Townhouses in Winter Park, FL

30 for sale · 63 homes listed · Updated November 9, 2026 · Page 1 of 2

• 1995 Canny Cove, Winter Park 32792 $399,000 · 3 bd · 3 ba · 1,907 sqft
• 125 South Interlachen Avenue #2, Winter Park 32789 $2,995,000 · 3 bd · 5 ba · 3,244 sqft
• 7605 Aloma Pines Court, Winter Park 32792 $349,000 · 3 bd · 3 ba · 1,872 sqft
• 413 West Morse Boulevard, Winter Park 32789 $2,625,000 · 3 bd · 4 ba · 3,048 sqft
• 7530 Cranes Creek Court, Winter Park 32792 $306,900 · 3 bd · 3 ba · 1,545 sqft
• 2033 Canny Cove, Winter Park 32792 $389,000 · 3 bd · 3 ba · 1,907 sqft
• 660 West Morse Boulevard, Winter Park 32789 $2,695,000 · 3 bd · 4 ba · 3,286 sqft
• 2857 Clever Lane, Winter Park 32792 $394,500 · 3 bd · 3 ba · 1,782 sqft
• 512 West Swoope Avenue, Winter Park 32789 $1,399,000 · 3 bd · 3 ba · 2,585 sqft
• 432 West Swoope Avenue, Winter Park 32789 $680,000 · 4 bd · 4 ba · 2,664 sqft
• 504 West Swoope Avenue, Winter Park 32789 $1,300,000 · 3 bd · 3 ba · 2,563 sqft
• 2275 Island Run, Winter Park 32792 $279,999 · 3 bd · 2 ba · 1,467 sqft
• 1927 South Lakemont Avenue, Winter Park 32792 $915,000 · 3 bd · 4 ba · 2,093 sqft
• 125 South Interlachen Avenue #1, Winter Park 32789 $3,645,000 · 3 bd · 5 ba · 3,878 sqft
• 7560 Aloma Pines Court, Winter Park 32792 $325,000 · 3 bd · 3 ba · 1,866 sqft
• 1250 Formosa Avenue, Winter Park 32789 $535,000 · 3 bd · 4 ba · 1,937 sqft
• 1265 Arlington Place, Winter Park 32789 $774,900 · 3 bd · 4 ba · 2,030 sqft
• 905 Enclave Place, Winter Park 32792 $1,550,000 · 4 bd · 4 ba · 2,756 sqft
• 901 Enclave Place, Winter Park 32792 $1,550,000 · 4 bd · 4 ba · 2,738 sqft
• 1259 Indiana Avenue, Winter Park 32789 $575,000 · 2 bd · 3 ba · 1,648 sqft
• 7522 Aloma Pines Court, Winter Park 32792 $375,000 · 3 bd · 3 ba · 1,872 sqft
• 7498 Aloma Pines Court, Winter Park 32792 $355,000 · 3 bd · 3 ba · 1,872 sqft
• 3307 Amber Wood Way #106, Winter Park 32792 $169,000 · 2 bd · 3 ba · 1,031 sqft
• 1407 Broad Wing Lane, Winter Park 32792 $482,000 · 3 bd · 3 ba · 2,308 sqft
• 5468 Bracken Court, Winter Park 32792 $299,000 · 3 bd · 3 ba · 1,602 sqft
• 2887 Temple Trail, Winter Park 32789 $695,000 · 2 bd · 3 ba · 1,801 sqft
• 4786 Tangerine Avenue #4786, Winter Park 32792 $220,000 · 2 bd · 2 ba · 1,281 sqft
• 125 South Interlachen Avenue #4, Winter Park 32789 $3,995,000 · 3 bd · 5 ba · 3,885 sqft
• 2535 Leeward Way, Winter Park 32792 $325,000 · 3 bd · 2 ba · 1,783 sqft
• 1261 Michigan Avenue, Winter Park 32789 $650,000 · 3 bd · 3 ba · 1,798 sqft
• 2651 Cayman Way, Winter Park 32792 Pending $255,000 · 2 bd · 2 ba · 1,020 sqft
• 1261 Indiana Avenue, Winter Park 32789 Pending $540,000 · 3 bd · 3 ba · 1,660 sqft
• 3373 Cedar Springs Place 149, Winter Park 32792 Pending $171,900 · 2 bd · 3 ba · 1,031 sqft
• 2653 Cayman Way, Winter Park 32792 Pending $284,000 · 3 bd · 2 ba · 1,284 sqft
• 1540 Florentino Lane, Winter Park 32792 Active Under Contract $315,000 · 3 bd · 3 ba · 1,682 sqft
• 2521 Galliano Circle, Winter Park 32792 Active Under Contract $335,000 · 3 bd · 3 ba · 1,682 sqft
• 1122 Washington Avenue 7b, Winter Park 32789 Active Under Contract $575,000 · 2 bd · 3 ba · 1,556 sqft
• 786 Mcintyre Avenue, Winter Park 32789 Active Under Contract $625,000 · 3 bd · 3 ba · 1,934 sqft
• 2881 Temple Trail, Winter Park 32789 Active Under Contract $575,000 · 2 bd · 3 ba · 1,704 sqft
• 1427 Broad Wing Lane, Winter Park 32792 Active Under Contract $419,900 · 3 bd · 3 ba · 2,312 sqft
• 2657 Exuma Way, Winter Park 32792 Active Under Contract $285,000 · 3 bd · 2 ba · 1,467 sqft
• 1521 Bantam Way, Winter Park 32792 Active Under Contract $424,900 · 3 bd · 3 ba · 1,755 sqft
• 2349 Shadowland Loop, Winter Park 32792 Active Under Contract $425,000 · 3 bd · 3 ba · 1,755 sqft
• 2302 Barbados Drive, Winter Park 32792 Active Under Contract $275,000 · 2 bd · 2 ba · 1,544 sqft
• 1256 Melissa Court, Winter Park 32789 Active Under Contract $660,000 · 3 bd · 3 ba · 1,690 sqft
• 2017 Canny Cove, Winter Park 32792 Active Under Contract $379,998 · 3 bd · 3 ba · 1,907 sqft
• 1138 South Pennsylvania Avenue, Winter Park 32789 Active Under Contract $925,000 · 3 bd · 3 ba · 2,434 sqft
• 7506 Cranes Creek Court #30, Winter Park 32792 Active Under Contract $365,000 · 3 bd · 3 ba · 1,861 sqft
• 1462 Siciliano Point, Winter Park 32792 Active Under Contract $325,000 · 3 bd · 3 ba · 1,628 sqft
• 2356 Shadowland Loop, Winter Park 32792 Active Under Contract $460,000 · 3 bd · 3 ba · 2,076 sqft