

Listing Agent: Vincent Reina (863-398-6243)

Remarks: Under contract-accepting backup offers. Welcome to 1586 Martin Luther King Blvd NE, Winter Haven, FL 33881—an exceptional custom-built residence completed in 2022 that seamlessly blends refined elegance with modern innovation. Nestled on a beautifully landscaped half-acre lot, this stunning home offers 4 bedrooms, 3 bathrooms, and a private office with French doors, encompassing 2,493 square feet of thoughtfully designed living space. The property is privately gated with a Ghost Controls automatic gate and Remootio remote access, surrounded by lush clumping bamboo that creates a natural living fence along both the front and rear property lines for serene privacy. Step inside to soaring 10-foot ceilings, elegant trey details, and custom wood beams accenting both the great room and primary suite. Every detail of this home has been carefully curated, from the insulation-injected block construction to the seamless integration of style, comfort, and technology. The heart of the home—the kitchen—is a showpiece of sophistication. Designed for both functionality and visual impact, it features striking quartz countertops, a spacious center island perfect for entertaining, and beautiful display cabinets that elevate the overall aesthetic. Under-cabinet and accent lighting illuminate the rich finishes, while all stainless-steel appliances add a sleek, modern touch. The open layout flows effortlessly into the great room and dining area, creating an inviting environment for gatherings large and small. Retreat to the luxurious primary suite, where craftsmanship and comfort meet. The spa-inspired bathroom features a freestanding soaking tub elegantly positioned within the walk-in shower, surrounded by high-end finishes. Custom closet systems throughout the home ensure both form and function are beautifully balanced. Outdoor living is equally impressive, with front and rear porches finished in tongue-and-groove ceilings that exude timeless charm. The property’s lush, fully irrigated lawn—fed by a dedicated shallow well and managed via a Hydrawise smart controller—is enhanced by thoughtful landscape lighting and buffered plantings for added seclusion. Sustainability and innovation define this home’s infrastructure, including 32 solar panels paired with dual Tesla Powerwall 3 whole-home backup batteries, a Tesla Level 2 wall charger, and a Kinetico whole-home water filtration and softening system. The residence also includes custom driveway, and a fully operational chicken coop. With no HOA and an enviable location in the heart of Winter Haven—renowned for its scenic chain of lakes—this exquisite property offers a rare opportunity to own a modern luxury estate designed for comfort, privacy, and sustainable living. Experience elegance redefined at 1586 Martin Luther King Blvd NE. Schedule your private tour today.

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

Listing Agent: Christine Hubbert (863-370-4915)

Remarks: Exclusive property in Winter Haven featuring a 4-bedroom main home, private pool, independent studio, and parking for up to 6 cars. Located in a peaceful and welcoming city known for its beautiful lakes and excellent quality of life, this property offers comfort, space, and great potential. The main house includes 4 spacious bedrooms, 2 beautifully updated bathrooms, a fully renovated kitchen with an island and pool views, open-concept living and dining areas, and bright, inviting spaces throughout. Enjoy your own private pool, perfect for relaxation and entertainment. The independent studio is ideal for rental income, guests, or family use, and offers an integrated living/sleeping area, a full kitchen with stove, microwave, and dishwasher, a private bathroom, and its own laundry space. Conveniently located between Orlando and Tampa, Winter Haven provides access to numerous lakes for recreation and water sports, a quiet and safe community, and proximity to schools, shopping, dining, and essential services. Don’t miss this unique opportunity—schedule your visit today!

Listing is courtesy of: LA ROSA REALTY LLC (321-939-3748)

Listing Agent: Paola Millan (407-452-7034)

Remarks: New construction home with 1857 square feet on one-story including 4 bedrooms, 2 baths, and an open living area. Enjoy an open kitchen with Quartz 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/Photos showcases the home layout; colors and design options in actual home for sale may differ. Furnishings and décor do not convey!

Listing is courtesy of: CAMBRIDGE REALTY OF CENTRAL FL (863-797-4999)

Listing Agent: George Lindsey, Iii (863-797-4999)

Remarks: This thoughtfully designed Slate home opens with two bedrooms flanking a full hall bath. Beyond the entry, you’ll find an open layout with a dining nook, a great room with access to an inviting covered patio, and a kitchen with a center island, walk-in pantry and abundant cabinetry. The owner’s suite is nearby, offering a generous walk-in closet and a private bath with a shower and a separate soaking tub. A laundry room and a fourth bedroom with its own private bath complete the home. Features include; 9"4' ceilings and 8' doors, 42' cabinets, white quartz counter tops in the kitchen, ceramic tile throughout the wet and main living areas of the home. All bedrooms, family room, and covered lanai are prewired for ceiling fans. *Take advantage of special financing on quick move-in homes OR buy a to-be-built home and enjoy up to $25,000 in Flex Funds toward homes that can close in a timely manner! Options may vary by community, and offers are available on select homes on a first-come, first-served basis. Contact builder for more information!

Listing is courtesy of: AXEN REALTY, LLC (480-399-1218)

Listing Agent: Stephanie Morales, Llc (407-399-2055)