Homes For Sale in Winter Haven 33881 - 291 homes

Remarks: ***Seller is offering up to $5,000 toward buyer incentives with an acceptable offer.*** Welcome to this beautiful 4-bedroom, 2-bathroom home located in the desirable Julius Estates community of Winter Haven! This well-maintained home offers a spacious and functional layout perfect for comfortable living and entertaining. Major updates provide peace of mind, including a NEW roof, NEW AC system, and NEW water heater. The home features a bright and open living area, generously sized bedrooms, and a private primary suite designed for relaxation. Enjoy the wonderful community amenities, including a pool and a lakefront dock on Lake Julius with access to the scenic Winter Haven Chain of Lakes perfect for boating, fishing, and enjoying Florida living at its finest. Conveniently located near shopping, dining, schools, and major roadways, this home offers both comfort and convenience. Don’t miss this opportunity to own a move-in ready home in a sought-after community. Schedule your private showing today!

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

Listing Agent: Stephanie Florez (407-810-5874)

Remarks: PRICE IMPROVEMENT! Welcome to this super spacious 3-bedroom, 2-bath home located in Lucerne Park Reserve in Winter Haven. Built in 2020, this home offers a modern split floorplan that provides privacy and functionality, perfect for everyday living or entertaining. The open layout creates a bright and airy feel throughout, with generous room sizes and excellent flow. Furniture is negotiable, making this a flexible move-in-ready opportunity for buyers. Enjoy outdoor living with a screened-in patio/lanai overlooking a fully fenced backyard—ideal for pets, play, or relaxing in privacy. Situated in a well-maintained community featuring a pool, playground, and clubhouse, this home offers both comfort and convenience. Enjoy the benefits of newer construction paired with desirable neighborhood amenities, all just minutes from shopping, dining, and major roadways. A great opportunity to own a nearly new home in a fantastic Winter Haven location.

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

Listing Agent: Harold Baker (863-604-6272)

Remarks: FIXER UPPER with a lake view! Needs full rehab except for roof!

Listing is courtesy of: THE KLR GROUP LLC (407-814-3293)

Listing Agent: Claudia Devieux (305-417-1594)

Remarks: Under Construction. Located in the heart of Winter Haven, Willowbrook South puts you close to the area's Chain of Lakes, beautiful parks, and an array of dining and shopping. With top attractions and everyday conveniences just minutes away, your new home here keeps you connected to everything you love. Your new home at Willowbrook South places you right where you want to be. Let me Introduce you to the Archer II this 1328 Sqft. 3 Bedroom 2 Bath home is just to die for. This home provides Luxury Vinyl tile in all the wet areas, Living and Dining Rooms and Quartz Counter tops in the Kitchen and both Bathrooms. The Kitchen includes a Stove, Microwave, Dishwasher and Refrigerator, all Stainless Steel by Whirlpool and also includes a Washer/Dryer. The Archer II has an Open Floor plan that allows you to entertain guest even if they are in the living or dining room. Spacious bedrooms Owners Suite that can easily fit a King size bed. And on top of all that it also comes with our Home Smart System. Come by today! *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. 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: Under Construction. The Archer II is one of our one-story floorplans features in our Willowbrook South community in Winter Haven, Florida. Take your pick between two sleek exterior options when choosing this floorplan. Inside this 3 bedroom, 2 bathroom home you’ll find 1,328 square feet of comfortable living. The open concept layout allows for seamless movement between spaces making entertaining guests a breeze. It also provides homeowners versatile design options. The kitchen features shaker-style cabinets, quartz countertops, and stainless steel appliances, which are sure to both turn heads and make meal prep easy. You’ll bever be too far from the action with the living and dining area right there. In every bedroom, besides the primary bedroom, you’ll have carpeted floors and a closet in each room. Whether these rooms become bedrooms, office spaces, or other bonus rooms, there is sure to be comfort. The primary bedroom features luxury vinyl plank flooring that will be sure to stand out. It also has its own attached bathroom that features a walk-in closet and all the space you need to get ready in the morning. Sharing a sink isn’t a worry with the double vanity, and you also get additional privacy with a separate door for the toilet and shower. Contact us today and find your home at Willowbrook South.

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

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

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: One or more photo(s) has been virtually staged. Spacious 1-story home located in the Elbert Park subdivision of Winter Haven! This property features 3 bedrooms and 2 full bathrooms, offering a functional layout with great potential. The large living room showcases high ceilings, exposed wood beams, ceramic tile flooring, and a wood-burning fireplace—ideal for gatherings and everyday living. The dining area flows seamlessly onto a large screened patio, providing a great space to relax or entertain. The kitchen offers ample space and is ready for your personal updates to create the home you’ve been envisioning. Step outside to enjoy the fully fenced backyard, complete with a large shed for additional storage. Conveniently located near Lake Elbert and Rotary Park, this home offers easy access to outdoor recreation. Don’t miss this opportunity to add value and make this home your own—schedule your private showing today before it’s gone!

