Winter Park Pines Homes $750K–$1M for Sale
Every home priced $750K–$1M 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.
15 Homes $750K–$1M in Winter Park Pines
$769,000
2410 Sherbrooke Rd
Winter Park, FL 32792
4 bd · 3 ba · 2,141 sqft
Sherbrooke
MLS ID #O6439553, AMERICA REAL ESTATE COMPANY LL.
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
$895,000
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
$915,000
1927 S Lakemont Ave
Winter Park, FL 32792
3 bd · 4 ba · 2,093 sqft
Lake Spier Xing
MLS ID #O6426102, IAD REAL ESTATE.
Listing provided by Stellar MLS
$850,000
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
$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
$780,000
739 Roughbeard Rd
Winter Park, FL 32792
5 bd · 3 ba · 2,194 sqft
Winter Park Pines
MLS ID #O6444000, SERHANT.
Listing provided by Stellar MLS
$925,000
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
$829,500
1521 Heron Wood Pl
Winter Park, FL 32792
4 bd · 2 ba · 3,950 sqft
None
MLS ID #O6379884, RE/MAX INNOVATION.
Listing provided by Stellar MLS
$798,000
724 Monmouth Way
Winter Park, FL 32792
5 bd · 4 ba · 2,832 sqft
Winter Park Pines
MLS ID #O6424409, CENTRAL TOWER PROPERTIES.
Listing provided by Stellar MLS
$1,000,000
7839 University Garden Dr
Winter Park, FL 32792
4.93 acres
Harbor East
MLS ID #S5156988, PREMIUM PROPERTIES R.E SERVICE.
Listing provided by Stellar MLS
$825,000
1131 Wildmeadow Run
Winter Park, FL 32792
4 bd · 4 ba · 2,589 sqft
Meadows At Hawks Crest
MLS ID #O6392218, BECK REALTY LLC.
Listing provided by Stellar MLS
$770,000
2286 Marsh Sedge Ln
Winter Park, FL 32792
4 bd · 3 ba · 2,192 sqft
Preserve At Hawks Crest
MLS ID #O6426548, COMPASS FLORIDA LLC.
Listing provided by Stellar MLS
$775,000
1369 Blue Stem Ln
Winter Park, FL 32792
4 bd · 4 ba · 2,589 sqft
Landings At Hawks Crest
MLS ID #O6396971, U S GLORY REALTY.
Listing provided by Stellar MLS
$999,000
616 Brechin Dr
Winter Park, FL 32792
4 bd · 5 ba · 2,638 sqft
Kenilworth Shores Sec 04
MLS ID #O6409911, PREMIER SOTHEBY'S INTL. REALTY.
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 2:41 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