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  1. Photo of 455 Longboat Club Road #402, Longboat Key, FL 34228 (MLS # A4708180)
    $2,000,000
    Photo of 455 Longboat Club Road #402, Longboat Key, FL 34228 (MLS # A4708180)
    Photo of 455 Longboat Club Road #402, Longboat Key, FL 34228 (MLS # A4708180)
    455 Longboat Club Road #402, Longboat Key, FL
    455 Longboat Club Road #402
    Longboat Key, FL
    • 3 Beds
    • 4 Baths
    • 2,410 Home (sqft)
    • 4 Baths
    • 6.70 Lot (ac)
  2. Photo of 340 Gulf Of Mexico Drive #136, Longboat Key, FL 34228 (MLS # A4707766)
    $2,995,000
    Photo of 340 Gulf Of Mexico Drive #136, Longboat Key, FL 34228 (MLS # A4707766)
    Photo of 340 Gulf Of Mexico Drive #136, Longboat Key, FL 34228 (MLS # A4707766)
    340 Gulf Of Mexico Drive #136, Longboat Key, FL
    340 Gulf Of Mexico Drive #136
    Longboat Key, FL
    • 3 Beds
    • 4 Baths
    • 2,880 Home (sqft)
    • 4 Baths
    • 10.95 Lot (ac)
  3. Photo of 560 Harbor Point Road, Longboat Key, FL 34228 (MLS # A4708290)
    $9,500,000
    Photo of 560 Harbor Point Road, Longboat Key, FL 34228 (MLS # A4708290)
    Photo of 560 Harbor Point Road, Longboat Key, FL 34228 (MLS # A4708290)
    70
     
    560 Harbor Point Road, Longboat Key, FL
    560 Harbor Point Road
    Longboat Key, FL
    • 4 Beds
    • 5 Baths
    • 5,245 Home (sqft)
    • 5 Baths
    • 17,424 Lot (sqft)
  4. Photo of 3100 Gulf Of Mexico Drive, Longboat Key, FL 34228 (MLS # A4707515)
    $5,295,000
    Photo of 3100 Gulf Of Mexico Drive, Longboat Key, FL 34228 (MLS # A4707515)
    Photo of 3100 Gulf Of Mexico Drive, Longboat Key, FL 34228 (MLS # A4707515)
    3100 Gulf Of Mexico Drive, Longboat Key, FL
    3100 Gulf Of Mexico Drive
    Longboat Key, FL
    • 5 Beds
    • 5 Baths
    • 4,361 Home (sqft)
    • 5 Baths
    • 24,830 Lot (sqft)
  5. Photo of 6561 Bayou Hammock Road, Longboat Key, FL 34228 (MLS # A4703604)
    $3,495,000
    Photo of 6561 Bayou Hammock Road, Longboat Key, FL 34228 (MLS # A4703604)
    Photo of 6561 Bayou Hammock Road, Longboat Key, FL 34228 (MLS # A4703604)
    6561 Bayou Hammock Road, Longboat Key, FL
    6561 Bayou Hammock Road
    Longboat Key, FL
    • 4 Beds
    • 4 Baths
    • 2,604 Home (sqft)
    • 4 Baths
    • 36,155 Lot (sqft)
  6. Photo of 1445 Gulf Of Mexico Drive #101, Longboat Key, FL 34228 (MLS # A4708219)
    $1,090,000
    Photo of 1445 Gulf Of Mexico Drive #101, Longboat Key, FL 34228 (MLS # A4708219)
    Photo of 1445 Gulf Of Mexico Drive #101, Longboat Key, FL 34228 (MLS # A4708219)
    1445 Gulf Of Mexico Drive #101, Longboat Key, FL
    1445 Gulf Of Mexico Drive #101
    Longboat Key, FL
    • 3 Beds
    • 3 Baths
    • 2,092 Home (sqft)
    • 3 Baths
    • 1.17 Lot (ac)
  7. Photo of 1241 Gulf Of Mexico Drive #PH1102, Longboat Key, FL 34228 (MLS # A4708305)
    $5,995,000
    Photo of 1241 Gulf Of Mexico Drive #PH1102, Longboat Key, FL 34228 (MLS # A4708305)
    Photo of 1241 Gulf Of Mexico Drive #PH1102, Longboat Key, FL 34228 (MLS # A4708305)
    58
     
