Winter Haven Single Family Homes For Sale - 799 homes

Remarks: One or more photo(s) has been virtually staged. Under Construction. BELOW MARKET INTEREST RATES with use of Seller's Preferred Lender. Feel at home with the Magenta, a single-story home with 3 bedrooms, 2 bathrooms, and a 2-car garage. This layout is a true gem, seamlessly blending modern comfort with Florida charm. Open concept living dazzles with luxury vinyl plank flooring throughout the main living areas. The kitchen, featuring quartz countertops, new stainless-steel appliances and ample storage overlooks the dining and living area. A dreamy, covered lanai, accessible through sliding glass doors, invites you to take full advantage of the Florida climate. The owner’s suite boasts double vanities, a walk-in shower and a substantial walk-in closet, while the additional bedrooms and full bathroom are located off the kitchen for added privacy. With a brand-new washer and dryer conveniently located off the foyer, a smart thermostat with voice control to maintain energy efficient living, and professionally curated landscaping, the Magenta is designed to make every day extraordinary. Just off US-27 with quick access to I-17, Villa Mar puts you close to local hotspots, and everything that makes Central Florida shine. Discover Winter Haven’s Chain of Lakes, explore the historic downtown district, or enjoy a fun-filled day with the family at LEGOLAND® Florida Resort. At Villa Mar, you’ll enjoy a fresh approach to relaxed living, with everyday essentials and local favorites right around the corner. Images shown are for illustrative purposes only and may differ from actual home. Completion date subject to change. Contact or make an appointment for more details on interest rates.

Listing is courtesy of: CASA FRESCA REALTY (813-343-4383)

Listing Agent: Michael Human (813-343-4383)

Remarks: Welcome to your dream lakefront retreat on picturesque Lake Rochelle, part of Winter Haven’s famous Chain O’ Lakes! This beautiful two-story, 4-bedroom, 2.5-bath home combines comfort, style, and Florida living at its finest. Step inside to a bright and spacious living room featuring stunning cathedral ceilings and breathtaking lake views. The kitchen offers ample counter space, a large pantry, and an inviting layout perfect for entertaining or family gatherings. The master bedroom is on the first floor with a walk-in closet and a stunning view to the lake. Upstairs loft area with 3 additional bedrooms and a jack-and-jill bathroom. Convenience meets functionality with a downstairs laundry room, two-car garage, and long driveway providing plenty of parking. The exterior has been freshly painted, giving the home a crisp, updated look that complements its serene waterfront setting. Enjoy mornings with coffee by the lake and evenings watching sunsets reflected on the water. Located just minutes from LEGOLAND, 30 minutes from Disney, and only two hours from both Florida coasts, you’ll have endless recreation and adventure at your doorstep. This lakefront gem blends natural beauty, modern comfort, and an unbeatable location — the perfect place to call home in the heart of Winter Haven, FL. Use Showtime feature to schedule your viewing.

Listing is courtesy of: GATAP REALTY (352-978-5459)

Listing Agent: Roberta San Juan (786-256-1139)

Remarks: Situated in the heart of Central Florida's growing Polk County corridor, 1373 Lucerne Loop Road NE offers the kind of newer construction that is increasingly difficult to find at this price point. Winter Haven's continued growth, strong school access, and easy reach of both Tampa and Orlando make Lucerne Park a smart place to put down roots. The single-story layout was built in 2019 and designed with family living in mind. At 1,746 heated square feet, the home offers four bedrooms, two full baths, and an open kitchen and family room combination that keeps everyone connected. The kitchen features solid surface countertops, solid wood cabinets, a kitchen island, pantry, and a full appliance package. Tile flooring runs through the main living areas, with vinyl in all four bedrooms. The primary suite includes a walk-in closet and en-suite bath with dual sinks and a shower. Three additional bedrooms each offer built-in closet storage and flexibility for family, guests, or a dedicated home office. An interior laundry room, window treatments throughout, central air, and a two-car attached garage with opener provide the day-to-day practicality families rely on. The covered front and rear porches offer room to unwind, and the landscaped 0.15-acre homesite sits on a paved, sidewalk-lined street within a deed-restricted community where golf carts are welcome. Zoned for Lake Alfred Elementary, Boone Middle, and Haines City Senior High. HOA fees of $30 per month. Flood Zone X.

