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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9705 Lake Bess Road UNIT #715
Winter Haven, FL 33884
Carefree Rv Country Club
Residential
MLS# S5143953 / Active
Welcome to Carefree Country Club - one of Winter Haven't best kept secrets! Tucked away off of Cypress Gardens Boulevard, when you approach the GAT...
2500 21st Street UNIT #15
Winter Haven, FL 33881
Casa Del Sol Condo Village Ph 02
Residential
MLS# S5147117 / Active
Completely remodeled and move-in ready, this stunning 2-bedroom, 2.5-bathroom condo in Casa Del Sol Village offers modern updates and a comfortable...
Reduced -$2,000
2500 21st Street UNIT #23
Winter Haven, FL 33881
Casa Del Sol Condo Village Ph 02
Residential
MLS# L4959772 / Active
Welcome to Casa Del Sol, a desirable lakefront community on Lake Hartridge with access to the Winter Haven Chain of Lakes. This spacious 2bd/2.5 ba...
21 Casarena Court
Winter Haven, FL 33881
Casarena On Lakes
Residential
MLS# L4956453 / Active
Move in ready and located on the Winter Haven Chain of Lakes! Welcome to the gated community of Casarena on the Lakes. This well-designed and metic...
2 Casarena Court
Winter Haven, FL 33881
Casarena On Lakes
Residential
MLS# L4958770 / Active
**RECENTLY REDUCED AND PRICED TO SELL** Welcome to this spacious 3 bedroom, 3 bath townhouse located in the private, gated, lakefront community of ...
Reduced -$19,000
28 Casarena Court
Winter Haven, FL 33881
Casarena On Lakes
Residential
MLS# S5146381 / Active
Welcome to this charming two-story townhome located in the Casarena gated community in Winter Haven, offering 2 bedrooms and 2.1 bathrooms designed...
Reduced -$10,000
11 Casarena Court
Winter Haven, FL 33881
Casarena On the Lake
Residential
MLS# S5132611 / Active
Discover a rare opportunity to own this architecturally distinctive 2-bedroom, 2.5-bath residence located in the gated community of Casarena on the...
Reduced -$20,000
4 Casarena Court
Winter Haven, FL 33881
Casarena On the Lakes
Residential
MLS# P4938356 / Active
This dynamically unique home in Winter Haven offers waterfront living, with direct access to the renowned Chain of Lakes. Ideally situated on Lake ...
Reduced -$5,000
23 Casarena Court
Winter Haven, FL 33881
Casarena/lks
Residential
MLS# S5148554 / Active
One or more photo(s) has been virtually staged. Welcome to 23 Casarena Ct in Winter Haven, located in the gated lakefront community of Casarena on ...
328 Vail Drive
Winter Haven, FL 33884
Cedar Cove Ph 01
Residential
MLS# TB8511866 / Active
Located in the desirable Cedar Cove community of SE Winter Haven, this beautifully maintained 3-bedroom, 2-bath home offers convenience, comfort, a...
Reduced -$10,000
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MLS IDX data last updated on 06-06-2026 2:00 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