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  1. Photo of 2301 Gulf Of Mexico Drive #12N and 11N, Longboat Key, FL 34228 (MLS # A4675054)
    $2,488,000
    Photo of 2301 Gulf Of Mexico Drive #12N and 11N, Longboat Key, FL 34228 (MLS # A4675054)
    Photo of 2301 Gulf Of Mexico Drive #12N and 11N, Longboat Key, FL 34228 (MLS # A4675054)
    2301 Gulf Of Mexico Drive #12N and 11N, Longboat Key, FL
    2301 Gulf Of Mexico Drive #12N and 11N
    Longboat Key, FL
    • 4 Beds
    • 4 Baths
    • 2,415 Home (sqft)
    • 4 Baths
    • 5.38 Lot (ac)
  2. Photo of 4380 Exeter Drive #H-103, Longboat Key, FL 34228 (MLS # A4675171)
    $649,900
    Photo of 4380 Exeter Drive #H-103, Longboat Key, FL 34228 (MLS # A4675171)
    Photo of 4380 Exeter Drive #H-103, Longboat Key, FL 34228 (MLS # A4675171)
    4380 Exeter Drive #H-103, Longboat Key, FL
    4380 Exeter Drive #H-103
    Longboat Key, FL
    • 2 Beds
    • 2 Baths
    • 1,152 Home (sqft)
    • 2 Baths
    • 20.68 Lot (ac)
  3. Photo of 545 Sanctuary Drive #B506, Longboat Key, FL 34228 (MLS # A4675800)
    $1,948,000
    Photo of 545 Sanctuary Drive #B506, Longboat Key, FL 34228 (MLS # A4675800)
    Photo of 545 Sanctuary Drive #B506, Longboat Key, FL 34228 (MLS # A4675800)
    545 Sanctuary Drive #B506, Longboat Key, FL
    545 Sanctuary Drive #B506
    Longboat Key, FL
    • 3 Beds
    • 3 Baths
    • 2,375 Home (sqft)
    • 3 Baths
    • 24,830 Lot (sqft)
  4. Photo of 707 Saint Judes Drive S #3, Longboat Key, FL 34228 (MLS # A4675521)
    $275,000
    Photo of 707 Saint Judes Drive S #3, Longboat Key, FL 34228 (MLS # A4675521)
    Photo of 707 Saint Judes Drive S #3, Longboat Key, FL 34228 (MLS # A4675521)
    707 Saint Judes Drive S #3, Longboat Key, FL
    707 Saint Judes Drive S #3
    Longboat Key, FL
    • 1 Bed
    • 1 Bath
    • 630 Home (sqft)
    • 1 Bath
    • 0 Lot (sqft)
  5. Photo of 4485 Gulf Of Mexico Drive #402, Longboat Key, FL 34228 (MLS # A4675789)
    $775,000
    Photo of 4485 Gulf Of Mexico Drive #402, Longboat Key, FL 34228 (MLS # A4675789)
    Photo of 4485 Gulf Of Mexico Drive #402, Longboat Key, FL 34228 (MLS # A4675789)
    4485 Gulf Of Mexico Drive #402, Longboat Key, FL
    4485 Gulf Of Mexico Drive #402
    Longboat Key, FL
    • 2 Beds
    • 2 Baths
    • 1,022 Home (sqft)
    • 2 Baths
    • 0 Lot (sqft)
  6. Photo of 6841 Longboat Drive S, Longboat Key, FL 34228 (MLS # A4674302)
    $1,095,000
    Photo of 6841 Longboat Drive S, Longboat Key, FL 34228 (MLS # A4674302)
    Photo of 6841 Longboat Drive S, Longboat Key, FL 34228 (MLS # A4674302)
    6841 Longboat Drive S, Longboat Key, FL
    6841 Longboat Drive S
    Longboat Key, FL
    • 2 Beds
    • 2 Baths
    • 1,180 Home (sqft)
