Homes over $1M in Winter Park, FL
81 for sale · 280 homes listed · Updated September 27, 2026 · Page 6 of 6
- 2227 howard drive, Winter Park 32789 Off market since Sep 2026 $1,100,000 · 3 bd · 3 ba · 2,196 sqft
- 1320 orchid avenue, Winter Park 32789 Off market since Sep 2026 $1,350,000 · 4 bd · 4 ba · 2,998 sqft
- 901 golfview terrace, Winter Park 32789 Off market since Sep 2026 $6,995,000 · 5 bd · 6 ba · 5,479 sqft
- 1922 hammerlin avenue, Winter Park 32789 Off market since Sep 2026 $1,095,000 · 3 bd · 3 ba · 1,873 sqft
- 200 south interlachen avenue 350, Winter Park 32789 Off market since Sep 2026 $2,350,000 · 3 bd · 4 ba · 3,110 sqft
- 2661 via tuscany, Winter Park 32789 Off market since Sep 2026 $5,999,990 · 4 bd · 5 ba · 3,880 sqft
- 698 north new york avenue, Winter Park 32789 Off market since Sep 2026 $6,195,000 · 5 bd · 6 ba · 5,096 sqft
- 1257 wading waters circle, Winter Park 32792 Off market since Sep 2026 $1,600,000 · 6 bd · 5 ba · 5,239 sqft
- 2622 lake howell lane, Winter Park 32792 Off market since Sep 2026 $3,750,000 · 4 bd · 3 ba · 3,377 sqft
- 952 moss lane, Winter Park 32789 Off market since Sep 2026 $1,319,950 · 4 bd · 5 ba · 3,474 sqft
- 1773 walnut avenue, Winter Park 32789 Off market since Sep 2026 $2,725,000 · 5 bd · 5 ba · 3,784 sqft
- 825 palmer avenue, Winter Park 32789 Off market since Sep 2026 $5,195,900 · 5 bd · 7 ba · 5,122 sqft
- 2260 mulbry drive, Winter Park 32789 Off market since Sep 2026 $1,925,000 · 5 bd · 4 ba · 3,246 sqft
- 250 west reading way, Winter Park 32789 Off market since Sep 2026 $4,325,000 · 5 bd · 5 ba · 4,853 sqft
- 311 east morse boulevard 1-5, Winter Park 32789 Off market since Sep 2026 $2,475,000 · 3 bd · 3 ba · 2,316 sqft
- 540 north pennsylvania avenue, Winter Park 32789 Off market since Sep 2026 $3,950,000 · 4 bd · 2 ba · 1,652 sqft
- 504 west swoope avenue, Winter Park 32789 Off market since Sep 2026 $1,300,000 · 3 bd · 3 ba · 2,563 sqft
- 1271 palmer avenue, Winter Park 32789 Off market since Sep 2026 $2,195,000 · 4 bd · 5 ba · 2,850 sqft
- 2417 chantilly avenue, Winter Park 32789 Off market since Sep 2026 $1,579,000 · 4 bd · 4 ba · 2,718 sqft
- 1166 palmer avenue, Winter Park 32789 Off market since Sep 2026 $5,500,000 · 5 bd · 7 ba · 5,181 sqft
- 662 granville drive, Winter Park 32789 Off market since Sep 2026 $3,495,000 · 5 bd · 6 ba · 4,478 sqft
- 1803 barker drive, Winter Park 32789 Off market since Sep 2026 $2,190,000 · 4 bd · 3 ba · 3,463 sqft
- 1517 harmon avenue, Winter Park 32789 Off market since Sep 2026 $1,095,000 · 4 bd · 4 ba · 2,135 sqft
- 1742 temple drive, Winter Park 32789 Off market since Sep 2026 $3,695,999 · 4 bd · 5 ba · 3,658 sqft
- 120 broadview avenue, Winter Park 32789 Off market since Sep 2026 $1,250,000 · 3 bd · 2 ba · 1,747 sqft
- 533 country club drive, Winter Park 32789 Off market since Sep 2026 $1,599,000 · 4 bd · 4 ba · 2,942 sqft
- 532 langholm drive, Winter Park 32789 Off market since Sep 2026 $2,990,000 · 5 bd · 5 ba · 4,050 sqft
- 100 south virginia avenue 201, Winter Park 32789 Off market since Sep 2026 $1,450,000 · 3 bd · 3 ba · 2,756 sqft
- 2614 parkland drive, Winter Park 32789 Off market since Sep 2026 $1,890,000 · 4 bd · 4 ba · 3,307 sqft
- 1951 winter park road, Winter Park 32789 Off market since Sep 2026 $2,089,000 · 4 bd · 4 ba · 3,479 sqft