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  1. Photo of 4835 Gulf Of Mexico Drive #106, Longboat Key, FL 34228 (MLS # A4677656)
    $749,900
    Photo of 4835 Gulf Of Mexico Drive #106, Longboat Key, FL 34228 (MLS # A4677656)
    Photo of 4835 Gulf Of Mexico Drive #106, Longboat Key, FL 34228 (MLS # A4677656)
    4835 Gulf Of Mexico Drive #106, Longboat Key, FL
    4835 Gulf Of Mexico Drive #106
    Longboat Key, FL
    • 2 Beds
    • 2 Baths
    • 1,393 Home (sqft)
    • 2 Baths
    • 1.55 Lot (ac)
  2. Photo of 4350 Chatham Drive #205, Longboat Key, FL 34228 (MLS # A4681134)
    $299,900
    Photo of 4350 Chatham Drive #205, Longboat Key, FL 34228 (MLS # A4681134)
    Photo of 4350 Chatham Drive #205, Longboat Key, FL 34228 (MLS # A4681134)
    4350 Chatham Drive #205, Longboat Key, FL
    4350 Chatham Drive #205
    Longboat Key, FL
    • 1 Bed
    • 1 Bath
    • 667 Home (sqft)
    • 1 Bath
    • 23.99 Lot (ac)
  3. Photo of 70 Lighthouse Point Drive, Longboat Key, FL 34228 (MLS # A4681304)
    $13,750,000
    Photo of 70 Lighthouse Point Drive, Longboat Key, FL 34228 (MLS # A4681304)
    Photo of 70 Lighthouse Point Drive, Longboat Key, FL 34228 (MLS # A4681304)
    70 Lighthouse Point Drive, Longboat Key, FL
    70 Lighthouse Point Drive
    Longboat Key, FL
    • 5 Beds
    • 6 Baths
    • 5,475 Home (sqft)
    • 6 Baths
    • 32,670 Lot (sqft)
  4. Photo of 2600 Harbourside Drive #J-09, Longboat Key, FL 34228 (MLS # A4681527)
    $380,000
    Photo of 2600 Harbourside Drive #J-09, Longboat Key, FL 34228 (MLS # A4681527)
    Photo of 2600 Harbourside Drive #J-09, Longboat Key, FL 34228 (MLS # A4681527)
    2600 Harbourside Drive #J-09, Longboat Key, FL
    2600 Harbourside Drive #J-09
    Longboat Key, FL
    • 0 Beds
    • 0 Baths
    • 0 Home (sqft)
    • 0 Baths
    • 0 Lot (sqft)
  5. Photo of 1211 Gulf Of Mexico Drive #403, Longboat Key, FL 34228 (MLS # A4681405)
    $1,695,000
    Photo of 1211 Gulf Of Mexico Drive #403, Longboat Key, FL 34228 (MLS # A4681405)
    Photo of 1211 Gulf Of Mexico Drive #403, Longboat Key, FL 34228 (MLS # A4681405)
    1211 Gulf Of Mexico Drive #403, Longboat Key, FL
    1211 Gulf Of Mexico Drive #403
    Longboat Key, FL
    • 2 Beds
    • 2 Baths
    • 1,585 Home (sqft)
    • 2 Baths
    • 0 Lot (sqft)
  6. Photo of 1065 Gulf Of Mexico Drive #305, Longboat Key, FL 34228 (MLS # A4681609)
    $1,399,000
    Photo of 1065 Gulf Of Mexico Drive #305, Longboat Key, FL 34228 (MLS # A4681609)
    Photo of 1065 Gulf Of Mexico Drive #305, Longboat Key, FL 34228 (MLS # A4681609)
    1065 Gulf Of Mexico Drive #305, Longboat Key, FL
    1065 Gulf Of Mexico Drive #305
    Longboat Key, FL
    • 3 Beds
    • 2 Baths
    • 1,819 Home (sqft)
    • 2 Baths
    • 0 Lot (sqft)
  7. Photo of 1105 Gulf Of Mexico Drive #401, Longboat Key, FL 34228 (MLS # A4680369)
    $1,100,000
    Photo of 1105 Gulf Of Mexico Drive #401, Longboat Key, FL 34228 (MLS # A4680369)
    Photo of 1105 Gulf Of Mexico Drive #401, Longboat Key, FL 34228 (MLS # A4680369)
    1105 Gulf Of Mexico Drive #401, Longboat Key, FL
    1105 Gulf Of Mexico Drive #401
    Longboat Key, FL
    • 2 Beds
    • 2 Baths
    • 1,172 Home (sqft)
    • 2 Baths
    • 5.01 Lot (ac)
  8. Photo of 635 Marbury Lane, Longboat Key, FL 34228 (MLS # A4681616)
    $1,995,000
    Photo of 635 Marbury Lane, Longboat Key, FL 34228 (MLS # A4681616)
    Photo of 635 Marbury Lane, Longboat Key, FL 34228 (MLS # A4681616)
    58
     