    • 2 Baths
    • 15,246 Lot (sqft)
  7. Photo of 5005 Gulf Of Mexico Drive #4, Longboat Key, FL 34228 (MLS # A4673495)
    $8,250,000
    Photo of 5005 Gulf Of Mexico Drive #4, Longboat Key, FL 34228 (MLS # A4673495)
    Photo of 5005 Gulf Of Mexico Drive #4, Longboat Key, FL 34228 (MLS # A4673495)
    5005 Gulf Of Mexico Drive #4, Longboat Key, FL
    5005 Gulf Of Mexico Drive #4
    Longboat Key, FL
    • 4 Beds
    • 5 Baths
    • 4,630 Home (sqft)
    • 5 Baths
    • 10,455 Lot (sqft)
  8. Photo of 3040 Grand Bay Boulevard #234, Longboat Key, FL 34228 (MLS # A4675109)
    $1,495,000
    Photo of 3040 Grand Bay Boulevard #234, Longboat Key, FL 34228 (MLS # A4675109)
    Photo of 3040 Grand Bay Boulevard #234, Longboat Key, FL 34228 (MLS # A4675109)
    3040 Grand Bay Boulevard #234, Longboat Key, FL
    3040 Grand Bay Boulevard #234
    Longboat Key, FL
    • 3 Beds
    • 4 Baths
    • 2,550 Home (sqft)
    • 4 Baths
    • 1.20 Lot (ac)
  9. Photo of 576 Sutton Place, Longboat Key, FL 34228 (MLS # A4675729)
    $399,500
    Photo of 576 Sutton Place, Longboat Key, FL 34228 (MLS # A4675729)
    Photo of 576 Sutton Place, Longboat Key, FL 34228 (MLS # A4675729)
    576 Sutton Place, Longboat Key, FL
    576 Sutton Place
    Longboat Key, FL
    • 2 Beds
    • 2 Baths
    • 1,270 Home (sqft)
    • 2 Baths
    • 6.09 Lot (ac)
  10. Photo of 615 Dream Island Place #105, Longboat Key, FL 34228 (MLS # A4675416)
    $995,000
    Photo of 615 Dream Island Place #105, Longboat Key, FL 34228 (MLS # A4675416)
    Photo of 615 Dream Island Place #105, Longboat Key, FL 34228 (MLS # A4675416)
    615 Dream Island Place #105, Longboat Key, FL
    615 Dream Island Place #105
    Longboat Key, FL
    • 2 Beds
    • 2 Baths
    • 1,293 Home (sqft)
    • 2 Baths
    • 4.75 Lot (ac)
  11. Photo of 562 Ranger Lane, Longboat Key, FL 34228 (MLS # A4675541)
    $3,499,900
    Photo of 562 Ranger Lane, Longboat Key, FL 34228 (MLS # A4675541)
    Photo of 562 Ranger Lane, Longboat Key, FL 34228 (MLS # A4675541)
    562 Ranger Lane, Longboat Key, FL
    562 Ranger Lane
    Longboat Key, FL
    • 4 Beds
    • 3 Baths
    • 3,149 Home (sqft)
    • 3 Baths
    • 10,019 Lot (sqft)
  12. Photo of 836 Evergreen Way, Longboat Key, FL 34228 (MLS # A4674750)
    $1,100,000
    Photo of 836 Evergreen Way, Longboat Key, FL 34228 (MLS # A4674750)
    Photo of 836 Evergreen Way, Longboat Key, FL 34228 (MLS # A4674750)
    836 Evergreen Way, Longboat Key, FL
    836 Evergreen Way
    Longboat Key, FL
    • 3 Beds
    • 3 Baths
    • 2,813 Home (sqft)
    • 3 Baths
    • 0 Lot (sqft)
  13. Photo of 2045 Gulf Of Mexico Drive #M1-502, Longboat Key, FL 34228 (MLS # A4675820)
    $475,000
