Winter Haven Homes For Sale & Real Estate - 803 homes

Remarks: Beautifully maintained 4-bedroom, 2-bathroom home with a 2-car garage, situated on a spacious corner lot of over a quarter acre in desirable Plant City. The primary suite features an en suite bathroom with a walk-in shower, while three additional generously sized bedrooms and a second full bath provide comfortable accommodations for family or guests. The inviting kitchen offers ample space with a breakfast bar and adjacent dining area, perfect for everyday living and entertaining. An inside laundry room adds convenience. Enjoy outdoor living in the fully fenced backyard, complete with plenty of room to relax, play, or entertain, and a perfectly sized patio for gatherings. Ideally located close to shopping, dining, entertainment, medical facilities, and the world-famous Plant City Strawberry Festival

Listing is courtesy of: JT REALTY & ASSOCIATES (352-279-2640)

Listing Agent: Lindsey Funderburk (352-606-9639)

Remarks: Under contract-accepting backup offers. Opportunity is knocking in Winter Haven! This 2-bedroom, 1-bath single-family home offers the perfect canvas for investors, flippers, or buyers looking to build instant equity. The property needs work, which is exactly where the upside lies — bring your vision and your contractor, and turn this into a solid rental or a profitable resale. Located in a quiet, established residential neighborhood with a close-knit community feel, you're just minutes from US Hwy 17, local dining, shops, and all that Winter Haven has to offer. Winter Haven continues to grow, making this an ideal time to plant your flag in Polk County. Priced for the market it is — don't sleep on this one.

Listing is courtesy of: ENCORE INVESTMENT REALTY (407-334-8664)

Listing Agent: Desmond Pollock (407-334-8664)

Remarks: Welcome to this 2-bedroom, 1.5-bath condo in the desirable 55+ community of Winter Haven Harbour Apartments! This beautifully updated unit is modern, stylish, and completely move-in ready. Inside, the condo has been freshly painted and features luxury vinyl plank flooring in living areas and tile in kitchen and baths. Both bathrooms have been fully redone with modern finishes. The main bath features granite countertops and a stand-up shower with a built-in seat for added comfort and accessibility. The updated kitchen offers ample cabinetry and storage, Granite counter tops, plus the added bonus of a washer and dryer all-in-one unit — a huge perk for condo living. Important updates include a 2021 water heater and all new storm windows installed last year. An additional bonus is the private storage closet located next to the elevator; approximately 4x6 feet with floor-to-ceiling space. This active 55+ community offers a welcoming community center complete with a fitness center, library, and pool table. Outside near the heated pool, you’ll find a beautiful friendship garden with seating and a fire pit — the perfect spot to relax or gather with neighbors. Residents also enjoy pickleball courts, shuffleboard, and a grilling area ideal for social events and sunny Florida afternoons. Conveniently located near shopping, dining, medical facilities, and positioned between Tampa and Orlando. If you’re looking for updated, modern living in a vibrant and friendly 55+ community, this top-floor gem checks all the boxes. Schedule your private showing today!

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

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

Remarks: Welcome to 802 Marcia Loop, a LAKEFRONT property located in southeast Winter Haven! The property includes an area on Lake Ruby right across the street! The lake is visible from the living room, kitchen, dining room, as well as the primary bedroom! Enjoy the amazing view of Lake Ruby while relaxing on the back patio, which is accessible from the living room and primary bedroom! This home is equipped with a solar panels. BONUS: SOLAR PANELS WILL NOW BE PAID OFF AT CLOSING! This will allow the buyer to benefit from the energy savings from day one! With 3 bedrooms, 2 bathrooms and over 1,500 square feet of living area this home provides ample space. This home sits on just over 1/4 acre, which is the largest lot in the community! Windows and sliding doors were replaced in 2024! Recent kitchen upgrades include: countertops, backsplash and appliances in 2024. The home is also equipped with water filtration, reverse osmosis and an ADT security system. Lake Ruby connects via canal with Lake Bess, providing more area to explore while fishing, boating, etc. Lake Ruby is a 259 acre lake and the access to Lake Bess offers enjoyment of another 146 acres of water. Both lakes have slalom courses and ramps, fitting for the “Water Ski Capital of the World”. Skiing is allowed on Lake Ruby so build a dock and bring a boat in! The laundry room provides a space to complete that chore within the comfort of your home. Winter Haven is centrally located which provides easy access to many parts of the state. The theme parks and airports of Orlando and Tampa are approximately one hour drives in their respective directions. LegoLand, Publix, Wal-Mart and the AdventHealth ER are all within 5 minutes of this home! Buyer and buyer’s agent are responsible for verifying information. Schedule your showing today!