Listing is courtesy of: REALTYCITY INC (863-438-6605)

Listing Agent: Jesse Carriedo (863-438-6605)

Remarks: UP TO $5,000 IN BUYER INCENTIVES AVAILABLE! This property may qualify for up to $5,000 in closing cost credit when using the seller's preferred lender. Ask us how to qualify! Welcome to Sanctuary by the Lake — one of Winter Haven's most sought-after gated lakefront communities, built by Southern Homes along the stunning shores of Lake Rochelle, part of Florida's renowned Chain of Lakes. Whether you're looking for your forever home or a high-demand investment property, this one checks every box. This move-in ready, beautifully upgraded 3-bedroom, 2-bathroom home seamlessly blends modern design with relaxed lakeside living. Step inside to a spacious foyer that opens into a bright, open-concept living and dining area filled with natural light. Glass sliding doors lead to a generous, fully fenced backyard with room to add a pool — perfect for families and a future value-add for investors. The show-stopping kitchen is designed to impress, featuring stainless steel appliances, a mosaic tile backsplash, white shaker cabinets, a large center island with sink, and a full pantry. Designer touches throughout — bold accent walls, custom pendant lighting, and wood-look tile flooring — give this home a distinctive, upscale feel that stands out in any market. The primary suite is a true retreat with a walk-in closet and a spa-inspired en-suite bath complete with a soaking tub, walk-in glass shower, dual-sink vanity, and elegant tile finishes. Two additional bedrooms offer flexibility for family, guests, or a home office. A stylishly updated second bath rounds out the interior. Outside, enjoy a covered patio and lush backyard — your own private piece of Florida paradise. The 2-car garage adds convenience and storage. Community amenities include exclusive access to Lake Rochelle for kayaking and water sports, scenic walking trails, private docks, and a playground — all with low HOA fees and absolutely NO CDD. Ideally located near US-27, major shopping, dining, medical centers, and Central Florida's top destinations including LEGOLAND®, Walt Disney World®, and Universal Studios®. This is a limited opportunity — priced to sell and incentives won't last long. Call today to schedule your private showing!

Listing is courtesy of: REMAX PREMIER PROPERTIES (407-343-4245)

Listing Agent: Julio Salgado (407-791-0265)

Remarks: This 4-bed, 2-bath home offers the peace of mind only a gated community can provide, all with an impressively low HOA. Whether you need room for a growing family, a dedicated home office, or a welcoming guest suite, this versatile layout. Beyond the front door, you are minutes away from top-rated schools, essential medical services, and everyday staples like Publix. Spend your weekends exploring the vibrant dining and nightlife of Downtown Winter Haven or creating memories at nearby Legoland. This is more than just a house; it’s an extraordinary opportunity to secure a lifestyle of comfort and convenience. Don't let this one slip away. Go ahead and schedule your tour today to see why this is the perfect place to call home.

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

Listing Agent: Twanna Dewdney (863-207-1634)

Remarks: Fixer upper! THIS COULD BE THE ONE. PRIVATE POOL! So many possibilities! Lovely vaulted ceilings, 2 fireplaces, open kitchen, lovely wood accents, mahogany kitchen cabinets, office has a closet and could be converted to a 3rd bedroom 3 car garage/ carport and a separate workshop all on .75 of an acre. roof 10 years old, ac replaced 2019, UVI light 2024

Listing is courtesy of: YELLOWFIN REALTY (813-347-7547)

Listing Agent: Marcia Rains - Nadal, Mrs (813-493-2221)

Remarks: MOVE-IN READY! Welcome to the Flagler floor plan, where timeless charm meets modern luxury. The home’s traditional elevation with a welcoming front porch sets the tone for elegance and comfort. Inside, a versatile flex space off the entry offers the perfect spot for a home office or cozy reading nook. The heart of the home features a chef-inspired kitchen with an oversized quartz island, sleek cabinetry, and abundant counter space, all seamlessly flowing into the dining and living areas. Natural light pours in through sliding glass doors, opening to the backyard and creating the ideal setting for entertaining or everyday living. Two spacious bedrooms, a full bath, and a conveniently placed laundry room are located just off the kitchen, designed with functionality and ease in mind. At the back of the home, the private primary suite feels like a true retreat with elegant tray ceilings, a generous walk-in closet, and a spa-style bathroom with dual vanities and designer finishes. With its open-concept design, luxurious finishes, and thoughtful split-bedroom layout, the Flagler offers the perfect balance of style, comfort, and sophistication an exceptional place to call home.

