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Real estate in the city of Windermere

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  1. Photo of 6728 Duncaster Street, Windermere, FL 34786 (MLS # O6307840)
    $539,000
    Photo of 6728 Duncaster Street, Windermere, FL 34786 (MLS # O6307840)
    Photo of 6728 Duncaster Street, Windermere, FL 34786 (MLS # O6307840)
    6728 Duncaster Street, Windermere, FL
    6728 Duncaster Street
    Windermere, FL
    • 3 Beds
    • 2 Baths
    • 2,088 Home (sqft)
    • 2 Baths
    • 6,099 Lot (sqft)
  2. Photo of 10631 Village Lake Road, Windermere, FL 34786 (MLS # O6307945)
    $490,000
    Photo of 10631 Village Lake Road, Windermere, FL 34786 (MLS # O6307945)
    Photo of 10631 Village Lake Road, Windermere, FL 34786 (MLS # O6307945)
    10631 Village Lake Road, Windermere, FL
    10631 Village Lake Road
    Windermere, FL
    • 4 Beds
    • 4 Baths
    • 1,834 Home (sqft)
    • 4 Baths
    • 3,050 Lot (sqft)
  3. Photo of 9648 Weatherstone Ct, Windermere, FL 34786 (MLS # G5096890)
    $2,900,000
    Photo of 9648 Weatherstone Ct, Windermere, FL 34786 (MLS # G5096890)
    Photo of 9648 Weatherstone Ct, Windermere, FL 34786 (MLS # G5096890)
    9648 Weatherstone Ct, Windermere, FL
    9648 Weatherstone Ct
    Windermere, FL
    • 7 Beds
    • 4 Baths
    • 4,482 Home (sqft)
    • 4 Baths
    • 4.47 Lot (ac)
  4. Photo of 5025 Down Point Lane, Windermere, FL 34786 (MLS # O6307013)
    $2,175,000
    Photo of 5025 Down Point Lane, Windermere, FL 34786 (MLS # O6307013)
    Photo of 5025 Down Point Lane, Windermere, FL 34786 (MLS # O6307013)
    5025 Down Point Lane, Windermere, FL
    5025 Down Point Lane
    Windermere, FL
    • 4 Beds
    • 5 Baths
    • 5,071 Home (sqft)
    • 5 Baths
    • 37,026 Lot (sqft)
  5. Photo of 11994 Mckinnon Road, Windermere, FL 34786 (MLS # O6307736)
    $899,900
    Photo of 11994 Mckinnon Road, Windermere, FL 34786 (MLS # O6307736)
    Photo of 11994 Mckinnon Road, Windermere, FL 34786 (MLS # O6307736)
    11994 Mckinnon Road, Windermere, FL
    11994 Mckinnon Road
    Windermere, FL
    • 4 Beds
    • 5 Baths
    • 2,450 Home (sqft)
    • 5 Baths
    • 16,118 Lot (sqft)
  6. Photo of 13120 Zori Lane, Windermere, FL 34786 (MLS # O6306126)
    $1,850,000
    Photo of 13120 Zori Lane, Windermere, FL 34786 (MLS # O6306126)
    Photo of 13120 Zori Lane, Windermere, FL 34786 (MLS # O6306126)
    13120 Zori Lane, Windermere, FL
    13120 Zori Lane
    Windermere, FL
    • 4 Beds
    • 5 Baths
    • 4,329 Home (sqft)
    • 5 Baths
    • 1.35 Lot (ac)
  7. Photo of 9724 Chestnut Ridge Dr, Windermere, FL 34786 (MLS # O6310606)
    $4,800,000
    Photo of 9724 Chestnut Ridge Dr, Windermere, FL 34786 (MLS # O6310606)
    Photo of 9724 Chestnut Ridge Dr, Windermere, FL 34786 (MLS # O6310606)
    56
     
    9724 Chestnut Ridge Dr, Windermere, FL
    9724 Chestnut Ridge Dr
    Windermere, FL
    • 5 Beds
    • 6 Baths
    • 5,557 Home (sqft)
    • 6 Baths
    • 24,394 Lot (sqft)
  8. Photo of 4813 River Gem Avenue, Windermere, FL 34786 (MLS # O6307689)
    $549,000
    Photo of 4813 River Gem Avenue, Windermere, FL 34786 (MLS # O6307689)
    Photo of 4813 River Gem Avenue, Windermere, FL 34786 (MLS # O6307689)
