Winter Haven Single Family Homes For Sale - 779 homes

Remarks: Under contract-accepting backup offers. Investor Opportunity! Recently vacated and ready for its next owner, this spacious 2,200 sqft home just one street off Winter Haven’s growing downtown district offers size, location, and opportunity. Featuring dual-zone and major system updates completed in recent years, the big-ticket items are already handled. The home will need cosmetic work and is priced accordingly, making it a great chance to step in and add your own finishing touches while building value in a rapidly improving area. Seller is motivated and offering buyers the opportunity to purchase before planned renovations—preferably a quick as-is sale. Bring all offers. Flexible purchase options, including lease option and subject-to, may be considered for qualified buyers. Opportunities like this don’t come around often.

Listing is courtesy of: LOKATION (954-545-5583)

Listing Agent: Chad Lindsey (863-660-7837)

Remarks: Short Sale. SHORT SALE OPPORTUNITY PRICED TO SELL! This is a great opportunity to walk into equity in a newer home. Needs some minor TLC. Lucerne Park Reserve is located in historic Winter Haven only one mile from US-27 providing easy access to major employment centers. The home is located closely to town centers with plenty of restaurant and retail options. Meritage Home is Known for their energy efficient features. Low HOA of $200/year includes community pool and park

Listing is courtesy of: FOUNDATION REALTY GROUP (813-729-6000)

Listing Agent: Dana Cates (813-729-6000)

Remarks: Prepare to be captivated by this beautifully updated lakefront estate on Lake Hartridge, perfectly positioned along the highly sought-after Winter Haven Chain of Lakes. Situated on approximately 1.3 acres with an impressive 115 feet of waterfront, this exceptional property offers a rare combination of luxury, privacy, and breathtaking panoramic water views, all tucked away on a peaceful dead-end street. Mature oak trees and lush tropical landscaping create a timeless Old Florida ambiance while blending seamlessly with the home’s fresh, modern updates. A long private driveway welcomes you to the property, leading to an oversized detached two-car garage complete with a private apartment above—ideal for guests, multigenerational living, rental income, or a secluded home office—and a convenient full bathroom below. Inside the main residence, an expansive and thoughtfully designed floor plan features four spacious bedrooms and 4.5 beautifully appointed bathrooms. One bedroom is currently styled as a cozy movie room, creating the perfect entertainment space for relaxing evenings or family gatherings. The luxurious first-floor primary suite serves as a true retreat, offering a spacious sitting area with stunning views overlooking the sparkling screened pool and tranquil lakefront setting. The spa-inspired primary bathroom showcases a soaking tub, oversized walk-in shower, elegant dual vanities, and generous space designed for comfort and relaxation. At the center of the home is the beautifully updated gourmet kitchen, featuring sleek quartz countertops, modern cabinetry, stainless steel appliances, and abundant prep and storage space sure to impress any chef. Elegant porcelain flooring flows throughout the main living areas, while plush carpeting adds warmth and comfort to the bedrooms. Recent upgrades, including a new roof and new AC system, provide peace of mind and enhance the home’s fresh, move-in-ready appeal. Designed to maximize the spectacular lake views, the expansive lanai and private screened-in pool area with an in-ground hot tub create the ultimate outdoor oasis for year-round Florida living. Newly refreshed pool and lanai screening further elevate the experience, seamlessly blending indoor and outdoor entertaining spaces. For boating enthusiasts, the property truly stands out with a private covered dock featuring a metal roof and boat lift, offering direct access to the renowned Winter Haven Chain of Lakes, known for boating, fishing, watersports, and unforgettable sunset cruises. Additional highlights include dedicated RV parking with electrical, water, and sewer hookups, making this property ideal for those seeking adventure without sacrificing luxury and convenience. Located in the heart of Winter Haven, known as the “Chain of Lakes City,” residents enjoy easy access to over 50 interconnected lakes, waterfront dining, boutique shopping, recreational trails, and convenient access to both Tampa and Orlando attractions. This extraordinary lakefront estate perfectly combines modern updates, timeless elegance, and resort-style living—offering a truly rare opportunity to own a one-of-a-kind waterfront retreat.