Listing is courtesy of: DRB GROUP REALTY, LLC (407-270-2747)

Listing Agent: Adam Schott (407-270-2747)

Remarks: Price reduced to $240,000. This newer construction 3-bedroom, 2-bath home offers a compelling opportunity for buyers looking for location, layout flexibility, and upside potential. Built in 2025, the property features an open living area, laminate wood flooring, white cabinetry, stainless steel appliances, and a tankless water heater. The functional floor plan allows for a variety of uses, whether for primary residence, multigenerational living, or investment purposes. Located just minutes from Downtown Winter Haven, the Chain of Lakes, hospitals, shopping, and dining, and with no HOA, this property offers convenience and long-term appeal. Sold as-is.

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

Listing Agent: Daryl Ash, Ii (863-934-1548)

Remarks: Charming and well-maintained 3 bedroom home located at 3015 Avenue I NW in a quiet, established Winter Haven neighborhood, freshly painted inside and out and ideal for first-time buyers or investors. The home features a bright, open layout with durable flooring throughout, a spacious kitchen with ample cabinet space, an updated roof, central AC, a covered carport, mature landscaping, no HOA, and a large backyard perfect for entertaining, gardening, or future expansion. The septic tank was inspected in December 2025 and is in normal working condition. Living in Winter Haven offers an exceptional lifestyle thanks to its renowned Chain of Lakes, including Lake Howard, Lake Cannon, and Lake Shipp, where residents enjoy boating, fishing, kayaking, and scenic sunsets, along with nearby attractions such as LEGOLAND Florida Resort, parks, and walking trails. The location is highly convenient, with easy access to US-17, US-92, the Polk Parkway (SR-570), and I-4, allowing for a smooth commute to Lakeland in approximately 20–25 minutes and to Orlando in about 45–55 minutes, depending on traffic. A standout advantage is proximity to Lakeland International Airport (LAL), a growing and less congested airport offering easy parking, quick check-in, and expanding domestic flights to major U.S. cities, as well as direct service to Puerto Rico, making travel for work, family, or leisure significantly more convenient. This property perfectly combines comfort, location, connectivity, and lifestyle value in the heart of Central Florida, making it an excellent option for buyers seeking quality and convenience.

Listing is courtesy of: EMPIRE NETWORK REALTY (407-440-3798)

Listing Agent: Omar Rodriguez (321-442-2001)

Remarks: Under Construction. New construction home with 1,545 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, 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: Under Construction. New construction home with 1,479 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 spacious counter height bar, 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 a tiled shower and linen closet. 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 Lakeridge Estates—your gateway to carefree lake life living on the beautiful Winter Haven Chain of Lakes! This gated community on Lake Hartridge offers peace of mind, low HOA fees, no CDD, and a lifestyle centered around comfort and convenience. This well-maintained home sits on a exterior lot with no rear neighbors, offering privacy and quiet living. Enjoy the extended driveway, fresh upgraded exterior paint, and beautifully treated and fertilized lawn the moment you arrive. Step inside to high ceilings and a triple split open floorplan that feels bright and spacious. The charming kitchen features stainless steel appliances, USB outlet convenience, and has a front bay window for natural light. The open floorplan has easy access to the screened lanai—perfect for morning coffee or evening relaxation. The home offers luxury carpet, elegant detailing, and excellent natural light throughout. The primary suite is a true retreat with double tray ceilings, his-and-her walk-in closets, dual sinks, a deep garden tub, and a large walk-in shower. Major updates bring peace of mind, including:2024 AC with iFlow system,Roof 2014, In-wall pest control system, Gutters installed, Clean freshly painted garage, Screened in lanai. Enjoy quiet, low-maintenance living in one of Winter Haven’s desirable lakefront communities. Homes here rarely become available—schedule your private showing today and experience the best of Lakeridge Estates living!

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

Listing Agent: Michelle Howard (863-944-9920)

Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Investor Opportunity – Prime Land in Growing Polk County This 1966 mobile home is a complete tear-down, offering a valuable opportunity to build new. The true value is in the land. Located in one of the fastest-growing areas in the U.S., this property is ideal for investors or builders looking to capitalize on new construction potential. New builds in the area are selling for approximately $250,000+. Key Highlights: Impact fees already paid (a savings of over $14,000 in Polk County) Public water in place Existing septic system Estimated land value: ~$60,000 Whether you're looking to build and resell or hold for future appreciation, this is a solid investment opportunity. Don’t miss your chance to secure land in a high-growth market.

Listing is courtesy of: REALTY HUB (407-900-1001)

Listing Agent: James Sparkman (352-789-3865)

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)