Single Family Homes in Winter Garden, FL

285 for sale · 1,135 homes listed · Updated September 27, 2026 · Page 17 of 23

• 745 marsh reed drive, Winter Garden 34787 Off market since Jul 2026 $598,000 · 4 bd · 2 ba · 2,596 sqft
• 16466 olive hill drive, Winter Garden 34787 Off market since Sep 2026 $599,000 · 3 bd · 3 ba · 2,020 sqft
• 214 south woodland street, Winter Garden 34787 Off market since Sep 2026 $800,000 · 4 bd · 2 ba · 2,868 sqft
• 14102 lochend way, Winter Garden 34787 Off market since Aug 2026 $935,000 · 5 bd · 5 ba · 3,606 sqft
• 11036 robert frost drive, Winter Garden 34787 Off market since Sep 2026 $599,990 · 4 bd · 3 ba · 2,136 sqft
• 12410 encore at ovation way, Winter Garden 34787 Off market since Sep 2026 $629,990 · 3 bd · 2 ba · 1,860 sqft
• 9717 waterway passage drive, Winter Garden 34787 Off market since Sep 2026 $669,500 · 4 bd · 3 ba · 2,117 sqft
• 15652 gentle rain drive, Winter Garden 34787 Off market since Sep 2026 $839,000 · 5 bd · 5 ba · 3,657 sqft
• 1061 portmoor way, Winter Garden 34787 Off market since Sep 2026 $515,000 · 4 bd · 2 ba · 1,804 sqft
• 20 east division street, Winter Garden 34787 Off market since Sep 2026 $995,000 · 4 bd · 3 ba · 2,729 sqft
• 17434 honeybell tangelo court, Winter Garden 34787 Off market since Sep 2026 $850,000 · 4 bd · 4 ba · 3,037 sqft
• 1651 amsel falls park terrace, Winter Garden 34787 Off market since Sep 2026 $1,080,000 · 4 bd · 5 ba · 3,881 sqft
• 14411 hampshire bay circle, Winter Garden 34787 Off market since Sep 2026 $870,000 · 4 bd · 5 ba · 4,010 sqft
• 8768 sonoma coast drive, Winter Garden 34787 Off market since Sep 2026 $890,000 · 5 bd · 5 ba · 3,416 sqft
• 1701 east bay street, Winter Garden 34787 Off market since Sep 2026 $289,000 · 2 bd · 2 ba · 825 sqft
• 16614 harbor sail way, Winter Garden 34787 Off market since Sep 2026 $1,399,000 · 6 bd · 6 ba · 4,882 sqft
• 5024 palmetto park drive, Winter Garden 34787 Off market since Aug 2026 $789,900 · 4 bd · 4 ba · 3,061 sqft
• 15143 blue peacock lane, Winter Garden 34787 Off market since Aug 2026 $589,000 · 4 bd · 3 ba · 2,420 sqft
• 7687 bowery drive, Winter Garden 34787 Off market since Sep 2026 $790,000 · 5 bd · 4 ba · 3,179 sqft
• 650 medora way, Winter Garden 34787 Off market since Aug 2026 $1,157,190 · 4 bd · 3 ba · 2,902 sqft
• 611 sigler drive, Winter Garden 34787 Off market since Aug 2026 $899,760 · 4 bd · 4 ba · 2,432 sqft
• 642 medora way, Winter Garden 34787 Off market since Aug 2026 $1,137,150 · 4 bd · 4 ba · 2,995 sqft
• 6460 makrut lime drive, Winter Garden 34787 Off market since Sep 2026 $850,000 · 4 bd · 4 ba · 3,103 sqft
• 11221 carding mill lane, Winter Garden 34787 Off market since Sep 2026 $758,188 · 3 bd · 3 ba · 2,085 sqft
• 17806 sedona street, Winter Garden 34787 Off market since Sep 2026 $672,509 · 2 bd · 2 ba · 1,843 sqft
• 6323 hamlin reserve boulevard, Winter Garden 34787 Off market since Sep 2026 $549,000 · 3 bd · 3 ba · 2,177 sqft
• 411 millwood place, Winter Garden 34787 Off market since Sep 2026 $459,000 · 3 bd · 2 ba · 1,696 sqft
• 9481 emerald berry drive, Winter Garden 34787 Off market since Aug 2026 $789,990 · 4 bd · 3 ba · 2,569 sqft
• 402 east maple street, Winter Garden 34787 Off market since Aug 2026 $900,000 · 6 bd · 6 ba · 2,876 sqft
• 17125 stillness alley, Winter Garden 34787 Off market since Sep 2026 $559,990 · 3 bd · 3 ba · 2,083 sqft
• 13031 serene glade road, Winter Garden 34787 Off market since Sep 2026 $544,990 · 3 bd · 3 ba · 2,078 sqft
• 5754 surprise lily drive, Winter Garden 34787 Off market since Sep 2026 $475,000 · 4 bd · 3 ba · 2,128 sqft
• 13019 serene glade road, Winter Garden 34787 Off market since Sep 2026 $523,990 · 3 bd · 3 ba · 2,078 sqft
• 4958 citrus leaf boulevard, Winter Garden 34787 Off market since Sep 2026 $540,000 · 3 bd · 3 ba · 1,788 sqft
• 6316 manuscript street, Winter Garden 34787 Off market since Sep 2026 $585,000 · 4 bd · 3 ba · 2,608 sqft
• 15139 canopy cover drive, Winter Garden 34787 Off market since Sep 2026 $699,000 · 2 bd · 2 ba · 2,000 sqft
• 519 teagarden court, Winter Garden 34787 Off market since Sep 2026 $857,000 · 4 bd · 3 ba · 3,061 sqft
• 925 easley avenue, Winter Garden 34787 Off market since Sep 2026 $1,125,000 · 4 bd · 4 ba · 2,667 sqft
• 13856 glynshel drive, Winter Garden 34787 Off market since Sep 2026 $860,000 · 5 bd · 4 ba · 3,538 sqft
• 15367 gilligan court, Winter Garden 34787 Off market since Aug 2026 $590,000 · 4 bd · 3 ba · 2,156 sqft
• 9362 woodcrane drive, Winter Garden 34787 Off market since Sep 2026 $435,800 · 3 bd · 3 ba · 2,058 sqft
• 13086 sunrise harvest drive, Winter Garden 34787 Off market since Sep 2026 $799,000 · 5 bd · 4 ba · 2,835 sqft
• 15741 sweet lemon way, Winter Garden 34787 Off market since Sep 2026 $1,099,000 · 5 bd · 5 ba · 3,624 sqft
• 13129 faro court, Winter Garden 34787 Off market since Sep 2026 $779,000 · 5 bd · 5 ba · 3,664 sqft
• 8750 bayview crossing drive, Winter Garden 34787 Off market since Sep 2026 $1,724,500 · 5 bd · 6 ba · 4,641 sqft
• 13037 serene glade road, Winter Garden 34787 Off market since Jul 2026 $559,990 · 3 bd · 3 ba · 1,836 sqft
• 15174 field daisy drive, Winter Garden 34787 Off market since Sep 2026 $679,000 · 4 bd · 4 ba · 2,686 sqft
• 9929 summerlake groves street, Winter Garden 34787 Sold on Jul 16, 2026 $899,990 · 5 bd · 5 ba · 4,034 sqft
• 17350 wild daisy drive, Winter Garden 34787 Off market since Aug 2026 $910,510 · 6 bd · 4 ba · 4,236 sqft
• 13092 sunrise harvest drive, Winter Garden 34787 Off market since Sep 2026 $845,000 · 4 bd · 4 ba · 2,993 sqft