David Shippey
863.521.4517

Swimming Pool Homes for Sale in Winter Haven FL


Winter Haven FL Real Estate with Swimming Pool listings are included below. These homes for sale in Winter Haven Florida with Swimming 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 Showing" or "Request 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.

Modify Search Criteria

Displaying results 41-50 of 97
94 Photos 4033 Phoenician Way Winter Haven, FL 33884

4033 Phoenician Way
Winter Haven, FL 33884
Lake Ashton West Ph 01
Residential

MLS# P4933653 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 2095 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Lake Ashton West Ph 01

Experience luxury 55+ living in this beautifully upgraded 3-bedroom, 2-bath home with a private heated saltwater pool and spa, located in the highl... 

More Details

$409,900
Reduced -$10,000
Provided courtesy of GLOBAL LIFESTYLE LLC
47 Photos 114 Belmont Drive Winter Haven, FL 33884

114 Belmont Drive
Winter Haven, FL 33884
Montego Place
Residential

MLS# P4935006 / Active
4 Beds, 2.00 Total Baths, 2 Full Bath, 2069 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Montego Place

Welcome to this spacious and beautifully designed pool home, perfect for entertaining and family living! As you step through the front door, youre ... 

More Details

$425,000
Reduced -$10,000
Provided courtesy of STACEY TOWNS REALTY LLC
37 Photos 502 Little Lake Court Winter Haven, FL 33884

502 Little Lake Court
Winter Haven, FL 33884
Little Lake Estates
Residential

MLS# P4934693 / Active
3 Beds, 3.00 Total Baths, 2 Full Bath, 1 Half Bath, 1926 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Little Lake Estates

CHAIN OF LAKES LIVING without the Chain of Lakes PRICE!! ACCESS and DOCK on Lake Eloise. Community owns the land and dock! Completely remodeled Poo... 

More Details

$425,000
Provided courtesy of LA ROSA REALTY PRESTIGE
27 Photos 415 Smiley Court Winter Haven, FL 33884

415 Smiley Court
Winter Haven, FL 33884
Lake Mariam Hills Rep
Residential

MLS# S5128812 / Active
4 Beds, 3.00 Total Baths, 3 Full Bath, 2420 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Lake Mariam Hills Rep

3 spacious bedrooms + 1 versatile study/office??? Large great room with excellent natural light??? Open kitchen integrated into the dining room, id... 

More Details

$440,000
Reduced -$10,000
Provided courtesy of AGENT TRUST REALTY CORPORATION
54 Photos 16 Golfview Circle Winter Haven, FL 33881

16 Golfview Circle
Winter Haven, FL 33881
North Lake Elbert Heights
Residential

MLS# L4952893 / Active
4 Beds, 4.00 Total Baths, 4 Full Bath, 3586 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: North Lake Elbert Heights

Large and lovely mid-century pool home in the heart of Winter Haven/North Lake Elbert Heights, near Polk State College, Lake Elbert, the Diamondple... 

More Details

$444,900
Reduced -$10,100
Provided courtesy of BHHS FLORIDA PROPERTIES GROUP
55 Photos 4812 Mandolin Court Winter Haven, FL 33884

4812 Mandolin Court
Winter Haven, FL 33884
Mandolin 02
Residential

MLS# L4954516 / Active
4 Beds, 3.00 Total Baths, 3 Full Bath, 2067 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Mandolin 02

Welcome to this stunning 4-bedroom, 3-bathroom home with a dedicated office and a sparkling inground saltwater pool, nestled in the gated community... 

More Details

$450,000
Provided courtesy of BHHS FLORIDA PROPERTIES GROUP
39 Photos 212 Terranova Boulevard Winter Haven, FL 33884

212 Terranova Boulevard
Winter Haven, FL 33884
Terranova Ph 02
Residential

MLS# O6300010 / Active
4 Beds, 3.00 Total Baths, 3 Full Bath, 2433 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Terranova Ph 02

100% FINANCING AVAILABLE - NO PMI AND NO INCOME LIMIT - MAKING THIS HOME THE BEST OPTION FOR YOU AND YOUR FAMILY! This elegant and impeccably maint... 

More Details

$458,000
Reduced -$10,000
Provided courtesy of INVESTOR'S REAL ESTATE LLC
54 Photos 856 Sun Burst Road Winter Haven, FL 33880

856 Sun Burst Road
Winter Haven, FL 33880
Squires Grove Ph 2
Residential

MLS# P4930041 / Active
5 Beds, 3.00 Total Baths, 3 Full Bath, 2601 Sqft
Area: 33880 - Winter Haven/eloise/jpv/wahnetta, Subdivision: Squires Grove Ph 2

Welcome to your dream home! This stunning two-story residence, built in 2022, boasts modern luxury and comfort in every detail. With 5 bedrooms, 3 ... 

More Details

$463,000
Provided courtesy of THE STONES REAL ESTATE FIRM
25 Photos 415 Ruby Lake Place Winter Haven, FL 33884

415 Ruby Lake Place
Winter Haven, FL 33884
Ruby Lake Ph 05
Residential

MLS# P4933800 / Active
4 Beds, 2.00 Total Baths, 2 Full Bath, 2367 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Ruby Lake Ph 05

This home sounds like an amazing opportunity! Located in the gated and upscale Ruby Lake community, it offers a fantastic combination of convenienc... 

More Details

$465,000
Provided courtesy of COLDWELL BANKER REALTY
34 Photos 148 Lake Otis Road Winter Haven, FL 33884

148 Lake Otis Road
Winter Haven, FL 33884
Lakewood
Residential

MLS# P4933622 / Active
4 Beds, 3.00 Total Baths, 3 Full Bath, 2663 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Lakewood

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... 

More Details

$482,000
Provided courtesy of LOCKHART & ASSOCIATES INC

Broker Reciprocity The information being provided by © 2025 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 REALTY, INC is not a Multiple Listing Service (MLS), nor does it offer MLS access. This website is a service of XCELLENCE REALTY, INC, 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 07-21-2025 11:53 AM EST.

Any images related to data from the MLS is the sole property of the MLS and not the responsibility of the owner of this website. This real estate website and IDX data is hosted by IDX data is Powered & Hosted by Dynamic IDX, LLC Real Estate Web Solutions

For a fresh updated list of Homes for sale in Winter Haven with Swimming Pools, visit our website daily.

The pool homes above are brought to you by David Shippey REALTOR®.


Related Searches

Winter Haven Florida Swimming Pool Homes For Sale.
Winter Haven Florida Homes with Swimming Pools.
Winter Haven FL Pool Houses For Sale.
Winter Haven FL Houses with Swimming Pools.