Homes under $500K in Winter Garden, FL
221 for sale · 576 homes listed · Updated November 9, 2026 · Page 1 of 12
- 14501 Grove Resort Avenue, Winter Garden 34787 $450,000 · 2 bd · 2 ba · 1,265 sqft
- 13158 Bounty Avenue, Winter Garden 34787 $395,000 · 3 bd · 3 ba · 1,567 sqft
- 14501 Grove Resort 1304, Winter Garden 34787 $350,000 · 3 bd · 2 ba · 1,396 sqft
- 14501 Grove 3425, Winter Garden 34787 $420,000 · 2 bd · 2 ba
- 15806 Gem View Street, Winter Garden 34787 $444,900 · 2 bd · 2 ba · 1,574 sqft
- 14501 Grove Resort Avenue 3626, Winter Garden 34787 $480,000 · 3 bd · 3 ba
- 14501 Grove Resort Avenue #3128, Winter Garden 34787 $250,000 · 3 bd · 3 ba · 1,544 sqft
- 13232 Daniels Landing Circle, Winter Garden 34787 $325,000 · 2 bd · 3 ba · 1,232 sqft
- 13349 Harbor Shore Lane, Winter Garden 34787 $307,000 · 2 bd · 3 ba · 1,236 sqft
- 13879 Lanyard Way, Winter Garden 34787 $495,000 · 3 bd · 3 ba · 1,983 sqft
- 17728 Porter Road, Winter Garden 34787 $449,990 · 3 bd · 3 ba · 1,764 sqft
- 92 Windtree Lane #201, Winter Garden 34787 $218,000 · 2 bd · 2 ba · 918 sqft
- 14501 Grove Resort Avenue #1622, Winter Garden 34787 $399,000 · 3 bd · 3 ba · 1,544 sqft
- 9231 Grand Island Way, Winter Garden 34787 $449,000 · 4 bd · 3 ba · 2,060 sqft
- 6262 Sunny Time Avenue, Winter Garden 34787 $433,190 · 3 bd · 3 ba · 1,683 sqft
- 721 South Woodland Street, Winter Garden 34787 $400,000 · 2 bd · 1 ba · 1,034 sqft
- 15111 Groveside Road, Winter Garden 34787 $489,990 · 3 bd · 3 ba · 1,846 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 #1111, Winter Garden 34787 $169,000 · 2 bd · 2 ba · 1,265 sqft
- 5618 Water Rose Road, Winter Garden 34787 $375,000 · 3 bd · 3 ba · 1,755 sqft
- 14501 Grove Resort Avenue #2101, Winter Garden 34787 $460,000 · 3 bd · 3 ba · 1,544 sqft
- 16435 Hamlin Hills Road, Winter Garden 34787 $449,999 · 3 bd · 3 ba · 1,736 sqft
- 13158 Bounty Avenue, Winter Garden 34787 $389,000 · 3 bd · 3 ba · 1,567 sqft
- 8113 Red Stopper Lane, Winter Garden 34787 $434,900 · 3 bd · 3 ba · 1,725 sqft
- 15159 Groveside Road, Winter Garden 34787 $492,990 · 3 bd · 3 ba · 1,881 sqft
- 200 Southern Pecan Circle #206, Winter Garden 34787 $239,000 · 2 bd · 2 ba · 1,276 sqft
- 10660 Words Drive, Winter Garden 34787 $445,000 · 4 bd · 3 ba · 1,992 sqft
- 14501 Grove Resort Avenue #1310, Winter Garden 34787 $215,000 · 2 bd · 2 ba · 1,265 sqft
- 200 Southern Pecan Circle #104, Winter Garden 34787 $290,000 · 3 bd · 2 ba · 1,340 sqft
- 14501 Grove Resort Avenue #2413, Winter Garden 34787 $235,000 · 2 bd · 2 ba · 1,265 sqft
- 231 East Lafayette Street, Winter Garden 34787 $479,900 · 4 bd · 3 ba · 1,608 sqft
- 14031 Picard Alley, Winter Garden 34787 $349,000 · 3 bd · 3 ba · 1,789 sqft
- 15213 Groveside Road, Winter Garden 34787 $478,990 · 3 bd · 3 ba · 1,846 sqft
- 14501 Grove Resort Avenue #1707, Winter Garden 34787 $239,000 · 3 bd · 3 ba · 1,544 sqft
- 359 Douglas Way #54, Winter Garden 34787 $214,000 · 2 bd · 2 ba · 930 sqft
- 15014 Windflower Alley, Winter Garden 34787 $424,990 · 3 bd · 3 ba · 1,536 sqft
- 13765 Golden Russet Drive, Winter Garden 34787 $350,000 · 3 bd · 3 ba · 1,600 sqft
- 14200 Avalon Road #409, Winter Garden 34787 $185,000 · 2 bd · 2 ba · 1,253 sqft
- 208 3rd Street, Winter Garden 34787 $435,000 · 8 bd · 3 ba · 1,750 sqft
- 225 Southern Pecan Circle #208, Winter Garden 34787 $269,000 · 2 bd · 2 ba · 1,264 sqft
- 338 Windford Court, Winter Garden 34787 $325,000 · 3 bd · 2 ba · 1,050 sqft
- 14501 Grove Resort Avenue #2534, Winter Garden 34787 $190,000 · 3 bd · 2 ba · 1,396 sqft
- 14501 Grove Resort Avenue #2623, Winter Garden 34787 $340,000 · 2 bd · 2 ba · 1,265 sqft
- 11275 Silver Trumpet Loop, Winter Garden 34787 $400,000 · 2 bd · 2 ba · 1,515 sqft
- 12086 Shine View Lane, Winter Garden 34787 $487,500 · 3 bd · 3 ba · 1,817 sqft
- 16534 Barbours Creek Way, Winter Garden 34787 $454,990 · 3 bd · 3 ba · 1,817 sqft
- 14501 Grove Resort Avenue #2334, Winter Garden 34787 $274,900 · 3 bd · 2 ba · 1,396 sqft
- 14501 Grove Resort Avenue #3737, Winter Garden 34787 $350,000 · 3 bd · 2 ba · 1,396 sqft
- 14501 Grove Resort Avenue #2616, Winter Garden 34787 $180,000 · 3 bd · 2 ba · 1,396 sqft