Homes under $100K in Winter Park, FL

5 homes for sale · Updated August 12, 2026

• 1695 lee road b210, Winter Park 32789 $89,000 · 1 bd · 1 ba · 638 sqft
• 252 scottsdale square 252, Winter Park 32792 $85,000 · 2 bd · 2 ba · 1,085 sqft
• 1695 lee road b108, Winter Park 32789 $88,999 · 1 bd · 1 ba · 638 sqft
• 303 scottsdale square 303, Winter Park 32792 $80,000 · 2 bd · 2 ba · 1,020 sqft
• 263 scottsdale square 263, Winter Park 32792 $80,000 · 2 bd · 2 ba · 1,020 sqft