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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1026 Medinah Drive
Winter Haven, FL 33884
Cypresswood Villas/green
Residential
MLS# L4962495 / Active
Enjoy the Florida Country Club Lifestyle in this affordable and updated 2 bedroom 2 bath villa. Recent updates include new luxury vinyl flooring, ...
Reduced -$7,500
704 Eagle Pond Drive UNIT #704
Winter Haven, FL 33884
Eagle Pond Condo
Residential
MLS# P4938866 / Active
Don't miss this rare opportunity to own this lovely GROUND FLOOR Eagle Pond condominium in the highly sought-after gated community of Cypresswood G...
Reduced -$3,000
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
132 Longfellow Road
Winter Haven, FL 33884
Garden Grove
Residential
MLS# L4962467 / Active
Attention investors, landlords, and value-add buyers! Opportunity knocks at 132 Longfellow Rd in SE Winter Haven. This block home offers approxi...
6733 Kensington Drive
Winter Haven, FL 33881
Lake N Golf Estates
Residential
MLS# G5113718 / Active
Charming 2-Bedroom, 2-Bath Home on a Corner Lot Near Lake Henry. Welcome to this beautifully maintained 2-bedroom, 2-bathroom home, where pristin...
6643 Westchester Drive
Winter Haven, FL 33881
Lake N Golf Estates Add
Residential
MLS# L4960802 / Active
Welcome to easy Florida lake view living in this beautifully updated 2-bedroom, 2-bath home located in a friendly 55+ no pet community on the shore...
Reduced -$10,100
208 Lake Howard Drive UNIT #104
Winter Haven, FL 33880
Lake Howard Terrace
Residential
MLS# P4937862 / Active
This is a beautiful condo located in the heart of Downtown Winter Haven, FL. The sunsets over Lake Howard are unbelievably gorgeous and can be enjo...
Reduced -$4,100
345 24th Street UNIT #23
Winter Haven, FL 33880
Imperial Villas
Residential
MLS# L4960143 / Active
**PRICE IMPROVEMENT** MAINTENCE-FREE LIVING...Located right in the Heart of Winter Haven at Imperial Villas, a 55+ community. This very well mainta...
Reduced -$14,900
6114 Grand Oaks Drive
Winter Haven, FL 33884
Garden Grove Oaks
Residential
MLS# L4961323 / Active
Virtually Staged. Waterfront view home on a large lot in amenity-rich community with clubhouse, pool, shuffleboard and fishing pond. This 2 bedroom...
Reduced -$5,100
6081 Southern Oaks Drive
Winter Haven, FL 33884
Garden Grove Oaks
Residential
MLS# L4959229 / Active
Welcome to 6081 Southern Oaks Drive SE, a beautifully maintained manufactured home in the highly sought after 55+ community of Garden Grove Oaks wh...
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MLS IDX data last updated on 07-14-2026 2:00 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