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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2935 Plantation Road
Winter Haven, FL 33884
Cypresswood Plantation
Residential
MLS# L4959891 / Active
Located in the highly sought-after gated golf community of Cypresswood in Winter Haven, this beautiful 4-bedroom, 3-bathroom home offers over 2,800...
Reduced -$10,000
1801 Sandhill Lane
Winter Haven, FL 33884
Sand Hill Lane
Residential
MLS# P4939122 / Active
If you`re looking for a spacious, open-floor plan home with a lot of natural light, then look no further! This 4BR/3BA pool home located in the des...
6261 Pinehurst Loop
Winter Haven, FL 33884
Lake Ashton West Ph II North
Residential
MLS# L4959857 / Active
Experience the best of Florida resort-style living in this exceptional Ashton floor plan located in the sought-after Lake Ashton Golf Club Communit...
Reduced -$5,000
5268 Pebble Beach Boulevard
Winter Haven, FL 33884
Lake Ashton West Ph 01
Residential
MLS# L4960893 / Active
DON""T SCROLL PAST THIS BEAUTIFUL DESIGNER HOME in the PREMIER Active 55+ Community in LAKE ASHTON. You will LOVE THE EXPANSIVE WATER VIEW OVER THE...
2964 Plantation Road
Winter Haven, FL 33884
Cypresswood Plantations
Residential
MLS# O6352519 / Active
Welcome to this refined sanctuary where timeless elegance meets Floridas tranquil landscape. On a premium golf-adjacent lot within the guarded, gat...
Reduced -$20,000
23 Oakwood Rd
Winter Haven, FL 33880
N/a
Residential
MLS# L4961490 / Active
Private Gated 2.38-Acre Estate with No HOA in Winter Haven - Room for RVs, Boats & More! Escape the ordinary and enjoy the privacy, space, and fre...
1413 Hidden Creek Lane
Winter Haven, FL 33880
Grey Fox Hollow Ph Three
Residential
MLS# L4961757 / Active
Welcome to 1413 Hidden Creek Lane—a beautifully maintained 4-bedroom, 2.5-bath residence with a spacious loft, perfectly situated on an expansive ....
Reduced -$5,000
1185 Sandpiper Loop
Winter Haven, FL 33881
Chestnut Creek
Residential
MLS# L4963274 / Active
If you`ve been waiting for the one home that truly stands above everything else in its price range, your search ends here. Better than new and exte...
725 Heritage Drive
Winter Haven, FL 33881
Hamilton Pointe
Residential
MLS# L4961718 / Active
Virtually Staged. Located in the desirable Hamilton Pointe community, this beautifully maintained 4-bedroom, 2.5-bath pool home offers 3,114 square...
1213 Michelangelo Lane
Winter Haven, FL 33884
Estates/lk Florence
Residential
MLS# O6408212 / Active
*** No CDD Fees *** • Low HOA • *Lower Taxes • Luxury Heated Pool • Resort-style backyard • Oversized homesite • Two primary suites and large kitch...
Reduced -$500
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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