    635 Marbury Lane, Longboat Key, FL
    635 Marbury Lane
    Longboat Key, FL
    • 4 Beds
    • 3 Baths
    • 2,446 Home (sqft)
    • 3 Baths
    • 10,019 Lot (sqft)
  9. Photo of 531 Sutton Place, Longboat Key, FL 34228 (MLS # A4681208)
    $579,000
    Photo of 531 Sutton Place, Longboat Key, FL 34228 (MLS # A4681208)
    Photo of 531 Sutton Place, Longboat Key, FL 34228 (MLS # A4681208)
    29
     
    531 Sutton Place, Longboat Key, FL
    531 Sutton Place
    Longboat Key, FL
    • 2 Beds
    • 2 Baths
    • 1,248 Home (sqft)
    • 2 Baths
    • 6.10 Lot (ac)
  10. Photo of 3030 Grand Bay Boulevard #394, Longboat Key, FL 34228 (MLS # A4681399)
    $1,799,000
    Photo of 3030 Grand Bay Boulevard #394, Longboat Key, FL 34228 (MLS # A4681399)
    Photo of 3030 Grand Bay Boulevard #394, Longboat Key, FL 34228 (MLS # A4681399)
    3030 Grand Bay Boulevard #394, Longboat Key, FL
    3030 Grand Bay Boulevard #394
    Longboat Key, FL
    • 3 Beds
    • 3 Baths
    • 2,550 Home (sqft)
    • 3 Baths
    • 1.21 Lot (ac)
  11. Photo of 6610 Gulf Of Mexico Drive, Longboat Key, FL 34228 (MLS # A4681242)
    $22,000,000
    Photo of 6610 Gulf Of Mexico Drive, Longboat Key, FL 34228 (MLS # A4681242)
    Photo of 6610 Gulf Of Mexico Drive, Longboat Key, FL 34228 (MLS # A4681242)
    6610 Gulf Of Mexico Drive, Longboat Key, FL
    6610 Gulf Of Mexico Drive
    Longboat Key, FL
    • 4 Beds
    • 7 Baths
    • 6,891 Home (sqft)
    • 7 Baths
    • 4.58 Lot (ac)
  12. Photo of 552 Juan Anasco Dr, Longboat Key, FL 34228 (MLS # A4680786)
    $999,999
    Photo of 552 Juan Anasco Dr, Longboat Key, FL 34228 (MLS # A4680786)
    Photo of 552 Juan Anasco Dr, Longboat Key, FL 34228 (MLS # A4680786)
    552 Juan Anasco Dr, Longboat Key, FL
    552 Juan Anasco Dr
    Longboat Key, FL
    • 3 Beds
    • 4 Baths
    • 1,846 Home (sqft)
    • 4 Baths
    • 10,019 Lot (sqft)
  13. Photo of 605 Sutton Place #102, Longboat Key, FL 34228 (MLS # A4681310)
    $525,000
    Photo of 605 Sutton Place #102, Longboat Key, FL 34228 (MLS # A4681310)
    Photo of 605 Sutton Place #102, Longboat Key, FL 34228 (MLS # A4681310)
    605 Sutton Place #102, Longboat Key, FL
    605 Sutton Place #102
    Longboat Key, FL
    • 2 Beds
    • 2 Baths
    • 992 Home (sqft)
    • 2 Baths
    • 6.10 Lot (ac)
  14. Photo of 3030 Grand Bay Boulevard #323, Longboat Key, FL 34228 (MLS # A4681067)
    $1,475,000
    Photo of 3030 Grand Bay Boulevard #323, Longboat Key, FL 34228 (MLS # A4681067)
    Photo of 3030 Grand Bay Boulevard #323, Longboat Key, FL 34228 (MLS # A4681067)
    3030 Grand Bay Boulevard #323, Longboat Key, FL
    3030 Grand Bay Boulevard #323
    Longboat Key, FL
    • 3 Beds
    • 4 Baths
    • 2,550 Home (sqft)
    • 4 Baths
    • 1.21 Lot (ac)
  15. Photo of 1485 Gulf Of Mexico Drive #110, Longboat Key, FL 34228 (MLS # A4681044)
    $1,595,000
    Photo of 1485 Gulf Of Mexico Drive #110, Longboat Key, FL 34228 (MLS # A4681044)
    Photo of 1485 Gulf Of Mexico Drive #110, Longboat Key, FL 34228 (MLS # A4681044)
    1485 Gulf Of Mexico Drive #110, Longboat Key, FL
    1485 Gulf Of Mexico Drive #110
    Longboat Key, FL
    • 2 Beds
    • 3 Baths
    • 1,971 Home (sqft)
    • 3 Baths
    • 2.74 Lot (ac)
  16. Photo of 2800 Harbourside Drive #E-12, Longboat Key, FL 34228 (MLS # A4681116)
    $300,000
    Photo of 2800 Harbourside Drive #E-12, Longboat Key, FL 34228 (MLS # A4681116)
    Photo of 2800 Harbourside Drive #E-12, Longboat Key, FL 34228 (MLS # A4681116)
    2800 Harbourside Drive #E-12, Longboat Key, FL
    2800 Harbourside Drive #E-12
    Longboat Key, FL
    • 0 Beds
    • 0 Baths
    • 0 Home (sqft)
    • 0 Baths
    • 0 Lot (sqft)
  17. Photo of 7091 Longboat Drive E, Longboat Key, FL 34228 (MLS # A4681106)
    $1,675,000
    Photo of 7091 Longboat Drive E, Longboat Key, FL 34228 (MLS # A4681106)
    Photo of 7091 Longboat Drive E, Longboat Key, FL 34228 (MLS # A4681106)
    7091 Longboat Drive E, Longboat Key, FL
    7091 Longboat Drive E
    Longboat Key, FL
    • 3 Beds
    • 2 Baths
    • 2,089 Home (sqft)
    • 2 Baths
    • 9,584 Lot (sqft)
  18. Photo of 2110 Harbourside Drive #547, Longboat Key, FL 34228 (MLS # A4681901)
    $929,000
    Photo of 2110 Harbourside Drive #547, Longboat Key, FL 34228 (MLS # A4681901)
    Photo of 2110 Harbourside Drive #547, Longboat Key, FL 34228 (MLS # A4681901)
    56
     