    Photo of 2045 Gulf Of Mexico Drive #M1-502, Longboat Key, FL 34228 (MLS # A4675820)
    Photo of 2045 Gulf Of Mexico Drive #M1-502, Longboat Key, FL 34228 (MLS # A4675820)
    2045 Gulf Of Mexico Drive #M1-502, Longboat Key, FL
    2045 Gulf Of Mexico Drive #M1-502
    Longboat Key, FL
    • 2 Beds
    • 1 Bath
    • 928 Home (sqft)
    • 1 Bath
    • 0 Lot (sqft)
  14. Photo of 4561 Gulf Of Mexico Drive #202, Longboat Key, FL 34228 (MLS # A4674911)
    $3,150,000
    Photo of 4561 Gulf Of Mexico Drive #202, Longboat Key, FL 34228 (MLS # A4674911)
    Photo of 4561 Gulf Of Mexico Drive #202, Longboat Key, FL 34228 (MLS # A4674911)
    4561 Gulf Of Mexico Drive #202, Longboat Key, FL
    4561 Gulf Of Mexico Drive #202
    Longboat Key, FL
    • 3 Beds
    • 5 Baths
    • 3,260 Home (sqft)
    • 5 Baths
    • 0 Lot (sqft)
  15. Photo of 2600 Harbourside Drive #O-04, Longboat Key, FL 34228 (MLS # A4674985)
    $235,000
    Photo of 2600 Harbourside Drive #O-04, Longboat Key, FL 34228 (MLS # A4674985)
    Photo of 2600 Harbourside Drive #O-04, Longboat Key, FL 34228 (MLS # A4674985)
    2600 Harbourside Drive #O-04, Longboat Key, FL
    2600 Harbourside Drive #O-04
    Longboat Key, FL
    • 0 Beds
    • 0 Baths
    • 0 Home (sqft)
    • 0 Baths
    • 0 Lot (sqft)
  16. Photo of 1425 Gulf Of Mexico Drive #408, Longboat Key, FL 34228 (MLS # A4674194)
    $1,100,000
    Photo of 1425 Gulf Of Mexico Drive #408, Longboat Key, FL 34228 (MLS # A4674194)
    Photo of 1425 Gulf Of Mexico Drive #408, Longboat Key, FL 34228 (MLS # A4674194)
    1425 Gulf Of Mexico Drive #408, Longboat Key, FL
    1425 Gulf Of Mexico Drive #408
    Longboat Key, FL
    • 3 Beds
    • 3 Baths
    • 1,707 Home (sqft)
    • 3 Baths
    • 1.62 Lot (ac)
  17. Photo of 1965 Gulf Of Mexico Drive #G5-303, Longboat Key, FL 34228 (MLS # A4674747)
    $635,000
    Photo of 1965 Gulf Of Mexico Drive #G5-303, Longboat Key, FL 34228 (MLS # A4674747)
    Photo of 1965 Gulf Of Mexico Drive #G5-303, Longboat Key, FL 34228 (MLS # A4674747)
    1965 Gulf Of Mexico Drive #G5-303, Longboat Key, FL
    1965 Gulf Of Mexico Drive #G5-303
    Longboat Key, FL
    • 2 Beds
    • 1 Bath
    • 933 Home (sqft)
    • 1 Bath
    • 6.52 Lot (ac)
  18. Photo of 3710 Gulf Of Mexico Drive #D11, Longboat Key, FL 34228 (MLS # A4674837)
    $150,000
    Photo of 3710 Gulf Of Mexico Drive #D11, Longboat Key, FL 34228 (MLS # A4674837)
    Photo of 3710 Gulf Of Mexico Drive #D11, Longboat Key, FL 34228 (MLS # A4674837)
    3710 Gulf Of Mexico Drive #D11, Longboat Key, FL
    3710 Gulf Of Mexico Drive #D11
    Longboat Key, FL
    • 0 Beds
    • 0 Baths
    • 0 Home (sqft)
    • 0 Baths
    • 1,307 Lot (sqft)
  19. Photo of 2251 Gulf Of Mexico Drive #203, Longboat Key, FL 34228 (MLS # A4674713)