Listing is courtesy of: ENGEL & VOLKERS SOUTH TAMPA (813-448-2876)

Listing Agent: Desiree Swanz (813-727-1336)

Remarks: Under Construction. The Freeport II floor plan at Willowbrook South offers the perfect blend of comfort, functionality, and modern design. Built with durable all-concrete block construction, this one-story home maximizes living space with a bright, open-concept layout that’s ideal for everyday living and entertaining. As you enter through the foyer, you’ll find two spacious guest bedrooms and a full guest bath with a modern vanity. A convenient linen closet is positioned between the bathroom and bedrooms for easy storage. Further down the hallway, a third bedroom offers flexibility for a home office or guest space, alongside a private laundry area and direct access to the two-car garage. The heart of the home features a well-appointed kitchen with stainless steel appliances, overlooking the dining area, great room, and covered patio perfect for gatherings and family time. Tucked at the rear of the home, the primary bedroom offers a peaceful retreat with a walk-in closet and a spa-inspired bathroom featuring a double vanity sink and a spacious shower. Every home in Willowbrook South comes equipped with the Home Is Connected Smart Home Technology package, allowing you to control locks, thermostat, and more right from your smartphone whether you’re home or away. With its thoughtful design and modern features, the Freeport makes owning a new home in Winter Haven, FL both easy and enjoyable. *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: Under Construction. Let me Introduce you to our 5 Bed 2 Bath 1708sqft floor plan the Dundee. This home provides you with Luxury Vinyl Tile in all the wet areas and the living and dining rooms with Quartz Counter Tops in the Kitchen and Bathrooms. The Kitchen provides Stainless Steel Whirlpool Appliances that Including a Stove, Microwave, Refrigerator and Dishwasher, and a Washer and Dryer in the Laundry room. You have 4 Spare Bedrooms and an Owners Suite that can easily fit a King size bed with walk in closet. Beautiful Master bath with two Adult Vanity sinks and Quartz Countertops.

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

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

Remarks: One or more photo(s) has been virtually staged. Welcome to this charming 3-bedroom, 3-bath home located in one of Winter Haven’s most established and sought-after neighborhoods. Situated on a spacious 0.26-acre lot, this property offers timeless character, mature surroundings, and a location rich in local history. A standout feature of the home is the private suite with its own entrance and full bathroom, ideal for guests, extended family, or a flexible work-from-home space. The layout provides both privacy and functionality, making it a rare find in this area. Recent updates include a newer roof (approx. 1 year old), updated electrical, a new water heater, and a newer A/C unit (2018), offering peace of mind on major systems. Enjoy the unique setting with nearby views of Lake Elbert to the north and Lake Otis to the south, surrounded by well-established homes and nearby lakefront properties. The home offers great bones and classic charm, presenting an excellent opportunity for buyers to update and personalize while investing in a premier location. Conveniently located near downtown Winter Haven, shopping, dining, and more.

Listing is courtesy of: REAL BROKER, LLC (855-450-0442)

Listing Agent: Dave Westphal (863-287-3302)

Remarks: Located in Osprey Pointe on Lake Ned, 3905 Osprey Pointe Cir. is everything you've been looking for in the heart of Central Florida. This 3 bed, 2 bath home was built to last and withstand anything that comes it's way. Using solid poured concrete tilt walls, the house is incredibly strong and comfortable. Offering over 1700 square feet of air conditioned space, you will never feel confined. The family room, kitchen and dining area have soaring vaulted ceilings, while the primary bedroom feels spacious with a beautiful tray ceiling. The kitchen has many upgrades including solid cabinets, granite counter tops and a natural gas range. You'll also have access to the community clubhouse, pool and dock. With a location just minutes from great shopping, restaurants, grocery stores, medical facilities and Legoland! This home is in great shape and has a wonderful location. It will not last long, come see it before it's gone.

Listing is courtesy of: STRAIGHT UP REALTY & PM LLC (863-698-7547)

Listing Agent: Cole Bataille (863-698-7547)

Remarks: COMPLETE REMODELING * PRIME LOCATION * HOUSE & INVESTMENT * NEW ROOF 2026 Complete remodeling house6/5 near 4,000 square feet of living area. Short distance from parks as Legoland, restaurants, malls. Great location between Tampa and Orlando. Builders don't build this king of big houses anymore. Brand new fence, new floors, walls and update bathrooms inside, owner invested more than $50,000 on new updates. Price is reduced for a quick sale. Today construction cost is $200 square feet. Get this great deal for a fraction of the original price. All concrete block construction.