    1241 Gulf Of Mexico Drive #PH1102, Longboat Key, FL
    1241 Gulf Of Mexico Drive #PH1102
    Longboat Key, FL
    • 3 Beds
    • 5 Baths
    • 3,400 Home (sqft)
    • 5 Baths
    • 0 Lot (sqft)
  8. Photo of 3808 Gulf Of Mexico Drive #E412, Longboat Key, FL 34228 (MLS # A4707833)
    $1,175,000
    Photo of 3808 Gulf Of Mexico Drive #E412, Longboat Key, FL 34228 (MLS # A4707833)
    Photo of 3808 Gulf Of Mexico Drive #E412, Longboat Key, FL 34228 (MLS # A4707833)
    3808 Gulf Of Mexico Drive #E412, Longboat Key, FL
    3808 Gulf Of Mexico Drive #E412
    Longboat Key, FL
    • 3 Beds
    • 3 Baths
    • 2,544 Home (sqft)
    • 3 Baths
    • 6.06 Lot (ac)
  9. Photo of 1955 Gulf Of Mexico Drive #G6-407, Longboat Key, FL 34228 (MLS # A4707495)
    $769,000
    Photo of 1955 Gulf Of Mexico Drive #G6-407, Longboat Key, FL 34228 (MLS # A4707495)
    Photo of 1955 Gulf Of Mexico Drive #G6-407, Longboat Key, FL 34228 (MLS # A4707495)
    1955 Gulf Of Mexico Drive #G6-407, Longboat Key, FL
    1955 Gulf Of Mexico Drive #G6-407
    Longboat Key, FL
    • 2 Beds
    • 2 Baths
    • 1,257 Home (sqft)
    • 2 Baths
    • 3.19 Lot (ac)
  10. Photo of 3617 Fair Oaks Place, Longboat Key, FL 34228 (MLS # A4706856)
    $2,100,000
    Photo of 3617 Fair Oaks Place, Longboat Key, FL 34228 (MLS # A4706856)
    Photo of 3617 Fair Oaks Place, Longboat Key, FL 34228 (MLS # A4706856)
    54
     
    3617 Fair Oaks Place, Longboat Key, FL
    3617 Fair Oaks Place
    Longboat Key, FL
    • 3 Beds
    • 4 Baths
    • 2,950 Home (sqft)
    • 4 Baths
    • 12,197 Lot (sqft)
  11. Photo of 3060 Grand Bay Boulevard #124, Longboat Key, FL 34228 (MLS # A4708182)
    $1,699,000
    Photo of 3060 Grand Bay Boulevard #124, Longboat Key, FL 34228 (MLS # A4708182)
    Photo of 3060 Grand Bay Boulevard #124, Longboat Key, FL 34228 (MLS # A4708182)
    56
     
    3060 Grand Bay Boulevard #124, Longboat Key, FL
    3060 Grand Bay Boulevard #124
    Longboat Key, FL
    • 2 Beds
    • 3 Baths
    • 2,369 Home (sqft)
    • 3 Baths
    • 0 Lot (sqft)
  12. Photo of 2525 Gulf Of Mexico Drive #7B, Longboat Key, FL 34228 (MLS # A4706913)
    $1,450,000
    Photo of 2525 Gulf Of Mexico Drive #7B, Longboat Key, FL 34228 (MLS # A4706913)
    Photo of 2525 Gulf Of Mexico Drive #7B, Longboat Key, FL 34228 (MLS # A4706913)
    2525 Gulf Of Mexico Drive #7B, Longboat Key, FL
    2525 Gulf Of Mexico Drive #7B
    Longboat Key, FL
    • 2 Beds
    • 2 Baths
    • 1,491 Home (sqft)
    • 2 Baths
    • 3.37 Lot (ac)
  13. Photo of 1920 Harbourside Drive #1003, Longboat Key, FL 34228 (MLS # A4706809)
    $624,900
    Photo of 1920 Harbourside Drive #1003, Longboat Key, FL 34228 (MLS # A4706809)
    Photo of 1920 Harbourside Drive #1003, Longboat Key, FL 34228 (MLS # A4706809)
    90
     
