Homes under $1M in Winter Garden, FL

391 for sale · 1,436 homes listed · Updated September 27, 2026 · Page 12 of 29

• 9338 tyrella pine trail, Winter Garden 34787 Active Under Contract $425,000 · 4 bd · 3 ba · 1,696 sqft
• 1286 winter green way, Winter Garden 34787 Active Under Contract $219,900 · 2 bd · 2 ba · 1,144 sqft
• 15162 canopy cover drive, Winter Garden 34787 Active Under Contract $865,000 · 2 bd · 2 ba · 2,049 sqft
• 16330 brisk breeze alley, Winter Garden 34787 Active Under Contract $515,000 · 3 bd · 3 ba · 2,170 sqft
• 9611 lost creek drive, Winter Garden 34787 Active Under Contract $725,000 · 4 bd · 3 ba · 2,909 sqft
• 2609 slagrove court, Winter Garden 34787 Active Under Contract $474,000 · 4 bd · 2 ba · 2,383 sqft
• 15327 heron hideaway circle, Winter Garden 34787 Active Under Contract $839,000 · 7 bd · 4 ba · 4,267 sqft
• 317 southern pecan circle 102, Winter Garden 34787 Active Under Contract $225,000 · 1 bd · 1 ba · 738 sqft
• 16153 water spring boulevard, Winter Garden 34787 Active Under Contract $549,990 · 4 bd · 3 ba · 2,042 sqft
• 7007 twilight bay drive, Winter Garden 34787 Active Under Contract $465,000 · 3 bd · 3 ba · 1,845 sqft
• 16545 broadwater avenue, Winter Garden 34787 Active Under Contract $824,900 · 4 bd · 3 ba · 3,036 sqft
• 1209 castleport road, Winter Garden 34787 Active Under Contract $659,000 · 5 bd · 3 ba · 2,812 sqft
• 14501 grove resort avenue 3621, Winter Garden 34787 Active Under Contract $174,950 · 2 bd · 2 ba · 1,375 sqft
• 16209 admirals cove lane, Winter Garden 34787 Active Under Contract $409,990 · 3 bd · 3 ba · 1,568 sqft
• 15558 sandfield loop, Winter Garden 34787 Active Under Contract $765,000 · 4 bd · 4 ba · 4,307 sqft
• 6212 aralia ivy lane, Winter Garden 34787 Active Under Contract $400,000 · 3 bd · 3 ba · 1,560 sqft
• 15058 sawgrass bluff drive, Winter Garden 34787 Active Under Contract $579,900 · 4 bd · 3 ba · 2,626 sqft
• 15033 lake bessie loop, Winter Garden 34787 Active Under Contract $594,900 · 4 bd · 3 ba · 2,240 sqft
• 13536 sunset lakes circle, Winter Garden 34787 Active Under Contract $989,900 · 5 bd · 4 ba · 3,389 sqft
• 7720 summerlake pointe boulevard, Winter Garden 34787 Active Under Contract $800,000 · 5 bd · 4 ba · 3,893 sqft
• 3407 current avenue, Winter Garden 34787 Active Under Contract $595,000 · 5 bd · 5 ba · 3,747 sqft
• 8012 bluejack oak drive, Winter Garden 34787 Active Under Contract $479,000 · 4 bd · 4 ba · 2,222 sqft
• 776 rainfall drive, Winter Garden 34787 Active Under Contract $519,000 · 3 bd · 2 ba · 2,238 sqft
• 7036 bolanzo alley, Winter Garden 34787 Active Under Contract $470,000 · 4 bd · 4 ba · 1,920 sqft
• 8114 sayings drive, Winter Garden 34787 Active Under Contract $655,990 · 5 bd · 3 ba · 3,284 sqft
• 402 egret place drive, Winter Garden 34787 Active Under Contract $659,000 · 4 bd · 3 ba · 2,711 sqft
• 15419 uglis alley, Winter Garden 34787 Active Under Contract $539,900 · 3 bd · 3 ba · 2,270 sqft
• 12362 bracco street, Winter Garden 34787 Active Under Contract $485,000 · 4 bd · 3 ba · 2,094 sqft
• 15665 citrus harvest road, Winter Garden 34787 Active Under Contract $699,995 · 4 bd · 3 ba · 2,931 sqft
• 15078 canopy cover drive, Winter Garden 34787 Active Under Contract $969,000 · 3 bd · 3 ba · 2,270 sqft
• 13780 fresh ivy street, Winter Garden 34787 Active Under Contract $849,000 · 4 bd · 3 ba · 2,862 sqft
• 7190 enchanted lake drive, Winter Garden 34787 Active Under Contract $535,000 · 4 bd · 3 ba · 2,113 sqft
• 16754 oakboro street, Winter Garden 34787 Active Under Contract $520,000 · 4 bd · 4 ba · 2,477 sqft
• 921 bending oak trail, Winter Garden 34787 Active Under Contract $529,900 · 4 bd · 3 ba · 2,517 sqft
• 12308 bracco street, Winter Garden 34787 Active Under Contract $485,000 · 4 bd · 3 ba · 2,094 sqft
• 1681 east spring ridge circle, Winter Garden 34787 Active Under Contract $424,900 · 4 bd · 2 ba · 1,858 sqft
• 342 windford court, Winter Garden 34787 Active Under Contract $319,900 · 3 bd · 2 ba · 1,194 sqft
• 1431 viscaya cove boulevard, Winter Garden 34787 Active Under Contract $499,900 · 4 bd · 3 ba · 2,030 sqft
• 15518 fountain cove court, Winter Garden 34787 Active Under Contract $550,000 · 3 bd · 3 ba · 2,040 sqft
• 14501 grove resort avenue 2315, Winter Garden 34787 Active Under Contract $180,000 · 2 bd · 2 ba · 1,265 sqft
• 33 timbercreek pines circle, Winter Garden 34787 Active Under Contract $525,000 · 3 bd · 2 ba · 1,600 sqft
• 120 blue stone circle, Winter Garden 34787 Active Under Contract $737,900 · 4 bd · 3 ba · 2,529 sqft
• 12103 eastmoor drive, Winter Garden 34787 Active Under Contract $435,000 · 3 bd · 2 ba · 1,604 sqft
• 15025 evergreen oak loop, Winter Garden 34787 Active Under Contract $490,000 · 4 bd · 4 ba · 2,477 sqft
• 9360 mclaren alley, Winter Garden 34787 Active Under Contract $575,000 · 4 bd · 4 ba · 2,477 sqft
• 7279 duxbury lane, Winter Garden 34787 Active Under Contract $424,900 · 3 bd · 3 ba · 1,895 sqft
• 1503 coluso drive, Winter Garden 34787 Active Under Contract $443,000 · 3 bd · 2 ba · 2,187 sqft
• 1028 spring landing drive, Winter Garden 34787 Active Under Contract $539,999 · 4 bd · 3 ba · 2,275 sqft
• 12451 clear sapphire drive, Winter Garden 34787 Active Under Contract $589,990 · 4 bd · 3 ba · 2,500 sqft
• 14610 seton creek boulevard, Winter Garden 34787 Active Under Contract $488,000 · 3 bd · 3 ba · 1,916 sqft