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 71-80 of 96
76 Photos 125 Lake Roy Drive Winter Haven, FL 33884

125 Lake Roy Drive
Winter Haven, FL 33884
Eloise Woods Lake Roy Unit
Residential

MLS# B4902008 / Active
3 Beds, 3.00 Total Baths, 3 Full Bath, 1900 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Eloise Woods Lake Roy Unit

Timeless Elegance Meets Modern Comfort on the South Chain of LakesWelcome to your lakeside sanctuary in the heart of Winter Haven. This beautifully... 

More Details

$699,900
Provided courtesy of FREEDOM REALTY
38 Photos 70 Arthur Lane Winter Haven, FL 33880

70 Arthur Lane
Winter Haven, FL 33880
Not In Subdivision
Residential

MLS# TB8406512 / Active
3 Beds, 3.00 Total Baths, 2 Full Bath, 1 Half Bath, 2460 Sqft
Area: 33880 - Winter Haven/eloise/jpv/wahnetta, Subdivision: Not In Subdivision

Welcome to 70 Arthur Lane a rare opportunity in Winter Haven offering privacy, space, and multi-use flexibility on 3.5 fully fenced acres with no H... 

More Details

$699,999
Provided courtesy of PEOPLE'S TRUST REALTY
39 Photos 1403 Hidden Creek Ln Winter Haven, FL 33880

1403 Hidden Creek Ln
Winter Haven, FL 33880
Grey Fox Hollow
Residential

MLS# P4934337 / Active
3 Beds, 4.00 Total Baths, 3 Full Bath, 1 Half Bath, 3366 Sqft
Area: 33880 - Winter Haven/eloise/jpv/wahnetta, Subdivision: Grey Fox Hollow

COUNTRY ATMOSPHERE! Situated on 3/4 acre lot on quiet, peaceful cul-de-sac street! This home has so much to like with 2-story design ,custom built,... 

More Details

$699,999
Reduced -$25,901
Provided courtesy of SUN N LAKES REALTY, LLC
58 Photos 9516 Waterford Oaks Boulevard Winter Haven, FL 33884

9516 Waterford Oaks Boulevard
Winter Haven, FL 33884
Waterford Oaks
Residential

MLS# P4935585 / Active
4 Beds, 3.00 Total Baths, 3 Full Bath, 3178 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Waterford Oaks

Welcome to this absolutely amazing 4 bedroom, 3 bathroom home that shows like a luxurious model home. Designed by Authur Rutenberg and build by Hen... 

More Details

$719,990
Provided courtesy of LA ROSA REALTY PRESTIGE
47 Photos 475 Archaic Drive Winter Haven, FL 33880

475 Archaic Drive
Winter Haven, FL 33880
Village Spirit Lake Ph 01
Residential

MLS# P4935399 / Active
4 Beds, 3.00 Total Baths, 2 Full Bath, 1 Half Bath, 2643 Sqft
Area: 33880 - Winter Haven/eloise/jpv/wahnetta, Subdivision: Village Spirit Lake Ph 01

Welcome to your perfect sanctuary in the heart of Central Florida! With a freshly repainted exterior, this one-level home offers rare and breathtak... 

More Details

$725,000
Provided courtesy of KELLER WILLIAMS REALTY SMART 1
42 Photos 2418 Berkshire Drive Winter Haven, FL 33884

2418 Berkshire Drive
Winter Haven, FL 33884
Eloise Pointe Estates
Residential

MLS# B4901738 / Active
4 Beds, 3.00 Total Baths, 3 Full Bath, 3790 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Eloise Pointe Estates

Executive custom built home offered for the first time since it was built in 1991. As you enter through the upscale Eloise Pointe Estates community... 

More Details

$749,000
Reduced -$50,000
Provided courtesy of KLINE REAL ESTATE SERVICES
54 Photos 105 Wyndham Drive Winter Haven, FL 33884

105 Wyndham Drive
Winter Haven, FL 33884
Wyndham At Lake Winterset
Residential

MLS# P4933716 / Active
3 Beds, 3.00 Total Baths, 3 Full Bath, 2591 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Wyndham At Lake Winterset

Highly sought after guard-gated community of WYNDHAM AT LAKE WINTERSET, tree shaded private roads with a playground and tennis court. Enjoy the vie... 

More Details

$749,900
Provided courtesy of COLDWELL BANKER REALTY
62 Photos 328 Hamilton Shores Drive Winter Haven, FL 33881

328 Hamilton Shores Drive
Winter Haven, FL 33881
Hamilton Pointe
Residential

MLS# P4935230 / Active
5 Beds, 4.00 Total Baths, 3 Full Bath, 1 Half Bath, 3812 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Hamilton Pointe

Discover refined Florida living in the sought-after Hamilton Pointe community, where 328 Hamilton Shores Drive is perfectly positioned on a beautif... 

More Details

$765,000
Provided courtesy of THE STONES REAL ESTATE FIRM
66 Photos 10 Webb Road Winter Haven, FL 33881

10 Webb Road
Winter Haven, FL 33881
N/a
Residential

MLS# L4953791 / Active
4 Beds, 3.00 Total Baths, 2 Full Bath, 1 Half Bath, 2001 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: N/a

Auction Property. AUCTION! 10AM, Saturday, Sept. 13th.Secluded 4-Bedroom Ranch on 5 Acres with Pool, Barns & Country Charm!Discover the perfect ble... 

More Details

$775,000
Provided courtesy of HIGGENBOTHAM AUCTIONEERS
70 Photos 20 N Lake Idylwild Drive Winter Haven, FL 33881

20 N Lake Idylwild Drive
Winter Haven, FL 33881
Not In A Subdivision
Residential

MLS# L4950326 / Active
5 Beds, 4.00 Total Baths, 4 Full Bath, 3911 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Not In A Subdivision

Lakeside luxury on the coveted Chain of 24 Lakes! This spacious 3,911 sq ft two-story pool home sits on nearly an acre of land and has breathtaking... 

More Details

$779,000
Reduced -$3,000
Provided courtesy of AUSTIN DEANE REALTY 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 1:57 PM 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.