Homes For Sale in Winter Haven 33881 - 221 homes

Remarks: Under contract-accepting backup offers. This charming Winter Haven home offers comfort, functionality, and a convenient location. Featuring a well-designed layout with spacious living areas and natural light throughout, this property is perfect for homeowners or investors alike. The kitchen provides ample cabinet space and flows easily into the main living area, creating an inviting space for everyday living and entertaining. The bedrooms are comfortably sized, and the home offers a functional floor plan ideal for a variety of lifestyles. Situated in a quiet neighborhood, this property is close to shopping, dining, schools, and major roadways, providing easy access to all that Winter Haven has to give. Whether you’re a first-time buyer, downsizing, or looking for an investment opportunity, this home delivers great value and potential.

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

Listing Agent: Phillip Randall (407-202-2096)

Remarks: Welcome to this newly renovated 3-bedroom, 1-bath home conveniently located near Lake Cannon and just minutes from all the dining, shopping, and entertainment that Winter Haven and Auburndale have to offer! Step through the front door to find fresh interior paint, new carpet in all bedrooms, and inviting living spaces. The kitchen has been refreshed with brand-new appliances, provides plenty of cabinetry storage and counter space, and has a convenient layout for everyday cooking and entertaining. The bathroom is your own personal retreat featuring a new vanity and a walk-in shower with a dual shower head system. Major updates include a new roof and a newer A/C unit, giving you peace of mind and comfort year-round. Outside, the property is truly unique. Enjoy mornings on your screened-in front porch, or host gatherings on the spacious screened-in back porch complete with an attached utility room. The fenced backyard offers plenty of space for pets or play, and comes complete with a firepit, detached shed, and extra covered storage. There is also an extra wide driveway providing plenty of off-street parking. This home is the perfect blend of comfort, outdoor space, and accessibility to the amenities near you. Don’t miss your chance to see this one!

Listing is courtesy of: PORCHLIGHT HOMES LLC (863-529-3369)

Listing Agent: Angie Reynolds (863-838-1090)

Remarks: Perfect for Investors! This duplex is located on a corner lot in a very affordable market. This property features two units, each consisting of two bedrooms and one bathroom. Both units are approximately 1758 ft.² generating roughly 2800 a month rental income. Roof was replaced in 2023, new AC unit in unit two, newly repainted.

Listing is courtesy of: IRON VALLEY REAL ESTATE OSCEOLA (407-698-4663)

Listing Agent: Marcy Smiley Theobald (407-908-4042)

Remarks: Welcome to a rare blend of space, flexibility, and opportunity at 525 7th St NE in the heart of Winter Haven. Set on a desirable corner lot with NO HOA, this property invites you in with a bright, open-concept design that feels both airy and welcoming from the moment you arrive. The main living area is thoughtfully designed for everyday comfort and effortless entertaining, featuring three spacious bedrooms and three full bathrooms. The kitchen serves as the centerpiece of the home, showcasing elegant stone (quartz) countertops, stainless steel appliances, updated cabinetry with under-cabinet lighting, and a generous dining area perfect for gathering with family and friends. A standout feature of this property is the private in-law suite, complete with its own entrance, bedroom, bathroom, and built-in kitchenette. Whether you're hosting guests, accommodating multigenerational living, or seeking rental income, this space offers exceptional versatility. Currently leased to a reliable tenant through April 30, 2026 with potential to extend. It provides immediate income potential for investors or future flexibility for homeowners. Significant upgrades add both value and peace of mind, including a new roof (2023), updated HVAC system (2022), smart garage door (2022), and approximately $60,000 in renovations completed between 2022–2023. Additional highlights include new flooring throughout, fresh carpet in key areas, and a custom built-in entertainment center with a Murphy bed for added functionality. Step outside to enjoy a fully fenced yard designed for relaxation and enjoyment. The welcoming front porch sets the tone, while the backyard offers a lush collection of fruit and plantings. You can find in the backyard mango, cherry, banana, lemon, and aloe vera creating your own private oasis. Conveniently located near Lake Elbert, Downtown Winter Haven, Polk State College, and a wide range of shopping, dining, parks, and medical facilities, this home delivers on both lifestyle and location. Whether you're searching for a primary residence, an income-producing property, or a home with flexible living options, this one truly has it all. Schedule a tour today.

