Homes over $1M in Winter Garden, FL

42 for sale · 188 homes listed · Updated September 27, 2026 · Page 2 of 4

• 7467 john hancock drive, Winter Garden 34787 Pending $1,350,000 · 4 bd · 4 ba · 3,964 sqft
• 1324 vic kay court, Winter Garden 34787 Pending $1,390,000 · 5 bd · 4 ba · 3,749 sqft
• 13852 jomatt loop, Winter Garden 34787 Pending $1,030,000 · 4 bd · 4 ba · 4,000 sqft
• 900 west plant street, Winter Garden 34787 Pending $3,300,000 · 7 bd · 8 ba · 7,704 sqft
• 12528 gold honeysuckle street, Winter Garden 34787 Pending $1,085,669 · 5 bd · 4 ba · 4,114 sqft
• 17077 wingspread loop, Winter Garden 34787 Pending $1,349,000 · 5 bd · 5 ba · 4,680 sqft
• 15240 shonan gold drive, Winter Garden 34787 Pending $1,348,900 · 4 bd · 4 ba · 4,000 sqft
• 720 lake brim drive, Winter Garden 34787 Active Under Contract $1,699,000 · 4 bd · 4 ba · 3,781 sqft
• 706 canopy estates drive, Winter Garden 34787 Active Under Contract $1,225,000 · 5 bd · 7 ba · 4,019 sqft
• 17425 lake ingram road, Winter Garden 34787 Active Under Contract $1,149,000 · 4 bd · 2 ba · 2,246 sqft
• 68 north park avenue, Winter Garden 34787 Active Under Contract $1,799,000 · 4 bd · 5 ba · 3,555 sqft
• 15555 panther lake drive, Winter Garden 34787 Active Under Contract $2,075,000 · 5 bd · 6 ba · 4,342 sqft
• 7460 john hancock drive, Winter Garden 34787 Active Under Contract $2,295,000 · 6 bd · 6 ba · 4,817 sqft
• 14511 isleview drive, Winter Garden 34787 Active Under Contract $3,330,000 · 6 bd · 6 ba · 5,290 sqft
• 811 civitas way, Winter Garden 34787 Active Under Contract $2,175,000 · 4 bd · 5 ba · 5,138 sqft
• 1812 lake roberts landing drive, Winter Garden 34787 Active Under Contract $1,200,000 · 6 bd · 4 ba · 4,247 sqft
• 9751 quiet lane, Winter Garden 34787 Active Under Contract $2,499,000 · 3 bd · 4 ba · 3,041 sqft
• 20 west crest avenue, Winter Garden 34787 Active Under Contract $2,190,000 · 5 bd · 5 ba · 4,668 sqft
• 15591 panther lake drive, Winter Garden 34787 Active Under Contract $1,299,000 · 5 bd · 4 ba · 3,932 sqft
• 15037 lake bessie loop, Winter Garden 34787 Active Under Contract $1,045,000 · 7 bd · 4 ba · 3,938 sqft
• 806 johns point drive, Winter Garden 34787 Active Under Contract $1,075,000 · 4 bd · 5 ba · 3,552 sqft
• 330 english lake drive, Winter Garden 34787 Active Under Contract $1,090,000 · 4 bd · 3 ba · 3,047 sqft
• 9969 lost creek drive, Winter Garden 34787 Active Under Contract $1,199,000 · 5 bd · 4 ba · 3,910 sqft
• 1144 hull island drive, Winter Garden 34787 Active Under Contract $1,699,000 · 5 bd · 5 ba · 4,102 sqft
• 15124 canoe place, Winter Garden 34787 Active Under Contract $1,119,000 · 5 bd · 5 ba · 3,953 sqft
• 15264 shonan gold drive, Winter Garden 34787 Active Under Contract $1,359,999 · 4 bd · 4 ba · 4,000 sqft
• 427 egret place drive, Winter Garden 34787 Active Under Contract $1,095,000 · 6 bd · 5 ba · 4,693 sqft
• 15619 giant foxtail court, Winter Garden 34787 Active Under Contract $1,450,000 · 4 bd · 4 ba · 3,086 sqft
• 8506 bayview crossing drive, Winter Garden 34787 Active Under Contract $1,299,000 · 5 bd · 5 ba · 3,966 sqft
• 14067 jomatt loop, Winter Garden 34787 Active Under Contract $1,099,000 · 6 bd · 5 ba · 4,741 sqft
• 215 south highland avenue, Winter Garden 34787 Active Under Contract $1,099,000 · 3 bd · 3 ba · 2,700 sqft
• 626 english lake drive, Winter Garden 34787 Active Under Contract $1,095,000 · 5 bd · 4 ba · 3,484 sqft
• 5513 thomas square drive, Winter Garden 34787 Active Under Contract $1,250,000 · 4 bd · 4 ba · 3,941 sqft
• 412 north boyd street, Winter Garden 34787 Active Under Contract $1,465,000 · 4 bd · 5 ba · 2,834 sqft
• 16548 raven rock place, Winter Garden 34787 Active Under Contract $1,460,000 · 5 bd · 5 ba · 4,263 sqft
• 10043 little alcove loop, Winter Garden 34787 Active Under Contract $1,100,000 · 3 bd · 3 ba · 2,348 sqft
• 14825 ellingsworth lane, Winter Garden 34787 Active Under Contract $1,050,000 · 5 bd · 5 ba · 4,732 sqft
• 14567 cedar hill drive, Winter Garden 34787 Active Under Contract $1,199,000 · 5 bd · 4 ba · 4,909 sqft
• 16753 turtle hatch drive, Winter Garden 34787 Active Under Contract $1,159,000 · 4 bd · 4 ba · 2,954 sqft
• 263 deer isle drive, Winter Garden 34787 Active Under Contract $1,495,000 · 3 bd · 3 ba · 2,735 sqft
• 13377 lake butler boulevard, Winter Garden 34787 Off market since Sep 2026 $2,500,000 · 4 bd · 5 ba · 4,961 sqft
• 2827 sanctuary lane, Winter Garden 34787 Off market since Sep 2026 $2,500,000 · 3 bd · 3 ba · 2,178 sqft
• 17144 phil c peters road, Winter Garden 34787 Off market since Jul 2026 $2,550,000 · 4 bd · 5 ba · 4,633 sqft
• 9940 black bear lane, Winter Garden 34787 Off market since Sep 2026 $2,050,000 · 4 bd · 5 ba · 3,110 sqft
• 7104 ticklegrass street, Winter Garden 34787 Off market since Jul 2026 $1,100,000 · 5 bd · 4 ba · 3,347 sqft
• 14168 larkspur lake drive, Winter Garden 34787 Off market since Aug 2026 $2,999,990 · 6 bd · 8 ba · 6,442 sqft
• 241 north dillard street, Winter Garden 34787 Off market since Sep 2026 $1,499,999 · 4 bd · 3 ba · 3,507 sqft
• 261 zachary wade street, Winter Garden 34787 Off market since Aug 2026 $1,574,000 · 4 bd · 4 ba · 3,728 sqft
• 10067 austrina oak loop, Winter Garden 34787 Off market since Aug 2026 $1,150,000 · 6 bd · 5 ba · 4,305 sqft
• 205 surprise drive, Winter Garden 34787 Off market since Sep 2026 $1,200,000 · 4 bd · 3 ba · 2,171 sqft