New25$230,000
3 bd · 2 ba · 1,268 sqft
216 Lewfield Cir #216, Winter Park, FL
Vicki Bray-Fagan, LLC · WATSON REALTY CORP
Condos in Winter Park, FL
Hide MapCondos in Winter Park, FL
24 of 82 Listings
New25$230,000
3 bd · 2 ba · 1,268 sqft
216 Lewfield Cir #216, Winter Park, FL
Vicki Bray-Fagan, LLC · WATSON REALTY CORP
28$185,000
2 bd · 2 ba · 1,281 sqft
4882 Tangerine Ave #4882, Winter Park, FL
Greg Sibley · SIMPLYSOLD REAL ESTATE PREMIER
29$354,000
2 bd · 2 ba · 1,074 sqft
700 Melrose Ave #M23, Winter Park, FL
Linda Jokbengboon · COMPASS FLORIDA LLC
25$255,000
2 bd · 2 ba · 1,026 sqft
1500 Gay Rd #26-C, Winter Park, FL
Lianna Dangelo · SOTERA LIVING
33$1,150,000
2 bd · 2 ba · 993 sqft
1602 Alabama Dr #107, Winter Park, FL
Valerie Leary · CORCORAN PREMIER REALTY
Price Reduced15$134,999
1 bd · 1 ba · 749 sqft
3032 Antique Oaks Cir #145, Winter Park, FL
Parker Blanchard · OLDE TOWN BROKERS INC
13$140,000
1 bd · 1 ba · 678 sqft
302 Lewfield Cir #302, Winter Park, FL
Heather Spirazza · REGENCY REAL ESTATE LLC
11$170,000
1 bd · 1 ba · 793 sqft
200 Saint Andrews Blvd #3408, Winter Park, FL
Natalia Moege · PARK 26 REALTY LLC
Open house Sun, Oct 18 · 12:00 PM25$850,000
3 bd · 2 ba · 1,639 sqft
100 S Interlachen Ave #401, Winter Park, FL
Mary Colton · FANNIE HILLMAN & ASSOCIATES
32$169,900
1 bd · 1 ba · 645 sqft
2500 Lee Rd #123, Winter Park, FL
Scott Sheldon · HOME WISE REALTY GROUP, INC.
25$290,000
2 bd · 3 ba · 1,133 sqft
188 Sandlewood #1, Winter Park, FL
Tom Noelke · NOELKE REALTY
40$159,000
1 bd · 1 ba · 793 sqft
200 Saint Andrews Blvd #704, Winter Park, FL
Alexis Jacobsen · EXP REALTY LLC
24$140,000
2 bd · 1 ba · 881 sqft
1695 Lee Rd #C206, Winter Park, FL
Ingrid Garcia Rodriguez · INVESTMENT REALTY
13$100,000
1 bd · 1 ba · 785 sqft
173 Scottsdale Sq #173, Winter Park, FL
Paola Jimenez · AXEN REALTY, LLC
31$265,000
2 bd · 2 ba · 908 sqft
1250 S Denning Dr #119, Winter Park, FL
Justin McCarthy · FANNIE HILLMAN & ASSOCIATES
Open house Tue, Oct 20 · 12:30 PM39$1,450,000
3 bd · 3 ba · 2,756 sqft
100 S Virginia Ave #201, Winter Park, FL
Tiffany Grindstaff · KELLY PRICE & COMPANY LLC
52$319,000
2 bd · 2 ba · 1,287 sqft
192 Balfour Dr #2, Winter Park, FL
Tricia Ramsby · BHHS FLORIDA REALTY
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
Price ReducedOpen house Sat, Oct 17 · 12:00 PM33$349,000
2 bd · 1 ba · 830 sqft
1306 S Pennsylvania Ave #5, Winter Park, FL
Lisa Gould · KELLER WILLIAMS WINTER PARK
19$249,000
3 bd · 3 ba · 1,720 sqft
2463 Grand Teton Cir #2463, Winter Park, FL
Jessica Polanco · MAINFRAME REAL ESTATE
30$699,000
3 bd · 2 ba · 1,450 sqft
250 Carolina Ave #202, Winter Park, FL
Kevin McClanahan · FANNIE HILLMAN & ASSOCIATES
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
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
Condos in Winter Park, FL: 82 active listings as of .
Stellar MLSSeptember 2026
Selling at 97.9% of asking price
Buyers here are paying below asking. MLS · 84 sales · as of Sep 30, 2026
Source: HJN community data