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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1108 Sawgrass Drive
Winter Haven, FL 33884
Lake Ashton West Ph II South
Residential
MLS# S5149437 / Active
This is a must see charming oasis located behind the secure gates of Lake Ashton, you dont want to miss this opportunity of becoming an homeowner i...
Reduced -$2,001
725 Heritage Drive
Winter Haven, FL 33881
Hamilton Pointe
Residential
MLS# L4961718 / Active
One or more photo(s) has been virtually staged. Located in the desirable Hamilton Pointe community, this beautifully maintained 4-bedroom, 2.5-bath...
83 Jenni Ashley Court
Winter Haven, FL 33884
Skidmore
Residential
MLS# TB8506932 / Active
Winter Haven, FL is known as the Chain of Lakes City, and this home is located in a beautiful gated subdivision (Skidmore) that sits on Lake Eloise...
Reduced -$24,000
3155 Country Club Circle
Winter Haven, FL 33881
Country Walk/winter Haven
Residential
MLS# S5149714 / Active
Welcome to this beautifully maintained home featuring a spacious open floor plan and numerous recent upgrades. The heart of the home boasts brand-n...
423 Majestic Gardens Blvd
Winter Haven, FL 33880
Gardens Ph 01
Residential
MLS# TB8508845 / Active
Welcome to this spacious home Located in the gated community of The Gardens, this spacious 4-bedroom, 2-bath home offers an open layout designed fo...
Reduced -$2,600
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 Move-In Ready Home.Welcome to this beautifully maintained and gently live...
Reduced -$5,000
815 Lake Jessie Drive
Winter Haven, FL 33881
East View Pkwy
Residential
MLS# S5149974 / Active
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...
Reduced -$30,000
408 Talamone Drive
Winter Haven, FL 33884
Tuscany/winterset
Residential
MLS# P4938753 / Active
This well-maintained 4-bedroom, 3-bathroom pool home is located in the sought-after gated community of Tuscany at Winterset, offering both comfort ...
430 Hillcrest Drive
Winter Haven, FL 33884
Eloise Woods Lake Roy Unit
Residential
MLS# L4961985 / Active
Welcome to this beautifully maintained 3-bedroom, 2-bath home offering the perfect blend of comfort, functionality, and outdoor living. Step inside...
931 Whisper Lake Drive
Winter Haven, FL 33880
Whisper Lake 01
Residential
MLS# O6405074 / Active
Discover this 3-bed, 2.5-bath pool home in the sought-after Whisper Lake community of Winter Haven. The home features a functional two-story layout...
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MLS IDX data last updated on 06-19-2026 8:45 AM EST.
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