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

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

Remarks: LOOKING FOR THAT AMAZING HOME? Discover it in this fully renovated 3-bedroom, 2-bathroom beauty featuring a NEW roof (2025), NEW A/C unit (2026), NEW water heater (2025), and NEW electrical service panel (2026)—perfectly positioned just opposite Jewett Middle Academy. Enjoy your morning coffee on the radiant front porch before stepping into a bright and welcoming interior where the living room and kitchen greet you the moment you enter. The home is complemented by new vinyl flooring throughout and a cozy rug in the primary closet. The kitchen shines with a fresh, modern update, showcasing brand-new appliances, new cabinetry, and sleek quartz countertops. Whether you’re hosting guests or enjoying a quiet evening, the living room serves as the perfect centerpiece for everyday living. The primary suite offers a serene escape, highlighted by a fully remodeled ensuite bathroom and a spacious walk-in closet. The Fenced backyard is perfect for gatherings and outdoor enjoyment, with the added convenience of being close to shopping, schools, dining, and Winter Haven Hospital. Don’t miss this opportunity to own your happy place. Schedule your showing today

Listing is courtesy of: SUNSHINE LIFE REALTY LLC (321-229-0627)

Listing Agent: Sarita Khan (407-385-2077)

Remarks: Welcome to easy Florida living in the sought-after community of Peace Creek Reserve in Winter Haven! Built in 2024, this beautifully designed 3-bedroom home offers a modern split-bedroom layout, stylish finishes, and comfortable open living spaces perfect for both relaxing and entertaining. Step inside to discover bright and airy living areas with durable tile flooring flowing throughout the main spaces. The stunning kitchen is the heart of the home, featuring sleek stainless steel appliances, a large center island with seating space, abundant cabinetry, and an open design that overlooks both the dining area and spacious living room—making it easy to stay connected while hosting family and friends. Tucked away at the back of the home for added privacy, the primary suite offers a peaceful retreat with a generously sized bedroom, private ensuite bath with dual sink vanity, and a custom walk-in closet designed for organization and convenience. The split floor plan places the additional bedrooms and secondary bath on the opposite side of the home, creating flexibility for guests, family members, or a home office setup. Thoughtfully designed with newer construction benefits in mind, this home offers modern efficiency, low-maintenance living, and the peace of mind that comes with a recently built home. Peace Creek Reserve offers a convenient Winter Haven location close to shopping, dining, parks, lakes, and everyday essentials, while also providing easy access for commuting throughout Central Florida. Enjoy nearby outdoor recreation, local attractions, and all the charm that Winter Haven living has to offer. Whether you are looking for your first home, downsizing, or simply ready for a newer home with modern style and functionality, this one is ready to welcome you home. Schedule your private showing today!

Listing is courtesy of: KELLER WILLIAMS SUBURBAN TAMPA (813-684-9500)

Listing Agent: Tony Baroni (866-863-9005)

Remarks: New construction home with 1744 square feet on one-story including 3 bedrooms, 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/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: 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."

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

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

Remarks: Short Sale. Discover a wonderful opportunity in the desirable Winter Haven area. This inviting residence offers comfortable living with a practical and welcoming layout. Bright natural light enhances the interior, creating a warm and airy feel throughout. The living areas flow seamlessly, making everyday living and entertaining effortless. A functional kitchen provides plenty of space for cooking and gathering. Spacious bedrooms showcase relaxing retreats for rest and privacy. The home sits on a generous lot with room to enjoy outdoor living. The backyard is perfect for relaxing evenings, gardening, or weekend gatherings. With no HOA, you’ll enjoy added flexibility and freedom. Ample parking adds convenience for residents and guests alike. The location provides easy access to shopping, dining, and daily essentials. Nearby parks and lakes fit outdoor recreation opportunities year-round. Major roadways are just a short drive away for easy commuting. This property is a great fit for homeowners or investors seeking value and potential. Come explore the possibilities this home has to show for.