    $7,900,000
    Photo of 2251 Gulf Of Mexico Drive #203, Longboat Key, FL 34228 (MLS # A4674713)
    Photo of 2251 Gulf Of Mexico Drive #203, Longboat Key, FL 34228 (MLS # A4674713)
    2251 Gulf Of Mexico Drive #203, Longboat Key, FL
    2251 Gulf Of Mexico Drive #203
    Longboat Key, FL
    • 4 Beds
    • 5 Baths
    • 3,961 Home (sqft)
    • 5 Baths
    • 5.05 Lot (ac)
  20. Photo of 65 Lighthouse Point Drive, Longboat Key, FL 34228 (MLS # A4674851)
    $7,999,000
    Photo of 65 Lighthouse Point Drive, Longboat Key, FL 34228 (MLS # A4674851)
    Photo of 65 Lighthouse Point Drive, Longboat Key, FL 34228 (MLS # A4674851)
    99
     
    65 Lighthouse Point Drive, Longboat Key, FL
    65 Lighthouse Point Drive
    Longboat Key, FL
    • 4 Beds
    • 5 Baths
    • 4,921 Home (sqft)
    • 5 Baths
    • 15,898.00 Lot (ac)
  21. Photo of 340 Gulf Of Mexico Drive #115, Longboat Key, FL 34228 (MLS # A4674650)
    $2,345,000
    Photo of 340 Gulf Of Mexico Drive #115, Longboat Key, FL 34228 (MLS # A4674650)
    Photo of 340 Gulf Of Mexico Drive #115, Longboat Key, FL 34228 (MLS # A4674650)
    340 Gulf Of Mexico Drive #115, Longboat Key, FL
    340 Gulf Of Mexico Drive #115
    Longboat Key, FL
    • 3 Beds
    • 3 Baths
    • 2,314 Home (sqft)
    • 3 Baths
    • 10.95 Lot (ac)
  22. Photo of 1095 Gulf Of Mexico Drive #502, Longboat Key, FL 34228 (MLS # A4674457)
    $999,000
    Photo of 1095 Gulf Of Mexico Drive #502, Longboat Key, FL 34228 (MLS # A4674457)
    Photo of 1095 Gulf Of Mexico Drive #502, Longboat Key, FL 34228 (MLS # A4674457)
    1095 Gulf Of Mexico Drive #502, Longboat Key, FL
    1095 Gulf Of Mexico Drive #502
    Longboat Key, FL
    • 2 Beds
    • 2 Baths
    • 1,392 Home (sqft)
    • 2 Baths
    • 0 Lot (sqft)
  23. Photo of 519 Rountree Drive, Longboat Key, FL 34228 (MLS # A4674266)
    $6,488,000
    Photo of 519 Rountree Drive, Longboat Key, FL 34228 (MLS # A4674266)
    Photo of 519 Rountree Drive, Longboat Key, FL 34228 (MLS # A4674266)
    519 Rountree Drive, Longboat Key, FL
    519 Rountree Drive
    Longboat Key, FL
    • 4 Beds
    • 5 Baths
    • 3,554 Home (sqft)
    • 5 Baths
    • 9,584 Lot (sqft)
  24. Photo of 4725 Gulf Of Mexico Drive #314, Longboat Key, FL 34228 (MLS # A4673798)
    $799,000
    Photo of 4725 Gulf Of Mexico Drive #314, Longboat Key, FL 34228 (MLS # A4673798)
    Photo of 4725 Gulf Of Mexico Drive #314, Longboat Key, FL 34228 (MLS # A4673798)
    4725 Gulf Of Mexico Drive #314, Longboat Key, FL
    4725 Gulf Of Mexico Drive #314
    Longboat Key, FL
    • 2 Beds
    • 2 Baths
    • 1,104 Home (sqft)
    • 2 Baths
    • 0 Lot (sqft)
  25. Photo of 6700 Gulf Of Mexico Drive #139, Longboat Key, FL 34228 (MLS # A4674675)
