Homes under $1M in Winter Park, FL
157 for sale · 591 homes listed · Updated September 27, 2026 · Page 11 of 12
- 3651 north goldenrod road 206, Winter Park 32792 Off market since Sep 2026 $179,900 · 2 bd · 2 ba · 840 sqft
- 5588 garden grove circle, Winter Park 32792 Off market since Sep 2026 $400,000 · 3 bd · 2 ba · 1,310 sqft
- 2477 tahoe circle 2477, Winter Park 32792 Off market since Sep 2026 $254,000 · 2 bd · 2 ba · 1,316 sqft
- 1652 berkshire avenue, Winter Park 32789 Off market since Sep 2026 $479,000 · 3 bd · 2 ba · 1,498 sqft
- 1250 south denning drive unit 233, Winter Park 32789 Off market since Sep 2026 $245,000 · 2 bd · 2 ba · 913 sqft
- 1431 palm avenue, Winter Park 32789 Off market since Sep 2026 $825,000 · 2 bd · 2 ba · 1,540 sqft
- 7384 grand avenue, Winter Park 32792 Off market since Sep 2026 $425,000 · 3 bd · 2 ba · 1,162 sqft
- 2627 ambergate road, Winter Park 32792 Off market since Sep 2026 $575,000 · 4 bd · 3 ba · 1,745 sqft
- 1955 eland avenue, Winter Park 32789 Off market since Sep 2026 $410,000 · 3 bd · 2 ba · 1,494 sqft
- 2286 marsh sedge lane, Winter Park 32792 Off market since Sep 2026 $770,000 · 4 bd · 3 ba · 2,192 sqft
- 7468 canford court 24, Winter Park 32792 Off market since Sep 2026 $184,900 · 2 bd · 2 ba · 1,365 sqft
- 2641 carvell court, Winter Park 32792 Off market since Sep 2026 $550,000 · 4 bd · 2 ba · 2,126 sqft
- 250 carolina avenue 205, Winter Park 32789 Off market since Sep 2026 $739,000 · 2 bd · 2 ba · 1,311 sqft
- 311 east morse boulevard 4-5, Winter Park 32789 Off market since Sep 2026 $975,000 · 2 bd · 2 ba · 1,763 sqft
- 1256 melissa court, Winter Park 32789 Off market since Sep 2026 $660,000 · 3 bd · 3 ba · 1,690 sqft
- 120 longbranch road, Winter Park 32792 Off market since Sep 2026 $860,000 · 5 bd · 4 ba · 3,284 sqft
- 1842 puritan avenue, Winter Park 32792 Off market since Sep 2026 $419,000 · 4 bd · 2 ba · 1,836 sqft
- 1278 south pennsylvania avenue 13, Winter Park 32789 Off market since Sep 2026 $799,000 · 3 bd · 3 ba · 1,957 sqft
- 2857 clever lane, Winter Park 32792 Off market since Sep 2026 $399,995 · 3 bd · 3 ba · 1,782 sqft
- 1660 gladiolas drive, Winter Park 32792 Off market since Sep 2026 $509,900 · 3 bd · 2 ba · 2,047 sqft
- 3019 antique oaks circle 127, Winter Park 32792 Off market since Sep 2026 $143,500 · 1 bd · 1 ba · 749 sqft
- 943 fairway drive, Winter Park 32792 Off market since Sep 2026 $650,000 · 4 bd · 3 ba · 2,067 sqft
- 2112 eastbrook boulevard, Winter Park 32792 Off market since Sep 2026 $423,000 · 3 bd · 2 ba · 1,470 sqft
- 623 grenadine court 623, Winter Park 32792 Off market since Sep 2026 $194,900 · 2 bd · 2 ba · 1,037 sqft
- 7525 lodge pole trail, Winter Park 32792 Off market since Sep 2026 $575,000 · 4 bd · 2 ba · 1,936 sqft
- 285 lewfield circle 285, Winter Park 32792 Off market since Sep 2026 $147,000 · 1 bd · 1 ba · 678 sqft
- 151 north orlando avenue 261, Winter Park 32789 Off market since Sep 2026 $219,999 · 1 bd · 1 ba · 582 sqft
- 900 carver street, Winter Park 32789 Off market since Sep 2026 $689,000 · 3 bd · 3 ba · 1,794 sqft
- 7605 aloma pines court, Winter Park 32792 Off market since Sep 2026 $359,000 · 3 bd · 3 ba · 1,872 sqft
- 1416 border drive, Winter Park 32789 Off market since Sep 2026 $660,000 · 3 bd · 1 ba · 1,243 sqft
- 2824 prince john road, Winter Park 32792 Off market since Sep 2026 $475,000 · 2 bd · 2 ba · 1,438 sqft
- 1016 aragon avenue, Winter Park 32789 Off market since Sep 2026 $660,000 · 4 bd · 4 ba · 1,840 sqft
- 2181 linden road, Winter Park 32792 Off market since Sep 2026 $450,000 · 5 bd · 3 ba · 1,442 sqft
- 222 lewfield circle, Winter Park 32792 Off market since Sep 2026 $189,900 · 2 bd · 2 ba · 953 sqft
- 2126 albert lee parkway, Winter Park 32789 Off market since Sep 2026 $415,000 · 3 bd · 2 ba · 1,187 sqft
- 724 monmouth way, Winter Park 32792 Off market since Sep 2026 $849,999 · 5 bd · 4 ba · 2,832 sqft
- 3302 royal street, Winter Park 32792 Off market since Sep 2026 $274,900 · 3 bd · 2 ba · 1,197 sqft
- 471 holt avenue, Winter Park 32789 Off market since Sep 2026 $975,000 · 4 bd · 3 ba · 2,528 sqft
- 1220 howell branch road, Winter Park 32789 Off market since Sep 2026 $999,500 · 3 bd · 2 ba · 1,487 sqft
- 151 north orlando avenue 242, Winter Park 32789 Off market since Sep 2026 $269,000 · 2 bd · 1 ba · 710 sqft
- 1259 indiana avenue, Winter Park 32789 Off market since Sep 2026 $575,000 · 2 bd · 3 ba · 1,648 sqft
- 5108 lazy oaks drive 5108, Winter Park 32792 Off market since Sep 2026 $269,000 · 2 bd · 2 ba · 1,008 sqft
- 7530 cranes creek court, Winter Park 32792 Off market since Sep 2026 $309,900 · 3 bd · 3 ba · 1,545 sqft
- 2211 king richards court, Winter Park 32792 Off market since Sep 2026 $529,000 · 4 bd · 2 ba · 1,845 sqft
- 3651 north goldenrod road c205, Winter Park 32792 Off market since Sep 2026 $159,900 · 2 bd · 2 ba · 840 sqft
- 1850 bryan avenue, Winter Park 32789 Off market since Sep 2026 $725,000 · 3 bd · 2 ba · 1,563 sqft
- 7506 cranes creek court 30, Winter Park 32792 Off market since Sep 2026 $365,000 · 3 bd · 3 ba · 1,861 sqft
- 4039 cool water court, Winter Park 32792 Off market since Sep 2026 $739,777 · 4 bd · 2 ba · 2,267 sqft
- 3020 nicholson drive, Winter Park 32792 Off market since Sep 2026 $495,000 · 4 bd · 2 ba · 1,756 sqft
- 2500 lee road 143, Winter Park 32789 Off market since Sep 2026 $130,000 · 1 bd · 1 ba · 645 sqft