    2110 Harbourside Drive #547, Longboat Key, FL
    2110 Harbourside Drive #547
    Longboat Key, FL
    • 3 Beds
    • 2 Baths
    • 2,105 Home (sqft)
    • 2 Baths
    • 0 Lot (sqft)
  19. Photo of 3548 Fair Oaks Lane, Longboat Key, FL 34228 (MLS # A4681540)
    $2,995,000
    Photo of 3548 Fair Oaks Lane, Longboat Key, FL 34228 (MLS # A4681540)
    Photo of 3548 Fair Oaks Lane, Longboat Key, FL 34228 (MLS # A4681540)
    3548 Fair Oaks Lane, Longboat Key, FL
    3548 Fair Oaks Lane
    Longboat Key, FL
    • 4 Beds
    • 5 Baths
    • 3,470 Home (sqft)
    • 5 Baths
    • 13,068 Lot (sqft)
  20. Photo of 548 Gunwale Lane, Longboat Key, FL 34228 (MLS # A4680965)
    $2,200,000
    Photo of 548 Gunwale Lane, Longboat Key, FL 34228 (MLS # A4680965)
    Photo of 548 Gunwale Lane, Longboat Key, FL 34228 (MLS # A4680965)
    62
     
    548 Gunwale Lane, Longboat Key, FL
    548 Gunwale Lane
    Longboat Key, FL
    • 3 Beds
    • 2 Baths
    • 1,853 Home (sqft)
    • 2 Baths
    • 12,197 Lot (sqft)
  21. Photo of 535 Sanctuary Drive #C807, Longboat Key, FL 34228 (MLS # A4680240)
    $3,995,000
    Photo of 535 Sanctuary Drive #C807, Longboat Key, FL 34228 (MLS # A4680240)
    Photo of 535 Sanctuary Drive #C807, Longboat Key, FL 34228 (MLS # A4680240)
    535 Sanctuary Drive #C807, Longboat Key, FL
    535 Sanctuary Drive #C807
    Longboat Key, FL
    • 3 Beds
    • 3 Baths
    • 2,580 Home (sqft)
    • 3 Baths
    • 39,640 Lot (sqft)
  22. Photo of 1000 Longboat Club Road #403, Longboat Key, FL 34228 (MLS # A4680791)
    $974,500
    Photo of 1000 Longboat Club Road #403, Longboat Key, FL 34228 (MLS # A4680791)
    Photo of 1000 Longboat Club Road #403, Longboat Key, FL 34228 (MLS # A4680791)
    1000 Longboat Club Road #403, Longboat Key, FL
    1000 Longboat Club Road #403
    Longboat Key, FL
    • 2 Beds
    • 2 Baths
    • 1,409 Home (sqft)
    • 2 Baths
    • 1.92 Lot (ac)
  23. Photo of 805 Spanish Drive N, Longboat Key, FL 34228 (MLS # A4681118)
    $399,000
    Photo of 805 Spanish Drive N, Longboat Key, FL 34228 (MLS # A4681118)
    Photo of 805 Spanish Drive N, Longboat Key, FL 34228 (MLS # A4681118)
    805 Spanish Drive N, Longboat Key, FL
    805 Spanish Drive N
    Longboat Key, FL
    • 3 Beds
    • 2 Baths
    • 1,405 Home (sqft)
    • 2 Baths
    • 25.24 Lot (ac)
  24. Photo of 825 Bayport Way #825, Longboat Key, FL 34228 (MLS # A4680533)
    $699,000
    Photo of 825 Bayport Way #825, Longboat Key, FL 34228 (MLS # A4680533)
    Photo of 825 Bayport Way #825, Longboat Key, FL 34228 (MLS # A4680533)
    825 Bayport Way #825, Longboat Key, FL
    825 Bayport Way #825
    Longboat Key, FL
    • 2 Beds
    • 2 Baths
    • 1,601 Home (sqft)
    • 2 Baths
    • 0 Lot (sqft)
  25. Photo of 4127 Gulf Of Mexico Drive #N102, Longboat Key, FL 34228 (MLS # A4680618)
    $4,900,000
    Photo of 4127 Gulf Of Mexico Drive #N102, Longboat Key, FL 34228 (MLS # A4680618)
    Photo of 4127 Gulf Of Mexico Drive #N102, Longboat Key, FL 34228 (MLS # A4680618)
    61
     