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

Listing Agent: Bobby Desanto (863-604-7466)

Remarks: One or more photo(s) has been virtually staged. Newly renovated 2 bedroom, 2 bathroom home with all the major updates already done for you — new roof, new floors ,new AC, and new water heater. This is a boater and fisher’s dream property located on beautiful Lake Dexter, Enjoy boating, water skiing, and freshwater fishing right from your backyard playground. The community offers a dock with boat slips available on a first-come, first-served basis, perfect for boats up to 24 feet. Residents also enjoy a clubhouse, pickleball courts, and tennis courts, making it easy to enjoy the Florida lifestyle. Whether you're looking for a full-time residence or a weekend lake retreat, this home offers the perfect mix of updates, amenities, and waterfront living.

Listing is courtesy of: ELEVE REAL ESTATE LLC (813-562-5002)

Listing Agent: Danielle Davis (813-526-5002)

Remarks: Welcome Home to Queens Cove! This stunning 4 bedroom, 2 bathroom home is located in the highly desirable community of Queens Cove in Winter Haven. NO CDD and low HOA. Minutes from Legoland, hospitals, shopping centers and mayor highways. Don't miss your opportunity to own an affordable home in the heart of Winter Haven. Schedule your showing today!

Listing is courtesy of: CAISSA REALTY INVESTMENT INC (407-364-3056)

Listing Agent: Harrison Perez Collazo (787-365-8967)

Remarks: FIXER-UPPER OR INVESTORS. Priced accordingly. 2 Bedroom 1 bath- Excellent for rental property. Attached carport and large back yard. NO HOA! Located close to schools, churches, and shopping. Cash offers only with buyer paying title insurance and doc stamps.

Listing is courtesy of: CENTURY 21 WATSON & MYERS REALTY (863-324-1000)

Listing Agent: Sharon Watson (863-557-4800)

Remarks: 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!

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

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

Remarks: Better Than New 2022 Home – Move-In Ready! Welcome to this beautifully maintained 3-bedroom, 2-bath home with a 2-car garage, located on a desirable corner lot in the sought-after Villamar community of Winter Haven. Built in 2022, this home offers modern living without the wait for new construction. Step inside to an open and inviting floor plan featuring tile flooring throughout the main living areas, with comfortable bedrooms and a spacious primary suite. The kitchen comes equipped with appliances and flows seamlessly into the living and dining areas, making it perfect for everyday living and entertaining. Enjoy outdoor living in the screened lanai, ideal for relaxing or hosting guests. The home also includes an irrigation system and established landscaping, features often not included in new builds. Located in a community with resort-style amenities including a pool, playground, and sidewalks, and just minutes from shopping, dining, and local schools, this home offers both convenience and lifestyle. Skip the construction wait, this home is vacant and ready for immediate move-in! Don’t miss your opportunity to own a newer home in a growing area at an incredible value. Schedule your private showing today!

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

Listing Agent: Regina Moran Pa (863-698-0748)

Remarks: Come Live in Paradise! Welcome to this spacious and well-maintained 3-bedroom 2 full-bathroom home located in the heart of Winter Haven. Featuring a desirable open floor plan, this home offers an abundance of living space perfect for both everyday living and entertaining. The large living room flows seamlessly into the dining area, creating a comfortable and inviting layout. The kitchen truly serves as the heart of the home, complete with ample cabinetry and generous counter space—ideal for cooking, storage, and gathering with family and friends. Whether you're hosting elegant dinners or enjoying a quick meal, this space is designed to bring people together. Beautifully updated 3-bedroom, 2-bathroom block home offers a classic ranch-style property with a perfect blend of comfort and modern updates, making it ideal as a starter home or a great investment opportunity. Step inside to find a spacious living room just off the entry, featuring neutral two-tone paint and durable wood-look vinyl plank flooring (2021) throughout. The eat-in kitchen has been tastefully updated with newer countertops, cabinets, and stainless steel appliances, creating a functional and inviting space for everyday living. Enjoy indoor-outdoor living with sliding glass doors that lead to a patio overlooking a private, fenced backyard—perfect for relaxing or entertaining. Additional features include a utility room with extra storage for added convenience. Enjoy peace of mind with major updates already completed, including a new A/C system and roof (January 2019).Conveniently located just a short drive to parks, shopping, dining, schools, and easy access to FL-540, this home offers both comfort and accessibility. Don’t miss your chance to see this move-in ready home—schedule your showing today!