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

Listing Agent: Cesar Estrada, Pa (321-209-4782)

Remarks: Under contract-accepting backup offers. This property offers comfort, convenience, and a great Central Florida location. Situated on a spacious lot, the home features bright living spaces, a functional layout, and excellent potential for a variety of buyers. Conveniently located near shopping, dining, parks, schools, and local amenities, with easy access to the Chain of Lakes and major roadways. Whether you are looking for a primary residence, investment property, or additional space, this home offers many possibilities. Schedule your private showing today!

Listing is courtesy of: MILLI REAL ESTATE SERVICES LLC (407-274-6202)

Listing Agent: Milli Collins (407-274-6202)

Remarks: New Price! Move-in ready Central Florida home featuring an open-concept floor plan, high ceilings, and fresh interior paint. Recent upgrades include luxury vinyl plank flooring throughout the main living areas and durable vinyl flooring in all bedrooms—no carpet. The modern kitchen offers quartz countertops, espresso cabinets with crown molding, a center island, and Samsung stainless steel appliances. The spacious primary suite includes dual vanities, a walk-in closet, and a private en-suite bath. Additional features include a whole-home water softener and filtration system, custom blinds, ceiling fans, washer and dryer, programmable thermostat, and Ring doorbell system. Enjoy a fully fenced backyard with updated landscaping and irrigation, plus a covered patio for outdoor living. Built with energy-efficient windows and insulation, this home also offers a two-car garage, architectural shingles, and access to community amenities including a pool and playground. Conveniently located and ready for its next owner—schedule your private showing today.

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

Listing Agent: Michael Hochadel (863-604-0018)

Remarks: This is the ONE! Great location centrally located in Winter Haven. Needing an attached Mother N Law suite with a separate entrance or want an Air BNB. This is the perfect set up. This can be considered as a duplex, since the units are entirely separate. Main home has had total renovations. New trusses, installation, windows, doors, roof, floors, kitchen, baths, sheetrock & tankless water heater. Open plan with dining/kitchen combo. Kitchen features stainless steel appliances, granite counter tops, range, refrig, dishwasher and pantry. Enjoy your spacious front covered porch in the shade. This home features porcelain tile & wood laminate throughout and offers plenty of off street parking spaces. How many vehicles you can park depends on the size of your vehicles. There is space to park an RV. The attached Mother N Law suite or Air BNB has a private entrance. It is attached to the main home but there is not an entrance between the 2 homes. The 2nd home is new construction and features an open floor plan with porcelain tile & wood laminate flooring. This home features a full size kitchen with stainless steel appliances, granite counter tops, range, refrig, dishwasher and double sinks. The living area if open to the kitchen & dining area. The home features 2 bedroom and 2 baths. One bath has a tiled walk-in shower, the other bath has a tub/shower combo & both have granite vanity tops. This home features a large “Recreation or Flex Room.” Each home has it's own HVAC unit with separate meters.

Listing is courtesy of: ADVANTAGE REALTY 1 (863-386-1111)

Listing Agent: Sharon Jones Pa (850-341-9216)

Remarks: Location is Key! NO HOA! New Roof, New AC, 3 New Bathrooms, New Front Door, New Floors etc. Next to Polk State College, Lake Elbert Walking Path, Boat Launch and only 2 miles from Downtown Winter Haven. Fresh paint inside and out. The West side of the house has its own access if you want to use the 3rd bedroom as a mother-in-law suite or rent it out privately. The house access is through the newly paved back alley with a large carport in a quiet neighborhood. This house is a great place for a family or someone looking to enjoy the lake, walking path, quiet neighborhood or outdoors.

Listing is courtesy of: LA ROSA REALTY PRESTIGE (863-940-4850)

Listing Agent: Keith St. Onge (863-651-1397)

Remarks: Welcome home to this stunning lakefront 4-bedroom, 2-bath retreat on Lake Hamilton featuring a courtyard outside along with lake views from both the sitting areas and the dining rooms inside of the home. The rooms are spacious, ideal for everyday living and remote work. Whether you're hosting, friends, enjoying family meals, or taking in the scenery after a long day. Spending mornings with coffee, enjoy evenings outdoors, or entertain with ease that comes from a deck right where you want to be, overlooking the lake lifestyle. The community is located near daily conveniences, including shopping, dining, and nearby attractions such as Legoland. From the first look at the views to the comfort of this home, this lakefront home is ready to be enjoyed. Don't miss the opportunity to own a home with lake views in multiple living areas and the added benefit of a deck for outdoor relaxation.