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

Listing Agent: Gino Dapello (954-790-0632)

Remarks: Under contract-accepting backup offers. Very clean and well-maintained 4 bedroom, 2.5 bathroom two-story home located in desirable SE Winter Haven! Roof is only 2 years old!! This spacious property offers a functional layout perfect for both everyday living and entertaining. The large kitchen opens seamlessly to the family room, creating a welcoming central gathering space, and features ample oak cabinetry for plenty of storage. Ceramic tile flooring is featured in all wet areas for easy maintenance. Step outside to enjoy the fully fenced backyard—ideal for pets, play, or relaxing in your own private outdoor space. Conveniently located with quick access to Hwy 27 and a straight drive to I-4, making commuting a breeze. Just minutes from shopping, dining, and entertainment, including Eagle Ridge Mall, the Cypress Gardens area, and Legoland. Don’t miss this opportunity to own a spacious home with room to grow in a great location!

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

Listing Agent: Tony Acosta (863-224-5956)

Remarks: Welcome to this beautifully renovated 3-bedroom, 2-bath home located in the heart of Winter Haven. Thoughtfully updated with modern finishes while maintaining its charm, this spacious property offers flexible living areas and plenty of room to spread out. Recent renovations provide a fresh, move-in-ready feel throughout the home. Previous owners added extra rooms and expanded living spaces, offering versatility for a home office, guest space, or bonus room. Square footage to be confirmed by buyer, as additions may not reflect current public records. Conveniently located near shopping, dining, schools, and all that Winter Haven has to offer, this property is a fantastic opportunity for homeowners or investors alike.

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

Listing Agent: Patrick Massey (931-337-1678)

Remarks: Location, Location! This charming 3-bedroom, 2-bath home, large living room and a huge family room ( could be a 4th bedroom) is situated in the vibrant and growing Winter Haven area. Conveniently close to LEGOLAND, shopping centers, hospitals, and medical offices, it offers both comfort and accessibility. Solar Panels( worth $44K) will be paid by seller at closing ! This home has a nice back yard and side porch. The spacious living and dining areas are perfect for family gatherings and entertaining friends. With generously sized bedrooms, tiled floors, and a custom-built kitchen, this home is ready for you to add your personal touch. With a bit of creativity and effort, this house has the potential to become your dream home. Motivated sellers.

Listing is courtesy of: CENTURY 21 WOLF'S CROSSING REALTY (407-449-0000)

Listing Agent: Lucy Martinez (863-521-4156)

Remarks: One or more photo(s) has been virtually staged. $15,000 deduction on 5/8! 2500 sq ft for $310,000! 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: Charm and curb appeal abound for this Winter Haven home! Step inside into the inviting foyer and into the well-appointed living room, positioned at the center of the home. The kitchen boasts a 4-piece appliance package, ample storage, hard surface countertops, and an eat-in dining room. This split floorplan offers the primary bedroom on one side of the home and two secondary on the other. Come and see for yourself the possibilities that this home has to offer!

Listing is courtesy of: EVERYSTATE INC. (501-725-1234)

Listing Agent: Blake Keathley (661-900-9145)

Remarks: Welcome home to this beautiful 2-story BLOCK HOME built in 2022 - still feels LIKE NEW and full of warmth and charm! This home offers INCREDIBLE SPACE, BRIGHT ROOMS, and a PEACEFUL WATER VIEW - perfect for family living and entertaining. Step inside to a welcoming foyer that opens to a FLEX ROOM - perfect for a formal dining room, formal living room or office. The kitchen is truly the HEART OF THE HOME, featuring a WALK-IN PANTRY, PLENTY OF CABINETS, LOTS OF COUNTER SPACE, a BREAKFAST BAR for quick meals, and an EAT-IN DINING AREA that opens to the FAMILY ROOM and SLIDING GLASS DOORS that lead to a FULLY FENCED BACKYARD with LAKE VIEWS. Downstairs also includes a FULL BEDROOM and FULL BATHROOM, great for GUESTS or IN-LAWS. Upstairs, you’ll find a LARGE MASTER SUITE with TWO WALK-IN CLOSETS and DOUBLE SINKS. There’s also an additional BONUS/FLEX ROOM that can be used as a game room, family room and/or den/office. Four additional SPACIOUS BEDROOMS, a FULL HALL BATHROOM, and a CONVENIENT UPSTAIRS LAUNDRY ROOM make this home as functional as it is beautiful. MODERN UPGRADES include UPDATED LIGHT FIXTURES, LUXURY VINYL FLOORING, FRESH DESIGNER TOUCHES, and PLENTY OF NATURAL LIGHT throughout. With a 2-CAR GARAGE, FRONT PORCH, and HUGE BACKYARD overlooking the WATER, this home has everything your family needs! DON’T MISS OUT - homes with THIS MUCH SPACE, in LIKE-NEW CONDITION, and on THE WATER, don’t last long! Schedule your showing TODAY before it’s gone!

