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.
Click Here to Create a Free Profile to Gain Access to Detailed MLS Information that only real estate agents have access to. Your Free Profile also enables you to save your favorite search's and homes.
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 ...
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 -$5,500
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
Winter Haven, FL 33881
Lake View Sub
Residential
MLS# TB8497837 / Active
Fixer upper! THIS COULD BE THE ONE. PRIVATE POOL! So many possibilities! Lovely vaulted ceilings, 2 fireplaces, open kitchen, lovely wood accents, ...
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
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
3097 Buckeye Pointe Drive
Winter Haven, FL 33881
Buckeye Pointe
Residential
MLS# S5150948 / Active
Welcome to 3097 Buckeye Pointe Drive, a fully updated pool home in Winter Haven, Florida, offering the space, flexibility, and upgrades today's buy...
307 Sterling Drive
Winter Haven, FL 33884
Berryhill
Residential
MLS# S5150673 / Active
Short Sale. Short Sale. Looking for a nice home with amazing potential and opportunity to gain equity? This one may be IT for you! Welcome to this ...
Winter Haven, FL 33884
Elbert Hills
Residential
MLS# S5150298 / Active
Lakefront Opportunity on Lake Elbert! This spacious 5-bedroom, 5.5-bath home sits on a large corner lot with a pool and offers endless potential fo...
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
The information being provided by © 2026 My Florida Regional MLS DBA Stellar MLS is for the consumer's
personal, non-commercial use and may not be used for any purpose other than to
identify prospective properties consumer may be interested in purchasing. Any information relating
to real estate for sale referenced on this web site comes from the Internet Data Exchange (IDX)
program of the My Florida Regional MLS DBA Stellar MLS. XCELLENCE is not a Multiple Listing Service (MLS), nor does it offer MLS access. This website is a service of XCELLENCE, a broker participant of My Florida Regional MLS DBA Stellar MLS. This web site may reference real estate listing(s) held by a brokerage firm other than the broker and/or agent who owns this web site.
MLS IDX data last updated on 06-16-2026 2:00 AM EST.
For a fresh updated list of Homes for sale in Winter Haven with Pools, visit our website daily.
The pool homes above are brought to you by David Shippey REALTOR®.