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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1966 White Hawk Way
Winter Haven, FL 33881
Buckeye Trace
Residential
MLS# TB8521417 / Active
Beautifully remodeled 4-bedroom, 2-bathroom home located in a gated Winter Haven community. Situated on a cul-de-sac, this home offers 1,862 square...
1015 Carefree Cove Drive
Winter Haven, FL 33881
Carefree Cove
Residential
MLS# L4960484 / Active
Short Sale. Bank approved price! Welcome to this beautifully updated 4-bedroom, 1.5-bath single-family home located in Winter Haven with NO HOA! Th...
Increase +$30,100
108 Edgewater Drive
Winter Haven, FL 33881
Carefree Cove
Residential
MLS# O6418683 / Active
Seller to pay all Closing costs for Potential buyer.. Welcome to 108 Edgewater Drive, a beautifully refreshed single-story stucco home offering ...
1151 Carefree Cove Drive
Winter Haven, FL 33881
Carefree Cove
Residential
MLS# TB8450979 / Active
Looking for a peaceful lakefront pool home or well appointed AibBnB property? This beautiful 3-bedroom, 2-bath home sits on Lake Connie in Winter H...
Reduced -$10,000
1100 Carefree Cove Drive
Winter Haven, FL 33881
Carefree Cove
Residential
MLS# O6407265 / Active
Come see 1100 Carefree Cove Dr, recently improved with a new roof, fresh exterior paint, and fresh interior paint, presenting a comprehensively ref...
Reduced -$6,000
9705 Lake Bess Road UNIT #715
Winter Haven, FL 33884
Carefree Rv Country Club
Residential
MLS# S5143953 / Active
Welcome to Carefree Country Club - one of Winter Haven't best kept secrets! Tucked away off of Cypress Gardens Boulevard, when you approach the GAT...
2500 21st Street UNIT #23
Winter Haven, FL 33881
Casa Del Sol Condo Village Ph 02
Residential
MLS# L4959772 / Active
Welcome to Casa Del Sol, a desirable lakefront community on Lake Hartridge with access to the Winter Haven Chain of Lakes. This spacious 2bd/2.5 ba...
2500 21st Street UNIT #15
Winter Haven, FL 33881
Casa Del Sol Condo Village Ph 02
Residential
MLS# S5147117 / Active
Completely remodeled and move-in ready, this stunning 2-bedroom, 2.5-bathroom condo in Casa Del Sol Village offers modern updates and a comfortable...
Reduced -$2,000
2500 21st Street UNIT #22
Winter Haven, FL 33881
Casa Del Sol Condo Village Ph 02
Residential
MLS# L4962615 / Active
Welcome to easy Florida living at this beautifully updated 2-bedroom, 2.5-bath townhome with a rare 2 CAR GARAGE in the desirable Casa Del Sol comm...
Increase +$90
28 Casarena Court
Winter Haven, FL 33881
Casarena On Lakes
Residential
MLS# S5146381 / Active
Welcome to this charming two-story townhome located in the Casarena gated community in Winter Haven, offering 2 bedrooms and 2.1 bathrooms designed...
Reduced -$10,000
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MLS IDX data last updated on 07-13-2026 7:53 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