Winter Park East Pool Homes for Sale
Every pool home currently for sale in Winter Park East — pulled live from the Stellar MLS and updated continuously. Pair this with the free Winter Park East 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 Park East area
$139,998
3019 Antique Oaks Cir #127
Winter Park, FL 32792
1 bd · 1 ba · 749 sqft
Parkview Village
MLS ID #O6455101, CHEVON EATON.
Listing provided by Stellar MLS
$875,000
618 Blairshire Cir
Winter Park, FL 32792
4 bd · 3 ba · 1,876 sqft
Brookshire Heights 4th Add
MLS ID #O6439298, REAL BROKER, LLC.
Listing provided by Stellar MLS
$419,900
603 Carnation Dr
Winter Park, FL 32792
4 bd · 2 ba · 1,427 sqft
Eastbrook Sub
MLS ID #TB8561386, A-WARD WINNING REALTY LLC.
Listing provided by Stellar MLS
$314,000
1740 Puritan Ave
Winter Park, FL 32792
3 bd · 2 ba · 1,229 sqft
Eastbrook Sub Unit 06 2nd Rep
MLS ID #S5159687, KELLER WILLIAMS REALTY SMART 1.
Listing provided by Stellar MLS
$860,000
120 Longbranch Rd
Winter Park, FL 32792
5 bd · 4 ba · 3,284 sqft
Lake Ann Estates Unit 3
MLS ID #O6434232, OPENDOOR BROKERAGE LLC.
Listing provided by Stellar MLS
$449,000
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
$194,900
623 Grenadine Ct #623
Winter Park, FL 32792
2 bd · 2 ba · 1,037 sqft
Winter Park Villas Condo
MLS ID #O6434195, COLDWELL BANKER REALTY.
Listing provided by Stellar MLS
$479,999
2217 Sussex Rd
Winter Park, FL 32792
4 bd · 2 ba · 2,092 sqft
Winter Woods Unit 01
MLS ID #O6362648, PREFERRED REAL ESTATE BROKERS.
Listing provided by Stellar MLS
$650,000
2322 Woodcrest Dr
Winter Park, FL 32792
4 bd · 2 ba · 1,650 sqft
Kenilworth Estates 1st Add
MLS ID #O6445796, KELLER WILLIAMS WINTER PARK.
Listing provided by Stellar MLS
$175,000
7327 Forest Hill Ct #223
Winter Park, FL 32792
2 bd · 3 ba · 1,031 sqft
Hidden Oaks Condo Ph 12
MLS ID #O6403841, M L VAZ REALTY INC.
Listing provided by Stellar MLS
$637,500
2215 Woodcrest Dr
Winter Park, FL 32792
4 bd · 2 ba · 1,688 sqft
Kenilworth Estates 1st Add
MLS ID #O6442348, KELLER WILLIAMS WINTER PARK.
Listing provided by Stellar MLS
$2,070,000
914 Enclave Pl
Winter Park, FL 32792
5 bd · 5 ba · 3,617 sqft
The Enclave Winter Park
MLS ID #O6391825, CORCORAN PREMIER REALTY.
Listing provided by Stellar MLS
$220,000
4786 Tangerine Ave #4786
Winter Park, FL 32792
2 bd · 2 ba · 1,281 sqft
Wrenwood Condo
MLS ID #S5159925, EXP REALTY LLC.
Listing provided by Stellar MLS
$654,000
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
$134,998
3032 Antique Oaks Cir #145
Winter Park, FL 32792
1 bd · 1 ba · 749 sqft
Parkview Village Condominium
MLS ID #O6446981, OLDE TOWN BROKERS INC.
Listing provided by Stellar MLS
$825,000
2345 Brookshire Ave
Winter Park, FL 32792
3 bd · 3 ba · 2,488 sqft
Brookshire Heights
MLS ID #O6439369, KELLER WILLIAMS WINTER PARK.
Listing provided by Stellar MLS
$1,250,000
2015 Summerfield Rd
Winter Park, FL 32792
4 bd · 4 ba · 2,916 sqft
Kenilworth Shores Sec 07
MLS ID #O6418198, UNITED REAL ESTATE PREFERRED.
Listing provided by Stellar MLS
$246,400
193 Lewfield Cir
Winter Park, FL 32792
2 bd · 3 ba · 1,300 sqft
Stratford A Winter Park Condo
MLS ID #O6409075, 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
$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
$875,000
2572 Fifeshire Dr
Winter Park, FL 32792
4 bd · 3 ba · 2,578 sqft
Brookshire Heights 2nd Add
MLS ID #O6442325, PREMIER SOTHEBY'S INTL. REALTY.
Listing provided by Stellar MLS
$999,900
1448 Lake Florence Way
Winter Park, FL 32792
5 bd · 5 ba · 3,652 sqft
Lake Florence Preserve
MLS ID #O6411164, RE/MAX 200 REALTY.
Listing provided by Stellar MLS
$279,999
2275 Island Run
Winter Park, FL 32792
3 bd · 2 ba · 1,467 sqft
Windward Square Sec 3
MLS ID #O6439848, U KEY REALTY.
Listing provided by Stellar MLS
$735,000
1287 Verdant Glade Pl
Winter Park, FL 32792
4 bd · 4 ba · 3,020 sqft
Meadows At Hawks Crest
MLS ID #O6434086, EXP REALTY LLC.
Listing provided by Stellar MLS
More Winter Park East 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 5, 2026 at 1:01 AM 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