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

Listing Agent: Veronica Figueroa (407-519-3980)

Remarks: Under Construction. New construction home with 2227 square feet on two-story including 5 bedrooms, 3.5 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, and a tiled shower. Bedrooms 2 and 3 share a jack-and-Jill bathroom. 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 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: Under contract-accepting backup offers. Welcome to this well-located single-family home situated on a quiet cul-de-sac in Winter Haven, offering a comfortable layout and enjoyable outdoor space. This home features 3 bedrooms and 2 bathrooms with a practical floor plan that supports everyday living. 2 car garage and a large driveway. Newer Shingle Roof 2023. Inside, the living area provides a straightforward, open flow into the dining space and kitchen, making it easy to stay connected whether you’re relaxing at home or hosting guests. The bedrooms are nicely sized, and the two full bathrooms add convenience and functionality. Out back, you’ll find a fully fenced backyard that offers privacy and room to enjoy the outdoors. The covered lanai is a great spot for casual outdoor seating, weekend barbecues, or simply spending time outside regardless of the weather. Whether you’re searching for a place to make your own or an investment opportunity, this home is worth a look. Schedule your showing today.

Listing is courtesy of: FLORIDA SPIRIT HOMES (407-396-4441)

Listing Agent: Gabriel Silva Andrada (321-666-0301)

Remarks: Beautifully remodeled 4-bedroom, 1-bath home featuring an open floor plan, bright living spaces, and a modern kitchen with brand-new stainless steel appliances. Spacious bedrooms filled with natural light and a large backyard perfect for outdoor enjoyment. Conveniently located near parks, schools, and shopping. Schedule your showing today!

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

Listing Agent: Jose Ferrer (787-238-6505)

Remarks: Under contract-accepting backup offers. NEW ROOF PRIOR TO CLOSING! Welcome to this 3 bedroom, 1 bathroom newly updated home. The Seller has placed new luxury vinyl flooring throughout which will provide durability in the home. The kitchen has also been updated and once the roof is completed you should have a maintenance free property. This home is locataed in the heart of Winter Haven and is move-in ready ideal for first time home buyers or growing families. Sellers Concessions are available!

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

Listing Agent: Richard Carey (913-963-9800)

Remarks: Step into comfort, space, and opportunity in this move-in ready 4-bedroom, 2.5-bath home located in the established Forest Ridge community of Winter Haven—with no CDD. From the moment you arrive, the inviting covered front porch and mature landscaping set the tone for what’s inside. The thoughtfully designed layout offers the perfect balance of everyday comfort and flexible living. The main level features an open kitchen and living area, a versatile bonus room near the entry—ideal for a home office, playroom, or creative space—and a convenient half bath for guests. At the center of the home, the open-concept kitchen is built for connection, featuring a center island, black and stainless steel appliances, and seamless flow into the dining and living areas—perfect for entertaining or simply enjoying day-to-day life. Recently upgraded dishwasher and garbage disposal. Durable tile flooring and recently upgraded carpet throughout all the main living spaces and upstairs bedrooms adds a clean, modern feel and abundant natural light creates a bright, welcoming atmosphere. Upstairs, you’ll find all four bedrooms, including a spacious primary suite designed for relaxation, along with two full bathrooms and a conveniently located laundry area equipped with a smart washer and dryer. Each space is designed with comfort and functionality in mind. Step outside to a generously sized backyard ready for your vision—whether it’s a future pool, outdoor kitchen, garden, or play space, the possibilities are endless. Set within the peaceful surroundings of Forest Ridge, you’ll enjoy quiet streets while being just minutes from Highway 27 and a short drive to I-4, giving you easy access to shopping, dining, schools, and everything Central Florida has to offer. This home checks all the boxes—space, flexibility, location, and value. Schedule your private showing today and see the potential for yourself!

