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  1. Photo of 3453 Gulf Of Mexico Drive #237, Longboat Key, FL 34228 (MLS # A4706240)
    $495,000
    Photo of 3453 Gulf Of Mexico Drive #237, Longboat Key, FL 34228 (MLS # A4706240)
    Photo of 3453 Gulf Of Mexico Drive #237, Longboat Key, FL 34228 (MLS # A4706240)
    3453 Gulf Of Mexico Drive #237, Longboat Key, FL
    3453 Gulf Of Mexico Drive #237
    Longboat Key, FL
    • 0 Beds
    • 1 Bath
    • 368 Home (sqft)
    • 1 Bath
    • 1.72 Lot (ac)
  2. Photo of 7094 Longboat Drive E, Longboat Key, FL 34228 (MLS # A4706116)
    $3,249,000
    Photo of 7094 Longboat Drive E, Longboat Key, FL 34228 (MLS # A4706116)
    Photo of 7094 Longboat Drive E, Longboat Key, FL 34228 (MLS # A4706116)
    20
     
    7094 Longboat Drive E, Longboat Key, FL
    7094 Longboat Drive E
    Longboat Key, FL
    • 0 Beds
    • 0 Baths
    • 0 Home (sqft)
    • 0 Baths
    • 11,326 Lot (sqft)
  3. Photo of 5055 Gulf Of Mexico Drive #115, Longboat Key, FL 34228 (MLS # A4705924)
    $725,000
    Photo of 5055 Gulf Of Mexico Drive #115, Longboat Key, FL 34228 (MLS # A4705924)
    Photo of 5055 Gulf Of Mexico Drive #115, Longboat Key, FL 34228 (MLS # A4705924)
    5055 Gulf Of Mexico Drive #115, Longboat Key, FL
    5055 Gulf Of Mexico Drive #115
    Longboat Key, FL
    • 3 Beds
    • 2 Baths
    • 1,484 Home (sqft)
    • 2 Baths
    • 0 Lot (sqft)
  4. Photo of 3453 Gulf Of Mexico Drive #242, Longboat Key, FL 34228 (MLS # A4706004)
    $489,900
    Photo of 3453 Gulf Of Mexico Drive #242, Longboat Key, FL 34228 (MLS # A4706004)
    Photo of 3453 Gulf Of Mexico Drive #242, Longboat Key, FL 34228 (MLS # A4706004)
    37
     
    3453 Gulf Of Mexico Drive #242, Longboat Key, FL
    3453 Gulf Of Mexico Drive #242
    Longboat Key, FL
    • 1 Bed
    • 1 Bath
    • 528 Home (sqft)
    • 1 Bath
    • 0 Lot (sqft)
  5. Photo of 765 Saint Judes Drive N, Longboat Key, FL 34228 (MLS # A4705334)
    $1,350,000
    Photo of 765 Saint Judes Drive N, Longboat Key, FL 34228 (MLS # A4705334)
    Photo of 765 Saint Judes Drive N, Longboat Key, FL 34228 (MLS # A4705334)
    765 Saint Judes Drive N, Longboat Key, FL
    765 Saint Judes Drive N
    Longboat Key, FL
    • 4 Beds
    • 2 Baths
    • 1,900 Home (sqft)
    • 2 Baths
    • 10,890 Lot (sqft)
  6. Photo of 6840 Longboat Drive S, Longboat Key, FL 34228 (MLS # TB8547173)
    $2,398,000
    Photo of 6840 Longboat Drive S, Longboat Key, FL 34228 (MLS # TB8547173)
    Photo of 6840 Longboat Drive S, Longboat Key, FL 34228 (MLS # TB8547173)
    6840 Longboat Drive S, Longboat Key, FL
    6840 Longboat Drive S
    Longboat Key, FL
    • 4 Beds
    • 4 Baths
    • 2,665 Home (sqft)
    • 4 Baths
    • 6,970 Lot (sqft)
  7. Photo of 2800 Harbourside Dr #M-10, Longboat Key, FL 34228 (MLS # A4705272)
    $289,000
    Photo of 2800 Harbourside Dr #M-10, Longboat Key, FL 34228 (MLS # A4705272)
    Photo of 2800 Harbourside Dr #M-10, Longboat Key, FL 34228 (MLS # A4705272)
    2800 Harbourside Dr #M-10, Longboat Key, FL
    2800 Harbourside Dr #M-10
    Longboat Key, FL
    • 0 Beds
    • 0 Baths
    • 0 Home (sqft)
    • 0 Baths
    • 0 Lot (sqft)
  8. Photo of 795 Marbury Lane, Longboat Key, FL 34228 (MLS # A4704899)
    $3,295,000
    Photo of 795 Marbury Lane, Longboat Key, FL 34228 (MLS # A4704899)
    Photo of 795 Marbury Lane, Longboat Key, FL 34228 (MLS # A4704899)
    89
     