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

Listing Agent: Yanery Perez (863-838-9091)

Remarks: One or more photo(s) has been virtually staged. PRICE IMPROVEMENT! SELLER MOTIVATED! Needs new carpet - giving buyers a clear opportunity to update the flooring to their own style and make it their own. Completed in 2020 and ready for immediate occupancy, this property blends modern construction with thoughtful recent upgrades. Notable features include a brand-new roof installed in 2023, fully paid solar panels, a freshly painted interior, and professionally serviced and cleaned air ducts, all contributing to energy efficiency and average utility costs of approximately $20–$100 a month. The home is equipped with smart home technology and constructed with concrete block on both the first and second floors, offering added durability and peace of mind. Inside, the kitchen opens naturally to the main living spaces, creating an inviting layout for everyday living and entertaining. A future flooring update provides an easy opportunity to personalize the space. Bedrooms are generously sized, with the primary suite located upstairs, and a fully fenced backyard enhances privacy and functionality. Ideally positioned within the community, the home is just a short walk to the mailbox, pool, and playground, with convenient access to shopping, dining, grocery stores, major roadways, just a short drive to LEGOLAND® and less than one hour from Walt Disney World.

Listing is courtesy of: KELLER WILLIAMS ADVANTAGE REALTY (407-977-7600)

Listing Agent: Kristin Duncan (407-274-5911)

Remarks: One or more photo(s) has been virtually staged. Discover the perfect blend of modern updates and serene living in this stunning 4-bedroom, 2-bathroom home. Located in the highly sought-after Country Club Estates, this residence offers the privacy you've been searching for with a screened-in back patio overlooking a peaceful pond-meaning no rear neighbors, just tranquil water views. Step inside to find a bright and airy open floor plan, freshly enhanced with new interior and exterior paint. The home is designed for both style and durability: Elegant luxury vinyl plank in all bedrooms and easy-to-maintain ceramic tile throughout the main living areas. Features timeless oak cabinetry, sleek granite countertops, and plenty of prep space. The popular split-bedroom floor plan ensures a private primary retreat, separate from the guest rooms.A dedicated inside laundry room and a spacious 2-car garage provide ultimate functionality. Location is everything! Enjoy the quiet atmosphere of an established community while being just moments away from modern conveniences. The brand-new Publix shopping center is right around the corner, making grocery runs and errands a breeze.Schedule your private showing today and experience Florida living at its finest!

Listing is courtesy of: ORLANDO REO PROF I INC (407-704-6924)

Listing Agent: Ronald Gentile (407-247-0849)

Remarks: ""SELLER MOTIVATED – PRICE IMPROVEMENT! BRING YOUR OFFER!"" Beautiful and well-maintained home featuring 4 spacious bedrooms and 2 bathrooms, offering plenty of space for comfortable family living and entertaining guests. Sliding glass doors lead to a covered patio and a private grassy backyard, perfect for relaxing and enjoying Florida’s outdoor lifestyle. The kitchen comes fully equipped with all appliances and features beautiful wood cabinetry and granite countertops, offering the perfect blend of style and functionality. The home also includes a 2-car garage and a fully equipped laundry room for added convenience. Located in a desirable community, this property offers comfort, practicality, and excellent investment potential. Conveniently located near LEGOLAND Florida Resort, Chain of Lakes Park, Downtown Winter Haven, shopping centers, restaurants, grocery stores, medical facilities, and provides easy access to Highway 27 for convenient travel to Orlando and Tampa. Winter Haven is also known for its beautiful Chain of Lakes, offering boating, fishing, and outdoor recreation opportunities. Currently tenant-occupied with a lease in place through November 2026 at $2,150 per month. After the lease term ends, the new owner may choose to renew or terminate the lease. Great opportunity for both investors and future homeowners.