    4813 River Gem Avenue, Windermere, FL
    4813 River Gem Avenue
    Windermere, FL
    • 3 Beds
    • 2 Baths
    • 2,085 Home (sqft)
    • 2 Baths
    • 7,841 Lot (sqft)
  9. Photo of 9005 Reflection Pointe Drive, Windermere, FL 34786 (MLS # O6306850)
    $980,000
    Photo of 9005 Reflection Pointe Drive, Windermere, FL 34786 (MLS # O6306850)
    Photo of 9005 Reflection Pointe Drive, Windermere, FL 34786 (MLS # O6306850)
    9005 Reflection Pointe Drive, Windermere, FL
    9005 Reflection Pointe Drive
    Windermere, FL
    • 5 Beds
    • 4 Baths
    • 4,057 Home (sqft)
    • 4 Baths
    • 10,455 Lot (sqft)
  10. Photo of 8530 Vivaro Isle Way, Windermere, FL 34786 (MLS # G5096806)
    $1,220,000
    Photo of 8530 Vivaro Isle Way, Windermere, FL 34786 (MLS # G5096806)
    Photo of 8530 Vivaro Isle Way, Windermere, FL 34786 (MLS # G5096806)
    8530 Vivaro Isle Way, Windermere, FL
    8530 Vivaro Isle Way
    Windermere, FL
    • 5 Beds
    • 5 Baths
    • 4,061 Home (sqft)
    • 5 Baths
    • 8,712 Lot (sqft)
  11. Photo of 14430 Desert Haven Street #4302, Windermere, FL 34786 (MLS # G5096844)
    $415,000
    Photo of 14430 Desert Haven Street #4302, Windermere, FL 34786 (MLS # G5096844)
    Photo of 14430 Desert Haven Street #4302, Windermere, FL 34786 (MLS # G5096844)
    14430 Desert Haven Street #4302, Windermere, FL
    14430 Desert Haven Street #4302
    Windermere, FL
    • 3 Beds
    • 3 Baths
    • 2,067 Home (sqft)
    • 3 Baths
    • 1,307 Lot (sqft)
  12. Photo of 9109 Legado Drive, Windermere, FL 34786 (MLS # O6306901)
    $2,950
    Photo of 9109 Legado Drive, Windermere, FL 34786 (MLS # O6306901)
    Photo of 9109 Legado Drive, Windermere, FL 34786 (MLS # O6306901)
    9109 Legado Drive, Windermere, FL
    9109 Legado Drive
    Windermere, FL
    • 3 Beds
    • 4 Baths
    • 1,687 Home (sqft)
    • 4 Baths
    • 5,663 Lot (sqft)
  13. Photo of 8344 Iron Mountain Trail, Windermere, FL 34786 (MLS # S5126483)
    $2,750
    Photo of 8344 Iron Mountain Trail, Windermere, FL 34786 (MLS # S5126483)
    Photo of 8344 Iron Mountain Trail, Windermere, FL 34786 (MLS # S5126483)
    8344 Iron Mountain Trail, Windermere, FL
    8344 Iron Mountain Trail
    Windermere, FL
    • 3 Beds
    • 3 Baths
    • 1,677 Home (sqft)
    • 3 Baths
    • 2,614 Lot (sqft)
  14. Photo of 6550 Cartmel Lane, Windermere, FL 34786 (MLS # O6298538)
    $2,199,000
    Photo of 6550 Cartmel Lane, Windermere, FL 34786 (MLS # O6298538)
    Photo of 6550 Cartmel Lane, Windermere, FL 34786 (MLS # O6298538)
    44
     
    6550 Cartmel Lane, Windermere, FL
    6550 Cartmel Lane
    Windermere, FL
    • 4 Beds
    • 5 Baths
    • 4,257 Home (sqft)
    • 5 Baths
    • 23,958 Lot (sqft)
  15. Photo of 5500 W Lake Butler Road, Windermere, FL 34786 (MLS # TB8382641)
    $5,050,000
    Photo of 5500 W Lake Butler Road, Windermere, FL 34786 (MLS # TB8382641)
    Photo of 5500 W Lake Butler Road, Windermere, FL 34786 (MLS # TB8382641)
    5500 W Lake Butler Road, Windermere, FL
    5500 W Lake Butler Road
    Windermere, FL
    • 8 Beds
    • 6 Baths
    • 7,000 Home (sqft)
    • 6 Baths
    • 5.40 Lot (ac)
  16. Photo of 1455 Kelso Boulevard, Windermere, FL 34786 (MLS # O6308506)
    $5,499,000
    Photo of 1455 Kelso Boulevard, Windermere, FL 34786 (MLS # O6308506)