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

Listing Agent: Daniel Henzler (813-293-3603)

Remarks: Welcome to 2436 Edwin St NE, Winter Haven, FL 33881(POLK COUNTY). This beautifully designed 4-bedroom, 2-bathroom brand-new manufactured home offers a spacious, open floor plan ideal for modern living. Designed for the modern lifestyle, the spacious open floor plan is bathed in natural light and features durable, high-end vinyl flooring throughout (no carpet!). The massive living room transitions seamlessly into the dining area and kitchen, creating an ideal layout for entertaining. Need extra space? The separate family room provides the perfect footprint for a home office, media room, or playroom. The heart of the home is a chef-inspired kitchen that checks every box: Brand-new stainless-steel appliances, Oversized central island with breakfast bar seating, Stylish shaker-style cabinets with ample storage. The master suite is a private sanctuary, featuring a massive walk-in closet and a luxurious en-suite bath complete with a modern walk-in shower. Three additional generously sized guest bedrooms and a second full bathroom with a soaking tub ensure plenty of room for family and guests. Home also features Sliding Glass door. Enjoy the peace of country living while staying minutes away from Winter Haven’s Chain of Lakes, shopping, dining, and major Central Florida attractions (LEGOLAND, DISNEY, UNIVERSAL STUDIOS). With a dedicated utility/laundry room and a brand-new energy-efficient build, this home is move-in ready and built to last. Schedule your private tour today and experience the best of Florida living! Schedule your private tour today and experience the best of Florida living!

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

Listing Agent: Jennifer Daniell (863-440-3603)

Remarks: ***HUGE PRICE DECREASE***This unique 2-story home in Winter Haven is full of character and charm, located just three houses down from scenic Lake Elbert. Thoughtfully updated while preserving its warm, rustic appeal, this property offers a welcoming atmosphere from the moment you arrive. Outdoor enthusiasts will love the 2.4-mile paved loop trail surrounding Lake Elbert, complete with boardwalks and beautiful landscaping—perfect for morning walks, bike rides, or peaceful evening strolls. The home is in walking distance to Downtown Winter Haven, the public boat ramp and park, and Polk State College’s Winter Haven Fine Arts Building, offering exceptional convenience and lifestyle amenities. Inside, you’ll find live-edge wood countertops, natural wood trim, and an open kitchen overlooking the family and dining rooms. The kitchen features stainless steel appliances, newer cabinets, and a rustic flair originally crafted by an Amish family. The spacious family room includes a large picture windows that frame the beautiful front yard and mature oak tree. The primary bedroom and bathroom are conveniently located downstairs, while the second floor offers two additional bedrooms, a bonus room, a full bathroom, and a loft area with generous storage closets. Both bathrooms have been updated with newer cabinets, newer countertops, and newer tile. Additional interior upgrades include newer luxury vinyl plank flooring, newer windows, newer light fixtures and ceiling fans, and fresh interior paint. The home also features a newer A/C system. Outside, the home offers a covered front porch perfect for evening relaxation, mature landscaping, and a fenced yard on nearly a quarter-acre, with most of the outdoor space located in the front of the home. Ideally situated near Lake Elbert, Downtown Winter Haven, Polk State College, shopping, dining, parks, and medical facilities, this home offers both convenience and character. Schedule your private showing today!

Listing is courtesy of: KELLER WILLIAMS REALTY SMART (863-577-1234)

Listing Agent: Lisa Ford (863-510-3890)

Remarks: Under contract-accepting backup offers. Welcome to this beautiful brand-new construction home featuring 3 bedrooms and 2 bathrooms with a thoughtfully designed layout. This home offers tile flooring throughout, sleek stainless steel appliances, and a convenient indoor laundry room for added functionality. Enjoy the privacy of a fully fenced backyard, perfect for relaxing or entertaining. No HOA so bring all your Toys! Located in a quiet neighborhood with a great location close to shopping, dining, and everyday amenities, and just a short drive from LEGOLAND, this home combines comfort, style, and convenience. Call me today for a private showing!

