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 97
67 Photos 200 Island Way Winter Haven, FL 33884

200 Island Way
Winter Haven, FL 33884
Orchid Springs Unrecorded
Residential

MLS# P4935447 / Active
4 Beds, 4.00 Total Baths, 4 Full Bath, 3555 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Orchid Springs Unrecorded

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... 

More Details

$975,000
Provided courtesy of LOCKHART & ASSOCIATES INC
48 Photos 209 Santa Rosa Drive Winter Haven, FL 33884

209 Santa Rosa Drive
Winter Haven, FL 33884
Overlook Estates
Residential

MLS# P4932531 / Active
3 Beds, 3.00 Total Baths, 2 Full Bath, 1 Half Bath, 2338 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Overlook Estates

seller motivated !!Welcome to your dream Pool Home! Awesome Gated community. This 3/2.1 Pool home, is located in beautiful city of Winter Haven, Fl... 

More Details

$360,000
Reduced -$20,000
Provided courtesy of LA ROSA REALTY PRESTIGE
24 Photos 403 Saint Anns Drive Winter Haven, FL 33884

403 Saint Anns Drive
Winter Haven, FL 33884
Planters Walk Ph 03
Residential

MLS# L4950593 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 1596 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Planters Walk Ph 03

WOW!!! $30,000 PRICE ADJUSTMENT!! NEW ROOF to be installed prior to closing at this price! Welcome HOME!! WOW, It is time to get into this Spacious... 

More Details

$287,500
Provided courtesy of KELLER WILLIAMS REALTY SMART
56 Photos 1006 W Lake Hamilton Drive Winter Haven, FL 33881

1006 W Lake Hamilton Drive
Winter Haven, FL 33881
Pollard Shores
Residential

MLS# P4933594 / Active
3 Beds, 3.00 Total Baths, 2 Full Bath, 1 Half Bath, 3068 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Pollard Shores

PRICE REDUCED! Stunning three-bedroom, two-and-a-half-bath home on .97 acres with breathtaking views of Lake Hamilton. This beautifully designed re... 

More Details

$855,000
Reduced -$10,000
Provided courtesy of LOCKHART & ASSOCIATES INC
42 Photos 3917 NW Warbler Drive Winter Haven, FL 33880

3917 NW Warbler Drive
Winter Haven, FL 33880
Queens Cove Ph 04
Residential

MLS# L4954413 / Active
4 Beds, 2.00 Total Baths, 2 Full Bath, 1750 Sqft
Area: 33880 - Winter Haven/eloise/jpv/wahnetta, Subdivision: Queens Cove Ph 04

Welcome Home to Queens Cove!This stunning 4 bedroom, 2 bathroom home is located in the highly desirable community of Queens Cove in Winter Haven, F... 

More Details

$318,000
Provided courtesy of LIVE FLORIDA REALTY
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
49 Photos 413 Ruby Lake Place Winter Haven, FL 33884

413 Ruby Lake Place
Winter Haven, FL 33884
Ruby Lake Ph 4
Residential

MLS# P4934997 / Active
4 Beds, 2.00 Total Baths, 2 Full Bath, 2172 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Ruby Lake Ph 4

Welcome to this beautifully maintained pool home offering comfort, space, and style in a prime location! As you enter the walkway, youll be greeted... 

More Details

$514,000
Reduced -$1,000
Provided courtesy of STACEY TOWNS REALTY LLC
62 Photos 417 Ruby Lake Place Winter Haven, FL 33884

417 Ruby Lake Place
Winter Haven, FL 33884
Ruby Lake Ph 5
Residential

MLS# TB8357163 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 1976 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Ruby Lake Ph 5

Welcome to your dream home in the prestigious gated community of Ruby Lakewhere upscale amenities meet a prime location! Conveniently nestled betwe... 

More Details

$409,000
Reduced -$5,000
Provided courtesy of QUICKSILVER REAL ESTATE GROUP
49 Photos 4225 Shadow Wood Court Winter Haven, FL 33880

4225 Shadow Wood Court
Winter Haven, FL 33880
Shadow Wood
Residential

MLS# L4950216 / Active
5 Beds, 3.00 Total Baths, 3 Full Bath, 3680 Sqft
Area: 33880 - Winter Haven/eloise/jpv/wahnetta, Subdivision: Shadow Wood

No HOA or CDD fees! This expansive 3,600 sq. ft. residence is perfectly designed for a multi generational family with a mother in-law suite! With 5... 

More Details

$639,000
Reduced -$21,000
Provided courtesy of S & D REAL ESTATE SERVICE LLC
44 Photos 4201 Shadow Wood Drive Winter Haven, FL 33880

4201 Shadow Wood Drive
Winter Haven, FL 33880
Shadow Wood
Residential

MLS# B4901791 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 1860 Sqft
Area: 33880 - Winter Haven/eloise/jpv/wahnetta, Subdivision: Shadow Wood

Short Sale. This POOL home is ready for new owners! This house features beautiful quartz countertops and new cabinets throughout the kitchen and bo... 

More Details

$385,000
Provided courtesy of FREEDOM REALTY

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.