30$950,000
3 bd · 2 ba · 1,887 sqft
913 Moss Ln, Winter Park, FL
Peter Rodriguez · VECTOR REALTY
Homes for Sale in Winter Park, FL
Hide MapHomes for Sale in Winter Park, FL
24 of 351 Listings
30$950,000
3 bd · 2 ba · 1,887 sqft
913 Moss Ln, Winter Park, FL
Peter Rodriguez · VECTOR REALTY
5$3,950,000
4 bd · 2 ba · 1,652 sqft
540 N Pennsylvania Ave, Winter Park, FL
Mary Heidrich · COLDWELL BANKER REALTY
33$234,900
2 bd · 2 ba · 1,295 sqft
2383 Sun Valley Cir #2383, Winter Park, FL
Carmen Aridas · RE/MAX PRIME PROPERTIES
28$170,000
2 bd · 3 ba · 1,031 sqft
7476 Woodburn Ct #38, Winter Park, FL
Habib Fahs · COLDWELL BANKER REALTY
3$4,325,000
5 bd · 5 ba · 4,853 sqft
250 W Reading Way, Winter Park, FL
Brian Mitnik · RE/MAX 200 REALTY
Price ReducedOpen house Sat, Oct 3 · 1:00 PM73$769,000
4 bd · 3 ba · 2,141 sqft
2410 Sherbrooke Rd, Winter Park, FL
Li Ju Huang · AMERICA REAL ESTATE COMPANY LL
63$2,475,000
3 bd · 3 ba · 2,316 sqft
311 E Morse Blvd #1-5, Winter Park, FL
Skip Kirst · COLLADO REAL ESTATE
Open house Sat, Oct 3 · 1:00 PM35$295,000
2 bd · 2 ba · 1,544 sqft
2302 Barbados Dr, Winter Park, FL
George Freelove · KELLER WILLIAMS REALTY AT THE PARKS
6$5,195,900
5 bd · 7 ba · 5,122 sqft
825 Palmer Ave, Winter Park, FL
Laura Earl · CORCORAN PREMIER REALTY
18$2,725,000
5 bd · 5 ba · 3,784 sqft
1773 Walnut Ave, Winter Park, FL
Christopher Christensen · ONE LUXURY INTERNATIONAL LLC
12$1,925,000
5 bd · 4 ba · 3,246 sqft
2260 Mulbry Dr, Winter Park, FL
Alex Bogumil · KONA REALTY SERVICES LLC
13$365,000
3 bd · 2 ba · 1,185 sqft
2136 Linden Rd, Winter Park, FL
Patty Hru · PAM REAL ESTATE
Price Reduced89$1,550,000
6 bd · 5 ba · 5,239 sqft
1257 Wading Waters Cir, Winter Park, FL
Rob Breese, III · RE/MAX TOWN & COUNTRY REALTY
72$3,395,000
5 bd · 6 ba · 4,015 sqft
160 W Rockwood Way, Winter Park, FL
Alison Mosley · PREMIER SOTHEBY'S INTL. REALTY
20$380,000
3 bd · 1 ba · 1,143 sqft
2626 Ambergate Rd, Winter Park, FL
Brett Winters · OLDE TOWN BROKERS INC
Price Reduced69$775,000
5 bd · 4 ba · 2,840 sqft
1164 Dodd Road, Winter Park, FL
Michael John Rothenburg · Charles Rutenberg Realty FTL
Price Reduced35$675,000
4 bd · 2 ba · 1,509 sqft
2260 Coldstream Dr, Winter Park, FL
Steven Ritz · KELLER WILLIAMS WINTER PARK
55$495,000
4 bd · 2 ba · 1,756 sqft
3020 Nicholson Dr, Winter Park, FL
Kristin Duncan · CHARLES RUTENBERG REALTY ORLANDO
68$5,999,990
4 bd · 5 ba · 3,880 sqft
2661 Via Tuscany, Winter Park, FL
Nohora Gomez · COLDWELL BANKER REALTY
18$165,000
2 bd · 2 ba · 840 sqft
3651 N Goldenrod Rd #C109, Winter Park, FL
Valerie Wanzer · REAL ESTATE PROFESSIONALS SE
36$2,350,000
3 bd · 4 ba · 3,110 sqft
200 S Interlachen Ave #350, Winter Park, FL
Rhonda Chesmore · KELLY PRICE & COMPANY LLC
28$245,000
2 bd · 2 ba · 908 sqft
1250 S Denning Dr #127, Winter Park, FL
Drew Henner · PREMIER SOTHEBY'S INTL. REALTY
Price ReducedOpen house Sat, Oct 3 · 12:00 AM38$659,900
3 bd · 2 ba · 1,420 sqft
274 N Ranger Blvd, Winter Park, FL
Shannon Lee · EXPLORE FLORIDA REALTY SERVICES LLC
Price Reduced34$629,000
3 bd · 2 ba · 1,783 sqft
508 Brechin Dr, Winter Park, FL
Mary Lowen · MTL REALTY LLC
BeachesMLSStellar MLSSource: HJN community data
September 2026 · This period is still settling
Selling at 97.9% of asking price
Buyers here are paying below asking. MLS · 73 sales · as of Sep 29, 2026