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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3208 Timberline Road
Winter Haven, FL 33880
Timber Wood
Residential
MLS# S5125258 / Active
MOVE-IN READY & COMPLETELY REMODELED!This stunning home features a bright, open layout with modern shiplap accents, skylights, and a cozy fireplace...
2121 Greenway Drive
Winter Haven, FL 33881
Town Acres 25
Residential
MLS# O6416319 / Active
Updated 3/2 home with new flooring, driveway, windows and siding.
2330 SE Royal Isle
Winter Haven, FL 33880
Townhouses At Park Lake
Residential
MLS# O6402947 / Active
Beautifully updated 2 bed, 2 1/2 bath townhome in the desirable Park Lake Community. Enjoy a modern kitchen (2023) plus a new A/C, renovated master...
Reduced -$5,000
2925 Dayton Drive
Winter Haven, FL 33884
Traditions Ph 01
Residential
MLS# P4937324 / Active
Discover the charm of this delightful 3-bedroom, 2-bath home located in the maintenance-free, 55+ gated community of Traditions at Lake Ruby. Thoug...
Reduced -$15,400
4020 Carteret Drive
Winter Haven, FL 33884
Traditions Ph 01
Residential
MLS# O6389154 / Active
Seller is willing to offer funds towards Buyer`s Closing Costs. Welcome to 4020 Carteret Dr in Winter Haven, a beautifully updated 4-bedroom, 3-bat...
Reduced -$14,000
4130 Bedford Avenue
Winter Haven, FL 33884
Traditions Ph 01
Residential
MLS# L4962090 / Active
WELCOME TO CAREFREE LIVING WITH THIS WELL-MAINTAINED RESIDENCE WITHIN THE DESIRABLE 55+ GATED, LAKEFRONT COMMUNITY AT ""TRADITIONS OF RUBY LAKE"". ...
4019 Carteret Drive
Winter Haven, FL 33884
Traditions Ph 01
Residential
MLS# S5145776 / Active
Welcome to this beautifully maintained residence located in the lakefront community of Traditions, one of Winter Haven’s premier 55+ gated communit...
Reduced -$2,500
3614 Plymouth Drive
Winter Haven, FL 33884
Traditions Ph 01
Residential
MLS# TB8522011 / Active
Perfectly situated on a premium pond-front homesite in the sought-after 55+ gated community of Traditions at Lake Ruby, this beautifully maintained...
3440 Grenville Drive
Winter Haven, FL 33884
Traditions Ph 01
Residential
MLS# O6401312 / Active
Wake up to peaceful water views in this beautifully maintained villa in Winter Haven. This move in ready home features a bright open floor plan wit...
Reduced -$10,100
2733 Attwater Loop
Winter Haven, FL 33884
Traditions Ph 02
Residential
MLS# P4937444 / Active
This meticulously maintained 3-bedroom, 3-bath home showcases eco-smart features and true pride of ownership, all within the sought-after 55+ gated...
Reduced -$2,196
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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