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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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
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
328 Vail Drive
Winter Haven, FL 33884
Cedar Cove Ph 01
Residential
MLS# TB8511866 / Active
Tucked away on a low-traffic cul-de-sac in Cedar Cove, this well-maintained home offers something increasingly difficult to find in today’s market:...
Reduced -$5,000
340 Vail Drive
Winter Haven, FL 33884
Cedar Cove Ph 01
Residential
MLS# S5142678 / Active
One or more photo(s) has been virtually staged. Beautifully updated home tucked away on a quiet cul-de-sac in the well-established Cedar Cove commu...
352 Vail Drive
Winter Haven, FL 33884
Cedar Cove Ph 02
Residential
MLS# L4962337 / Active
Move-in ready and priced to sell! Located in a quiet, neighborhood with a low HOA of just $200 annually, this beautifully updated 3-bedroom, 2-bath...
Reduced -$9,900
1097 Sandpiper Loop
Winter Haven, FL 33881
Chestnut Creek
Residential
MLS# L4959736 / Active
Welcome to 1097 Sandpiper Loop, a beautifully maintained home situated in an intimate community of fewer than 90 residences. Conveniently positione...
Reduced -$10,000
1185 Sandpiper Loop
Winter Haven, FL 33881
Chestnut Creek
Residential
MLS# L4963274 / Active
If you`ve been waiting for the one home that truly stands above everything else in its price range, your search ends here. Better than new and exte...
111 Sunset Drive
Winter Haven, FL 33881
Chris Brown Cemetery Replat
Residential
MLS# P4937961 / Active
PRICE ADJUSTMENT***Don`t Miss This Opportunity! This home offers amazing potential and features 4 bedrooms and 1 full bath, making it ideal for hom...
Reduced -$15,000
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MLS IDX data last updated on 07-14-2026 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