Winter Park Pines Pool Homes for Sale
Every pool home currently for sale in Winter Park Pines — pulled live from the Stellar MLS and updated continuously. Pair this with the free Winter Park Pines 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 Winter Park Pines
$495,000
3020 Nicholson Dr
Winter Park, FL 32792
4 bd · 2 ba · 1,756 sqft
Wrenwood Unit 3 3rd Add
MLS ID #O6437749, CHARLES RUTENBERG REALTY ORLANDO.
Listing provided by Stellar MLS
$659,900
274 N Ranger Blvd
Winter Park, FL 32792
3 bd · 2 ba · 1,420 sqft
Winter Park Pines
MLS ID #O6440062, EXPLORE FLORIDA REALTY SERVICES LLC.
Listing provided by Stellar MLS
$227,000
602 Trinidad Ct #602
Winter Park, FL 32792
2 bd · 2 ba · 1,120 sqft
Winter Park Villas Condo
MLS ID #O6443577, CLARA HERRERA REALTY.
Listing provided by Stellar MLS
$170,000
200 Saint Andrews Blvd #3408
Winter Park, FL 32792
1 bd · 1 ba · 793 sqft
Four Seasons Condo
MLS ID #O6446586, PARK 26 REALTY LLC.
Listing provided by Stellar MLS
$2,125,000
918 Enclave Pl
Winter Park, FL 32792
5 bd · 5 ba · 3,713 sqft
The Enclave Winter Park
MLS ID #O6439116, CORCORAN PREMIER REALTY.
Listing provided by Stellar MLS
$650,000
943 Fairway Dr
Winter Park, FL 32792
4 bd · 3 ba · 2,067 sqft
Golfside Sec 03
MLS ID #O6426672, KELLER WILLIAMS WINTER PARK.
Listing provided by Stellar MLS
$379,999
2017 Canny Cv
Winter Park, FL 32792
3 bd · 3 ba · 1,907 sqft
Grayson Square
MLS ID #O6430136, KELLER WILLIAMS WINTER PARK.
Listing provided by Stellar MLS
$475,000
2008 Houndslake Dr
Winter Park, FL 32792
4 bd · 2 ba · 2,250 sqft
Cedar Ridge
MLS ID #O6414369, MARK SPAIN REAL ESTATE.
Listing provided by Stellar MLS
$475,000
2008 Houndslake Drive, Winter Park, Fl 32792
Winter Park, FL 32792
4 bd · 2 ba · 2,250 sqft
None
MLS ID #1080063, Mark Spain Real Estate.
Listing provided by Space Coast MLS (Space Coast Association of REALTORS®)
$699,500
1418 Lone Feather Trl
Winter Park, FL 32792
4 bd · 3 ba · 2,197 sqft
Landings At Hawks Crest
MLS ID #O6417341, PREMIER SOTHEBY'S INTL. REALTY.
Listing provided by Stellar MLS
$525,000
2641 Carvell Ct
Winter Park, FL 32792
4 bd · 2 ba · 2,126 sqft
Winter Park Estates
MLS ID #O6430894, CHAMBERLAIN REALTY LLC.
Listing provided by Stellar MLS
$464,000
2703 Tierra Cir
Winter Park, FL 32792
3 bd · 2 ba · 1,737 sqft
Casa Aloma
MLS ID #O6427460, EXP REALTY LLC.
Listing provided by Stellar MLS
$419,000
501 Heritage Blvd
Winter Park, FL 32792
4 bd · 2 ba · 1,376 sqft
Georgetown Estates
MLS ID #S5145746, EXP REALTY LLC.
Listing provided by Stellar MLS
$380,000
4870 Seminole Ave
Winter Park, FL 32792
3 bd · 2 ba · 1,277 sqft
Suburban Homes First Add
MLS ID #O6441887, COLDWELL BANKER REALTY.
Listing provided by Stellar MLS
$1,299,000
102 Bell Pl
Winter Park, FL 32792
4 bd · 4 ba · 2,459 sqft
Eastgate Sub
MLS ID #O6398118, KELLER WILLIAMS WINTER PARK.
Listing provided by Stellar MLS
$2,275,000
930 Enclave Pl
Winter Park, FL 32792
5 bd · 5 ba · 3,813 sqft
The Enclave Winter Park
MLS ID #O6403032, CORCORAN PREMIER REALTY.
Listing provided by Stellar MLS
$659,000
5303 Pine Lily Cir
Winter Park, FL 32792
3 bd · 2 ba · 2,265 sqft
Sanctuary At Aloma
MLS ID #O6443662, PM ELITE REALTY LLC.
Listing provided by Stellar MLS
$247,000
2477 Tahoe Cir #2477
Winter Park, FL 32792
2 bd · 2 ba · 1,316 sqft
Cedarwood Village
MLS ID #O6432904, RE/MAX TOWN & COUNTRY REALTY.
Listing provided by Stellar MLS
$388,000
1092 Eastbrook Blvd
Winter Park, FL 32792
3 bd · 2 ba · 1,122 sqft
Eastbrook Sub
MLS ID #O6407251, JC FLORIDA REALTY LLC.
Listing provided by Stellar MLS
$1,550,000
1257 Wading Waters Cir
Winter Park, FL 32792
6 bd · 5 ba · 5,239 sqft
Waters Edge At Hawks Crest
MLS ID #O6440381, RE/MAX TOWN & COUNTRY REALTY.
Listing provided by Stellar MLS
$440,000
2301 Conifer Ave
Winter Park, FL 32792
4 bd · 2 ba · 2,189 sqft
Eastbrook Sub Unit 16
MLS ID #O6440609, LOKATION.
Listing provided by Stellar MLS
$589,900
1409 Aster Ct
Winter Park, FL 32792
4 bd · 2 ba · 2,050 sqft
Garden Lake Estates
MLS ID #S5158750, RE/MAX SELECT GROUP.
Listing provided by Stellar MLS
$439,900
3150 Shady Pine Ave
Winter Park, FL 32792
4 bd · 2 ba · 1,624 sqft
Bel Aire
MLS ID #O6445202, WATSON REALTY CORP.
Listing provided by Stellar MLS
$769,900
1003 Golfside Dr
Winter Park, FL 32792
3 bd · 3 ba · 2,145 sqft
Golfside Sec 02
MLS ID #O6444366, QP HOMES REALTY LLC.
Listing provided by Stellar MLS
More Winter Park Pines 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 October 2, 2026 at 6:29 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.
Brevard County listings courtesy of the Space Coast Association of REALTORS® (Space Coast MLS)
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. Data is deemed reliable but is not guaranteed accurate by the MLS.
© 2026Space Coast Association of REALTORS®. All information should be independently reviewed and verified for accuracy.
Ryan Solberg, Broker · MaxLife Realty LLC · FL License #BK3354351 · Equal Housing Opportunity · Full disclaimer · DMCA