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
3831 Gaines Drive
Winter Haven, FL 33884
Gaines Cove
Residential
MLS# L4962328 / Active
Welcome to this immaculate dream home at 3831 Gaines Dr! This beautifully updated 3-bedroom + office home features an open floor plan with stunning...
200 Island Way
Winter Haven, FL 33884
Orchid Springs Unrecorded
Residential
MLS# P4935447 / Active
Welcome to your own slice of paradise on the private shores of Lake Lewis located in the highly sought-after gated community of Orchid Springs Esta...
Reduced -$80,000
4253 Stafford Drive
Winter Haven, FL 33880
Lake Thomas Woods Add 02
Residential
MLS# A4697252 / Active
Nestled on a spacious 0.5-acre lot with an in-ground pool, this solid Winter Haven home balances completed improvements with an opportunity to add ...
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
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
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
146 Lake Ring Drive
Winter Haven, FL 33884
Lake Ring
Residential
MLS# TB8517445 / Active
Welcome to your own slice of paradise! Set on a picturesque lot with serene water views, this stunning pool home offers the lifestyle buyers dream ...
5850 Cypress Gardens Boulevard UNIT #304
Winter Haven, FL 33884
Royal Crescent Condo
Residential
MLS# O6266648 / Active
Welcome to your new home located directly across the street From Legoland. Home features community pool and tennis court and is ready for a new own...
Reduced -$35,000
3050 Crump Road
Winter Haven, FL 33881
Magnolia Shores
Residential
MLS# L4959091 / Active
Welcome to this exceptional lakefront property at 3050 Crump Rd in Winter Haven, offering space, versatility, and direct access to the lifestyle Ce...
Reduced -$100
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MLS IDX data last updated on 06-19-2026 8:02 PM EST.
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