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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Displaying results 381-390 of 754
61 Photos 4321 Cherrywood Street Winter Haven, FL 33880

4321 Cherrywood Street
Winter Haven, FL 33880
Oakwood Estates
Residential

MLS# P4931788 / Active
2 Beds, 2.00 Total Baths, 2 Full Bath, 1488 Sqft
Area: 33880 - Winter Haven/eloise/jpv/wahnetta, Subdivision: Oakwood Estates

Walk right into this open and spacious home. The kitchen is perfect for entertaining with newer cabinets and cooktop. The cathedral ceilings in the... 

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$108,000
Reduced -$10,000
Provided courtesy of COLDWELL BANKER REALTY
38 Photos 126 Bermuda Court Winter Haven, FL 33880

126 Bermuda Court
Winter Haven, FL 33880
Lakewood Acres
Residential

MLS# P4932418 / Active
4 Beds, 2.00 Total Baths, 2 Full Bath, 2052 Sqft
Area: 33880 - Winter Haven/eloise/jpv/wahnetta, Subdivision: Lakewood Acres

The property you are inquiring about is located in Winter Haven, FL in the Emerald Acres/Grassy/Lake Estates area of Polk County. This beautiful la... 

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$325,000
Reduced -$25,000
Provided courtesy of BROKERS REALTY OF CENTRAL FLOR
58 Photos 4908 Rosewood Street Winter Haven, FL 33880

4908 Rosewood Street
Winter Haven, FL 33880
Oakwood Estates
Residential

MLS# P4932743 / Active
2 Beds, 2.00 Total Baths, 2 Full Bath, 1056 Sqft
Area: 33880 - Winter Haven/eloise/jpv/wahnetta, Subdivision: Oakwood Estates

Check out this wonderfully maintained home located in Oakwood Estates, a 55+ community. The HVAC has just been replaced and the roof is 3 years old... 

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$108,000
Reduced -$10,000
Provided courtesy of COLDWELL BANKER REALTY
44 Photos 1561 Vienna Square Drive Winter Haven, FL 33884

1561 Vienna Square Drive
Winter Haven, FL 33884
Vienna Square Ph 2a
Residential

MLS# P4932767 / Active
2 Beds, 2.00 Total Baths, 2 Full Bath, 1231 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Vienna Square Ph 2a

R E D U C E D ... YOU'LL LOVE THIS MAINTENANCE FREE LIFESTYLE IN DESIREABLE VIENNA SQUARE , LOCATED IN WINTER HAVEN. THIS VILLA IS MOVE IN READY. T... 

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$225,000
Reduced -$2,000
Provided courtesy of FLORIDA HOME CHOICE REALTY
51 Photos 6308 Bayberry Boulevard Winter Haven, FL 33881

6308 Bayberry Boulevard
Winter Haven, FL 33881
Brookhaven Village
Residential

MLS# P4933148 / Active
2 Beds, 2.00 Total Baths, 2 Full Bath, 1152 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Brookhaven Village

LOW-COST YEAR AROUND LIVING! VERY WELL MAINTAINED! Fully Furnished everything stays! Pet Friendly lot. Gorgeous updating, Very Clean & Move-In read... 

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$155,700
Reduced -$4,000
Provided courtesy of COLDWELL BANKER REALTY
24 Photos 508 Lakeside Ranch Way Winter Haven, FL 33881

508 Lakeside Ranch Way
Winter Haven, FL 33881
Lakeside Ranch For Mobile Homes
Residential

MLS# P4933855 / Active
2 Beds, 2.00 Total Baths, 2 Full Bath, 1128 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Lakeside Ranch For Mobile Homes

ENJOY THIS WELL KEPT FURNISHED MANUFACTURED HOME IN GATED 55 AND OVER COMMUNITY. THIS PROPERTY IS IN A CO-OP. OUTSIDE OF HOME RECENTLY PAINTED 2026... 

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$79,000
Reduced -$9,000
Provided courtesy of CENTURY 21 MYERS REALTY
27 Photos 1703 Linz Court Winter Haven, FL 33884

1703 Linz Court
Winter Haven, FL 33884
Vienna Square Phase 3a
Residential

MLS# P4933885 / Active
2 Beds, 2.00 Total Baths, 2 Full Bath, 1164 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Vienna Square Phase 3a

NEW CONSTRUCTION! This brand-new single-story, two bedroom, two bath Villa is located in Vienna Square, a 55+ gated community in Winter Haven. Live... 

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$259,000
Provided courtesy of DGCF REALTY ADVISORS LLC
46 Photos 683 Broadmoor Circle UNIT #683 Winter Haven, FL 33884

683 Broadmoor Circle UNIT #683
Winter Haven, FL 33884
Cypresswood
Residential

MLS# P4933896 / Active
2 Beds, 2.00 Total Baths, 2 Full Bath, 1139 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Cypresswood

NEW, NEW, NEW...this villa has recently been renovated. New HVAC system, new kitchen cabinets, new appliances, new flooring, and even new drywall. ... 

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$198,000
Reduced -$17,000
Provided courtesy of BHHS FLORIDA PROPERTIES GROUP
37 Photos 4099 Island Lakes Drive Winter Haven, FL 33881

4099 Island Lakes Drive
Winter Haven, FL 33881
Island Lakes
Residential

MLS# P4934266 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 1603 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Island Lakes

One or more photo(s) has been virtually staged. NEW ROOF 2/9/2026 + $5K PRICE IMPROVEMENT on 5/26!Now offered at another improved price, this water... 

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$389,000
Reduced -$5,000
Provided courtesy of KELLER WILLIAMS REALTY SMART 1
70 Photos 6107 Grand Oaks Drive Winter Haven, FL 33884

6107 Grand Oaks Drive
Winter Haven, FL 33884
Garden Grove Oaks
Residential

MLS# P4934363 / Active
2 Beds, 2.00 Total Baths, 2 Full Bath, 1340 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Garden Grove Oaks

ANOTHER PRICE REDUCTION! OWNER IS VERY MOTIVATED! Welcome to 6107 Grand Oaks Drive on one of the most beautiful locations in Garden Grove Oaks, an ... 

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$184,900
Reduced -$4,100
Provided courtesy of COLDWELL BANKER REALTY

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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