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

Listing Agent: Natalie Bailey (863-698-5427)

Remarks: LAKEFRONT 3 BEDROOM / 2 BATH HOME WITH PICTURESQUE OPEN WATER VIEWS AND PRIVATE 30 FT DOCK! Located directly on Lake Pansy in the gated subdivision of Hartridge Hills, a quaint lakefront community of approximately 60 homes. NEWER ROOF 2022 and NEWER GENERAC GENERATOR 2020. Beautiful stone working fireplace with vaulted ceiling in the great room. Spacious kitchen with plenty of storage and breakfast area overlooking tranquil water views. Home was originally constructed with 2,247 sq ft and later the expansive back porch was enclosed bringing the total to 2,958 sq ft of air-conditioned living space under roof. Large windows and sliding glass doors frame panoramic vistas, infusing the space with a sense of tranquility and connection to nature. Attached 2-car garage with large storage room. HOA fees include lawn care, trimming and fertilizer to give you more time to relax. Access to Lake Hartridge and the ‘Chain of Lakes’, a navigable canal system connecting 15 lakes, is obtained from the private community boat ramp and dock. This community is well known and desired by aircraft owners and flying enthusiasts as it is near Gilbert Field-Winter Haven Regional Airport, a city-owned airport that supports over 80,000 flights a year. It is also home to the Jack Brown Seaplane Base renowned as the largest and one of the oldest seaplane training and base operations in the world. Conveniently located between Orlando and Tampa with great attractions, waterfront restaurants, shopping, and some of the best fishing and ski lakes available! Welcome home to endless days of sunshine and relaxation. Please see the interactive 3D virtual tour and floor plan.

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

Listing Agent: Kay Szinegh (813-918-0624)

Remarks: MOVE-IN READY WITH MODERN UPDATES ON A PRIME CORNER LOT! Built in 2017 and featuring a LOW HOA, this beautifully maintained home offers a desirable open floor plan with a 3-way split bedroom layout, delivering the perfect balance of functionality and privacy. Enjoy peace of mind with NEW luxury vinyl plank flooring (2025) and fresh interior paint (2025), creating a clean, modern, truly turnkey feel throughout. Architectural details like decorative arches add character, while 18x18 tile in all wet areas enhances durability and style. The kitchen showcases 36” espresso cabinetry, generous storage, and all appliances included, making it ideal for both everyday living and entertaining. Additional highlights include window treatments throughout, an inside laundry room with washer and dryer, and abundant storage space. Step outside to your covered lanai, perfect for relaxing year-round. Situated on a spacious corner lot, the property offers added privacy and curb appeal. Conveniently located just minutes from Highway 27 and approximately 15 minutes to I-4, providing easy access to commuting, shopping, and dining. 1711 sq ft | 3 Bedrooms | 2 Bathrooms | 2-Car Garage

Listing is courtesy of: KELLER WILLIAMS TAMPA CENTRAL (813-865-0700)

Listing Agent: William Kilpatrick (863-669-8090)

Remarks: Custom-Built by Hulbert Homes! Known for exceptional quality and craftsmanship, Hulbert Homes delivers once again with this thoughtfully designed, one-of-a-kind residence. From the stunning custom mahogany double doors to the luxury vinyl flooring throughout, every detail has been carefully curated. This light, bright, and open 4-bedroom, 3-bath home on almost 3/4 of an acre and features soaring ceilings, crown molding, and a seamless open-concept layout that effortlessly connects the Great Room, dining area, and chef’s kitchen—perfect for both everyday living and entertaining. The kitchen truly serves as the heart of the home, showcasing a massive island, stainless steel appliances, gas range, and a custom backsplash, all designed with both style and functionality in mind. The Great Room is equally impressive, featuring a cozy gas fireplace and built-in Sonos sound system, creating the ideal space to relax or host gatherings. Step outside and enjoy your own private retreat—an expansive screened lanai complete with a saltwater pool, above-ground hot tub, and a covered entertaining area with a wet bar. Whether you're hosting friends or enjoying a quiet evening, this outdoor space delivers. The private 4th bedroom offers its own en-suite bath and direct lanai access, making it perfect for guests or multi-generational living. The luxurious primary suite is a true sanctuary, featuring a second gas fireplace, an impressive 12x8 walk-in closet with custom shelving, and a spa-inspired bath with dual vanities and walk-in shower. Additional features include a dedicated office/den/craft room with built-ins, a mudroom with added storage just off the garage, a Generac whole-house generator, and a tankless water heater for enhanced efficiency and convenience. Car enthusiasts and hobbyists will appreciate the oversized 31x43 garage with epoxy floors, offering ample room for vehicles, storage, and more. Situated on a large, beautifully landscaped lot with a charming rocking chair front porch, this home is tucked within a private, in-town Winter Haven community. Conveniently located near Legoland, the Chain of Lakes, shopping, dining, and more—this exceptional property offers the perfect blend of luxury, comfort, and Hulbert Homes’ signature excellence.