    Photo of 1455 Kelso Boulevard, Windermere, FL 34786 (MLS # O6308506)
    1455 Kelso Boulevard, Windermere, FL
    1455 Kelso Boulevard
    Windermere, FL
    • 6 Beds
    • 7 Baths
    • 6,448 Home (sqft)
    • 7 Baths
    • 41,818 Lot (sqft)
  17. Photo of 7749 Moser Avenue, Windermere, FL 34786 (MLS # O6306114)
    $2,700
    Photo of 7749 Moser Avenue, Windermere, FL 34786 (MLS # O6306114)
    Photo of 7749 Moser Avenue, Windermere, FL 34786 (MLS # O6306114)
    7749 Moser Avenue, Windermere, FL
    7749 Moser Avenue
    Windermere, FL
    • 3 Beds
    • 3 Baths
    • 1,644 Home (sqft)
    • 3 Baths
    • 2,178 Lot (sqft)
  18. Photo of 8271 Maritime Flag Street #109, Windermere, FL 34786 (MLS # S5126203)
    $360,000
    Photo of 8271 Maritime Flag Street #109, Windermere, FL 34786 (MLS # S5126203)
    Photo of 8271 Maritime Flag Street #109, Windermere, FL 34786 (MLS # S5126203)
    8271 Maritime Flag Street #109, Windermere, FL
    8271 Maritime Flag Street #109
    Windermere, FL
    • 3 Beds
    • 3 Baths
    • 1,363 Home (sqft)
    • 3 Baths
    • 872 Lot (sqft)
  19. Photo of 325 Magnolia Street, Windermere, FL 34786 (MLS # O6306341)
    $8,498
    Photo of 325 Magnolia Street, Windermere, FL 34786 (MLS # O6306341)
    Photo of 325 Magnolia Street, Windermere, FL 34786 (MLS # O6306341)
    25
     
    325 Magnolia Street, Windermere, FL
    325 Magnolia Street
    Windermere, FL
    • 4 Beds
    • 3 Baths
    • 3,975 Home (sqft)
    • 3 Baths
    • 2.97 Lot (ac)
  20. Photo of 12966 Calderdale Avenue, Windermere, FL 34786 (MLS # O6306231)
    $2,900
    Photo of 12966 Calderdale Avenue, Windermere, FL 34786 (MLS # O6306231)
    Photo of 12966 Calderdale Avenue, Windermere, FL 34786 (MLS # O6306231)
    12966 Calderdale Avenue, Windermere, FL
    12966 Calderdale Avenue
    Windermere, FL
    • 4 Beds
    • 4 Baths
    • 2,010 Home (sqft)
    • 4 Baths
    • 7,406 Lot (sqft)
  21. Photo of 8031 Enchantment Drive #GE, Windermere, FL 34786 (MLS # O6304545)
    $400,000
    Photo of 8031 Enchantment Drive #GE, Windermere, FL 34786 (MLS # O6304545)
    Photo of 8031 Enchantment Drive #GE, Windermere, FL 34786 (MLS # O6304545)
    8031 Enchantment Drive #GE, Windermere, FL
    8031 Enchantment Drive #GE
    Windermere, FL
    • 3 Beds
    • 3 Baths
    • 1,826 Home (sqft)
    • 3 Baths
    • 1,307 Lot (sqft)
  22. Photo of 5023 Sawyer Cove Way, Windermere, FL 34786 (MLS # O6306029)
    $3,499,900
    Photo of 5023 Sawyer Cove Way, Windermere, FL 34786 (MLS # O6306029)
    Photo of 5023 Sawyer Cove Way, Windermere, FL 34786 (MLS # O6306029)
    5023 Sawyer Cove Way, Windermere, FL
    5023 Sawyer Cove Way
    Windermere, FL
    • 5 Beds
    • 6 Baths
    • 4,421 Home (sqft)
    • 6 Baths
    • 20,909 Lot (sqft)
  23. Photo of 9032 Tavolini Terrace, Windermere, FL 34786 (MLS # O6305981)
    $1,595,000
    Photo of 9032 Tavolini Terrace, Windermere, FL 34786 (MLS # O6305981)
    Photo of 9032 Tavolini Terrace, Windermere, FL 34786 (MLS # O6305981)
    9032 Tavolini Terrace, Windermere, FL
    9032 Tavolini Terrace
    Windermere, FL
    • 5 Beds
    • 5 Baths
    • 5,247 Home (sqft)
    • 5 Baths
    • 12,197 Lot (sqft)
  24. Photo of 13705 Summerport Village Parkway, Windermere, FL 34786 (MLS # O6305716)
