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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900 Lake Jessie Drive
Winter Haven, FL 33881
East View Pkwy
Residential
MLS# S5146723 / Active
One or more photo(s) has been virtually staged. Welcome to a place where everyday life feels like a getaway. Set along the peaceful shores of Lake ...
355 Ruby Lake Loop
Winter Haven, FL 33884
Ruby Lake Sub Ph II
Residential
MLS# K4903491 / Active
WONDERFUL POOL HOME IN GATED COMMUNITY Located in Ruby Lake subdivision, this spacious home boasts appealing architectural enhancements with high c...
1018 Brimstone Circle
Winter Haven, FL 33884
Harmony/lk Eloise Ph 1
Residential
MLS# P4938672 / Active
Like-New Casa Fresca Home with a VA Assumable Rate @ 4.99%! This Jazmin Floorplan in Harmony on Lake Eloise is a must-see! Built in 2025, this stun...
305 Hernando Road
Winter Haven, FL 33884
Valenciawood Hills
Residential
MLS# P4937701 / Active
Listing price reduced!!! Enjoy the quaint living in this deed restricted community! Step into this stunning home through a spacious, light-filled f...
Reduced -$6,000
335 Ruby Lake Loop
Winter Haven, FL 33884
Ruby Lake Ph 02
Residential
MLS# L4962358 / Active
Located in one of SE Winter Haven's most desirable gated communities, this meticulously maintained 4-bedroom, 3-bath pool home offers the perfect b...
1061 Sandpiper Loop
Winter Haven, FL 33881
Chestnut Crk
Residential
MLS# O6412012 / Active
Fall in love with this stunning 5-bedroom, 3-bath home with a 3-car garage, perfectly situated on one of the largest lots in the neighborhood. Comb...
1517 Axel Circle
Winter Haven, FL 33880
Pinnacle Point
Residential
MLS# P4938741 / Active
Winter Haven home near Chain of Lakes featuring 5 bedrooms, 3 bathrooms, and 2 flexible bonus rooms offering exceptional convenience and a lifestyl...
1491 Axel Circle
Winter Haven, FL 33880
Pinnacle Point
Residential
MLS# P4937768 / Active
Winter Haven near the scenic Chain of Lakes, this 5 Bedroom 3 Bathroom home with two Flex Rooms is move in ready and close to everything loved like...
Reduced -$10,900
184 Lake Otis Road
Winter Haven, FL 33884
Lakewood Tr 173
Residential
MLS# L4960608 / Active
Located in the highly sought-after gated community of Lakewood, this beautifully maintained home offers 4 bedrooms and 3.5 bathrooms, set on a lush...
Reduced -$10,999
154 2nd Street UNIT Unit 7
Winter Haven, FL 33880
Raingarden
Residential
MLS# L4961765 / Active
Discover your dream residence at RainGarden Condominiums in Downtown Winter Haven! Designed by renowned architect Max Strang, this stunning townhou...
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MLS IDX data last updated on 06-07-2026 8:01 PM 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