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  1. Photo of 26 Harbourside Drive #O-06, Longboat Key, FL 34228 (MLS # A4682152)
    $265,000
    Photo of 26 Harbourside Drive #O-06, Longboat Key, FL 34228 (MLS # A4682152)
    Photo of 26 Harbourside Drive #O-06, Longboat Key, FL 34228 (MLS # A4682152)
    26 Harbourside Drive #O-06, Longboat Key, FL
    26 Harbourside Drive #O-06
    Longboat Key, FL
    • 0 Beds
    • 0 Baths
    • 0 Home (sqft)
    • 0 Baths
    • 0 Lot (sqft)
  2. Photo of 563 Spanish Drive S, Longboat Key, FL 34228 (MLS # A4682513)
    $615,000
    Photo of 563 Spanish Drive S, Longboat Key, FL 34228 (MLS # A4682513)
    Photo of 563 Spanish Drive S, Longboat Key, FL 34228 (MLS # A4682513)
    563 Spanish Drive S, Longboat Key, FL
    563 Spanish Drive S
    Longboat Key, FL
    • 2 Beds
    • 2 Baths
    • 1,516 Home (sqft)
    • 2 Baths
    • 25.24 Lot (ac)
  3. Photo of 721 Emerald Harbor Drive, Longboat Key, FL 34228 (MLS # A4681959)
    $1,645,000
    Photo of 721 Emerald Harbor Drive, Longboat Key, FL 34228 (MLS # A4681959)
    Photo of 721 Emerald Harbor Drive, Longboat Key, FL 34228 (MLS # A4681959)
    721 Emerald Harbor Drive, Longboat Key, FL
    721 Emerald Harbor Drive
    Longboat Key, FL
    • 0 Beds
    • 0 Baths
    • 0 Home (sqft)
    • 0 Baths
    • 14,811 Lot (sqft)
  4. Photo of 591 Golf Links Lane, Longboat Key, FL 34228 (MLS # A4681766)
    $7,299,000
    Photo of 591 Golf Links Lane, Longboat Key, FL 34228 (MLS # A4681766)
    Photo of 591 Golf Links Lane, Longboat Key, FL 34228 (MLS # A4681766)
    21
     
    591 Golf Links Lane, Longboat Key, FL
    591 Golf Links Lane
    Longboat Key, FL
    • 5 Beds
    • 7 Baths
    • 4,452 Home (sqft)
    • 7 Baths
    • 13,940 Lot (sqft)
  5. Photo of 591 Golf Links Lane, Longboat Key, FL 34228 (MLS # A4681782)
    $2,500,000
    Photo of 591 Golf Links Lane, Longboat Key, FL 34228 (MLS # A4681782)
    Photo of 591 Golf Links Lane, Longboat Key, FL 34228 (MLS # A4681782)
    19
     
    591 Golf Links Lane, Longboat Key, FL
    591 Golf Links Lane
    Longboat Key, FL
    • 0 Beds
    • 0 Baths
    • 0 Home (sqft)
    • 0 Baths
    • 13,940 Lot (sqft)
  6. Photo of 1085 Gulf Of Mexico Drive #205, Longboat Key, FL 34228 (MLS # A4681713)
    $999,000
    Photo of 1085 Gulf Of Mexico Drive #205, Longboat Key, FL 34228 (MLS # A4681713)
    Photo of 1085 Gulf Of Mexico Drive #205, Longboat Key, FL 34228 (MLS # A4681713)
    1085 Gulf Of Mexico Drive #205, Longboat Key, FL
    1085 Gulf Of Mexico Drive #205
    Longboat Key, FL
    • 3 Beds
    • 2 Baths
    • 1,819 Home (sqft)
    • 2 Baths
    • 0 Lot (sqft)
  7. 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)
  8. 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)
  9. 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)
  10. Photo of 1065 Gulf Of Mexico Drive #305, Longboat Key, FL 34228 (MLS # A4681609)
    $1,199,000
    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)
  11. Photo of 1105 Gulf Of Mexico Drive #401, Longboat Key, FL 34228 (MLS # A4680369)
    $899,000
    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)
  12. 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)
  13. Photo of 552 Juan Anasco Dr, Longboat Key, FL 34228 (MLS # A4680786)
    $975,000
    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)
  14. Photo of 605 Sutton Place #102, Longboat Key, FL 34228 (MLS # A4681310)
    $485,000
    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)
  15. 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)
  16. Photo of 3548 Fair Oaks Lane, Longboat Key, FL 34228 (MLS # A4681540)
    $2,895,000
    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)
  17. 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)
    65
     