    $2,850
    Photo of 13705 Summerport Village Parkway, Windermere, FL 34786 (MLS # O6305716)
    Photo of 13705 Summerport Village Parkway, Windermere, FL 34786 (MLS # O6305716)
    13705 Summerport Village Parkway, Windermere, FL
    13705 Summerport Village Parkway
    Windermere, FL
    • 3 Beds
    • 3 Baths
    • 1,632 Home (sqft)
    • 3 Baths
    • 4,356 Lot (sqft)
  25. Photo of 6533 Cartmel Lane, Windermere, FL 34786 (MLS # O6305690)
    $8,995
    Photo of 6533 Cartmel Lane, Windermere, FL 34786 (MLS # O6305690)
    Photo of 6533 Cartmel Lane, Windermere, FL 34786 (MLS # O6305690)
    6533 Cartmel Lane, Windermere, FL
    6533 Cartmel Lane
    Windermere, FL
    • 4 Beds
    • 4 Baths
    • 3,751 Home (sqft)
    • 4 Baths
    • 23,523 Lot (sqft)
  26. Photo of 4047 Isabella Circle, Windermere, FL 34786 (MLS # O6305503)
    $3,250,000
    Photo of 4047 Isabella Circle, Windermere, FL 34786 (MLS # O6305503)
    Photo of 4047 Isabella Circle, Windermere, FL 34786 (MLS # O6305503)
    4047 Isabella Circle, Windermere, FL
    4047 Isabella Circle
    Windermere, FL
    • 6 Beds
    • 8 Baths
    • 8,372 Home (sqft)
    • 8 Baths
    • 23,087 Lot (sqft)
  27. Photo of 8556 Bowden Way, Windermere, FL 34786 (MLS # O6305451)
    $7,500
    Photo of 8556 Bowden Way, Windermere, FL 34786 (MLS # O6305451)
    Photo of 8556 Bowden Way, Windermere, FL 34786 (MLS # O6305451)
    8556 Bowden Way, Windermere, FL
    8556 Bowden Way
    Windermere, FL
    • 4 Beds
    • 4 Baths
    • 3,717 Home (sqft)
    • 4 Baths
    • 11,326 Lot (sqft)
  28. Photo of 6808 Duncaster Street, Windermere, FL 34786 (MLS # G5096619)
    $2,750
    Photo of 6808 Duncaster Street, Windermere, FL 34786 (MLS # G5096619)
    Photo of 6808 Duncaster Street, Windermere, FL 34786 (MLS # G5096619)
    6808 Duncaster Street, Windermere, FL
    6808 Duncaster Street
    Windermere, FL
    • 3 Beds
    • 2 Baths
    • 2,094 Home (sqft)
    • 2 Baths
    • 6,099 Lot (sqft)
  29. Photo of 13272 Penshurst Lane, Windermere, FL 34786 (MLS # S5125967)
    $4,150
    Photo of 13272 Penshurst Lane, Windermere, FL 34786 (MLS # S5125967)
    Photo of 13272 Penshurst Lane, Windermere, FL 34786 (MLS # S5125967)
    13272 Penshurst Lane, Windermere, FL
    13272 Penshurst Lane
    Windermere, FL
    • 5 Beds
    • 4 Baths
    • 3,472 Home (sqft)
    • 4 Baths
    • 6,534 Lot (sqft)
  30. Photo of 5023 Sawyer Cove Way, Windermere, FL 34786 (MLS # O6305293)
    $12,000
    Photo of 5023 Sawyer Cove Way, Windermere, FL 34786 (MLS # O6305293)
    Photo of 5023 Sawyer Cove Way, Windermere, FL 34786 (MLS # O6305293)
    5023 Sawyer Cove Way, Windermere, FL
    5023 Sawyer Cove Way
    Windermere, FL
    • 5 Beds
    • 6 Baths
    • 4,421 Home (sqft)
    • 6 Baths
    • 20,909 Lot (sqft)
Previous Page 4 of 12 Next
The information contained herein has been provided by My Florida Regional MLS DBA Stellar MLS. IDX information is provided exclusively for consumers' personal, non-commercial use, that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing, and that the data is deemed reliable but is not guaranteed accurate by the MLS. Listings last updated 6/4/25 3:04 PM PDT.

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