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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241 Grove Branch Road
Winter Haven, FL 33880
Squires Grove
Residential
MLS# L4956146 / Active
Charming 3-Bedroom, 2-Bathroom Home - Move-In Ready! Welcome to this well- maintained, single-family home, located in the desirable Squires Grove s...
Reduced -$5,000
2390 29th Street
Winter Haven, FL 33881
Biltmore Shores
Residential
MLS# TB8527635 / Active
Well-maintained 4-bedroom, 2-bath home located in the desirable Winter Haven area. This inviting residence features a bright and open floor plan wi...
1740 2nd Street
Winter Haven, FL 33881
Maud Meadows
Residential
MLS# L4956531 / Active
Price reduced to $235,000. This newer construction 3-bedroom, 2-bath home offers a compelling opportunity for buyers looking for location, layout f...
Reduced -$5,000
3129 Avenue W
Winter Haven, FL 33881
Inwood
Residential
MLS# O6420432 / Active
Virtually Staged. 3129 Avenue W NW is a residence with a functional layout and modern finishes throughout. Clean interior finishes and updated floo...
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
2953 Whispering Trails Drive
Winter Haven, FL 33884
Whispering Trails Ph 02
Residential
MLS# O6407939 / Active
Come see 2953 Whispering Trails Dr, a residence showcasing recent fresh interior paint and fresh exterior paint for a clean, cohesive appearance. T...
Reduced -$10,000
1680 32nd Street
Winter Haven, FL 33881
Inwood
Residential
MLS# O6416312 / Active
Virtually Staged. Don't miss this charming 1-story home featuring 3 bedrooms, 1 bathroom, and a 1-car carport. The functional floor plan offers com...
Reduced -$10,000
14 Enclave Drive
Winter Haven, FL 33884
Cypresswood Enclave Ph 01
Residential
MLS# P4935733 / Active
This meticulously maintained and professionally updated 2 bedroom 2 bath villa is located in the sought after ""Enclave"" neighborhood in Cypresswo...
Reduced -$10,000
3440 Grenville Drive
Winter Haven, FL 33884
Traditions Ph 01
Residential
MLS# O6401312 / Active
Wake up to peaceful water views in this beautifully maintained villa in Winter Haven. This move in ready home features a bright open floor plan wit...
Reduced -$10,100
1561 Vienna Square Drive
Winter Haven, FL 33884
Vienna Square Ph 2a
Residential
MLS# P4932767 / Active
YOU`LL LOVE THIS MAINTENANCE FREE LIFESTYLE IN DESIREABLE VIENNA SQUARE , LOCATED IN WINTER HAVEN. THIS VILLA IS MOVE IN READY. THIS 2BR-2BA VILLA ...
Increase +$4,500
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MLS IDX data last updated on 07-14-2026 9:30 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