    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)
  18. Photo of 535 Sanctuary Drive #C807, Longboat Key, FL 34228 (MLS # A4680240)
    $3,750,000
    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)
  19. 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)
  20. Photo of 4127 Gulf Of Mexico Drive #N102, Longboat Key, FL 34228 (MLS # A4680618)
    $4,700,000
    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)
  21. Photo of 4320 Falmouth Drive #103, Longboat Key, FL 34228 (MLS # A4681530)
    $499,000
    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)
  22. Photo of 3530 Mistletoe Lane, Longboat Key, FL 34228 (MLS # A4680887)
    $2,495,000
    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)
  23. 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)
  24. 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)
    42
     
    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)
  25. 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)
  26. Photo of 3435 Winding Oaks Drive #18, Longboat Key, FL 34228 (MLS # A4680403)
    $949,000
    Photo of 3435 Winding Oaks Drive #18, Longboat Key, FL 34228 (MLS # A4680403)
    Photo of 3435 Winding Oaks Drive #18, Longboat Key, FL 34228 (MLS # A4680403)
    85
     
    3435 Winding Oaks Drive #18, Longboat Key, FL
    3435 Winding Oaks Drive #18
    Longboat Key, FL
    • 3 Beds
    • 3 Baths
    • 2,555 Home (sqft)
    • 3 Baths
    • 13.84 Lot (ac)
  27. Photo of 545 Sanctuary Drive #B305, Longboat Key, FL 34228 (MLS # A4681142)
    $2,495,000
    Photo of 545 Sanctuary Drive #B305, Longboat Key, FL 34228 (MLS # A4681142)
    Photo of 545 Sanctuary Drive #B305, Longboat Key, FL 34228 (MLS # A4681142)
    545 Sanctuary Drive #B305, Longboat Key, FL
    545 Sanctuary Drive #B305
    Longboat Key, FL
    • 3 Beds
    • 3 Baths
    • 2,580 Home (sqft)
    • 3 Baths
    • 0 Lot (sqft)
  28. Photo of 6500 Gulfside Road, Longboat Key, FL 34228 (MLS # A4677893)
    $1,449,000
    Photo of 6500 Gulfside Road, Longboat Key, FL 34228 (MLS # A4677893)
    Photo of 6500 Gulfside Road, Longboat Key, FL 34228 (MLS # A4677893)
    6500 Gulfside Road, Longboat Key, FL
    6500 Gulfside Road
    Longboat Key, FL
    • 0 Beds
    • 0 Baths
    • 0 Home (sqft)
    • 0 Baths
    • 10,455 Lot (sqft)
  29. Photo of 651 Jungle Queen Way, Longboat Key, FL 34228 (MLS # A4680514)
    $845,000
    Photo of 651 Jungle Queen Way, Longboat Key, FL 34228 (MLS # A4680514)
    Photo of 651 Jungle Queen Way, Longboat Key, FL 34228 (MLS # A4680514)
    651 Jungle Queen Way, Longboat Key, FL
    651 Jungle Queen Way
    Longboat Key, FL
    • 4 Beds
    • 3 Baths
    • 2,242 Home (sqft)
    • 3 Baths
    • 10,890 Lot (sqft)
  30. Photo of 4401 Gulf Of Mexico Drive #601, Longboat Key, FL 34228 (MLS # A4679728)
    $995,000
    Photo of 4401 Gulf Of Mexico Drive #601, Longboat Key, FL 34228 (MLS # A4679728)
    Photo of 4401 Gulf Of Mexico Drive #601, Longboat Key, FL 34228 (MLS # A4679728)
    4401 Gulf Of Mexico Drive #601, Longboat Key, FL
    4401 Gulf Of Mexico Drive #601
    Longboat Key, FL
    • 2 Beds
    • 2 Baths
    • 1,524 Home (sqft)
    • 2 Baths
    • 2.16 Lot (ac)
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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 6/9/26 4:26 PM PDT.

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