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

Listing Agent: Marquita Smith (863-289-3343)

Remarks: Welcome to your own slice of paradise! Set on a picturesque lot with serene water views, this stunning pool home offers the lifestyle buyers dream about. Enjoy morning coffee overlooking the water, afternoons by the sparkling screened pool, and evenings entertaining on the expansive lanai. Designed for both relaxation and gathering with family and friends, this home seamlessly blends indoor comfort with exceptional outdoor living. Located in one of Winter Haven's established communities, you'll enjoy the perfect balance of peaceful surroundings and everyday convenience. This is more than a home—it's a lifestyle. Highlights include: Private screened swimming pool Spacious covered lanai for outdoor entertaining Well-maintained home with inviting living spaces Desirable Winter Haven location Convenient access to shopping, dining, and recreation Ideal for enjoying the Florida lifestyle year-round ** FREE Incentive: Sellers preferred lender offering a 1-0 temporary rate buydown and/or lender credits up to 1 point for qualified buyers.

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

Listing Agent: Brooke Bass (813-763-7103)

Remarks: Welcome home to this affordable, beautifully designed single-family residence nestled in the desirable Heather Glen community! Spanning 1,538 sq. ft. of comfortable living space, this 3-bedroom, 2-bathroom home features a highly sought-after split-bedroom floor plan decorated in inviting, neutral colors. The inviting interior boasts soaring vaulted ceilings, elegant plant ledges, and a spacious living room anchored by a cozy wood-burning fireplace. The fully equipped kitchen comes complete with a breakfast bar that opens seamlessly into the formal dining room. Retreat to the expansive primary suite featuring large walk-in closets and a spacious layout. Step outside through the sliding doors to find a lovely covered patio and a fully fenced backyard, providing the perfect private oasis for pets, play, or outdoor dining. Complete with an attached 2-car garage and low monthly HOA fees, this home is centrally located close to schools, shopping, and dining!

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

Listing Agent: Holly Agosto (656-209-7783)

Remarks: Seller agrees to contribute up to $10,000 toward the Buyer's allowable closing costs, prepaid expenses, and/or interest rate buy-down with a full-price offer, subject to lender approval. Welcome to Royal Hills, where comfort, space, and convenience come together in this beautifully maintained 4-bedroom, 2-bath home. Situated on a quiet street with no rear neighbors, this move-in-ready property offers a desirable split-bedroom floor plan, mature landscaping, and an abundance of indoor and outdoor living space. Step inside to discover soaring ceilings, abundant natural light, and a versatile layout designed for both everyday living and entertaining. The kitchen, dining area, and living room form the heart of the home, creating an open and inviting gathering space for family and friends. The renovated kitchen features granite countertops, a stylish glass tile backsplash, an island, and a raised breakfast/coffee bar overlooking the living room, allowing the chef to stay connected to the conversation. In addition to the main living area, the home offers a spacious family room that provides endless possibilities. Whether you envision a media room, game room, home office, playroom, fitness space, or second living area, this flexible bonus space can easily adapt to your lifestyle. The private owner's suite is thoughtfully positioned on one side of the home and features vaulted ceilings, a walk-in closet, and an en-suite bath. Three additional generously sized bedrooms and a second full bath are located on the opposite side of the home, providing privacy and flexibility for family or guests. An inside laundry room and two-car garage add convenience to everyday living. Enjoy Florida living year-round from the expansive screened porch, accessible through sliding glass doors and offering plenty of space for outdoor dining, relaxing, or entertaining. The fenced backyard includes a storage shed and a large patio area perfect for grilling and gatherings. Additional features include a water softener system, recently installed appliances, a new garbage disposal, and newer A/C, roof, and windows for added peace of mind. Conveniently located near shopping, dining, entertainment, major highways, Legoland, theme parks, and Lake Lucerne, this exceptional home offers the perfect blend of tranquility and accessibility. Schedule your private showing today and experience all that Royal Hills has to offer!

