Homes over $1M in Winter Park, FL

105 homes for sale · Updated August 12, 2026 · Page 3 of 3

• 890 north phelps avenue, Winter Park 32789 $1,775,000 · 4 bd · 5 ba · 3,630 sqft
• 1840 bryan avenue, Winter Park 32789 $1,725,000 · 4 bd · 4 ba · 3,727 sqft
• 1420 aloma avenue, Winter Park 32789 $2,190,000 · 3 bd · 4 ba · 2,422 sqft
• 1901 loch berry road, Winter Park 32792 $3,500,000 · 5 bd · 6 ba · 4,831 sqft
• 857 brock street, Winter Park 32789 $4,650,000 · 5 bd · 6 ba · 4,827 sqft