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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2964 Plantation Road
Winter Haven, FL 33884
Cypresswood Plantations
Residential
MLS# O6352519 / Active
Welcome to this refined sanctuary where timeless elegance meets Floridas tranquil landscape. On a premium golf-adjacent lot within the guarded, gat...
Reduced -$20,000
919 Avenue S
Winter Haven, FL 33880
Almeda Park
Residential
MLS# P4936785 / Active
Welcome to 991 S SE in Winter Haven. This beautifully upgraded, turnkey home is being offered fully furnished and sits quietly at the end of a peac...
Reduced -$20,000
3971 Island Lakes Drive
Winter Haven, FL 33881
Island Lakes
Residential
MLS# P4936971 / Active
Let's make a deal!! Bring them an OFFER!! Turn Key House on the North Chain of Lakes. 2023 Roof, 2022 POOL! Welcome to this pristine, beautifully m...
Reduced -$2,500
1151 Carefree Cove Drive
Winter Haven, FL 33881
Carefree Cove
Residential
MLS# TB8450979 / Active
Looking for a peaceful lakefront pool home or well appointed AibBnB property? This beautiful 3-bedroom, 2-bath home sits on Lake Connie in Winter H...
Reduced -$10,000
3022 Hickory Street
Winter Haven, FL 33881
Biltmore Shores
Residential
MLS# A4674941 / Active
This move-in ready 3-bedroom Winter Haven pool home offers a fantastic combination of comfort, upgrades, and true Florida living on an oversized lo...
Reduced -$5,000
455 Majestic Gardens Boulevard
Winter Haven, FL 33880
Gardens Ph 01
Residential
MLS# B4902136 / Active
PRICE ADJUSTMENT....Located within a desirable gated community, this beautifully maintained home at 455 Majestic Gardens Blvd offers both comfort a...
Reduced -$5,100
13 Bogey Drive
Winter Haven, FL 33881
N/a
Residential
MLS# L4958559 / Active
Opportunities like this are nearly extinct. Just minutes from Winter Haven Country Club, this remarkable estate offers 10.98 acres of privacy, natu...
Reduced -$95,100
601 Lake Pansy Drive
Winter Haven, FL 33881
Not In Subdivision
Residential
MLS# P4937480 / Active
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...
Reduced -$30,000
148 Lake Otis Road
Winter Haven, FL 33884
Lakewood
Residential
MLS# L4958667 / Active
Spacious 4-Bedroom, 3-Bath Pool Home in the admired Lakewood Community. Nestled on an oversized lot with mature trees, this remodeled tri-level hom...
878 Killearn Boulevard
Winter Haven, FL 33880
Cinnamon Ridge Ph 03
Residential
MLS# O6377826 / Active
Short Sale. Great opportunity to own this spacious home! Please note this is a short sale and purchase is subject to lender/bank approval. Property...
Reduced -$10,000
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MLS IDX data last updated on 06-18-2026 7:51 PM EST.
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