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

Listing Agent: Sandra Canales (863-205-2641)

Remarks: One or more photo(s) has been virtually staged. Move-In Incentive Available! Qualified buyers who finance with our affiliated lender may choose one of the following: a 4.5 interest rate or $5,000 toward closing costs (buyer must qualify; incentive applies only when using our affiliated lender). Welcome to this stunning 3-bedroom, 2.5-bath two-story home located on a quiet cul-de-sac in the desirable Lake Lucerne II community. Built in 2024 and beautifully enhanced with thoughtful upgrades, this home offers the peace of new construction with the added value buyers are looking for. The backyard is truly a showstopper, backing up to conservation land with a serene pond view, creating the perfect setting to enjoy your morning coffee or unwind at the end of the day. Vinyl fencing along the sides and a rear metal fence preserve privacy without obstructing the view. Inside, the home features high ceilings throughout, luxury vinyl flooring (with carpeted stairs and tile in bathrooms and laundry), an open-concept floor plan, and elegant design touches including a detailed foyer wall and a charming electric fireplace in the living room. The upgraded kitchen boasts stone countertops, beautiful cabinetry, stainless steel appliances, a large island with bar seating, and a pantry, making it ideal for both everyday living and entertaining. Downstairs also includes a flex room perfect for a home office or guest space, a half bath, and a 2-car garage. Upstairs, a spacious loft offers endless possibilities, family room, playroom, or potential 4th bedroom. The primary suite is a true retreat, featuring tray ceilings, generous space for a king-sized bed, and an upgraded California Closet–designed walk-in closet offering exceptional storage and organization. The primary bath includes dual sinks and a walk-in shower. Two additional bedrooms, a full bath, and a well-appointed laundry room with sink complete the upper level. Additional upgrades include a whole-home water filtration system, security system, and a hybrid heat-pump water heater that efficiently heats water while cooling the garage. Enjoy resort-style living with no CDD, a community clubhouse, two pools, and a playground. Conveniently located near shopping, golf courses, and with easy access to I-4, you’re perfectly positioned between Orlando and Tampa, sunrise to sunset. This home is move-in ready and truly special. Schedule your private showing today and experience it for yourself.

Listing is courtesy of: LPT REALTY, LLC (877-366-2213)

Listing Agent: Luisa Hurtado (646-259-1153)

Remarks: Beautiful home featuring 3 spacious bedrooms and 2 full bathrooms, with a large backyard and no rear neighbors for added privacy. Located in the growing city of Winter Haven, this property is surrounded by new commercial development and is just minutes from schools and hospitals. Conveniently located only 5 minutes from US Hwy 27. Enjoy a low HOA of just $30/month and a community with no CDD fees. This home offers the perfect setting to create lasting memories, whether it’s weekend BBQs in the backyard, family gatherings, or simply relaxing evenings under the Florida sky. With plenty of space to entertain and unwind, this property is ideal for both everyday living and special moments with loved ones. Don’t miss the opportunity to own this wonderful home make it yours today!

Listing is courtesy of: LPT REALTY, LLC (877-366-2213)

Listing Agent: Zonybeth Gonzalez Rodriguez (863-242-5268)

Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Welcome to this beautifully maintained 4 bedroom, 3 bathroom pool home featuring a 3-car garage and situated on over half an acre. This expansive property offers a massive driveway, providing exceptional space for a boat, RV, or simply added privacy between neighbors—an increasingly rare find. Step inside to an inviting layout enhanced by luxury vinyl plank flooring and tile throughout. The home features a spacious front sitting room and an open-concept design that seamlessly connects the main living areas. At the heart of the home is the upgraded kitchen, complete with granite countertops, stainless-steel appliances, ample cabinetry, generous counter space, and a large island overlooking the bright and open living room—ideal for gatherings and everyday living. The primary suite offers a peaceful retreat with an ensuite bathroom featuring dual vanities, a garden tub, walk-in shower, and a walk-in closet. French doors from the primary bedroom lead directly to the screened-in patio, creating a private connection to the outdoor oasis. The additional bedrooms are located on the opposite side of the home, equal in size and conveniently positioned near two full guest bathrooms. Step outside to enjoy true Florida living on your large screened-in pavered patio overlooking the inground pool, perfect for entertaining family and friends. The property also includes a storage shed for added convenience. Recent upgrades include interior and exterior paint (2026), a new metal roof (2025), and new pool screens, offering peace of mind and move-in readiness. Located near a variety of restaurants, retailers, and everyday conveniences, this home combines space, privacy, and modern comfort in a highly desirable setting.