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

Listing Agent: Brian Stephens (863-647-8600)

Remarks: Welcome to 120 Grove Branch Road — Your Florida Sanctuary Awaits Step into this beautifully maintained home and discover a perfect blend of comfort, charm, and everyday ease. Nestled on a quiet, leafy street, this residence offers a rare opportunity to enjoy tranquil suburban living while staying close to all the essentials you need. Imagine starting each morning with soft sunlight filtering through large, south-facing windows — the living room becomes a cozy retreat by day and an inviting space for entertaining by night. The heart of the home is a spacious, well-designed kitchen where cooking becomes an experience: generous counter space, smart layout, and open access to the dining area make it ideal for intimate family meals or weekend gatherings. Down the hall, roomy bedrooms are a peaceful escape at the end of the day. The primary suite feels like a private haven — a place to unwind, recharge, and enjoy some quiet. Outside, the backyard provides a lovely spot for relaxing, gardening, or simply enjoying Florida’s warm evenings. The property sits on a generous lot, giving you room to breathe and grow — whether you envision a lush garden, a play area, or al fresco dining under the stars. Beyond the home itself, you’ll love the surrounding neighborhood. Quiet streets, friendly neighbors, and easy access to local conveniences make daily life a breeze. Whether grabbing groceries, picking up your morning coffee, or heading out for dinner, you’re never far from what you need. 120 Grove Branch Road isn’t just a house — it’s the backdrop for your next chapter. A place where comfort, convenience, and community come together. Don’t miss your chance to make this home your own. Schedule a private tour today and see why this home won’t stay on the market long.

Listing is courtesy of: CENTURY 21 MYERS REALTY (863-875-5656)

Listing Agent: Nadia Dawes Morgan (863-662-7969)

Remarks: NO CDD!! Newer 4 bedroom home for sale in Winter Haven, Florida, located in the Lake Lucerne II community in Polk County with no CDD fees and a low quarterly HOA. Built in 2023 by KB Home, this single-story residence offers approximately 1,707 square feet of modern living space designed for comfort, accessibility, and long-term value. Thoughtfully designed with universal design features, the home includes 36-inch interior doorways, a no-step entry, and a smooth, open floor plan that allows for easy movement throughout the property. The split-bedroom layout provides added privacy, making it ideal for families, multigenerational living, or guests. Inside, 18-inch ceramic tile runs through most of the main living areas, creating a clean and cohesive look. The spacious primary suite features a walk-in closet and automatic window blinds for added convenience. The kitchen serves as the focal point of the home, offering granite countertops, stainless steel appliances, and a seamless connection to the great room, making it well suited for everyday living and entertaining. Outdoor living is enhanced by an extended covered lanai and a fully vinyl-fenced backyard, providing space for pets, gatherings, or private relaxation. Situated on a 0.17-acre lot, the property offers manageable outdoor space without high maintenance requirements. Additional features include a two-car attached garage, public water and sewer, access to a community pool, and location in Flood Zone X. Conveniently positioned in Winter Haven with access to Highway 17 and the I-4 corridor, this home allows for an easy commute to Lakeland, Tampa, and Orlando while maintaining the comfort of a residential neighborhood setting. Eligible for FHA, VA, conventional, or cash financing, this property is ideal for buyers searching for a move-in ready 4 bedroom home built in 2023 in Winter Haven with modern construction, accessibility features, and no CDD fees.

