Homes in Winter Park Village, Winter Park, FL

6 for sale · 7 homes listed · Updated September 25, 2026

• 1319 bessmor road, Winter Park 32789 $589,000 · 3 bd · 2 ba · 1,126 sqft
• 1404 border drive, Winter Park 32789 $1,075,000 · 4 bd · 4 ba · 2,469 sqft
• 2525 lafayette avenue, Winter Park 32789 $1,749,000 · 4 bd · 4 ba · 2,715 sqft
• 1416 border drive, Winter Park 32789 $660,000 · 3 bd · 1 ba · 1,243 sqft
• 2430 chantilly avenue, Winter Park 32789 $1,598,000 · 4 bd · 4 ba · 2,916 sqft
• 2417 chantilly avenue, Winter Park 32789 $1,579,000 · 4 bd · 4 ba · 2,718 sqft
• 2430 chantilly avenue, Winter Park 32789 Off market since Sep 2026 $1,599,000 · 4 bd · 4 ba · 2,916 sqft