Pool Homes for Sale Winter Haven FL


Winter Haven FL Real Estate with Pool listings are included below. These homes for sale in Winter Haven Florida with 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 Tour" or "More Info" button on any property detail pages.

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Displaying results 11-20 of 90
59 Photos 3831 Gaines Drive Winter Haven, FL 33884

3831 Gaines Drive
Winter Haven, FL 33884
Gaines Cove
Residential

MLS# L4962328 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 2678 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Gaines Cove

Welcome to this immaculate dream home at 3831 Gaines Dr! This beautifully updated 3-bedroom + office home features an open floor plan with stunning... 

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$775,000
Provided courtesy of THE MARKET REALTY COMPANY
70 Photos 3050 Crump Road Winter Haven, FL 33881

3050 Crump Road
Winter Haven, FL 33881
Magnolia Shores
Residential

MLS# L4959091 / Active
4 Beds, 3.00 Total Baths, 3 Full Bath, 2397 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Magnolia Shores

Welcome to this exceptional lakefront property at 3050 Crump Rd in Winter Haven, offering space, versatility, and direct access to the lifestyle Ce... 

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$768,900
Reduced -$100
Provided courtesy of ENGEL & VOELKERS LAKELAND
48 Photos 601 Lake Pansy Drive Winter Haven, FL 33881

601 Lake Pansy Drive
Winter Haven, FL 33881
Not In Subdivision
Residential

MLS# P4937480 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 2140 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Not In Subdivision

Lakefront living with a proper sunset! Down a private road with no HOA (because your house shouldn't come with a rule book). This renovated home of... 

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$765,900
Reduced -$30,000
Provided courtesy of DALTON WADE INC
70 Photos 7 Lake Arrowhead Drive Winter Haven, FL 33880

7 Lake Arrowhead Drive
Winter Haven, FL 33880
Residential

MLS# P4938946 / Active
4 Beds, 3.00 Total Baths, 3 Full Bath, 2056 Sqft
Area: 33880 - Winter Haven/eloise/jpv/wahnetta, Subdivision: None

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... 

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$750,000
Provided courtesy of CENTURY 21 WATSON & MYERS REALTY
70 Photos 1095 W Lake Hamilton Drive Winter Haven, FL 33881

1095 W Lake Hamilton Drive
Winter Haven, FL 33881
Hamilton Ridge
Residential

MLS# L4961524 / Active
4 Beds, 4.00 Total Baths, 3 Full Bath, 1 Half Bath, 2363 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Hamilton Ridge

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... 

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$749,900
Reduced -$27,800
Provided courtesy of PROPERTY SHOPPE OF CENTRAL FL
50 Photos 226 Ruby Lake Lane Winter Haven, FL 33884

226 Ruby Lake Lane
Winter Haven, FL 33884
Ruby Lake Ph 04
Residential

MLS# P4936048 / Active
3 Beds, 3.00 Total Baths, 3 Full Bath, 2295 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Ruby Lake Ph 04

Feature highlight The home features a newly installed roof (May 2026), ensuring durability and reduced maintenance for the next owner! Welcome to t... 

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$679,999
Reduced -$19,901
Provided courtesy of THE STONES REAL ESTATE FIRM
67 Photos 815 Lake Jessie Drive Winter Haven, FL 33881

815 Lake Jessie Drive
Winter Haven, FL 33881
East View Pkwy
Residential

MLS# S5149974 / Active
4 Beds, 4.00 Total Baths, 4 Full Bath, 4128 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: East View Pkwy

Discover this unique Spanish/Mediterranean-inspired estate on an oversized lot across from Lake Jessie on the Chain of Lakes. Featuring a 3BR/2BA m... 

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$620,000
Reduced -$30,000
Provided courtesy of META ONE REALTY GROUP LLC
58 Photos 44 Lake Eloise Court Winter Haven, FL 33884

44 Lake Eloise Court
Winter Haven, FL 33884
Harbour Estates
Residential

MLS# P4938605 / Active
4 Beds, 3.00 Total Baths, 3 Full Bath, 2916 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Harbour Estates

BEAUTIFUL SE POOL HOME LOCATED ON A QUIET CUL-DE-SAC IN DESIRABLE HARBOR ESTATES. SITUATED ON A SPACIOUS WOODED LOT OF OVER 1/2 ACRE. THIS PROPERTY... 

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$619,500
Provided courtesy of FLORIDA HOME CHOICE REALTY
70 Photos 5365 Hogan Lane Winter Haven, FL 33884

5365 Hogan Lane
Winter Haven, FL 33884
Lake Ashton West Ph 01
Residential

MLS# P4938226 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 2591 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Lake Ashton West Ph 01

Welcome to the next exciting chapter of your life in Lake Ashton, Central Floridas premier 55+ active-adult community, where this immaculately main... 

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$599,900
Provided courtesy of GLOBAL LIFESTYLE LLC
55 Photos 3206 Heron Cove Winter Haven, FL 33884

3206 Heron Cove
Winter Haven, FL 33884
Heron Cay
Residential

MLS# L4949141 / Active
3 Beds, 3.00 Total Baths, 2 Full Bath, 1 Half Bath, 3050 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Heron Cay

BACK ON MARKET! Welcome to 3206 Heron Cove. As you step into the foyer, you'll find an expansive main living area which boasts spacious living & di... 

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$599,000
Reduced -$1,000
Provided courtesy of THE MARKET REALTY COMPANY

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