Winter Haven Pool Homes for Sale
Every pool home currently for sale in Winter Haven — pulled live from the Stellar MLS and updated continuously. Pair this with the free Winter Haven market report to see what's actually selling, days on market, and sold-to-list ratios before you make an offer.
24+ Pool Homes in the Winter Haven area
$349,900
906 Avenue M Se
Winter Haven, FL 33880
3 bd · 2 ba · 1,890 sqft
Lesnick Park
MLS ID #P4939351, COLDWELL BANKER REALTY.
Listing provided by Stellar MLS
$118,000
4157 Rolling Oaks Dr
Winter Haven, FL 33880
2 bd · 2 ba · 1,464 sqft
Oakwood Estates
MLS ID #L4966053, LA ROSA REALTY PRESTIGE.
Listing provided by Stellar MLS
$255,000
218 6th Jpv St
Winter Haven, FL 33880
3 bd · 2 ba · 1,228 sqft
Jan Phyl Village Rep
MLS ID #P4940098, BROKERS REALTY OF CENTRAL FLOR.
Listing provided by Stellar MLS
$155,000
2050 San Marcos Dr Se #211
Winter Haven, FL 33880
2 bd · 2 ba · 1,078 sqft
Park Lake 03 02 Amd
MLS ID #P4940172, BROKERS REALTY OF CENTRAL FLOR.
Listing provided by Stellar MLS
$319,900
714 Avenue O Se
Winter Haven, FL 33880
5 bd · 2 ba · 2,104 sqft
Highland Estates
MLS ID #O6443591, HOUWZER INC.
Listing provided by Stellar MLS
$288,999
232 Kings Pond Ave
Winter Haven, FL 33880
3 bd · 2 ba · 1,417 sqft
Kings Pond Ph 02
MLS ID #P4939355, TRUE FLORIDA REALTY LLC.
Listing provided by Stellar MLS
$336,500
1041 Brooks Way
Winter Haven, FL 33880
3 bd · 2 ba · 1,863 sqft
Village/Crystal Beach
MLS ID #O6430273, REAL BROKER, LLC.
Listing provided by Stellar MLS
$180,000
2037 San Marcos Dr Se #325
Winter Haven, FL 33880
2 bd · 2 ba · 826 sqft
Park Lake 02
MLS ID #O6453052, PRIMESTATE REALTY, INC..
Listing provided by Stellar MLS
$99,000
4242 Cedarwood St
Winter Haven, FL 33880
2 bd · 2 ba · 1,056 sqft
Oakwood Estates
MLS ID #P4939139, COLDWELL BANKER REALTY.
Listing provided by Stellar MLS
$217,000
2352 Isle Royale Ct Se
Winter Haven, FL 33880
2 bd · 3 ba · 1,281 sqft
Townhouses At Park Lake 01 Rep
MLS ID #L4965457, LOCKHART & ASSOCIATES INC.
Listing provided by Stellar MLS
$375,000
6052 Kaley Dr
Winter Haven, FL 33880
4 bd · 3 ba · 2,200 sqft
Sunridge Village East
MLS ID #S5160457, RE/MAX HERITAGE PROFESSIONALS.
Listing provided by Stellar MLS
$435,000
205 Thomas Ct
Winter Haven, FL 33880
3 bd · 3 ba · 2,352 sqft
Lake Thomas Woods Eighth Add
MLS ID #L4963995, REGAL REAL ESTATE LLC.
Listing provided by Stellar MLS
$104,900
4179 Rolling Oaks Dr
Winter Haven, FL 33880
2 bd · 2 ba · 1,056 sqft
Oakwood Estates
MLS ID #B4902100, SOUTHERN BELLE REALTY.
Listing provided by Stellar MLS
$2,000,000
888 Twin Oaks Ln
Winter Haven, FL 33880
5 bd · 5 ba · 4,565 sqft
Twelve Oaks Estates
MLS ID #L4966009, COLDWELL BANKER REALTY.
Listing provided by Stellar MLS
$190,000
4171 Rolling Oaks Dr
Winter Haven, FL 33880
3 bd · 3 ba · 1,464 sqft
Oakwood Estates
MLS ID #P4940221, STACEY TOWNS REALTY LLC.
Listing provided by Stellar MLS
$197,000
104 13th St Se
Winter Haven, FL 33880
2 bd · 2 ba · 1,776 sqft
Elbert Hills
MLS ID #O6445221, CHARLES RUTENBERG REALTY ORLANDO.
Listing provided by Stellar MLS
$139,999
333 Lake Howard Dr Nw #204d
Winter Haven, FL 33880
3 bd · 2 ba · 1,226 sqft
Imperial Harboursphases 01 & 02
MLS ID #O6437272, UNITED REAL ESTATE PREFERRED.
Listing provided by Stellar MLS
$109,000
4235 Cedarwood St
Winter Haven, FL 33880
2 bd · 2 ba · 1,056 sqft
Oakwood Estates
MLS ID #P4940236, COLDWELL BANKER REALTY.
Listing provided by Stellar MLS
$415,000
5009 Strada Dr
Winter Haven, FL 33880
4 bd · 3 ba · 2,434 sqft
Sun Rdg Village East
MLS ID #O6428009, KELLER WILLIAMS ADVANTAGE 2 REALTY.
Listing provided by Stellar MLS
$142,000
489 Village Cir Sw
Winter Haven, FL 33880
2 bd · 2 ba · 1,008 sqft
Village Park
MLS ID #TB8534615, JT REALTY & ASSOCIATES.
Listing provided by Stellar MLS
$149,900
333 Lake Howard Dr Nw #211b
Winter Haven, FL 33880
3 bd · 2 ba · 1,218 sqft
Imperial Harbours Ph 01
MLS ID #L4963297, LOCKHART & ASSOCIATES INC.
Listing provided by Stellar MLS
$1,295,000
1921 Manor Cir Se
Winter Haven, FL 33880
3 bd · 3 ba · 2,375 sqft
Laha-Wa Manor
MLS ID #L4965515, NEXTHOME NORRIS & COMPANY REAL.
Listing provided by Stellar MLS
$124,000
4132 Sprucewood St
Winter Haven, FL 33880
2 bd · 2 ba · 1,344 sqft
Oakwood Estates
MLS ID #P4938951, COLDWELL BANKER REALTY.
Listing provided by Stellar MLS
$129,900
4212 Cedarwood St
Winter Haven, FL 33880
2 bd · 2 ba · 1,265 sqft
Oakwood Estates
MLS ID #A4692973, FLORIDA HOMES REALTY & MORTGAGE.
Listing provided by Stellar MLS
More Winter Haven Homes for Sale
Listings courtesy of Stellar MLS as distributed by MLS GRID
IDX information is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.
Based on information submitted to the MLS GRID as of November 4, 2026 at 4:21 PM ET. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.
All or a portion of the multiple listing information is provided by Stellar MLS, from a copyrighted compilation of listings. The compilation of listings and each individual listing are © 2026 Stellar MLS. All rights reserved.
Ryan Solberg, Broker · MaxLife Realty LLC · FL License #BK3354351 · Equal Housing Opportunity · Full disclaimer · DMCA