Homes under $750K in Winter Garden, FL

295 for sale · 1,096 homes listed · Updated September 27, 2026 · Page 9 of 22

• 15163 book club road, Winter Garden 34787 Pending $540,000 · 4 bd · 4 ba · 2,502 sqft
• 12331 silk mimosa alley, Winter Garden 34787 Pending $663,065 · 4 bd · 4 ba · 3,160 sqft
• 527 copperdale avenue, Winter Garden 34787 Pending $675,000 · 4 bd · 2 ba · 2,328 sqft
• 16510 barbours creek way, Winter Garden 34787 Pending $447,500 · 3 bd · 3 ba · 1,567 sqft
• 16516 barbours creek way, Winter Garden 34787 Pending $424,990 · 3 bd · 3 ba · 1,567 sqft
• 17392 sweet moro drive, Winter Garden 34787 Pending $459,922 · 3 bd · 3 ba · 1,577 sqft
• 12349 silk mimosa alley, Winter Garden 34787 Pending $652,990 · 4 bd · 4 ba · 2,622 sqft
• 15873 gem view street, Winter Garden 34787 Pending $414,000 · 2 bd · 2 ba · 1,574 sqft
• 16050 honey harvest street, Winter Garden 34787 Pending $560,000 · 3 bd · 4 ba · 2,461 sqft
• 122 windtree lane o, Winter Garden 34787 Pending $229,900 · 2 bd · 2 ba · 918 sqft
• 2204 romanum drive, Winter Garden 34787 Pending $539,000 · 4 bd · 3 ba · 2,032 sqft
• 880 summer oaks road, Winter Garden 34787 Pending $620,000 · 4 bd · 3 ba · 2,308 sqft
• 15124 lemon peel alley, Winter Garden 34787 Pending $585,000 · 4 bd · 4 ba · 2,496 sqft
• 12021 windstone street, Winter Garden 34787 Pending $749,000 · 4 bd · 3 ba · 2,335 sqft
• 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
• 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
• 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
• 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
• 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
• 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
• 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