David Shippey
863.521.4517

Swimming Pool Homes for Sale in Winter Haven FL


Winter Haven FL Real Estate with Swimming Pool listings are included below. These homes for sale in Winter Haven Florida with Swimming Pools are updated every day from our local MLS. If you would like to schedule a showing or have any questions about any of these Winter Haven FL pool homes for sale, please call 863-521-4517 or just click the "Schedule a Showing" or "Request More Info" button on any property detail pages.

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Displaying results 31-40 of 97
35 Photos 111 Beverly Drive Winter Haven, FL 33884

111 Beverly Drive
Winter Haven, FL 33884
Eloise Woods Lake Roy Unit
Residential

MLS# L4953434 / Active
4 Beds, 2.00 Total Baths, 2 Full Bath, 1977 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Eloise Woods Lake Roy Unit

Perfect 4 Bed / 2 Bath Pool Home for entertaining! Dont miss this beautifully maintained 4-bedroom, 2-bath split-plan home featuring the sought-aft... 

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$379,900
Reduced -$20,000
Provided courtesy of REMAX EXPERTS
47 Photos 114 Belmont Drive Winter Haven, FL 33884

114 Belmont Drive
Winter Haven, FL 33884
Montego Place
Residential

MLS# P4935006 / Active
4 Beds, 2.00 Total Baths, 2 Full Bath, 2069 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Montego Place

Welcome to this spacious and beautifully designed pool home, perfect for entertaining and family living! As you step through the front door, youre ... 

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$425,000
Reduced -$10,000
Provided courtesy of STACEY TOWNS REALTY LLC
49 Photos 413 Ruby Lake Place Winter Haven, FL 33884

413 Ruby Lake Place
Winter Haven, FL 33884
Ruby Lake Ph 4
Residential

MLS# P4934997 / Active
4 Beds, 2.00 Total Baths, 2 Full Bath, 2172 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Ruby Lake Ph 4

Welcome to this beautifully maintained pool home offering comfort, space, and style in a prime location! As you enter the walkway, youll be greeted... 

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$514,000
Reduced -$1,000
Provided courtesy of STACEY TOWNS REALTY LLC
59 Photos 5671 Cypress Gardens Road Winter Haven, FL 33884

5671 Cypress Gardens Road
Winter Haven, FL 33884
N/a
Residential

MLS# O6312804 / Active
6 Beds, 6.00 Total Baths, 4 Full Bath, 2 Half Bath, 4335 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: N/a

Experience luxurious lakefront living with unmatched privacy and modern upgrades at 5671 Cypress Gardens Road in Winter Haven, FL. Situated on 4.53... 

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$900,000
Reduced -$50,000
Provided courtesy of EXP REALTY LLC
37 Photos 961 Oleander Drive Winter Haven, FL 33880

961 Oleander Drive
Winter Haven, FL 33880
Cooper Estates
Residential

MLS# P4934912 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 2030 Sqft
Area: 33880 - Winter Haven/eloise/jpv/wahnetta, Subdivision: Cooper Estates

The property you are inquiring about is located in Winter Haven, FL, in the In-town SE area of Polk County. This is a super convenient location. Th... 

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$325,000
Provided courtesy of BROKERS REALTY OF CENTRAL FLOR
27 Photos 3333 Costello Circle Winter Haven, FL 33884

3333 Costello Circle
Winter Haven, FL 33884
Villamar Ph 5
Residential

MLS# TB8387999 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 1516 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Villamar Ph 5

Experience Florida living at its finest in this beautifully designed home, perfectly situated on a premium lot with breathtaking views of not one, ... 

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$350,000
Provided courtesy of MARK SPAIN REAL ESTATE
36 Photos 728 Waterbridge Drive Winter Haven, FL 33880

728 Waterbridge Drive
Winter Haven, FL 33880
Whisper Lake 03
Residential

MLS# TB8386118 / Active
3 Beds, 3.00 Total Baths, 2 Full Bath, 1 Half Bath, 1320 Sqft
Area: 33880 - Winter Haven/eloise/jpv/wahnetta, Subdivision: Whisper Lake 03

This house comes with a REDUCED RATE as low as 5.99% (APR 6.233%) as of 06/12/2025 through List & Lock. This is a seller paid rate-buydown that red... 

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$259,999
Provided courtesy of LIVE FLORIDA REALTY
31 Photos 560 Saint Andrews Road Winter Haven, FL 33884

560 Saint Andrews Road
Winter Haven, FL 33884
Cypresswood
Residential

MLS# P4934871 / Active
2 Beds, 2.00 Total Baths, 2 Full Bath, 1922 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Cypresswood

Immaculate POOL HOME in CYPRESSWOOD - Fully Renovated & Located in a gated golf community!!!Welcome to your dream home in the highly desirable Cypr... 

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$327,000
Reduced -$12,500
Provided courtesy of BETTER HOMES AND GARDENS REAL ESTATE LIFESTYLES REALTY
62 Photos 1 Brogden Court Winter Haven, FL 33880

1 Brogden Court
Winter Haven, FL 33880
Brogden Point Rep
Residential

MLS# L4952907 / Active
4 Beds, 3.00 Total Baths, 3 Full Bath, 3020 Sqft
Area: 33880 - Winter Haven/eloise/jpv/wahnetta, Subdivision: Brogden Point Rep

Custom-Built by Hulbert Homes! Known for their exceptional quality and craftsmanship, Hulbert Homes delivers again with this thoughtfully designed ... 

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$849,900
Reduced -$25,100
Provided courtesy of EXP REALTY LLC
54 Photos 16 Golfview Circle Winter Haven, FL 33881

16 Golfview Circle
Winter Haven, FL 33881
North Lake Elbert Heights
Residential

MLS# L4952893 / Active
4 Beds, 4.00 Total Baths, 4 Full Bath, 3586 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: North Lake Elbert Heights

Large and lovely mid-century pool home in the heart of Winter Haven/North Lake Elbert Heights, near Polk State College, Lake Elbert, the Diamondple... 

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$444,900
Reduced -$10,100
Provided courtesy of BHHS FLORIDA PROPERTIES GROUP

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The pool homes above are brought to you by David Shippey REALTOR®.


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