David Shippey
863.521.4517

Winter Haven FL Homes for Sale

Winter Haven FL Real Estate listings are included below. These homes for sale in Winter Haven Florida are updated every day from the Central Florida MLS. If you have any questions about any of these Winter Haven Florida homes for sale, just click the "Request More Information" button on any property detail page. We'd love to answer any questions you have, and can provide the past sales history, tax information, and comparable sales for any listing. Let our team of professionals work for you!

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Displaying results 1-10 of 914
65 Photos 180 Brigham Road Winter Haven, FL 33881

180 Brigham Road
Winter Haven, FL 33881
Hartridge Harbor Addition
Residential

MLS# O6293503 / Active
4 Beds, 4.00 Total Baths, 4 Full Bath, 3659 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Hartridge Harbor Addition

Click on the virtual tour link for a tour of the property. No HOA and conveniently between Tampa and Orlando, and away from the risks of hurricanes... 

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$3,645,000
Provided courtesy of PREMIER SOTHEBY'S INTL. REALTY
100 Photos 3826 Gaines Court Winter Haven, FL 33884

3826 Gaines Court
Winter Haven, FL 33884
Gaines Cove
Residential

MLS# P4934458 / Active
6 Beds, 6.00 Total Baths, 5 Full Bath, 1 Half Bath, 5400 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Gaines Cove

Amazing Winter Haven Executive Home on 1.86 Acres with Lake Eloise Frontage! Welcome to this elegant two-story home nestled on nearly 2 acres in a ... 

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$2,850,000
Provided courtesy of NEW HOME ADVANTAGE LLC
32 Photos 950 N Lake Otis Drive Winter Haven, FL 33880

950 N Lake Otis Drive
Winter Haven, FL 33880
El Otis Park Sub
Residential

MLS# O6290963 / Active
4 Beds, 5.00 Total Baths, 4 Full Bath, 1 Half Bath, 5178 Sqft
Area: 33880 - Winter Haven/eloise/jpv/wahnetta, Subdivision: El Otis Park Sub

A rare opportunity to own a true architectural masterpiece by renowned Sarasota School of Architecture co-founder, Gene Leedy. Designed, especially... 

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$1,850,000
Provided courtesy of CENTURY 21 INTEGRA
100 Photos 3312 Eagles Trace Winter Haven, FL 33884

3312 Eagles Trace
Winter Haven, FL 33884
Heron Cay
Residential

MLS# P4933632 / Active
4 Beds, 6.00 Total Baths, 5 Full Bath, 1 Half Bath, 5604 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Heron Cay

Experience unparalleled waterfront living in the exclusive, gated community of Heron Cay with this stunning 4-bedroom, 5.5-bath Chain of Lakes esta... 

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$1,849,999
Reduced -$50,000
Provided courtesy of KELLER WILLIAMS REALTY SMART 1
100 Photos 3001 Crystal Beach Road Winter Haven, FL 33880

3001 Crystal Beach Road
Winter Haven, FL 33880
Bingham John A Jr Sub
Residential

MLS# P4933259 / Active
8 Beds, 7.00 Total Baths, 7 Full Bath, 7810 Sqft
Area: 33880 - Winter Haven/eloise/jpv/wahnetta, Subdivision: Bingham John A Jr Sub

Welcome to your dream home at 3001 Crystal Beach Road in Winter Haven, FLa masterpiece of luxury and sophistication. This breathtaking 8-bedroom, 7... 

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$1,800,000
Provided courtesy of KELLER WILLIAMS REALTY SMART 1
48 Photos 1957 Rifle Range Road Winter Haven, FL 33880

1957 Rifle Range Road
Winter Haven, FL 33880
Wahneta Farms
Residential

MLS# P4932639 / Active
8 Beds, 6.00 Total Baths, 6 Full Bath, 5194 Sqft
Area: 33880 - Winter Haven/eloise/jpv/wahnetta, Subdivision: Wahneta Farms

One or more photo(s) has been virtually staged. Nestled on 14 acres of serene land, this expansive property offers a rare combination of space, pri... 

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$1,650,000
Provided courtesy of KELLER WILLIAMS REALTY SMART 1
67 Photos 3640 Crump Road Winter Haven, FL 33881

3640 Crump Road
Winter Haven, FL 33881
Magnolia Shores
Residential

MLS# O6294614 / Active
4 Beds, 3.00 Total Baths, 3 Full Bath, 3309 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Magnolia Shores

LAKEFRONT PARADISE WITH RESORT-STYLE AMENITIES! Nestled on Lake Hamilton with NO HOA, this 4-bed, 3-bath home on 1.23 acres offers the ultimate lak... 

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$1,399,000
Provided courtesy of REGENCY REAL ESTATE LLC
48 Photos 1441 S Lake Roy Drive Winter Haven, FL 33884

1441 S Lake Roy Drive
Winter Haven, FL 33884
South Roy Shores
Residential

MLS# P4931110 / Active
5 Beds, 5.00 Total Baths, 4 Full Bath, 1 Half Bath, 4513 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: South Roy Shores

CHAIN OF LAKES!!! POOL!!! 5 BEDROOMS AND 4.5 BATHROOMS!!! This is the listing you have been waiting for - look no further. This incredible residenc... 

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$1,350,000
Provided courtesy of THE K TEAM REAL ESTATE SERVICES LLC
63 Photos 2682 Wyndsor Oaks Place Winter Haven, FL 33884

2682 Wyndsor Oaks Place
Winter Haven, FL 33884
Wyndsor At Lake Winterset
Residential

MLS# O6275048 / Active
4 Beds, 4.00 Total Baths, 4 Full Bath, 4070 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Wyndsor At Lake Winterset

With a new roof from 2023, this home offers its own private, covered, newly updated boathouse with a boat lift providing direct water access via pr... 

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$1,299,000
Provided courtesy of EXP REALTY LLC
81 Photos 121 E Lake Summit Drive Winter Haven, FL 33884

121 E Lake Summit Drive
Winter Haven, FL 33884
Eloise Woods
Residential

MLS# P4931785 / Active
5 Beds, 4.00 Total Baths, 4 Full Bath, 4591 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Eloise Woods

Step into a world of lakeside luxury with this majestic red-brick residence, where modern updates meet timeless elegance. Enter through the brick-p... 

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$1,195,000
Reduced -$55,000
Provided courtesy of KELLER WILLIAMS REALTY SMART 1

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The Winter Haven Florida Real Estate listings included above are brought to you by David Shippey. 863-521-4517

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