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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200 Island Way
Winter Haven, FL 33884
Orchid Springs Unrecorded
Residential
MLS# P4935447 / Active
Welcome to your own slice of paradise on the private shores of Lake Lewis located in the highly sought-after gated community of Orchid Springs Esta...
Reduced -$80,000
1095 W Lake Hamilton Drive
Winter Haven, FL 33881
Hamilton Ridge
Residential
MLS# L4961524 / Active
Welcome to this exceptional 4-bedroom, 3-bath home set on over half an acre, offering a rare combination of space, privacy, and versatility, comple...
3831 Gaines Drive
Winter Haven, FL 33884
Gaines Cove
Residential
MLS# L4962328 / Active
Welcome to this immaculate dream home at 3831 Gaines Dr! This beautifully updated 3-bedroom + office home features an open floor plan with stunning...
3050 Crump Road
Winter Haven, FL 33881
Magnolia Shores
Residential
MLS# L4959091 / Active
Welcome to this exceptional lakefront property at 3050 Crump Rd in Winter Haven, offering space, versatility, and direct access to the lifestyle Ce...
Reduced -$10,000
2656 Wyndsor Oaks Way
Winter Haven, FL 33884
Wyndsor At Lake Winterset
Residential
MLS# TB8501985 / Active
Discover refined living in Wyndsor at Lake Winterset, one of Winter Havens premier gated communities. Set on a half-acre lot, this beautifully main...
7 Lake Arrowhead Drive
Winter Haven, FL 33880
Residential
MLS# P4938946 / Active
EXECUTIVE POOL HOME SITUATED ON 2.39 ACRES HORSE FARM. 4 BEDROOMS, 3 BATHS, including 2 barns. Well built and maintained barn with 4 stalls, tack r...
153 Lake Otis Road
Winter Haven, FL 33884
Lakewood
Residential
MLS# L4959536 / Active
Opportunities like this rarely come available in the gated Lakewood community. This beautifully updated lakefront pool home sits on a private one-a...
Reduced -$26,000
2954 Plantation Road
Winter Haven, FL 33884
Cypress Plantations
Residential
MLS# P4938830 / Active
PRICED BELOW RECENT APPRAISED VALUE OF $795,000 APPRAISAL AVAILABLE FOR REVIEW! (Real Matterport Tour & Videos in Virtual Tour Links) Rare opportun...
226 Ruby Lake Lane
Winter Haven, FL 33884
Ruby Lake Ph 04
Residential
MLS# P4936048 / Active
Feature highlight The home features a newly installed roof (May 2026), ensuring durability and reduced maintenance for the next owner! Welcome to t...
Reduced -$45,000
124 Pangola Drive
Winter Haven, FL 33880
Lakewood Acres
Residential
MLS# L4959175 / Active
Experience lakeside living in this custom-built home, perfectly situated on the shores of Lake Grassy. As you approach the property, you are greete...
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MLS IDX data last updated on 06-06-2026 11:37 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