    4127 Gulf Of Mexico Drive #N102, Longboat Key, FL
    4127 Gulf Of Mexico Drive #N102
    Longboat Key, FL
    • 3 Beds
    • 4 Baths
    • 3,521 Home (sqft)
    • 4 Baths
    • 0 Lot (sqft)
  26. Photo of 4320 Falmouth Drive #103, Longboat Key, FL 34228 (MLS # A4681530)
    $525,000
    Photo of 4320 Falmouth Drive #103, Longboat Key, FL 34228 (MLS # A4681530)
    Photo of 4320 Falmouth Drive #103, Longboat Key, FL 34228 (MLS # A4681530)
    4320 Falmouth Drive #103, Longboat Key, FL
    4320 Falmouth Drive #103
    Longboat Key, FL
    • 2 Beds
    • 2 Baths
    • 1,072 Home (sqft)
    • 2 Baths
    • 0 Lot (sqft)
  27. Photo of 3530 Mistletoe Lane, Longboat Key, FL 34228 (MLS # A4680887)
    $2,795,000
    Photo of 3530 Mistletoe Lane, Longboat Key, FL 34228 (MLS # A4680887)
    Photo of 3530 Mistletoe Lane, Longboat Key, FL 34228 (MLS # A4680887)
    3530 Mistletoe Lane, Longboat Key, FL
    3530 Mistletoe Lane
    Longboat Key, FL
    • 4 Beds
    • 4 Baths
    • 3,102 Home (sqft)
    • 4 Baths
    • 10,019 Lot (sqft)
  28. Photo of 250 Sands Point Road #5203, Longboat Key, FL 34228 (MLS # A4680085)
    $899,900
    Photo of 250 Sands Point Road #5203, Longboat Key, FL 34228 (MLS # A4680085)
    Photo of 250 Sands Point Road #5203, Longboat Key, FL 34228 (MLS # A4680085)
    250 Sands Point Road #5203, Longboat Key, FL
    250 Sands Point Road #5203
    Longboat Key, FL
    • 1 Bed
    • 1 Bath
    • 640 Home (sqft)
    • 1 Bath
    • 4.13 Lot (ac)
  29. Photo of 6851 Longboat Drive S, Longboat Key, FL 34228 (MLS # A4675356)
    $1,775,000
    Photo of 6851 Longboat Drive S, Longboat Key, FL 34228 (MLS # A4675356)
    Photo of 6851 Longboat Drive S, Longboat Key, FL 34228 (MLS # A4675356)
    39
     
    6851 Longboat Drive S, Longboat Key, FL
    6851 Longboat Drive S
    Longboat Key, FL
    • 3 Beds
    • 4 Baths
    • 2,643 Home (sqft)
    • 4 Baths
    • 15,682 Lot (sqft)
  30. Photo of 614 Norton Street, Longboat Key, FL 34228 (MLS # TB8470030)
    $3,200,000
    Photo of 614 Norton Street, Longboat Key, FL 34228 (MLS # TB8470030)
    Photo of 614 Norton Street, Longboat Key, FL 34228 (MLS # TB8470030)
    614 Norton Street, Longboat Key, FL
    614 Norton Street
    Longboat Key, FL
    • 6 Beds
    • 6 Baths
    • 4,676 Home (sqft)
    • 6 Baths
    • 10,019 Lot (sqft)
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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 3/3/26 5:45 AM PST.

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