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

Listing Agent: Jacqueline Mazurowski (863-206-0110)

Remarks: Short Sale. Quaint 3/2 home perfect for 1st time homebuyers or could be a great rental property. Contract is contingent upon third party bank approval. Centrally located to major highways and shopping.

Listing is courtesy of: MILLSHIRE REALTY (863-815-8000)

Listing Agent: Robert Miller, Jr (863-899-9324)

Remarks: Welcome to 1033 Sawgrass Dr, where modern comfort meets thoughtful upgrades in this beautifully maintained 3-bedroom, 2-bath home. Designed with everyday living in mind, this home features an open-concept layout filled with natural light, creating a bright and inviting space perfect for both relaxing and entertaining. The kitchen offers quality finishes and a clean, contemporary feel, seamlessly connecting to the main living area. Elegant crown molding adds a refined touch, while plantation shutters provide both style and function throughout the home. The primary suite offers a spacious retreat, complete with a large walk-in closet for ample storage. Outside, the widened driveway adds extra convenience and functionality—an upgrade you’ll appreciate daily. Located in the highly sought-after Lake Ashton community, residents enjoy access to an impressive array of amenities designed for an active and social lifestyle. From two 18-hole golf courses to expansive clubhouses, fitness centers, indoor and outdoor pools, and courts for tennis, pickleball, bocce, and more, there’s always something to do. Additional features include a bowling alley, movie theater, arts and crafts spaces, pet areas, and a full calendar of community events. Positioned in Central Florida with convenient access to both Tampa and Orlando, this property offers the perfect balance of comfort, convenience, and lifestyle.

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

Listing Agent: Veronica Bard (863-670-7526)

Remarks: • Move-In Ready 5 Bedroom Home with Resort-Style Amenities in Villamar This beautifully maintained 5 bedroom, 3 bathroom, 2,616 sq ft home is located in the desirable Villamar community. The home features both a living room and a family room that opens to the kitchen. The open-concept floor plan includes a spacious gathering room that flows into the dining area and a well-appointed kitchen complete with stainless steel appliances, shaker-style cabinets, a breakfast bar, and a walk-in pantry. The private owner’s suite offers a large walk-in closet, dual sinks, and a private water closet. Luxury vinyl plank flooring enhances the interior. A versatile downstairs bedroom and full bath provide flexible living options, ideal for a home office, guest suite, or multigenerational accommodations. Enjoy outdoor living on the covered lanai and large screened porch overlooking the preserve, along with beautifully maintained, Florida-friendly landscaping with irrigation. The community resort-style pool is perfect for relaxing in the Florida sun.

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

Listing Agent: Irene Bryan (863-289-6789)

Remarks: Charming and inviting, this 3-bed, 2-bath home sits in a lovely Winter Haven community with a very low HOA. Built in 2015, it offers a modern design, a comfortable one-level layout, a 2-car garage, and all appliances included. Tucked into the vibrant Chain of Lakes region, you’re surrounded by peaceful views, leafy lakes, and plenty of outdoor fun from boat cruises to paddle boarding. And when it’s time for entertainment, you couldn’t be better located: you’re just 20 minutes from LEGOLAND Florida Resort, and only about 30 miles from Walt Disney World, making magical Orlando day trips effortless.

Listing is courtesy of: MARZUCCO REAL ESTATE (813-679-1365)

Listing Agent: Clarisa Moody (813-446-2003)

Remarks: Welcome home to this beautifully maintained three-bedroom two-bathroom gem offering comfort, charm, and everyday functionality! Situated on a spacious lot with a large front yard, this home features a warm and inviting exterior with great curb appeal and plenty of room to enjoy outdoor living. Step inside to find a bright and open layout with multiple living spaces, perfect for both relaxing and entertaining. The updated kitchen showcases crisp cabinetry, ample counter space, and a cozy, modern feel that flows seamlessly into the dining and living areas. The home offers generously sized bedrooms filled with natural light, along with well-appointed bathrooms designed for both style and convenience. A dedicated laundry space and flexible bonus areas provide extra functionality for today’s lifestyle, whether you need a home office, playroom, or hobby space. Enjoy Florida living with a large backyard, ideal for gatherings, pets, or simply unwinding at the end of the day. With a spacious driveway and additional storage options, this home checks all the boxes. Conveniently located near shopping, dining, and major roadways, this one is move in ready and waiting for its next owner!

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

Listing Agent: Jamie Baker (863-258-2244)