Single Family Homes in Winter Park, FL
168 for sale · 599 homes listed · Updated September 27, 2026 · Page 9 of 12
- 926 enclave place, Winter Park 32792 Off market since Sep 2026 $2,475,000 · 5 bd · 5 ba · 4,150 sqft
- 2512 eastbrook boulevard, Winter Park 32792 Off market since Sep 2026 $390,000 · 4 bd · 2 ba · 1,607 sqft
- 622 penn place, Winter Park 32789 Off market since Sep 2026 $1,895,000 · 3 bd · 4 ba · 2,767 sqft
- 333 cornwall road, Winter Park 32792 Off market since Sep 2026 $549,900 · 4 bd · 2 ba · 1,660 sqft
- 616 brechin drive, Winter Park 32792 Off market since Sep 2026 $999,000 · 4 bd · 5 ba · 2,638 sqft
- 1741 mizell avenue, Winter Park 32789 Off market since Sep 2026 $998,000 · 3 bd · 2 ba · 2,015 sqft
- 316 beckett court, Winter Park 32792 Off market since Sep 2026 $450,000 · 4 bd · 2 ba · 1,651 sqft
- 1841 lake spier drive, Winter Park 32789 Off market since Sep 2026 $1,498,000 · 3 bd · 4 ba · 2,467 sqft
- 1946 strathaven road, Winter Park 32792 Off market since Sep 2026 $599,000 · 4 bd · 3 ba · 2,102 sqft
- 1448 lake florence way, Winter Park 32792 Off market since Sep 2026 $1,049,900 · 5 bd · 5 ba · 3,652 sqft
- 2418 euston road, Winter Park 32789 Off market since Sep 2026 $624,444 · 3 bd · 3 ba · 2,228 sqft
- 723 symonds avenue, Winter Park 32789 Off market since Sep 2026 $1,700,000 · 4 bd · 4 ba · 3,065 sqft
- 942 enclave place, Winter Park 32792 Off market since Sep 2026 $2,195,000 · 5 bd · 5 ba · 3,831 sqft
- 950 enclave place, Winter Park 32792 Off market since Sep 2026 $2,125,000 · 5 bd · 5 ba · 3,797 sqft
- 946 enclave place, Winter Park 32792 Off market since Sep 2026 $2,375,000 · 5 bd · 5 ba · 3,989 sqft
- 1581 magnolia avenue, Winter Park 32789 Off market since Sep 2026 $1,425,000 · 4 bd · 4 ba · 2,756 sqft
- 1571 woodland avenue, Winter Park 32789 Off market since Sep 2026 $6,000,000 · 5 bd · 8 ba · 7,397 sqft
- 1320 gladiolas drive, Winter Park 32792 Off market since Sep 2026 $469,900 · 4 bd · 2 ba · 1,624 sqft
- 1404 border drive, Winter Park 32789 Off market since Sep 2026 $1,075,000 · 4 bd · 4 ba · 2,469 sqft
- 338 blue heron drive, Winter Park 32789 Off market since Sep 2026 $836,000 · 3 bd · 3 ba · 2,017 sqft
- 1840 aster drive, Winter Park 32792 Off market since Sep 2026 $389,950 · 3 bd · 2 ba · 1,667 sqft
- 860 north denning drive, Winter Park 32789 Off market since Sep 2026 $674,900 · 3 bd · 3 ba · 1,411 sqft
- 641 northwood circle, Winter Park 32789 Off market since Sep 2026 $1,499,000 · 3 bd · 5 ba · 2,756 sqft
- 715 south ranger boulevard, Winter Park 32792 Off market since Sep 2026 $695,000 · 4 bd · 3 ba · 2,312 sqft
- 2054 eastbrook boulevard, Winter Park 32792 Off market since Sep 2026 $500,000 · 4 bd · 3 ba · 2,031 sqft
- 5503 albert drive, Winter Park 32792 Off market since Sep 2026 $399,900 · 3 bd · 2 ba · 1,366 sqft
- 2240 venetian way, Winter Park 32789 Off market since Sep 2026 $3,500,000 · 4 bd · 4 ba · 4,036 sqft
- 5340 north lake burkett lane, Winter Park 32792 Off market since Sep 2026 $424,900 · 3 bd · 2 ba · 1,746 sqft
- 2974 chantilly avenue, Winter Park 32789 Off market since Aug 2026 $500,000 · 3 bd · 2 ba · 1,433 sqft
- 2715 prince john road, Winter Park 32792 Off market since Sep 2026 $494,900 · 3 bd · 2 ba · 1,565 sqft
- 525 south lakemont avenue, Winter Park 32792 Off market since Aug 2026 $2,099,990 · 4 bd · 4 ba · 3,330 sqft
- 2032 kimbrace place, Winter Park 32792 Off market since Sep 2026 $1,800,000 · 5 bd · 4 ba · 3,382 sqft
- 1473 berkshire avenue, Winter Park 32789 Off market since Sep 2026 $1,369,000 · 5 bd · 4 ba · 2,351 sqft
- 231 chelton circle, Winter Park 32789 Off market since Sep 2026 $4,950,000 · 4 bd · 7 ba · 5,550 sqft
- 240 north phelps avenue, Winter Park 32789 Off market since Sep 2026 $2,050,000 · 5 bd · 5 ba · 2,889 sqft
- 1535 lawndale circle, Winter Park 32792 Off market since Sep 2026 $420,000 · 3 bd · 2 ba · 1,676 sqft
- 1421 chapman circle, Winter Park 32789 Off market since Sep 2026 $1,377,500 · 4 bd · 4 ba · 3,578 sqft
- 121 east fawsett road, Winter Park 32789 Off market since Jul 2026 $3,490,000 · 5 bd · 6 ba · 4,191 sqft
- 1600 legion drive, Winter Park 32789 Off market since Aug 2026 $3,795,000 · 5 bd · 6 ba · 4,483 sqft
- 8433 commander cove, Winter Park 32792 Off market since Sep 2026 $455,000 · 4 bd · 3 ba · 1,903 sqft
- 1836 whitehall drive, Winter Park 32789 Off market since Sep 2026 $2,995,000 · 5 bd · 7 ba · 4,168 sqft
- 1316 blue stem lane, Winter Park 32792 Off market since Sep 2026 $725,000 · 4 bd · 3 ba · 2,196 sqft
- 437 north capen avenue, Winter Park 32789 Off market since Sep 2026 $849,000 · 3 bd · 3 ba · 1,904 sqft
- 2008 houndslake drive, Winter Park 32792 Off market since Sep 2026 $475,000 · 4 bd · 2 ba · 2,250 sqft
- 313 sylvan drive, Winter Park 32789 Off market since Sep 2026 $5,500,000 · 4 bd · 5 ba · 4,775 sqft
- 1605 puritan avenue, Winter Park 32792 Off market since Sep 2026 $379,000 · 3 bd · 2 ba · 1,285 sqft
- 2015 summerfield road, Winter Park 32792 Off market since Sep 2026 $1,262,500 · 4 bd · 4 ba · 3,024 sqft
- 2914 reef knot place, Winter Park 32792 Off market since Sep 2026 $1,725,000 · 6 bd · 6 ba · 4,173 sqft
- 2344 woodcrest drive, Winter Park 32792 Off market since Jul 2026 $719,900 · 4 bd · 2 ba · 1,764 sqft
- 1564 lawndale circle, Winter Park 32792 Off market since Sep 2026 $450,000 · 4 bd · 3 ba · 1,980 sqft