Homes under $1M in Windermere, FL

76 for sale · 303 homes listed · Updated September 27, 2026 · Page 5 of 7

• 14353 crest palm avenue, Windermere 34786 Off market since Sep 2026 $979,990 · 4 bd · 3 ba · 2,740 sqft
• 14422 desert haven street 4206, Windermere 34786 Off market since Jul 2026 $385,000 · 3 bd · 3 ba · 1,840 sqft
• 12966 vennetta way, Windermere 34786 Off market since Sep 2026 $349,000 · 3 bd · 3 ba · 1,644 sqft
• 8525 bowden way, Windermere 34786 Off market since Sep 2026 $940,000 · 4 bd · 3 ba · 2,357 sqft
• 7612 fairgrove avenue, Windermere 34786 Off market since Sep 2026 $440,000 · 3 bd · 3 ba · 1,742 sqft
• 8866 herencia alley, Windermere 34786 Off market since Sep 2026 $415,000 · 3 bd · 3 ba · 1,577 sqft
• 8180 boat hook loop 109, Windermere 34786 Off market since Sep 2026 $299,500 · 2 bd · 2 ba · 1,161 sqft
• 11326 ledgement lane, Windermere 34786 Off market since Sep 2026 $879,000 · 5 bd · 4 ba · 3,182 sqft
• 14442 desert haven street 4305, Windermere 34786 Off market since Sep 2026 $359,900 · 3 bd · 3 ba · 1,534 sqft
• 7867 berkshire oak alley, Windermere 34786 Off market since Sep 2026 $499,990 · 4 bd · 3 ba · 2,221 sqft
• 11822 silverlake park drive, Windermere 34786 Off market since Aug 2026 $485,000 · 3 bd · 3 ba · 1,829 sqft
• 7011 nobleton drive, Windermere 34786 Off market since Aug 2026 $580,000 · 4 bd · 3 ba · 2,460 sqft
• 11861 vermillion avenue, Windermere 34786 Off market since Sep 2026 $475,000 · 3 bd · 3 ba · 1,600 sqft
• 12826 woodmere close drive, Windermere 34786 Off market since Jul 2026 $650,000 · 4 bd · 3 ba · 2,214 sqft
• 7242 londale boulevard, Windermere 34786 Off market since Aug 2026 $739,900 · 4 bd · 4 ba · 2,690 sqft
• 13786 summer harbor court, Windermere 34786 Off market since Sep 2026 $625,000 · 4 bd · 3 ba · 2,236 sqft
• 2128 lake crescent court, Windermere 34786 Off market since Sep 2026 $751,400 · 4 bd · 2 ba · 2,987 sqft
• 6558 helmsley circle, Windermere 34786 Off market since Jul 2026 $630,000 · 4 bd · 3 ba · 2,575 sqft
• 8266 bryce canyon avenue, Windermere 34786 Off market since Sep 2026 $470,000 · 3 bd · 3 ba · 1,825 sqft
• 9110 palm tree drive, Windermere 34786 Off market since Sep 2026 $635,000 · 3 bd · 2 ba · 1,819 sqft
• 11994 mckinnon road, Windermere 34786 Off market since Sep 2026 $799,900 · 4 bd · 5 ba · 2,450 sqft
• 12357 via derna place, Windermere 34786 Off market since Sep 2026 $430,000 · 3 bd · 3 ba · 1,919 sqft
• 12929 westside village loop, Windermere 34786 Off market since Sep 2026 $930,000 · 5 bd · 5 ba · 4,043 sqft
• 11933 water run alley, Windermere 34786 Off market since Jul 2026 $414,000 · 3 bd · 3 ba · 1,569 sqft
• 12988 borland street, Windermere 34786 Off market since Sep 2026 $435,000 · 3 bd · 3 ba · 1,460 sqft
• 8218 mystic view way 2801, Windermere 34786 Off market since Sep 2026 $399,999 · 3 bd · 3 ba · 1,840 sqft
• 7723 fairgrove avenue, Windermere 34786 Off market since Sep 2026 $380,000 · 3 bd · 3 ba · 1,680 sqft
• 8470 iron mountain trail, Windermere 34786 Off market since Jul 2026 $449,900 · 3 bd · 3 ba · 1,664 sqft
• 13424 hopkinton court, Windermere 34786 Off market since Aug 2026 $500,000 · 4 bd · 3 ba · 2,190 sqft
• 8180 boat hook loop 102, Windermere 34786 Off market since Sep 2026 $295,000 · 2 bd · 2 ba · 1,161 sqft
• 7409 fairgrove avenue, Windermere 34786 Off market since Sep 2026 $745,990 · 5 bd · 3 ba · 3,285 sqft
• 2630 stanton hall court, Windermere 34786 Off market since Sep 2026 $899,999 · 3 bd · 2 ba · 2,258 sqft
• 13137 penshurst lane, Windermere 34786 Off market since Sep 2026 $550,000 · 3 bd · 2 ba · 1,948 sqft
• 8168 boat hook loop 724, Windermere 34786 Off market since Sep 2026 $325,000 · 3 bd · 2 ba · 1,455 sqft
• 13219 charfield street, Windermere 34786 Off market since Sep 2026 $555,000 · 3 bd · 2 ba · 1,706 sqft
• 11446 jasper kay terrace 103, Windermere 34786 Off market since Sep 2026 $330,000 · 3 bd · 2 ba · 1,442 sqft
• 2512 tryon place, Windermere 34786 Off market since Sep 2026 $980,000 · 4 bd · 3 ba · 3,478 sqft
• 2053 woody drive, Windermere 34786 Off market since Sep 2026 $679,000 · 3 bd · 3 ba · 2,177 sqft
• 12912 droxford road, Windermere 34786 Off market since Sep 2026 $650,000 · 5 bd · 4 ba · 2,966 sqft
• 7060 ventnor drive, Windermere 34786 Off market since Sep 2026 $444,900 · 3 bd · 3 ba · 1,642 sqft
• 4642 river gem avenue, Windermere 34786 Off market since Sep 2026 $798,000 · 5 bd · 5 ba · 3,373 sqft
• 9433 palm tree drive, Windermere 34786 Off market since Sep 2026 $539,900 · 3 bd · 2 ba · 1,819 sqft
• 13303 penshurst lane, Windermere 34786 Off market since Aug 2026 $629,900 · 5 bd · 5 ba · 2,959 sqft
• 14030 sparkling cove lane 603, Windermere 34786 Off market since Sep 2026 $330,000 · 2 bd · 3 ba · 1,232 sqft
• 11429 brownstone street, Windermere 34786 Off market since Sep 2026 $439,000 · 4 bd · 3 ba · 1,910 sqft
• 5579 somersby road, Windermere 34786 Off market since Sep 2026 $375,000 · 3 bd · 3 ba · 1,579 sqft
• 7537 brofield avenue, Windermere 34786 Off market since Sep 2026 $659,000 · 4 bd · 4 ba · 2,610 sqft
• 7712 fordson lane, Windermere 34786 Off market since Sep 2026 $350,000 · 3 bd · 3 ba · 1,644 sqft
• 6607 earthgold drive, Windermere 34786 Off market since Sep 2026 $715,000 · 3 bd · 3 ba · 2,720 sqft
• 8931 lookout pointe drive, Windermere 34786 Off market since Sep 2026 $740,000 · 5 bd · 4 ba · 2,989 sqft