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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3971 Cypress Landing
Winter Haven, FL 33884
Cypress Landing Ph 02
Residential
MLS# L4961184 / Active
Welcome to your slice of true Florida lake lifewhere every day feels like a getaway. This 3-bedroom, 2-bath home is tucked inside a waterfront comm...
6337 Botticella Boulevard
Winter Haven, FL 33884
Villa Mar
Residential
MLS# W7884986 / Active
Quick Move-in! Introducing Villa Mar in Winter Haven, Florida. Master-planned amenities including a pool with cabana that is walking distance from ...
4669 Osprey Way
Winter Haven, FL 33881
St James Xing
Residential
MLS# R4911042 / Active
This 4/2 home has a renovated interior showcasing modern upgrades throughout. The home features stunning new 36"" x 24"" porcelain tile flooring, o...
3890 Bedford Avenue
Winter Haven, FL 33884
Traditions Ph 02
Residential
MLS# L4961088 / Active
Welcome to TRADITIONS, an active 55+ gated community located in the heart of the state on Lake Ruby. From swimming laps in the olympic size pool, c...
2783 San Marco Way
Winter Haven, FL 33884
Villamar Ph 5
Residential
MLS# O6400792 / Active
Stunning BRAND NEW two story home offer 4 bedroom, three bathrooms and loft in the Villamar community. No need to wait and build as this home is mo...
Reduced -$20,000
2775 San Marco Way
Winter Haven, FL 33884
Villamar Ph 5
Residential
MLS# O6400845 / Active
Pre-Construction. To be built. Discover a home where modern comfort meets effortless style in the beautiful VillaMar community of Winter Haven. Sur...
Reduced -$12,000
323 Orange Blossom Drive UNIT #323
Winter Haven, FL 33880
Waters Edge Unit 1 Replat
Residential
MLS# P4938498 / Active
WATERFRONT! ON THE CANAL TO THE CHAIN OF LAKES!! This townhouse is low-maintenance and offers a tranquil setting right in the middle of town, great...
2747 San Marco Way
Winter Haven, FL 33884
Villamar Ph 5
Residential
MLS# O6401087 / Active
Ready for immediate move-in, the three bedroom, two bathroom home welcomes you with a perfect blend of style, comfort, and modern living. Thoughtfu...
Reduced -$10,000
305 Arbuthnot Street
Winter Haven, FL 33881
Sanctuary By the Lake Ph 2
Residential
MLS# P4938517 / Active
This approximately 1,730-square-foot home offers three bedrooms and two bathrooms in a gated community close to bike trail. The home features a cle...
Reduced -$24,999
3420 Avenue R
Winter Haven, FL 33881
Inwood
Residential
MLS# S5148239 / Active
Fully remodeled 2-bedroom, 1-bath home in the heart of Winter Haven. This move-in-ready property features a new roof, updated electrical and plumbi...
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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