    $499,000
    Photo of 6700 Gulf Of Mexico Drive #139, Longboat Key, FL 34228 (MLS # A4674675)
    Photo of 6700 Gulf Of Mexico Drive #139, Longboat Key, FL 34228 (MLS # A4674675)
    57
     
    6700 Gulf Of Mexico Drive #139, Longboat Key, FL
    6700 Gulf Of Mexico Drive #139
    Longboat Key, FL
    • 2 Beds
    • 2 Baths
    • 1,305 Home (sqft)
    • 2 Baths
    • 0 Lot (sqft)
  26. Photo of 4370 Chatham Drive #104, Longboat Key, FL 34228 (MLS # A4674307)
    $470,000
    Photo of 4370 Chatham Drive #104, Longboat Key, FL 34228 (MLS # A4674307)
    Photo of 4370 Chatham Drive #104, Longboat Key, FL 34228 (MLS # A4674307)
    4370 Chatham Drive #104, Longboat Key, FL
    4370 Chatham Drive #104
    Longboat Key, FL
    • 2 Beds
    • 2 Baths
    • 1,072 Home (sqft)
    • 2 Baths
    • 0 Lot (sqft)
  27. Photo of 4825 Gulf Of Mexico Drive #202, Longboat Key, FL 34228 (MLS # A4674248)
    $890,000
    Photo of 4825 Gulf Of Mexico Drive #202, Longboat Key, FL 34228 (MLS # A4674248)
    Photo of 4825 Gulf Of Mexico Drive #202, Longboat Key, FL 34228 (MLS # A4674248)
    4825 Gulf Of Mexico Drive #202, Longboat Key, FL
    4825 Gulf Of Mexico Drive #202
    Longboat Key, FL
    • 2 Beds
    • 2 Baths
    • 1,393 Home (sqft)
    • 2 Baths
    • 0 Lot (sqft)
  28. Photo of 4621 Gulf Of Mexico Drive #10D, Longboat Key, FL 34228 (MLS # TB8453208)
    $675,000
    Photo of 4621 Gulf Of Mexico Drive #10D, Longboat Key, FL 34228 (MLS # TB8453208)
    Photo of 4621 Gulf Of Mexico Drive #10D, Longboat Key, FL 34228 (MLS # TB8453208)
    4621 Gulf Of Mexico Drive #10D, Longboat Key, FL
    4621 Gulf Of Mexico Drive #10D
    Longboat Key, FL
    • 2 Beds
    • 2 Baths
    • 756 Home (sqft)
    • 2 Baths
    • 0 Lot (sqft)
  29. Photo of 2367 Harbour Oaks Drive, Longboat Key, FL 34228 (MLS # A4670055)
    $999,500
    Photo of 2367 Harbour Oaks Drive, Longboat Key, FL 34228 (MLS # A4670055)
    Photo of 2367 Harbour Oaks Drive, Longboat Key, FL 34228 (MLS # A4670055)
    2367 Harbour Oaks Drive, Longboat Key, FL
    2367 Harbour Oaks Drive
    Longboat Key, FL
    • 3 Beds
    • 3 Baths
    • 2,219 Home (sqft)
    • 3 Baths
    • 5,228 Lot (sqft)
  30. Photo of 610 Yardarm Lane, Longboat Key, FL 34228 (MLS # A4673592)
    $4,350,000
    Photo of 610 Yardarm Lane, Longboat Key, FL 34228 (MLS # A4673592)
    Photo of 610 Yardarm Lane, Longboat Key, FL 34228 (MLS # A4673592)
    610 Yardarm Lane, Longboat Key, FL
    610 Yardarm Lane
    Longboat Key, FL
    • 4 Beds
    • 5 Baths
    • 4,138 Home (sqft)
    • 5 Baths
    • 11,326 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 1:45 PM PST.

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