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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345 24th Street UNIT #25
Winter Haven, FL 33880
Imperial Villas
Residential
MLS# P4937740 / Active
Welcome to maintenance-free living in the heart of Winter Haven! This darling 2-bedroom, 2-bath villa is perfectly located in the desirable Imperia...
Reduced -$13,000
1450 W Lake Cannon Drive
Winter Haven, FL 33881
Inwood
Residential
MLS# L4960456 / Active
CALLING ALL INVESTORS!! Amazing opportunity with a blank canvas to be creative! This property boasts 2 separate dwellings, both with living spaces,...
1215 26th Street
Winter Haven, FL 33881
Inwood #1
Residential
MLS# S5145609 / Active
MAIN HOME + SEPARATE LEGAL GUEST HOUSE + NO HOA This is the one. 3 bed / 3 bath main home (2,083 sf) with a fully legal, separate 1 bed / 1 bath gu...
Reduced -$5,000
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
614 Sidney Circle
Winter Haven, FL 33880
Jan Phyl Village
Residential
MLS# O6413011 / Active
Discover this beautifully remodeled home located in the desirable Jan Phyl Village community. This property offers the perfect combination of comfo...
119 Allen Avenue
Winter Haven, FL 33880
Jan Phyl Village
Residential
MLS# TB8399712 / Active
Short Sale. Requires a some TLC & Refresh. Pool Home.
Reduced -$20,000
5365 Hogan Lane
Winter Haven, FL 33884
Lake Ashton West Ph 01
Residential
MLS# P4938226 / Active
Welcome to the next exciting chapter of your life in Lake Ashton, Central Floridas premier 55+ active-adult community, where this immaculately main...
6261 Pinehurst Loop
Winter Haven, FL 33884
Lake Ashton West Ph II North
Residential
MLS# L4959857 / Active
Live the lifestyle youve been dreaming about in Lake Ashton, Winter Havens premier 55+ gated community. This beautifully cared-for Ashton floor pla...
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
1558 Drexel Avenue
Winter Haven, FL 33881
Lake Elbert Heights Unit 01 02 Rep
Residential
MLS# L4960971 / Active
Virtually Staged. HUGE $15,000 PRICE DROP! Completely renovated and move-in ready, this beautifully updated home combines modern style with everyda...
Reduced -$15,500
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MLS IDX data last updated on 06-19-2026 8:45 AM EST.
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