Listing is courtesy of: XCELLENCE (866-595-6025)

Listing Agent: Felicia Nicholson (863-701-4435)

Remarks: Lakefront Retreat on Beautiful Lake Lucerne! Situated on 0.84 acres, this updated 3-bedroom, 2-bath home offers stunning views of Lake Lucerne from the second-floor balcony, wraparound deck, screened porch, and spacious backyard. Even better, all three bedrooms feature sliding glass doors overlooking the lake, bringing the beauty of the waterfront indoors. The inviting living room showcases a stone fireplace with cedar wood walls to accent, creating warmth and rustic charm. Numerous updates include fully remodeled bathrooms, refreshed kitchen, new flooring throughout, new interior doors, roof (2019), A/C (2017), tankless hot water heater (2024), and water softener. Whether you're relaxing on the porch, entertaining on the deck, or simply enjoying the peaceful lake views, this property offers the perfect blend of comfort, character, and waterfront living. Don't forget to view the attached 3-D Interactive Tour for a virtual walkthrough of the home.

Listing is courtesy of: POLK REAL ESTATE LLC (863-679-1710)

Listing Agent: Cheryl Bossarte (863-206-8686)

Remarks: Welcome to Peach Crossings, Winter Haven’s newest community! This brand-new three-bedroom, two-bathroom home is designed for both comfort and style. The kitchen is the heart of the home, offering ample counter space—perfect for meal prep and entertaining. It comes fully equipped with Whirlpool stainless steel appliances, including a refrigerator, stove, dishwasher, and microwave—all included at no extra cost! Granite countertops and modern cabinetry provide a classic, elegant touch. This home also features high ceilings, enhancing the open and airy feel throughout the living spaces. Enjoy the outdoors year-round with the covered patio, a great spot for dining, relaxing, and taking in the fresh air—made even better by the privacy of having no rear neighbors and a beautiful pond view. This home is packed with energy-efficient features, such as double-pane windows, a programmable thermostat, coach lighting, and a Wi-Fi-enabled garage door opener for added convenience. A mudroom off the garage offers the perfect drop zone for shoes, bags, and coats, making daily routines easier. Located next to the laundry room, this space helps keep everything organized and clutter-free. Situated in Polk County, Peach Crossings offers a balance of peaceful lake life and easy access to shopping, dining, and major attractions. Families will love the top-rated Polk County schools, and the community features a playground and picnic area for all to enjoy. Don’t miss out on this incredible opportunity—schedule your tour today!

Listing is courtesy of: LGI REALTY- FLORIDA, LLC (904-449-3938)

Listing Agent: Gayle Van Wagenen (904-449-3938)

Remarks: FULLY REMODELED POOL HOME! ?? Welcome to your own private Florida retreat! This beautifully renovated home features a sparkling pool, stylish modern finishes, and a move-in-ready design that makes everyday living feel like a vacation. Enjoy an updated kitchen, refreshed bathrooms, spacious living areas, and a backyard oasis perfect for entertaining family and friends. Whether you’re relaxing poolside or hosting gatherings, this home offers the ideal blend of comfort, style, and Florida living. Conveniently located near shopping, dining, schools, and major roadways. Don’t miss your opportunity to own this stunning Winter Haven gem!

Listing is courtesy of: TCA REALTY, LLC (407-507-3982)

Listing Agent: Deidre Rios (407-433-6238)

Remarks: Located in the highly sought-after gated golf community of Cypresswood in Winter Haven, this beautiful 4-bedroom, 3-bathroom home offers over 2,800 square feet of spacious living when pool room footage is added. The offering includes a private pool, and a 9x9 pool house complete with a half bath, perfect for guests, poolside entertaining, or an additional flex space. Inside, the home boasts a formal living room and an open-concept family room, dining area, and kitchen, creating a bright and inviting atmosphere ideal for both everyday living and hosting. Also features granite countertops, resurfaced garage, private office, freshly painted interior, paver driveway, and so much more. Enjoy the comfort, privacy, security, and lifestyle that come with living in one of Winter Haven’s premier golf communities.

Listing is courtesy of: LBJ REALTY AND ASSOCIATES LLC (863-206-1552)

Listing Agent: Lovett Johnson (863-206-1552)