Homes under $1M in Winter Garden, FL

391 for sale · 1,436 homes listed · Updated September 27, 2026 · Page 4 of 29

• 15755 sweet limetta drive, Winter Garden 34787 $775,000 · 5 bd · 5 ba · 3,633 sqft
• 11072 silver surfer alley, Winter Garden 34787 $435,000 · 3 bd · 3 ba · 1,770 sqft
• 11036 robert frost drive, Winter Garden 34787 $599,990 · 4 bd · 3 ba · 2,136 sqft
• 16614 wingspread loop, Winter Garden 34787 $599,000 · 3 bd · 3 ba · 2,372 sqft
• 14501 grove resort avenue #3135, Winter Garden 34787 $250,000 · 2 bd · 2 ba · 1,434 sqft
• 14776 magnolia ridge loop, Winter Garden 34787 $839,900 · 4 bd · 4 ba · 2,876 sqft
• 9467 cinzel alley, Winter Garden 34787 $455,000 · 3 bd · 3 ba · 1,814 sqft
• 9362 woodcrane drive, Winter Garden 34787 $435,800 · 3 bd · 3 ba · 2,058 sqft
• 14501 grove resort avenue #2528, Winter Garden 34787 $209,000 · 3 bd · 3 ba · 1,544 sqft
• 10509 spring arbor lane, Winter Garden 34787 $439,000 · 3 bd · 3 ba · 1,868 sqft
• 11367 great rock street, Winter Garden 34787 $430,000 · 3 bd · 3 ba · 1,717 sqft
• 14501 grove resort avenue #2527, Winter Garden 34787 $215,000 · 3 bd · 3 ba · 1,544 sqft
• 373 eron way #47, Winter Garden 34787 $182,000 · 2 bd · 2 ba · 840 sqft
• 17431 water hemlock road, Winter Garden 34787 $769,990 · 4 bd · 3 ba · 2,908 sqft
• 17425 water hemlock road, Winter Garden 34787 $789,990 · 4 bd · 3 ba · 2,869 sqft
• 17419 water hemlock road, Winter Garden 34787 $899,990 · 5 bd · 4 ba · 3,610 sqft
• 17937 lake star road, Winter Garden 34787 $859,990 · 4 bd · 4 ba · 3,066 sqft
• 15031 guava bay drive, Winter Garden 34787 $890,000 · 5 bd · 5 ba · 3,958 sqft
• 15009 lebeau loop, Winter Garden 34787 $708,000 · 3 bd · 3 ba · 2,116 sqft
• 16394 taliesin street, Winter Garden 34787 $890,000 · 5 bd · 5 ba · 3,093 sqft
• 14501 grove resort avenue #3201, Winter Garden 34787 $245,000 · 3 bd · 3 ba · 1,544 sqft
• 14373 breda center loop, Winter Garden 34787 $543,000 · 3 bd · 3 ba · 2,488 sqft
• 12026 shine view lane, Winter Garden 34787 $554,997 · 3 bd · 3 ba · 2,216 sqft
• 15367 shonan gold drive, Winter Garden 34787 $899,000 · 5 bd · 5 ba · 3,002 sqft
• 14501 grove resort avenue #3701, Winter Garden 34787 $335,000 · 3 bd · 3 ba · 1,544 sqft
• 8937 lakeshore pointe drive, Winter Garden 34787 $575,000 · 3 bd · 3 ba · 2,052 sqft
• 14501 grove resort avenue #2608, Winter Garden 34787 $255,000 · 3 bd · 2 ba · 1,396 sqft
• 14766 peekskill drive, Winter Garden 34787 $340,000 · 2 bd · 3 ba · 1,406 sqft
• 1631 charlemagne court, Winter Garden 34787 $589,000 · 3 bd · 2 ba · 2,035 sqft
• 14051 grove resort avenue #1705, Winter Garden 34787 $215,000 · 2 bd · 2 ba · 1,265 sqft
• 301 valencia court, Winter Garden 34787 $695,000 · 4 bd · 3 ba · 2,029 sqft
• 13212 social lane, Winter Garden 34787 $575,000 · 4 bd · 3 ba · 2,526 sqft
• 15279 harrowgate way, Winter Garden 34787 $375,000 · 3 bd · 3 ba · 1,845 sqft
• 15652 gentle rain drive, Winter Garden 34787 $839,000 · 5 bd · 5 ba · 3,657 sqft
• 13056 sandcastle drive, Winter Garden 34787 $699,430 · 2 bd · 2 ba · 1,889 sqft
• 14140 country estate drive, Winter Garden 34787 $969,000 · 3 bd · 3 ba · 2,346 sqft
• 5751 new independence parkway, Winter Garden 34787 $415,000 · 2 bd · 3 ba · 1,540 sqft
• 6158 meriwether crescent, Winter Garden 34787 $729,999 · 4 bd · 4 ba · 2,877 sqft
• 483 pennsylvania avenue, Winter Garden 34787 $334,000 · 2 bd · 2 ba · 1,008 sqft
• 2139 tillman avenue, Winter Garden 34787 $840,000 · 4 bd · 4 ba · 3,078 sqft
• 15671 marina bay drive, Winter Garden 34787 $849,000 · 4 bd · 5 ba · 3,348 sqft
• 15357 oak apple court #4c, Winter Garden 34787 $300,000 · 3 bd · 3 ba · 1,699 sqft
• 531 hearthglen boulevard, Winter Garden 34787 $649,000 · 4 bd · 3 ba · 3,029 sqft
• 16260 silver grove boulevard, Winter Garden 34787 $978,000 · 5 bd · 5 ba · 3,979 sqft
• 13856 glynshel drive, Winter Garden 34787 $860,000 · 5 bd · 4 ba · 3,538 sqft
• 2202 romanum drive, Winter Garden 34787 $529,900 · 3 bd · 2 ba · 1,889 sqft
• 502 palm drive, Winter Garden 34787 $699,700 · 4 bd · 3 ba · 3,009 sqft
• 6208 aralia ivy lane, Winter Garden 34787 $390,000 · 3 bd · 3 ba · 1,560 sqft
• 8711 eden cove drive, Winter Garden 34787 $699,000 · 4 bd · 3 ba · 2,291 sqft
• 403 winter grove boulevard, Winter Garden 34787 $899,990 · 5 bd · 4 ba · 2,681 sqft