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

Listing Agent: John Hubbert, Jr (863-243-4024)

Remarks: Move-in ready and priced to sell, this beautiful 2013-built 3-bedroom, 2-bath home offers 1,865 sq. ft. of comfortable living space and a 2-car garage in a desirable single-entry community. The split floor plan features tile and luxury vinyl plank flooring throughout, a spacious primary suite with walk-in closet, and a well-appointed bath with dual sinks, a garden tub, and separate shower. The kitchen boasts granite countertops, a breakfast bar, and an eat-in dinette. Enjoy the fenced backyard, inside laundry room, ceiling fans throughout, and recent updates including a new roof in 2024, A/C in 2019, and air handler in 2023. Convenient to shopping, schools, and medical facilities.

Listing is courtesy of: REAL ESTATE BROKERS USA, INC. (863-242-6624)

Listing Agent: Debbie Bradbury (863-242-6624)

Remarks: Discover waterfront serenity at 5840 Gray Heron Drive, a beautifully maintained Winter Haven retreat featuring a roof replaced just two years ago and a luxurious master bathroom fully renovated in June 2025. This home boasts stylish flooring updated in 2018 and offers a private backyard sanctuary with breathtaking views of a large pond, perfectly complemented by community amenities including two sparkling neighborhood pools. Conveniently located near local favorites like Port 27 and the world-class family fun of Legoland Florida Resort, this property combines modern peace of mind with a premier Florida lifestyle.

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

Listing Agent: Christopher Warschauer (863-257-6677)

Remarks: Under Construction. This home offers an open floor plan with 9'4" ceilings and lots of natural light. The kitchen features granite countertops a large island, and plenty of storage. The primary suite includes a walk-in closet and private bath, providing a comfortable retreat. Conveniently located near shopping, dining, and Winter Haven's beautiful lakes.

Listing is courtesy of: ASHTON WOODS FLORIDA REALTY LLC (813-918-4491)

Listing Agent: Reed Williams (813-918-4491)

Remarks: ? Back on Market – New Price + $10,000 Buyer Incentive! ? Welcome to this move-in ready 4-bedroom, 2-bath home with a 2-car garage, perfectly situated on a rare nearly ½-acre oversized lot in Winter Haven! This home offers the space and updates today’s buyers are looking for — including a brand NEW roof and NEW A/C (2025), giving peace of mind and added value from day one. Step inside to a bright, open layout with updated flooring and plenty of room for both everyday living and entertaining. The spacious kitchen flows seamlessly into the main living area, creating a comfortable and inviting atmosphere. The flexible 4th bedroom with French doors can easily serve as a guest room, home office, or additional living space — tailored to your needs. Outside, the oversized lot is a true standout! Whether you’re dreaming of adding a pool, storing a boat or RV, or creating your own backyard oasis, this property gives you the space to make it happen. ?? Seller is offering $10,000 toward buyer closing costs or interest rate buy-down. Conveniently located near shopping, dining, and major roadways while still offering room to spread out — a rare combination at this price point. Don’t miss your chance to own a home with space, updates, and flexibility — schedule your showing today!

Listing is courtesy of: FREEDOM REALTY (863-289-7004)

Listing Agent: Ike Fountain (863-206-1105)

Remarks: Welcome to this beautiful 4-bedroom, 2.5-bath home that perfectly blends comfort and charm. Step inside to find spacious living areas, ideal for both everyday living and entertaining. The real showstopper is the dream backyard—an outdoor oasis featuring a stunning pool and an incredible farm-style barn that offers endless possibilities, from hobbies to storage or even a unique entertaining space. This property truly has it all—space, style, and a one-of-a-kind backyard retreat you won’t want to miss! Property is being sold As-Is. Major updates have already been completed, including a new roof installed in May 2025, foundation work completed in November 2024, and a new sliding door added in November 2024. The property also features a brand-new barn shed and solar panels, offering added value and efficiency for the next owner.

Listing is courtesy of: LPT REALTY, LLC (877-366-2213)

Listing Agent: Daisy Perez (407-951-4218)