Listing is courtesy of: WRA BUSINESS & REAL ESTATE (407-512-1008)

Listing Agent: Anderson Siqueira, Sr (407-912-4688)

Remarks: Welcome to this beautifully renovated home located in a secure gated community, offering not only privacy and peace of mind but also a low annual HOA fee. This spacious property features 4 bedrooms plus a versatile bonus room and 3 fully remodeled bathrooms, thoughtfully designed to provide comfort for everyday living and privacy for guests. As you enter, you are welcomed by high ceilings and an open-concept layout filled with natural light, creating a bright and inviting atmosphere throughout the home. The interior showcases new flooring, fresh paint, and modern finishes that elevate every space. The kitchen has been fully updated with elegant cabinetry, gold hardware, spacious countertops, stainless steel appliances, and stylish lighting, all seamlessly connected to the main living areas, making it ideal for both daily use and entertaining. Both the kitchen and bathroom countertops feature high-quality quartz, offering durability, low maintenance, and a clean, modern look that enhances the overall design of the home. The primary bathroom offers a true luxury experience with floor-to-ceiling tile, a freestanding soaking tub positioned under a large window, a frameless glass shower with modern gold finishes, and a double vanity with contemporary mirrors and lighting. The additional bathrooms have also been completely renovated with clean, modern designs and high-quality materials. The home also includes a three-car garage and a large driveway, providing ample parking and storage space. The backyard offers a private outdoor area with plenty of potential for relaxation or future enhancements. Located in a quiet and well-maintained community, this property combines modern upgrades, functional layout, and an excellent location, making it a perfect option for both homeowners and investors seeking a move-in ready home.

Listing is courtesy of: AVENUE HOMES LLC (833-499-2980)

Listing Agent: Jorge Orama (813-753-4656)

Remarks: Welcome To Hartridge Hills!! This Gorgeous Gated Community is one of Polk County's Hidden Treasures. An established and well maintained community of charming custom homes, each one uniquely it's own. Nestled between Lake Pansy and Lake Hartridge, this community offers boat lovers their own private boat ramp with access to the Chain of Lakes. This community also has been home to many pilots over the years and is conveniently located beside the Winter Haven Airport and only minutes to Publix and all major medical facilities making this community a perfect location. Situated on a corner lot, this well built home by Ernie White is a split plan offering 3 bedrooms & 2 baths plus a den or office space. The dining room, living area and bedrooms have new luxury vinyl. There is High ceilings throughout, crown molding, updated granite in the kitchen and bathrooms. The roof was replaced in 2017. HOA fee's include lawn care and the irrigation system is on a small well, saving you money on your water bill! Grab your favorite beverage & Relax and Enjoy the water views on your enclosed back lanai. Come check out this beautiful property, You'll love being a part of this quaint community!!

Listing is courtesy of: PREMIER HOMES AND REAL ESTATE (863-937-8942)

Listing Agent: Christy Smith (863-409-8709)

Remarks: Opportunities like this are nearly extinct. Just minutes from Winter Haven Country Club, this remarkable estate offers 10.98 acres of privacy, natural beauty, and flexibility in one of Winter Haven’s most coveted and tightly held locations—where land, space, and convenience rarely coexist. The 3,800 sq ft main residence has been completely remodeled with a refined, modern vision that blends luxury with everyday livability. Designed for both entertaining and comfortable living, the open-concept layout showcases luxury vinyl plank flooring throughout, expansive living areas, and a beautifully upgraded chef’s kitchen that serves as the heart of the home. With 4 bedrooms and 4 full bathrooms, the residence provides generous space for family and guests alike. Outdoors, a private pool invites relaxation while remaining surrounded by peaceful, natural views. Adding exceptional value and versatility, the property includes a 1,300 sq ft detached guest house featuring 2 bedrooms and 2 bathrooms, along with an upgraded kitchen and bath—ideal for extended family, long-term guests, or a private work-from-home or creative space. The land itself is what truly sets this property apart. The nearly 11-acre setting offers a thoughtful balance of open usable acreage, mature landscaping, and a scenic private pond, creating a sense of separation and tranquility that enhances both privacy and lifestyle. Multiple outbuildings, including a barn/garage and lean-to structure, provide ample room for storage, hobbies, equipment, or future expansion. In a market where acreage is disappearing and privacy is priceless, properties offering this scale of land, level of renovation, and proximity to town are exceptionally rare. This is not just a home—it’s a private retreat, a long-term asset, and an opportunity to own something truly irreplaceable.

Listing is courtesy of: THE MARKET REALTY COMPANY (863-999-4643)

Listing Agent: Brock Jennings (863-990-5846)