Homes under $500K in Winter Garden, FL

236 homes for sale · Updated August 12, 2026 · Page 1 of 5

• 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 3329, Winter Garden 34787 $300,000 · 3 bd · 2 ba · 1,396 sqft
• 14501 grove resort avenue 3229, Winter Garden 34787 $299,999 · 3 bd · 2 ba · 1,396 sqft
• 14501 grove resort avenue 3134, Winter Garden 34787 $299,999 · 3 bd · 2 ba · 1,396 sqft
• 14501 grove resort avenue 3137, Winter Garden 34787 $300,000 · 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
• 14536 golden harbor lane, Winter Garden 34787 $450,000 · 3 bd · 3 ba · 1,904 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 $289,500 · 3 bd · 2 ba · 1,396 sqft
• 10534 tribute drive, Winter Garden 34787 $419,000 · 3 bd · 3 ba · 1,636 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
• 14501 grove resort avenue 1440, Winter Garden 34787 $245,000 · 2 bd · 2 ba · 1,375 sqft
• 16105 water spring boulevard, Winter Garden 34787 $497,000 · 4 bd · 3 ba · 2,042 sqft
• 9338 tyrella pine trail, Winter Garden 34787 $435,000 · 4 bd · 3 ba · 1,696 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
• 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
• 14501 grove resort avenue 1407, Winter Garden 34787 $225,000 · 3 bd · 3 ba · 1,544 sqft
• 634 foster avenue, Winter Garden 34787 $285,000 · 2 bd · 1 ba · 696 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
• 14501 grove resort avenue 1622, Winter Garden 34787 $449,000 · 3 bd · 3 ba · 1,544 sqft
• 14501 grove resort avenue 2528, Winter Garden 34787 $209,000 · 3 bd · 3 ba · 1,544 sqft
• 14501 grove resort avenue 2534, Winter Garden 34787 $210,000 · 3 bd · 2 ba · 1,396 sqft
• 14501 grove resort avenue 1746, Winter Garden 34787 $210,000 · 2 bd · 2 ba · 1,375 sqft
• 14501 grove resort avenue 3228, Winter Garden 34787 $240,000 · 3 bd · 3 ba · 1,544 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
• 14501 grove resort avenue 1111, Winter Garden 34787 $179,000 · 2 bd · 2 ba · 1,265 sqft
• 14257 lagoon cove lane, Winter Garden 34787 $499,000 · 3 bd · 2 ba · 2,365 sqft
• 14501 grove resort avenue 1503, Winter Garden 34787 $285,000 · 3 bd · 2 ba · 1,396 sqft
• 14051 grove resort avenue 1705, Winter Garden 34787 $215,000 · 2 bd · 2 ba · 1,265 sqft
• 14501 grove resort avenue 3128, Winter Garden 34787 $250,000 · 3 bd · 3 ba · 1,544 sqft
• 14501 grove resort avenue 2535, Winter Garden 34787 $165,000 · 2 bd · 2 ba · 1,434 sqft
• 14501 grove resort avenue 1224, Winter Garden 34787 $285,000 · 3 bd · 2 ba · 1,396 sqft
• 14501 grove resort avenue 3135, Winter Garden 34787 $250,000 · 2 bd · 2 ba · 1,434 sqft
• 14501 grove resort avenue 2604, Winter Garden 34787 $185,000 · 2 bd · 2 ba · 1,375 sqft
• 14989 apollo bond drive, Winter Garden 34787 $385,000 · 3 bd · 3 ba · 1,789 sqft
• 1532 scarlet oak loop 70b, Winter Garden 34787 $336,900 · 3 bd · 3 ba · 1,544 sqft
• 14501 grove resort avenue 2223, Winter Garden 34787 $244,990 · 2 bd · 2 ba · 1,265 sqft