Homes under $1M in Winter Garden, FL

581 for sale · 1,057 homes listed · Updated September 27, 2026 · Page 1 of 22

• 14501 grove resort avenue 3205, Winter Garden 34787 $325,000 · 2 bd · 2 ba · 1,265 sqft
• 14501 grove resort avenue 1220, Winter Garden 34787 $325,890 · 2 bd · 2 ba · 1,375 sqft
• 14501 grove resort avenue 3538, Winter Garden 34787 $351,450 · 3 bd · 2 ba · 1,396 sqft
• 14501 grove resort avenue 1637, Winter Garden 34787 $235,100 · 2 bd · 2 ba · 1,375 sqft
• 14501 grove resort avenue, Winter Garden 34787 $450,000 · 2 bd · 2 ba · 1,265 sqft
• 14501 grove resort avenue 1237, Winter Garden 34787 $210,000 · 2 bd · 2 ba · 1,375 sqft
• 14902 arrena road, Winter Garden 34787 $585,000 · 4 bd · 3 ba · 3,392 sqft
• 18339 oliver twist way, Winter Garden 34787 $650,000 · 4 bd · 3 ba · 2,931 sqft
• 9493 emerald berry drive, Winter Garden 34787 $989,000 · 4 bd · 4 ba · 3,211 sqft
• 9008 sonoma coast drive, Winter Garden 34787 $809,900 · 3 bd · 3 ba · 2,348 sqft
• 17865 adrift road, Winter Garden 34787 $599,000 · 4 bd · 4 ba · 2,484 sqft
• 14501 grove resort avenue 2623, Winter Garden 34787 $390,000 · 2 bd · 2 ba · 1,265 sqft
• 10007 little alcove loop, Winter Garden 34787 $979,900 · 4 bd · 4 ba · 2,921 sqft
• 14501 grove resort avenue 3202, Winter Garden 34787 $350,000 · 3 bd · 2 ba · 1,396 sqft
• 13158 bounty avenue, Winter Garden 34787 $395,000 · 3 bd · 3 ba · 1,567 sqft
• 14501 grove resort avenue 2334, Winter Garden 34787 $274,900 · 3 bd · 2 ba · 1,396 sqft
• 9605 lost creek drive, Winter Garden 34787 $699,000 · 4 bd · 3 ba · 2,117 sqft
• 15280 maritime pine drive, Winter Garden 34787 $979,990 · 6 bd · 4 ba · 3,550 sqft
• 10540 tribute drive, Winter Garden 34787 $419,000 · 3 bd · 3 ba · 1,636 sqft
• 15695 grove resort avenue 4417, Winter Garden 34787 $150,000 · 1 ba · 350 sqft
• 14327 wabasso loop, Winter Garden 34787 $869,990 · 5 bd · 4 ba · 3,710 sqft
• 17552 lake star road, Winter Garden 34787 $999,000 · 4 bd · 4 ba · 2,605 sqft
• 16105 water spring boulevard, Winter Garden 34787 $497,000 · 4 bd · 3 ba · 2,042 sqft
• 330 southern pecan circle 208, Winter Garden 34787 $298,000 · 3 bd · 2 ba · 1,453 sqft
• 14501 grove resort avenue 1612, Winter Garden 34787 $299,000 · 2 bd · 2 ba · 1,375 sqft
• 14501 grove resort avenue 2101, Winter Garden 34787 $460,000 · 3 bd · 3 ba · 1,544 sqft
• 13706 werrington drive, Winter Garden 34787 $715,000 · 4 bd · 4 ba · 2,807 sqft
• 17098 water spring boulevard, Winter Garden 34787 $555,000 · 4 bd · 4 ba · 2,484 sqft
• 14501 grove resort avenue 3712, Winter Garden 34787 $325,000 · 3 bd · 2 ba · 1,396 sqft
• 14501 grove resort avenue 3535, Winter Garden 34787 $369,990 · 2 bd · 2 ba · 1,434 sqft
• 14501 grove resort avenue 3304, Winter Garden 34787 $205,000 · 2 bd · 2 ba · 1,375 sqft
• 5217 citrus leaf boulevard, Winter Garden 34787 $899,000 · 4 bd · 4 ba · 3,144 sqft
• 14501 grove resort avenue 2536, Winter Garden 34787 $314,900 · 2 bd · 2 ba · 1,434 sqft
• 14501 grove resort avenue 1105, Winter Garden 34787 $304,000 · 2 bd · 2 ba · 1,265 sqft
• 14517 black lake preserve street, Winter Garden 34787 $640,000 · 4 bd · 3 ba · 2,569 sqft
• 14501 grove resort avenue 1622, Winter Garden 34787 $449,000 · 3 bd · 3 ba · 1,544 sqft
• 1608 highbanks circle, Winter Garden 34787 $679,000 · 3 bd · 3 ba · 2,278 sqft
• 14501 grove resort avenue 2528, Winter Garden 34787 $209,000 · 3 bd · 3 ba · 1,544 sqft
• 14501 grove resort avenue 2527, Winter Garden 34787 $215,000 · 3 bd · 3 ba · 1,544 sqft
• 14501 grove resort avenue 2534, Winter Garden 34787 $210,000 · 3 bd · 2 ba · 1,396 sqft
• 15401 porter road, Winter Garden 34787 $519,000 · 5 bd · 3 ba · 2,455 sqft
• 14501 grove resort avenue 1746, Winter Garden 34787 $210,000 · 2 bd · 2 ba · 1,375 sqft
• 15755 sweet limetta drive, Winter Garden 34787 $775,000 · 5 bd · 5 ba · 3,633 sqft
• 92 windtree lane 201, Winter Garden 34787 $218,000 · 2 bd · 2 ba · 918 sqft
• 373 eron way 47, Winter Garden 34787 $182,000 · 2 bd · 2 ba · 840 sqft
• 14501 grove resort avenue 3424, Winter Garden 34787 $230,000 · 2 bd · 2 ba · 1,375 sqft
• 16031 scarpetta street, Winter Garden 34787 $595,000 · 4 bd · 4 ba · 2,474 sqft
• 3262 hanging tide street, Winter Garden 34787 $679,000 · 5 bd · 5 ba · 3,663 sqft
• 14501 grove resort avenue 1111, Winter Garden 34787 $179,000 · 2 bd · 2 ba · 1,265 sqft
• 131 oak laurel drive, Winter Garden 34787 $799,000 · 3 bd · 4 ba · 1,906 sqft