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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129 Lake Otis Road
Winter Haven, FL 33884
Lakewood
Residential
MLS# L4958266 / Active
Short Sale. This charming home is a diamond in the rough, waiting for the right owner to unlock its full potential. Located in a sought-after neigh...
Reduced -$75,000
2849 Cathy Boulevard
Winter Haven, FL 33880
Sutton Preserve
Residential
MLS# S5146156 / Active
Welcome to 2849 Cathy Blvd, Winter Haven, FL 33880a beautifully designed ranch-style home offering an airy, open-concept layout centered around a s...
319 Niblick Circle
Winter Haven, FL 33881
Gates Lake Region
Residential
MLS# O6388012 / Active
Lovely 2 bedroom and 2 bathroom home located in a private gated community of just over 100 homes in Winter Haven, FL. Situated between Tampa and Or...
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
731 Canberra Road
Winter Haven, FL 33884
Cypresswood Patio Homes
Residential
MLS# L4957294 / Active
Just REDUCED!! Welcome to this beautifully maintained 3-bedroom, 2-bath home located in the highly sought-after Cypresswood golf community in Winte...
Reduced -$10,000
516 Reggie Road
Winter Haven, FL 33884
Peace Crk Reserve
Residential
MLS# S5153560 / Active
Built in 2024, this single-story home in Peace Creek Reserve offers the Freedom floor plan with a dedicated office and a private Next Gen suite — i...
5264 Green Drive
Winter Haven, FL 33884
Lake Ashton West Ph 01
Residential
MLS# P4937885 / Active
5264 Green Drive Winter Haven, Florida is a 3 Bedroom/2 Bath Provence floor plan located in Lake Ashton, a gated and guarded Florida 55+ community ...
Reduced -$10,000
718 Eagle Landing Boulevard
Winter Haven, FL 33880
Eagle Landing Phase II
Residential
MLS# O6363455 / Active
One or more photo(s) has been virtually staged. Welcome to 718 Eagle Landing Blvd, a home that instantly feels peaceful, private, and easy to love....
Reduced -$2,000
5323 Mickey Avenue
Winter Haven, FL 33884
Seasons At Annabelle Estates
Residential
MLS# S5132794 / Active
Discover this must-see Tarragon home. Included features: an inviting covered entry; an expansive great room; a quiet study; a well-appointed kitche...
Reduced -$10,000
304 Meredith Boulevard
Winter Haven, FL 33881
Willowbrook North
Residential
MLS# G5113847 / Active
Virtually Staged. Under Construction. Welcome to this stunning Poinciana floorplan, located in the highly sought-after community of Willowbrook nea...
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MLS IDX data last updated on 07-15-2026 8:51 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