    795 Marbury Lane, Longboat Key, FL
    795 Marbury Lane
    Longboat Key, FL
    • 5 Beds
    • 3 Baths
    • 3,355 Home (sqft)
    • 3 Baths
    • 10,019 Lot (sqft)
  9. Photo of 4370 Chatham Drive #304, Longboat Key, FL 34228 (MLS # A4704453)
    $425,000
    Photo of 4370 Chatham Drive #304, Longboat Key, FL 34228 (MLS # A4704453)
    Photo of 4370 Chatham Drive #304, Longboat Key, FL 34228 (MLS # A4704453)
    4370 Chatham Drive #304, Longboat Key, FL
    4370 Chatham Drive #304
    Longboat Key, FL
    • 2 Beds
    • 2 Baths
    • 1,072 Home (sqft)
    • 2 Baths
    • 23.99 Lot (ac)
  10. Photo of 560 Chipping Lane, Longboat Key, FL 34228 (MLS # A4702902)
    $3,999,990
    Photo of 560 Chipping Lane, Longboat Key, FL 34228 (MLS # A4702902)
    Photo of 560 Chipping Lane, Longboat Key, FL 34228 (MLS # A4702902)
    560 Chipping Lane, Longboat Key, FL
    560 Chipping Lane
    Longboat Key, FL
    • 5 Beds
    • 5 Baths
    • 4,315 Home (sqft)
    • 5 Baths
    • 11,326 Lot (sqft)
  11. Photo of 1075 Gulf Of Mexico Drive #205, Longboat Key, FL 34228 (MLS # A4704103)
    $1,099,000
    Photo of 1075 Gulf Of Mexico Drive #205, Longboat Key, FL 34228 (MLS # A4704103)
    Photo of 1075 Gulf Of Mexico Drive #205, Longboat Key, FL 34228 (MLS # A4704103)
    1075 Gulf Of Mexico Drive #205, Longboat Key, FL
    1075 Gulf Of Mexico Drive #205
    Longboat Key, FL
    • 3 Beds
    • 2 Baths
    • 1,819 Home (sqft)
    • 2 Baths
    • 5.01 Lot (ac)
  12. Photo of 3530 Mistletoe Lane, Longboat Key, FL 34228 (MLS # A4704713)
    $2,675,000
    Photo of 3530 Mistletoe Lane, Longboat Key, FL 34228 (MLS # A4704713)
    Photo of 3530 Mistletoe Lane, Longboat Key, FL 34228 (MLS # A4704713)
    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)
  13. Photo of 6801 Longboat Drive S, Longboat Key, FL 34228 (MLS # A4704679)
    $995,000
    Photo of 6801 Longboat Drive S, Longboat Key, FL 34228 (MLS # A4704679)
    Photo of 6801 Longboat Drive S, Longboat Key, FL 34228 (MLS # A4704679)
    6801 Longboat Drive S, Longboat Key, FL
    6801 Longboat Drive S
    Longboat Key, FL
    • 0 Beds
    • 0 Baths
    • 0 Home (sqft)
    • 0 Baths
    • 7,841 Lot (sqft)
  14. Photo of 4800 Gulf Of Mexico Drive #PH 3, Longboat Key, FL 34228 (MLS # A4704564)
    $795,000
    Photo of 4800 Gulf Of Mexico Drive #PH 3, Longboat Key, FL 34228 (MLS # A4704564)
    Photo of 4800 Gulf Of Mexico Drive #PH 3, Longboat Key, FL 34228 (MLS # A4704564)
    4800 Gulf Of Mexico Drive #PH 3, Longboat Key, FL
    4800 Gulf Of Mexico Drive #PH 3
    Longboat Key, FL
    • 2 Beds
    • 2 Baths
    • 1,312 Home (sqft)
    • 2 Baths
    • 26.00 Lot (ac)
  15. Photo of 3802 Gulf Of Mexico Drive #A203, Longboat Key, FL 34228 (MLS # A4704650)
    $399,000
    Photo of 3802 Gulf Of Mexico Drive #A203, Longboat Key, FL 34228 (MLS # A4704650)
    Photo of 3802 Gulf Of Mexico Drive #A203, Longboat Key, FL 34228 (MLS # A4704650)
    3802 Gulf Of Mexico Drive #A203, Longboat Key, FL
    3802 Gulf Of Mexico Drive #A203
    Longboat Key, FL
    • 2 Beds
    • 2 Baths
    • 1,007 Home (sqft)
    • 2 Baths
    • 6.06 Lot (ac)
  16. Photo of 500 Outrigger Lane, Longboat Key, FL 34228 (MLS # A4704483)
    $2,250,000
    Photo of 500 Outrigger Lane, Longboat Key, FL 34228 (MLS # A4704483)
    Photo of 500 Outrigger Lane, Longboat Key, FL 34228 (MLS # A4704483)
    500 Outrigger Lane, Longboat Key, FL
    500 Outrigger Lane
    Longboat Key, FL
    • 0 Beds
    • 0 Baths
    • 0 Home (sqft)
    • 0 Baths
    • 17,424 Lot (sqft)
  17. Photo of 2020 Harbourside Drive #442, Longboat Key, FL 34228 (MLS # A4705717)
    $699,000
    Photo of 2020 Harbourside Drive #442, Longboat Key, FL 34228 (MLS # A4705717)
    Photo of 2020 Harbourside Drive #442, Longboat Key, FL 34228 (MLS # A4705717)
    56
     
