Winter Haven Florida Homes for Sale
Winter Haven Florida Real Estate listings are included below. The Homes for sale in Winter Haven Florida are updated every day from the Central Florida MLS. If you would like to search more specifically in Winter Haven, scroll down the page to Specialty Searches such as 55+ Homes, Pool Homes, Golf Homes, Luxury Homes, Historic Homes, No HOA Homes, and Waterfront Homes. If you have any questions about any of these Winter Haven Florida homes for sale, just click the "More Info" button on any property detail page.
Winter Haven is known for its 26 connecting lakes which are called the "Chain of Lakes". These lakes are great for boating, fishing & water skiing. It is also home to Legoland which offers a theme park & water park based around Lego themes.
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4173 Rolling Oaks Drive
Winter Haven, FL 33880
Oakwood Estates
Residential
MLS# P4938419 / Active
Check this out!! The home has new vinyl plank and new carpet in the bedrooms and a new roof in 2025. Enjoy the nice sized living room with relaxing...
Reduced -$15,000
4038 Rolling Oaks Drive
Winter Haven, FL 33880
Oakwood Estates
Residential
MLS# B4902243 / Active
Welcome to paradise, in this 2/2 with a enclosed front porch, to watch the beautiful Florida sunsets. The gated 55 plus community offers many ameni...
4063 Rolling Oaks Drive
Winter Haven, FL 33880
Oakwood Estates
Residential
MLS# P4937489 / Active
Move right into this very well maintained home. This home comes furnished with most of what you see including dishes, pots and pans, and silverware...
Reduced -$4,005
4918 Rosewood Street
Winter Haven, FL 33880
Oakwood Estates
Residential
MLS# P4938247 / Active
This home is a MUST SEE? You will find many updates in this home from the beautiful granite counters in the kitchen and new kitchen cabinets to the...
3038 Thornhill Road
Winter Haven, FL 33880
Orange Hill Sub
Residential
MLS# L4962366 / Active
Under Construction. Under construction. This new construction build sits on almost an acre (.72) and is a comfortable and cozy home with 3 bedrooms...
3036 Thornhill Road
Winter Haven, FL 33880
Orange Hill Sub
Residential
MLS# L4962365 / Active
Under Construction. This charming 4-bedroom, 2-bathroom new construction build features an open floor plan and 1,778 square feet of living space, a...
232 W Temple Circle
Winter Haven, FL 33880
Orange Hill Sub
Residential
MLS# L4957991 / Active
Spacious & Updated on a Corner Lot!Welcome home to this beautifully updated 3-bedroom, 2-bath mobile home situated on a generous .41-acre corner lo...
Reduced -$4,000
134 Lake Hazel Drive
Winter Haven, FL 33884
Orange Manor West Coop Inc
Residential
MLS# L4962192 / Active
One or more photo(s) has been virtually staged. 2-Bedroom, 2-Bathroom Mobile Home in a 55+ Community of ORANGE MANOR WEST-NO LOT RENT!-This spaciou...
188 Sweet Circle Drive
Winter Haven, FL 33884
Orange Manor West Coop Inc
Residential
MLS# G5107568 / Active
Become a share holder in this highly sought after 55+ gated community. If you are looking for the perfect retirement home, this one is for you! Loc...
Reduced -$5,500
95 Parson Drive
Winter Haven, FL 33884
Orange Manor West Coop Inc
Residential
MLS# P4935492 / Active
This 3-bedroom, 2-bath home located in the community of Orange Manor West is perfect for settling into an active community for the 55+. The home fe...
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MLS IDX data last updated on 06-08-2026 11:29 AM EST.
Specific Searches of Winter Haven Florida
55 Plus Homes For Sale Winter Haven FL
Golf Homes For Sale Winter Haven FL
Historic Homes For Sale Winter Haven FL
Luxury Homes For Sale Winter Haven FL
No HOA Homes For Sale Winter Haven FL
Pool Homes For Sale Winter Haven FL
Waterfront Homes For Sale Winter Haven FL