5 Bedroom Homes in Windermere, FL

51 for sale · 106 homes listed · Updated September 27, 2026 · Page 2 of 3

• 6727 merrick landing boulevard, Windermere 34786 $769,000 · 5 bd · 3 ba · 2,773 sqft
• 1316 estancia woods loop, Windermere 34786 Pending $2,170,000 · 5 bd · 7 ba · 5,448 sqft
• 9222 tibet pointe circle, Windermere 34786 Pending $2,599,000 · 5 bd · 6 ba · 5,323 sqft
• 412 forest street, Windermere 34786 Pending $840,000 · 5 bd · 3 ba · 2,539 sqft
• 6443 swanson street, Windermere 34786 Pending $1,230,000 · 5 bd · 4 ba · 3,971 sqft
• 4224 clarice estates drive, Windermere 34786 Active Under Contract $2,195,000 · 5 bd · 4 ba · 4,793 sqft
• 11333 camden park drive, Windermere 34786 Active Under Contract $1,151,000 · 5 bd · 5 ba · 3,449 sqft
• 6965 tettenhall lane, Windermere 34786 Active Under Contract $699,000 · 5 bd · 3 ba · 3,050 sqft
• 12540 park avenue, Windermere 34786 Active Under Contract $4,500,000 · 5 bd · 6 ba · 7,740 sqft
• 1009 down reserve court, Windermere 34786 Active Under Contract $3,950,000 · 5 bd · 8 ba · 7,940 sqft
• 8552 powder ridge trail, Windermere 34786 Active Under Contract $680,000 · 5 bd · 4 ba · 2,612 sqft
• 12640 salomon cove drive, Windermere 34786 Active Under Contract $1,290,000 · 5 bd · 4 ba · 3,694 sqft
• 11537 claymont circle, Windermere 34786 Active Under Contract $1,400,000 · 5 bd · 4 ba · 3,164 sqft
• 2068 roberts point drive, Windermere 34786 Active Under Contract $2,150,000 · 5 bd · 4 ba · 4,876 sqft
• 4474 begonia court, Windermere 34786 Active Under Contract $1,070,000 · 5 bd · 5 ba · 4,380 sqft
• 13842 orange crest drive, Windermere 34786 Active Under Contract $690,000 · 5 bd · 3 ba · 2,620 sqft
• 5061 sawyer cove way, Windermere 34786 Active Under Contract $2,590,000 · 5 bd · 5 ba · 3,888 sqft
• 8355 torcello isle drive, Windermere 34786 Active Under Contract $900,000 · 5 bd · 4 ba · 4,202 sqft
• 13450 sunkiss loop, Windermere 34786 Active Under Contract $544,900 · 5 bd · 3 ba · 2,272 sqft
• 5067 sawyer cove way, Windermere 34786 Active Under Contract $2,100,000 · 5 bd · 4 ba · 3,567 sqft
• 1118 estancia woods loop, Windermere 34786 Active Under Contract $1,985,000 · 5 bd · 5 ba · 4,228 sqft
• 8394 lookout pointe drive, Windermere 34786 Active Under Contract $1,150,000 · 5 bd · 4 ba · 3,971 sqft
• 7906 jailene drive, Windermere 34786 Active Under Contract $699,000 · 5 bd · 3 ba · 2,618 sqft
• 1408 lake whitney drive, Windermere 34786 Active Under Contract $2,650,000 · 5 bd · 6 ba · 5,433 sqft
• 11027 hawkshead court, Windermere 34786 Active Under Contract $1,549,000 · 5 bd · 4 ba · 3,486 sqft
• 8316 lookout pointe drive, Windermere 34786 Active Under Contract $1,075,000 · 5 bd · 4 ba · 4,332 sqft
• 6417 lake burden view drive, Windermere 34786 Active Under Contract $2,960,000 · 5 bd · 6 ba · 5,935 sqft
• 11249 rapallo lane, Windermere 34786 Active Under Contract $750,000 · 5 bd · 3 ba · 2,366 sqft
• 11773 bella milano court, Windermere 34786 Active Under Contract $629,900 · 5 bd · 4 ba · 2,626 sqft
• 8254 procida isle lane, Windermere 34786 Active Under Contract $1,050,000 · 5 bd · 4 ba · 3,267 sqft
• 12085 sandy shores drive, Windermere 34786 Active Under Contract $1,225,000 · 5 bd · 3 ba · 2,831 sqft
• 6208 talaria drive, Windermere 34786 Active Under Contract $750,000 · 5 bd · 4 ba · 3,373 sqft
• 11434 rapallo lane, Windermere 34786 Active Under Contract $799,500 · 5 bd · 5 ba · 3,036 sqft
• 2031 willow lauren lane l, Windermere 34786 Active Under Contract $1,179,000 · 5 bd · 5 ba · 3,664 sqft
• 12832 westside village loop, Windermere 34786 Active Under Contract $760,000 · 5 bd · 4 ba · 3,705 sqft
• 11348 willow gardens drive, Windermere 34786 Active Under Contract $964,500 · 5 bd · 3 ba · 2,717 sqft
• 9021 via di canti, Windermere 34786 Active Under Contract $550,000 · 5 bd · 4 ba · 2,268 sqft
• 9155 outlook rock trail, Windermere 34786 Active Under Contract $795,000 · 5 bd · 5 ba · 3,566 sqft
• 13124 filly court, Windermere 34786 Off market since Aug 2026 $1,575,000 · 5 bd · 3 ba · 3,300 sqft
• 13161 lake butler boulevard, Windermere 34786 Off market since Sep 2026 $3,200,000 · 5 bd · 5 ba · 4,500 sqft
• 13420 bonica way, Windermere 34786 Off market since Sep 2026 $1,875,000 · 5 bd · 4 ba · 4,489 sqft
• 13106 orange isle drive, Windermere 34786 Off market since Jul 2026 $870,000 · 5 bd · 5 ba · 3,312 sqft
• 6606 sawyer shores lane, Windermere 34786 Off market since Sep 2026 $2,500,000 · 5 bd · 4 ba · 5,516 sqft
• 5001 latrobe drive, Windermere 34786 Off market since Jul 2026 $3,299,999 · 5 bd · 5 ba · 4,417 sqft
• 4301 down point lane, Windermere 34786 Off market since Sep 2026 $2,950,000 · 5 bd · 4 ba · 7,153 sqft
• 9663 gotha road, Windermere 34786 Off market since Sep 2026 $1,299,900 · 5 bd · 4 ba · 3,731 sqft
• 212 west 1st avenue, Windermere 34786 Off market since Aug 2026 $3,900,000 · 5 bd · 5 ba · 3,800 sqft
• 6120 greatwater drive, Windermere 34786 Off market since Jul 2026 $3,999,999 · 5 bd · 6 ba · 5,580 sqft
• 11524 claymont circle, Windermere 34786 Off market since Sep 2026 $1,288,999 · 5 bd · 4 ba · 3,358 sqft
• 12623 park avenue, Windermere 34786 Off market since Jul 2026 $3,800,000 · 5 bd · 7 ba · 7,120 sqft