    2020 Harbourside Drive #442, Longboat Key, FL
    2020 Harbourside Drive #442
    Longboat Key, FL
    • 2 Beds
    • 2 Baths
    • 1,192 Home (sqft)
    • 2 Baths
    • 0 Lot (sqft)
  18. Photo of 1906 Harbourside Drive #303, Longboat Key, FL 34228 (MLS # A4703351)
    $799,000
    Photo of 1906 Harbourside Drive #303, Longboat Key, FL 34228 (MLS # A4703351)
    Photo of 1906 Harbourside Drive #303, Longboat Key, FL 34228 (MLS # A4703351)
    1906 Harbourside Drive #303, Longboat Key, FL
    1906 Harbourside Drive #303
    Longboat Key, FL
    • 2 Beds
    • 3 Baths
    • 1,590 Home (sqft)
    • 3 Baths
    • 10.84 Lot (ac)
  19. Photo of 2600 Harbourside Drive #I-12, Longboat Key, FL 34228 (MLS # A4704169)
    $200,000
    Photo of 2600 Harbourside Drive #I-12, Longboat Key, FL 34228 (MLS # A4704169)
    Photo of 2600 Harbourside Drive #I-12, Longboat Key, FL 34228 (MLS # A4704169)
    2600 Harbourside Drive #I-12, Longboat Key, FL
    2600 Harbourside Drive #I-12
    Longboat Key, FL
    • 0 Beds
    • 0 Baths
    • 0 Home (sqft)
    • 0 Baths
    • 0 Lot (sqft)
  20. Photo of 3453 Gulf Of Mexico Drive #200, Longboat Key, FL 34228 (MLS # A4703638)
    $390,000
    Photo of 3453 Gulf Of Mexico Drive #200, Longboat Key, FL 34228 (MLS # A4703638)
    Photo of 3453 Gulf Of Mexico Drive #200, Longboat Key, FL 34228 (MLS # A4703638)
    3453 Gulf Of Mexico Drive #200, Longboat Key, FL
    3453 Gulf Of Mexico Drive #200
    Longboat Key, FL
    • 1 Bed
    • 1 Bath
    • 876 Home (sqft)
    • 1 Bath
    • 1.72 Lot (ac)
  21. Photo of 4310 Falmouth Drive #307, Longboat Key, FL 34228 (MLS # A4703888)
    $520,000
    Photo of 4310 Falmouth Drive #307, Longboat Key, FL 34228 (MLS # A4703888)
    Photo of 4310 Falmouth Drive #307, Longboat Key, FL 34228 (MLS # A4703888)
    4310 Falmouth Drive #307, Longboat Key, FL
    4310 Falmouth Drive #307
    Longboat Key, FL
    • 2 Beds
    • 2 Baths
    • 1,072 Home (sqft)
    • 2 Baths
    • 23.99 Lot (ac)
  22. Photo of 592 Juan Anasco Drive, Longboat Key, FL 34228 (MLS # TB8540951)
    $4,000,000
    Photo of 592 Juan Anasco Drive, Longboat Key, FL 34228 (MLS # TB8540951)
    Photo of 592 Juan Anasco Drive, Longboat Key, FL 34228 (MLS # TB8540951)
    592 Juan Anasco Drive, Longboat Key, FL
    592 Juan Anasco Drive
    Longboat Key, FL
    • 5 Beds
    • 6 Baths
    • 3,600 Home (sqft)
    • 6 Baths
    • 10,019 Lot (sqft)
  23. Photo of 707 Saint Judes Drive S #1, Longboat Key, FL 34228 (MLS # A4704345)
    $364,000
    Photo of 707 Saint Judes Drive S #1, Longboat Key, FL 34228 (MLS # A4704345)
    Photo of 707 Saint Judes Drive S #1, Longboat Key, FL 34228 (MLS # A4704345)
    707 Saint Judes Drive S #1, Longboat Key, FL
    707 Saint Judes Drive S #1
    Longboat Key, FL
    • 1 Bed
    • 1 Bath
    • 630 Home (sqft)
    • 1 Bath
    • 21,780 Lot (sqft)
  24. Photo of 3320 Gulf Of Mexico Drive #206C, Longboat Key, FL 34228 (MLS # A4703984)
    $589,900
    Photo of 3320 Gulf Of Mexico Drive #206C, Longboat Key, FL 34228 (MLS # A4703984)
    Photo of 3320 Gulf Of Mexico Drive #206C, Longboat Key, FL 34228 (MLS # A4703984)
    3320 Gulf Of Mexico Drive #206C, Longboat Key, FL
    3320 Gulf Of Mexico Drive #206C
    Longboat Key, FL
    • 2 Beds
    • 2 Baths
    • 1,186 Home (sqft)
    • 2 Baths
    • 0 Lot (sqft)
  25. Photo of 2600 Harbourside Drive #Q-10, Longboat Key, FL 34228 (MLS # A4703861)
    $225,000
    Photo of 2600 Harbourside Drive #Q-10, Longboat Key, FL 34228 (MLS # A4703861)
    Photo of 2600 Harbourside Drive #Q-10, Longboat Key, FL 34228 (MLS # A4703861)
    2600 Harbourside Drive #Q-10, Longboat Key, FL
    2600 Harbourside Drive #Q-10
    Longboat Key, FL
    • 0 Beds
    • 0 Baths
    • 0 Home (sqft)
    • 0 Baths
    • 0 Lot (sqft)
  26. Photo of 713 Saint Judes Drive S #2, Longboat Key, FL 34228 (MLS # A4703619)
    $560,000
    Photo of 713 Saint Judes Drive S #2, Longboat Key, FL 34228 (MLS # A4703619)
    Photo of 713 Saint Judes Drive S #2, Longboat Key, FL 34228 (MLS # A4703619)
    713 Saint Judes Drive S #2, Longboat Key, FL
    713 Saint Judes Drive S #2
    Longboat Key, FL
    • 2 Beds
    • 2 Baths
    • 1,215 Home (sqft)
    • 2 Baths
    • 1.02 Lot (ac)
  27. Photo of 729 Saint Judes Drive S #2, Longboat Key, FL 34228 (MLS # A4703900)
    $500,000
    Photo of 729 Saint Judes Drive S #2, Longboat Key, FL 34228 (MLS # A4703900)
    Photo of 729 Saint Judes Drive S #2, Longboat Key, FL 34228 (MLS # A4703900)
    44
     
