Homes under $500K in Winter Garden, FL
169 for sale · 577 homes listed · Updated September 27, 2026 · Page 11 of 12
- 14543 golden harbor lane, Winter Garden 34787 Off market since Sep 2026 $495,000 · 3 bd · 3 ba · 2,039 sqft
- 14501 grove resort avenue 3215, Winter Garden 34787 Off market since Sep 2026 $199,000 · 2 bd · 2 ba · 1,265 sqft
- 16534 barbours creek way, Winter Garden 34787 Off market since Sep 2026 $464,990 · 3 bd · 3 ba · 1,817 sqft
- 233 southern pecan circle 101, Winter Garden 34787 Off market since Sep 2026 $229,900 · 2 bd · 1 ba · 966 sqft
- 14448 pleach street, Winter Garden 34787 Off market since Sep 2026 $350,000 · 2 bd · 3 ba · 1,345 sqft
- 1327 priory circle 1327, Winter Garden 34787 Off market since Sep 2026 $368,000 · 3 bd · 3 ba · 1,650 sqft
- 14501 grove resort avenue, Winter Garden 34787 Off market since Sep 2026 $335,000 · 3 bd · 3 ba · 1,544 sqft
- 27 windtree lane 102, Winter Garden 34787 Off market since Sep 2026 $224,995 · 2 bd · 2 ba · 918 sqft
- 15038 windflower alley, Winter Garden 34787 Off market since Sep 2026 $440,000 · 3 bd · 3 ba · 1,536 sqft
- 1221 priory circle, Winter Garden 34787 Off market since Sep 2026 $380,000 · 3 bd · 3 ba · 1,675 sqft
- 13855 golden russet drive, Winter Garden 34787 Off market since Sep 2026 $355,000 · 2 bd · 3 ba · 1,652 sqft
- 15056 windflower alley, Winter Garden 34787 Off market since Sep 2026 $398,000 · 3 bd · 3 ba · 1,536 sqft
- 15877 tollington alley, Winter Garden 34787 Off market since Sep 2026 $483,500 · 3 bd · 3 ba · 1,835 sqft
- 300 eron way 1, Winter Garden 34787 Off market since Sep 2026 $224,000 · 2 bd · 2 ba · 840 sqft
- 11102 hanlon terrace alley, Winter Garden 34787 Off market since Sep 2026 $425,000 · 3 bd · 3 ba · 1,868 sqft
- 14501 grove resort avenue 3438, Winter Garden 34787 Off market since Sep 2026 $194,900 · 3 bd · 2 ba · 1,396 sqft
- 1422 basin street, Winter Garden 34787 Off market since Sep 2026 $260,000 · 4 bd · 1 ba · 880 sqft
- 208 3rd street, Winter Garden 34787 Off market since Sep 2026 $435,000 · 8 bd · 3 ba · 1,750 sqft
- 15613 orange harvest loop, Winter Garden 34787 Off market since Sep 2026 $445,000 · 3 bd · 3 ba · 1,844 sqft
- 12086 shine view lane, Winter Garden 34787 Off market since Sep 2026 $487,500 · 3 bd · 3 ba · 1,817 sqft
- 502 first cape coral drive, Winter Garden 34787 Off market since Sep 2026 $489,000 · 3 bd · 2 ba · 1,929 sqft
- 11202 silver trumpet loop, Winter Garden 34787 Off market since Sep 2026 $437,993 · 2 bd · 2 ba · 1,515 sqft
- 14200 avalon road 406, Winter Garden 34787 Off market since Sep 2026 $213,000 · 3 bd · 2 ba · 1,288 sqft
- 11199 silver trumpet loop, Winter Garden 34787 Off market since Sep 2026 $447,118 · 2 bd · 2 ba · 1,515 sqft
- 11234 silver trumpet loop, Winter Garden 34787 Off market since Sep 2026 $415,000 · 2 bd · 2 ba · 1,515 sqft
- 2628 balforn tower way, Winter Garden 34787 Off market since Sep 2026 $438,000 · 3 bd · 2 ba · 1,372 sqft
- 6982 twilight bay drive, Winter Garden 34787 Off market since Sep 2026 $475,000 · 4 bd · 3 ba · 1,860 sqft
- 217 harbor drive, Winter Garden 34787 Off market since Sep 2026 $499,900 · 3 bd · 2 ba · 1,737 sqft
- 963 stucki terrace, Winter Garden 34787 Off market since Sep 2026 $189,000 · 2 bd · 1 ba · 761 sqft
- 14501 grove resort avenue 1420, Winter Garden 34787 Off market since Sep 2026 $249,000 · 2 bd · 2 ba · 1,375 sqft
- 1009 spring loop way, Winter Garden 34787 Off market since Sep 2026 $475,000 · 3 bd · 2 ba · 1,497 sqft
- 14501 grove resort avenue 2542, Winter Garden 34787 Off market since Sep 2026 $205,000 · 3 bd · 3 ba · 1,544 sqft
- 2017 portcastle circle, Winter Garden 34787 Off market since Sep 2026 $399,900 · 3 bd · 3 ba · 1,857 sqft
- 9357 jaywood road, Winter Garden 34787 Off market since Sep 2026 $489,000 · 3 bd · 2 ba · 1,685 sqft
- 14501 grove resort avenue 2221, Winter Garden 34787 Off market since Sep 2026 $184,900 · 2 bd · 2 ba · 1,375 sqft
- 225 1st street, Winter Garden 34787 Off market since Sep 2026 $288,000 · 3 bd · 1 ba · 1,020 sqft
- 9467 cinzel alley, Winter Garden 34787 Off market since Sep 2026 $455,000 · 3 bd · 3 ba · 1,814 sqft
- 14501 grove resort avenue 3534, Winter Garden 34787 Off market since Sep 2026 $199,000 · 3 bd · 2 ba · 1,396 sqft
- 735 hurley drive, Winter Garden 34787 Off market since Sep 2026 $489,000 · 3 bd · 2 ba · 1,767 sqft
- 1315 eastern pecan place 202, Winter Garden 34787 Off market since Sep 2026 $204,900 · 1 bd · 1 ba · 942 sqft
- 113 west division street, Winter Garden 34787 Off market since Sep 2026 $469,900 · 4 bd · 2 ba · 1,487 sqft
- 11156 hanlon terrace alley, Winter Garden 34787 Off market since Sep 2026 $410,000 · 3 bd · 3 ba · 1,868 sqft
- 431 southern pecan circle 101, Winter Garden 34787 Off market since Sep 2026 $284,995 · 3 bd · 2 ba · 1,340 sqft
- 7025 twilight bay drive, Winter Garden 34787 Off market since Sep 2026 $435,000 · 3 bd · 3 ba · 2,024 sqft
- 109 windtree lane north, Winter Garden 34787 Off market since Sep 2026 $209,900 · 2 bd · 2 ba · 918 sqft
- 1553 spring ridge circle, Winter Garden 34787 Off market since Sep 2026 $475,000 · 3 bd · 2 ba · 1,729 sqft
- 14501 grove resort avenue 3403, Winter Garden 34787 Off market since Sep 2026 $180,000 · 2 bd · 2 ba · 1,265 sqft
- 1415 sherbourne street, Winter Garden 34787 Off market since Sep 2026 $404,000 · 3 bd · 3 ba · 1,369 sqft
- 15279 harrowgate way, Winter Garden 34787 Off market since Sep 2026 $375,000 · 3 bd · 3 ba · 1,845 sqft
- 1017 priory circle, Winter Garden 34787 Off market since Sep 2026 $350,000 · 3 bd · 3 ba · 1,625 sqft