Winter Park East Homes $500K–$750K for Sale
Every home priced $500K–$750K 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+ Homes $500K–$750K in Winter Park East
$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
$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
$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
$724,900
266 N Ranger Blvd
Winter Park, FL 32792
4 bd · 3 ba · 1,692 sqft
Winter Park Pines
MLS ID #O6444727, ELITE PROPERTY REAL ESTATE LLC.
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
$675,000
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
$675,000
2260 Coldstream Dr
Winter Park, FL 32792
4 bd · 2 ba · 1,509 sqft
Brookshire Heights
MLS ID #O6437438, KELLER WILLIAMS WINTER PARK.
Listing provided by Stellar MLS
$539,900
330 Elkhorn Ct
Winter Park, FL 32792
3 bd · 2 ba · 1,570 sqft
Winter Park Pines Merrie Oaks
MLS ID #O6376757, LA ROSA REALTY CW PROPERTIES L.
Listing provided by Stellar MLS
$612,500
2708 Lion Heart Rd
Winter Park, FL 32792
3 bd · 2 ba · 1,785 sqft
Winter Park Pines Rep
MLS ID #O6387685, EQUITYPRO LLC.
Listing provided by Stellar MLS
$669,900
433 Gilbert Rd
Winter Park, FL 32792
3 bd · 2 ba · 1,800 sqft
Winter Park Pines
MLS ID #O6428430, KELLER WILLIAMS WINTER PARK.
Listing provided by Stellar MLS
$575,000
7525 Lodge Pole Trl
Winter Park, FL 32792
4 bd · 2 ba · 1,936 sqft
Arrowhead Cove
MLS ID #O6417303, KELLER WILLIAMS WINTER PARK.
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
$619,500
2758 Banchory Rd
Winter Park, FL 32792
3 bd · 3 ba · 1,539 sqft
Winter Park Pines
MLS ID #O6329628, MR VARGAS PROPERTY MANAGEMENT LLC.
Listing provided by Stellar MLS
$599,000
4260 Bear Gully Rd
Winter Park, FL 32792
4 bd · 4 ba · 2,322 sqft
Bear Gully Forest
MLS ID #O6443414, WRA BUSINESS & REAL ESTATE.
Listing provided by Stellar MLS
$520,000
1905 Bonanza Ct
Winter Park, FL 32792
4 bd · 2 ba · 1,774 sqft
Eastbrook Sub Unit 13
MLS ID #O6433122, ORCHARD BROKERAGE, LLC.
Listing provided by Stellar MLS
$529,000
2211 King Richards Ct
Winter Park, FL 32792
4 bd · 2 ba · 1,845 sqft
Winter Woods Unit 03
MLS ID #O6438092, FANNIE HILLMAN & ASSOCIATES.
Listing provided by Stellar MLS
$629,000
508 Brechin Dr
Winter Park, FL 32792
3 bd · 2 ba · 1,783 sqft
Kenilworth Shores Sec 01
MLS ID #O6439220, MTL REALTY LLC.
Listing provided by Stellar MLS
$739,777
4039 Cool Water Ct
Winter Park, FL 32792
4 bd · 2 ba · 2,267 sqft
Lake Waunatta Woods
MLS ID #O6437904, RE/MAX CENTRAL REALTY.
Listing provided by Stellar MLS
$530,000
167 Jergo Rd
Winter Park, FL 32792
4 bd · 4 ba · 925 sqft
Monroe
MLS ID #S5157831, CENTRAL FLORIDA REAL ESTATE.
Listing provided by Stellar MLS
$599,000
1946 Strathaven Rd
Winter Park, FL 32792
4 bd · 3 ba · 2,102 sqft
Kenilworth Shores Sec 07
MLS ID #O6411329, LPT REALTY, LLC.
Listing provided by Stellar MLS
$665,000
1122 Wildmeadow Run
Winter Park, FL 32792
4 bd · 3 ba · 1,770 sqft
Meadows At Hawks Crest
MLS ID #O6429492, REAL BROKER, LLC.
Listing provided by Stellar MLS
$695,000
715 S Ranger Blvd
Winter Park, FL 32792
4 bd · 3 ba · 2,312 sqft
Winter Park Pines
MLS ID #O6410899, DAHLIA REALTY GROUP.
Listing provided by Stellar MLS
$575,000
2627 Ambergate Rd
Winter Park, FL 32792
4 bd · 3 ba · 1,745 sqft
Winter Park Estates
MLS ID #O6433352, KELLER WILLIAMS WINTER PARK.
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 October 2, 2026 at 3:20 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