Homes under $1M in Winter Garden, FL

391 for sale · 1,436 homes listed · Updated September 27, 2026 · Page 22 of 29

• 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
• 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
• 13129 faro court, Winter Garden 34787 Off market since Sep 2026 $779,000 · 5 bd · 5 ba · 3,664 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
• 13232 daniels landing circle, Winter Garden 34787 Off market since Sep 2026 $325,000 · 2 bd · 3 ba · 1,232 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
• 12042 grandrose alley, Winter Garden 34787 Off market since Aug 2026 $420,000 · 3 bd · 3 ba · 1,732 sqft
• 15813 sweet lemon way, Winter Garden 34787 Off market since Sep 2026 $534,000 · 3 bd · 3 ba · 2,119 sqft
• 552 egret place drive, Winter Garden 34787 Off market since Sep 2026 $699,900 · 5 bd · 3 ba · 3,395 sqft
• 8878 bismarck palm drive, Winter Garden 34787 Off market since Sep 2026 $629,000 · 4 bd · 4 ba · 2,581 sqft
• 14501 grove resort avenue 1527, Winter Garden 34787 Off market since Sep 2026 $170,000 · 2 bd · 2 ba · 1,265 sqft
• 3447 current, Winter Garden 34787 Off market since Sep 2026 $699,999 · 4 bd · 4 ba · 2,741 sqft
• 304 eron way 2, Winter Garden 34787 Off market since Sep 2026 $159,900 · 2 bd · 2 ba · 840 sqft
• 16950 arrowhead boulevard, Winter Garden 34787 Off market since Sep 2026 $620,000 · 2 bd · 2 ba · 1,514 sqft
• 14123 frasier street, Winter Garden 34787 Off market since Sep 2026 $550,000 · 4 bd · 3 ba · 2,082 sqft
• 14711 winter stay drive, Winter Garden 34787 Off market since Sep 2026 $835,000 · 4 bd · 3 ba · 2,662 sqft
• 13619 lake boulevard, Winter Garden 34787 Off market since Sep 2026 $525,000 · 3 bd · 2 ba · 1,440 sqft
• 9078 wading walk lane, Winter Garden 34787 Off market since Jul 2026 $460,000 · 3 bd · 3 ba · 1,814 sqft
• 15411 gilligan court, Winter Garden 34787 Off market since Sep 2026 $549,900 · 4 bd · 3 ba · 2,152 sqft
• 5863 cypress hill road, Winter Garden 34787 Off market since Sep 2026 $369,900 · 2 bd · 3 ba · 1,594 sqft
• 16681 silver brook way, Winter Garden 34787 Off market since Sep 2026 $536,990 · 4 bd · 3 ba · 1,896 sqft
• 434 sand lime road, Winter Garden 34787 Off market since Sep 2026 $239,900 · 2 bd · 2 ba · 1,302 sqft
• 14741 snowy egret street, Winter Garden 34787 Off market since Sep 2026 $725,000 · 5 bd · 4 ba · 3,448 sqft
• 16707 sanctuary drive, Winter Garden 34787 Off market since Sep 2026 $695,000 · 4 bd · 3 ba · 2,516 sqft
• 14501 grove resort avenue 3227, Winter Garden 34787 Off market since Jul 2026 $365,000 · 3 bd · 3 ba · 1,544 sqft
• 11259 hollow bay drive, Winter Garden 34787 Off market since Sep 2026 $865,000 · 4 bd · 4 ba · 3,327 sqft
• 11857 shine view lane, Winter Garden 34787 Off market since Sep 2026 $770,141 · 4 bd · 3 ba · 2,113 sqft
• 11827 shine view lane, Winter Garden 34787 Off market since Sep 2026 $863,626 · 5 bd · 5 ba · 3,225 sqft
• 11821 shine view lane, Winter Garden 34787 Off market since Sep 2026 $840,000 · 5 bd · 4 ba · 2,866 sqft
• 397 eron way 42, Winter Garden 34787 Off market since Sep 2026 $199,999 · 3 bd · 2 ba · 930 sqft
• 17242 lake star road, Winter Garden 34787 Off market since Sep 2026 $975,000 · 4 bd · 4 ba · 3,101 sqft
• 721 south woodland street, Winter Garden 34787 Off market since Sep 2026 $440,000 · 2 bd · 1 ba · 1,034 sqft
• 15709 shorebird lane, Winter Garden 34787 Off market since Sep 2026 $849,900 · 4 bd · 4 ba · 2,768 sqft
• 16435 hamlin hills road, Winter Garden 34787 Off market since Sep 2026 $449,999 · 3 bd · 3 ba · 1,736 sqft
• 1300 eastern pecan place 208, Winter Garden 34787 Off market since Sep 2026 $287,000 · 3 bd · 2 ba · 1,453 sqft
• 8019 jeremy joseph alley, Winter Garden 34787 Off market since Sep 2026 $389,900 · 3 bd · 3 ba · 1,696 sqft
• 2106 black lake boulevard, Winter Garden 34787 Off market since Jul 2026 $980,000 · 5 bd · 4 ba · 4,111 sqft
• 16004 ollivett street, Winter Garden 34787 Off market since Sep 2026 $799,999 · 7 bd · 4 ba · 4,704 sqft
• 129 south park avenue 8e, Winter Garden 34787 Off market since Sep 2026 $889,000 · 3 bd · 4 ba · 2,030 sqft
• 14543 golden harbor lane, Winter Garden 34787 Off market since Aug 2026 $515,000 · 3 bd · 3 ba · 2,039 sqft
• 502 palm drive, Winter Garden 34787 Off market since Jul 2026 $710,000 · 4 bd · 3 ba · 3,009 sqft