    729 Saint Judes Drive S #2, Longboat Key, FL
    729 Saint Judes Drive S #2
    Longboat Key, FL
    • 2 Beds
    • 2 Baths
    • 840 Home (sqft)
    • 2 Baths
    • 1.02 Lot (ac)
  28. Photo of 408 Gulf Of Mexico Drive #2126, Longboat Key, FL 34228 (MLS # A4703429)
    $39,900
    Photo of 408 Gulf Of Mexico Drive #2126, Longboat Key, FL 34228 (MLS # A4703429)
    Photo of 408 Gulf Of Mexico Drive #2126, Longboat Key, FL 34228 (MLS # A4703429)
    10
     
    408 Gulf Of Mexico Drive #2126, Longboat Key, FL
    408 Gulf Of Mexico Drive #2126
    Longboat Key, FL
    • 0 Beds
    • 0 Baths
    • 0 Home (sqft)
    • 0 Baths
    • 26,136 Lot (sqft)
  29. Photo of 2600 Harbourside Drive #O-07, Longboat Key, FL 34228 (MLS # A4703254)
    $216,000
    Photo of 2600 Harbourside Drive #O-07, Longboat Key, FL 34228 (MLS # A4703254)
    Photo of 2600 Harbourside Drive #O-07, Longboat Key, FL 34228 (MLS # A4703254)
    2600 Harbourside Drive #O-07, Longboat Key, FL
    2600 Harbourside Drive #O-07
    Longboat Key, FL
    • 0 Beds
    • 0 Baths
    • 0 Home (sqft)
    • 0 Baths
    • 0 Lot (sqft)
  30. Photo of 36 Twin Shores Boulevard, Longboat Key, FL 34228 (MLS # A4702801)
    $129,000
    Photo of 36 Twin Shores Boulevard, Longboat Key, FL 34228 (MLS # A4702801)
    Photo of 36 Twin Shores Boulevard, Longboat Key, FL 34228 (MLS # A4702801)
    36 Twin Shores Boulevard, Longboat Key, FL
    36 Twin Shores Boulevard
    Longboat Key, FL
    • 1 Bed
    • 1 Bath
    • 564 Home (sqft)
    • 1 Bath
    • 872 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 11/8/26 1:01 PM PST.

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