Price Reduced76$1,425,000
4 bd · 4 ba · 2,642 sqft
1581 Magnolia Ave, Winter Park, FL
Jo Ann Lamar · PREMIER SOTHEBY'S INTL. REALTY
Homes for Sale in Winter Park, FL
Hide MapHomes for Sale in Winter Park, FL
24 of 350 Listings
Price Reduced76$1,425,000
4 bd · 4 ba · 2,642 sqft
1581 Magnolia Ave, Winter Park, FL
Jo Ann Lamar · PREMIER SOTHEBY'S INTL. REALTY
Price ReducedOpen house Sun, Oct 4 · 1:00 PM50$1,600,000
4 bd · 4 ba · 3,065 sqft
723 Symonds Ave, Winter Park, FL
Nick McKee · KELLER WILLIAMS WINTER PARK
4$2,375,000
5 bd · 5 ba · 3,989 sqft
946 Enclave Pl, Winter Park, FL
Matthew Burks · CORCORAN PREMIER REALTY
Price Reduced34$624,444
3 bd · 3 ba · 2,228 sqft
2418 Euston Rd, Winter Park, FL
Rick Bavec · TOLARIS REALTY GROUP LLC
Price Reduced37$599,000
4 bd · 3 ba · 2,102 sqft
1946 Strathaven Rd, Winter Park, FL
Youbel Montesino · LPT REALTY, LLC
Price Reduced49$1,049,900
5 bd · 5 ba · 3,652 sqft
1448 Lake Florence Way, Winter Park, FL
Abby Nelson · RE/MAX 200 REALTY
Price Reduced33$1,498,000
3 bd · 4 ba · 2,467 sqft
1841 Lake Spier Drive, Winter Park, FL
Nicole Seybold · FANNIE HILLMAN & ASSOCIATES
41$248,900
2 bd · 3 ba · 1,300 sqft
193 Lewfield Cir, Winter Park, FL
Efrain Reyes · COLDWELL BANKER REALTY
28$375,000
3 bd · 3 ba · 1,872 sqft
7522 Aloma Pines Ct, Winter Park, FL
Vildan Nigro · RIVA REALTY GROUP LLC
Price Reduced28$350,000
1 bd · 1 ba · 987 sqft
700 Melrose Ave #J24, Winter Park, FL
Scott Butts · KIMBRIDGE REALTY, LLC
Price Reduced34$710,000
3 bd · 2 ba · 1,350 sqft
300 Carolina Ave #402C, Winter Park, FL
Erin Baker · FANNIE HILLMAN & ASSOCIATES
Price Reduced44$999,000
4 bd · 5 ba · 2,638 sqft
616 Brechin Dr, Winter Park, FL
Alison Mosley · PREMIER SOTHEBY'S INTL. REALTY
42$390,000
4 bd · 2 ba · 1,607 sqft
2512 Eastbrook Blvd, Winter Park, FL
Joseph Firmin · LPT REALTY, LLC
Price Reduced22$180,000
2 bd · 2 ba · 1,105 sqft
2923 Antique Oaks Cir #34, Winter Park, FL
Steve Pugh · EXP REALTY LLC
Open house Sun, Oct 4 · 1:00 PM44$989,500
1 bd · 2 ba · 1,109 sqft
269 E Canton Ave #269, Winter Park, FL
Cathy Sawruk Williams · COLDWELL BANKER REALTY
7$2,475,000
5 bd · 5 ba · 4,150 sqft
926 Enclave Pl, Winter Park, FL
Laura Earl · CORCORAN PREMIER REALTY
9$2,300,000
5 bd · 5 ba · 3,865 sqft
938 Enclave Pl, Winter Park, FL
Laura Earl · CORCORAN PREMIER REALTY
24$3,300,000
5 bd · 6 ba · 3,421 sqft
1627 Mizell Ave, Winter Park, FL
Bianca Khoury · PREMIER SOTHEBY'S INTL. REALTY
Price Reduced26$399,000
3 bd · 3 ba · 1,907 sqft
1995 Canny CV, Winter Park, FL
Rosemary Siegler · KELLER WILLIAMS ELITE PARTNERS III REALTY
Price Reduced23$388,000
3 bd · 2 ba · 1,122 sqft
1092 Eastbrook Blvd, Winter Park, FL
Eva Firios · JC FLORIDA REALTY LLC
16$2,275,000
5 bd · 5 ba · 3,813 sqft
930 Enclave Pl, Winter Park, FL
Matthew Burks · CORCORAN PREMIER REALTY
27$1,249,900
4 bd · 4 ba · 2,936 sqft
Address withheld · Winter Park, FL
Kim Griffin · RE/MAX EXCLUSIVE COLLECTION
Price Reduced20$172,000
2 bd · 2 ba · 990 sqft
3243 Forest Oaks Court #117, Winter Park, FL
Jessie Lin, LLC · SOGO REAL ESTATE SERVICES LLC
Price Reduced24$175,000
2 bd · 3 ba · 1,031 sqft
7327 Forest Hill Ct #223, Winter Park, FL
Leda Vaz · M L VAZ REALTY INC
Stellar 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