13$100,000
1 bd · 1 ba · 785 sqft
173 Scottsdale Sq #173, Winter Park, FL
Paola Jimenez · AXEN REALTY, LLC
Homes for Sale in Winter Park, FL
Hide MapHomes for Sale in Winter Park, FL
24 of 351 Listings
13$100,000
1 bd · 1 ba · 785 sqft
173 Scottsdale Sq #173, Winter Park, FL
Paola Jimenez · AXEN REALTY, LLC
Open house Sat, Oct 3 · 1:00 PM28$769,900
3 bd · 3 ba · 2,145 sqft
1003 Golfside Dr, Winter Park, FL
Lina Paeres · QP HOMES REALTY LLC
31$265,000
2 bd · 2 ba · 908 sqft
1250 S Denning Dr #119, Winter Park, FL
Justin McCarthy · FANNIE HILLMAN & ASSOCIATES
96$2,095,000
4 bd · 4 ba · 3,776 sqft
555 E Lake Sue Ave, Winter Park, FL
Claudia Davidson · KELLER WILLIAMS WINTER PARK
45$780,000
5 bd · 3 ba · 2,194 sqft
739 Roughbeard Rd, Winter Park, FL
John Harbuck · SERHANT
Open house Sat, Oct 3 · 1:00 PM61$479,900
3 bd · 2 ba · 1,614 sqft
1660 Orange Ave, Winter Park, FL
Gaby Murillo · EXP REALTY LLC
52$6,195,000
5 bd · 6 ba · 5,096 sqft
698 N New York Ave, Winter Park, FL
Mick Night · PREMIER SOTHEBY'S INTL. REALTY
Open house Sat, Oct 3 · 12:00 PM35$475,000
3 bd · 2 ba · 1,085 sqft
1211 Schultz Ave, Winter Park, FL
Onell Lee · KELLER WILLIAMS WINTER PARK
30$429,900
3 bd · 2 ba · 1,398 sqft
2818 Ambergate Rd, Winter Park, FL
Noella Tinkler · MARK SPAIN REAL ESTATE
22$474,900
3 bd · 2 ba · 1,706 sqft
3334 Young St, Winter Park, FL
Jason Alves · EQUITYPRO LLC
55$1,890,000
4 bd · 4 ba · 3,307 sqft
2614 Parkland Dr, Winter Park, FL
Ryan Gaston · JW GASTON LLC
39$1,450,000
3 bd · 3 ba · 2,756 sqft
100 S Virginia Ave #201, Winter Park, FL
Tiffany Grindstaff · KELLY PRICE & COMPANY LLC
12$449,900
4 bd · 2 ba · 1,627 sqft
3209 Heartwood Ave, Winter Park, FL
James Fitzgibbon · LEDGE REAL ESTATE SOLUTIONS LLC
18$2,990,000
5 bd · 5 ba · 4,050 sqft
532 Langholm Dr, Winter Park, FL
Christopher Christensen · ONE LUXURY INTERNATIONAL LLC
52$319,000
2 bd · 2 ba · 1,287 sqft
192 Balfour Dr #2, Winter Park, FL
Tricia Ramsby · BHHS FLORIDA REALTY
Open house Sun, Oct 4 · 1:00 PM73$2,089,000
4 bd · 4 ba · 3,479 sqft
1951 Winter Park Rd, Winter Park, FL
Holly Wilton · KELLER WILLIAMS WINTER PARK
34$1,250,000
3 bd · 2 ba · 1,747 sqft
120 Broadview Ave, Winter Park, FL
Catherine D'Amico · FANNIE HILLMAN & ASSOCIATES
31$227,000
2 bd · 2 ba · 1,120 sqft
602 Trinidad Ct #602, Winter Park, FL
Clara Herrera · CLARA HERRERA REALTY
16$285,000
3 bd · 2 ba · 1,509 sqft
7348 Grand Ave, Winter Park, FL
Joseph Doher · BERKSHIRE HATHAWAY HOMESERVICES RESULTS REALTY
Open house Sat, Oct 3 · 12:00 PM31$1,599,000
4 bd · 4 ba · 2,942 sqft
533 Country Club Dr, Winter Park, FL
Jill Healey · KELLER WILLIAMS WINTER PARK
Open house Sat, Oct 3 · 11:00 AM54$659,000
3 bd · 2 ba · 2,265 sqft
5303 Pine Lily Cir, Winter Park, FL
Jonathan Casique · PM ELITE REALTY LLC
52$599,000
4 bd · 4 ba · 2,322 sqft
4260 Bear Gully Rd, Winter Park, FL
Alexandre Zapparoli LLC · WRA BUSINESS & REAL ESTATE
41$3,695,999
4 bd · 5 ba · 3,658 sqft
1742 Temple Dr, Winter Park, FL
Mark Anthony Buot · ROI AVE LLC
20$150,000
2 bd · 2 ba · 1,063 sqft
7453 Daniel Webster Dr #a5, Winter Park, FL
Laila Dkhissi · LA ROSA REALTY PREMIER LLC
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