    1920 Harbourside Drive #1003, Longboat Key, FL
    1920 Harbourside Drive #1003
    Longboat Key, FL
    • 2 Beds
    • 3 Baths
    • 1,690 Home (sqft)
    • 3 Baths
    • 10.83 Lot (ac)
  14. Photo of 775 Longboat Club Road #405, Longboat Key, FL 34228 (MLS # A4704560)
    $1,095,000
    Photo of 775 Longboat Club Road #405, Longboat Key, FL 34228 (MLS # A4704560)
    Photo of 775 Longboat Club Road #405, Longboat Key, FL 34228 (MLS # A4704560)
    775 Longboat Club Road #405, Longboat Key, FL
    775 Longboat Club Road #405
    Longboat Key, FL
    • 2 Beds
    • 2 Baths
    • 1,602 Home (sqft)
    • 2 Baths
    • 5.55 Lot (ac)
  15. Photo of 760 Longboat Court, Longboat Key, FL 34228 (MLS # A4707147)
    $840,000
    Photo of 760 Longboat Court, Longboat Key, FL 34228 (MLS # A4707147)
    Photo of 760 Longboat Court, Longboat Key, FL 34228 (MLS # A4707147)
    760 Longboat Court, Longboat Key, FL
    760 Longboat Court
    Longboat Key, FL
    • 3 Beds
    • 2 Baths
    • 1,242 Home (sqft)
    • 2 Baths
    • 9,584 Lot (sqft)
  16. Photo of 1281 Gulf Of Mexico Dr #707, Longboat Key, FL 34228 (MLS # A4706767)
    $3,550,000
    Photo of 1281 Gulf Of Mexico Dr #707, Longboat Key, FL 34228 (MLS # A4706767)
    Photo of 1281 Gulf Of Mexico Dr #707, Longboat Key, FL 34228 (MLS # A4706767)
    1281 Gulf Of Mexico Dr #707, Longboat Key, FL
    1281 Gulf Of Mexico Dr #707
    Longboat Key, FL
    • 3 Beds
    • 4 Baths
    • 3,273 Home (sqft)
    • 4 Baths
    • 0 Lot (sqft)
  17. Photo of 3360 Bayou Sound, Longboat Key, FL 34228 (MLS # A4707025)
    $4,699,999
    Photo of 3360 Bayou Sound, Longboat Key, FL 34228 (MLS # A4707025)
    Photo of 3360 Bayou Sound, Longboat Key, FL 34228 (MLS # A4707025)
    3360 Bayou Sound, Longboat Key, FL
    3360 Bayou Sound
    Longboat Key, FL
    • 5 Beds
    • 5 Baths
    • 4,000 Home (sqft)
    • 5 Baths
    • 15,682 Lot (sqft)
  18. Photo of 4525 Gulf Of Mexico Drive #204, Longboat Key, FL 34228 (MLS # A4707683)
    $1,125,000
    Photo of 4525 Gulf Of Mexico Drive #204, Longboat Key, FL 34228 (MLS # A4707683)
    Photo of 4525 Gulf Of Mexico Drive #204, Longboat Key, FL 34228 (MLS # A4707683)
    4525 Gulf Of Mexico Drive #204, Longboat Key, FL
    4525 Gulf Of Mexico Drive #204
    Longboat Key, FL
    • 2 Beds
    • 2 Baths
    • 1,362 Home (sqft)
    • 2 Baths
    • 5.92 Lot (ac)
  19. Photo of 408 Gulf Of Mexico Drive #1206, Longboat Key, FL 34228 (MLS # A4706908)
    $65,000
    Photo of 408 Gulf Of Mexico Drive #1206, Longboat Key, FL 34228 (MLS # A4706908)
    Photo of 408 Gulf Of Mexico Drive #1206, Longboat Key, FL 34228 (MLS # A4706908)
    408 Gulf Of Mexico Drive #1206, Longboat Key, FL
    408 Gulf Of Mexico Drive #1206
    Longboat Key, FL
    • 0 Beds
    • 0 Baths
    • 0 Home (sqft)
    • 0 Baths
    • 0 Lot (sqft)
  20. Photo of 408 Gulf Of Mexico Drive #2207, Longboat Key, FL 34228 (MLS # A4707116)
    $49,000
    Photo of 408 Gulf Of Mexico Drive #2207, Longboat Key, FL 34228 (MLS # A4707116)
    Photo of 408 Gulf Of Mexico Drive #2207, Longboat Key, FL 34228 (MLS # A4707116)
    408 Gulf Of Mexico Drive #2207, Longboat Key, FL
    408 Gulf Of Mexico Drive #2207
    Longboat Key, FL
    • 0 Beds
    • 0 Baths
    • 0 Home (sqft)
    • 0 Baths
    • 0 Lot (sqft)
  21. Photo of 408 Gulf Of Mexico Drive #2114, Longboat Key, FL 34228 (MLS # A4707119)
    $39,000
    Photo of 408 Gulf Of Mexico Drive #2114, Longboat Key, FL 34228 (MLS # A4707119)
    Photo of 408 Gulf Of Mexico Drive #2114, Longboat Key, FL 34228 (MLS # A4707119)
    408 Gulf Of Mexico Drive #2114, Longboat Key, FL
    408 Gulf Of Mexico Drive #2114
    Longboat Key, FL
    • 0 Beds
    • 0 Baths
    • 0 Home (sqft)
    • 0 Baths
    • 0 Lot (sqft)
  22. Photo of 2800 Harbourside Drive #E-21, Longboat Key, FL 34228 (MLS # A4706843)
    $385,000
    Photo of 2800 Harbourside Drive #E-21, Longboat Key, FL 34228 (MLS # A4706843)
    Photo of 2800 Harbourside Drive #E-21, Longboat Key, FL 34228 (MLS # A4706843)
    2800 Harbourside Drive #E-21, Longboat Key, FL
    2800 Harbourside Drive #E-21
    Longboat Key, FL
    • 0 Beds
    • 0 Baths
    • 0 Home (sqft)
    • 0 Baths
    • 0 Lot (sqft)
  23. Photo of 843 Bayport Way #843, Longboat Key, FL 34228 (MLS # A4706474)
    $645,000
    Photo of 843 Bayport Way #843, Longboat Key, FL 34228 (MLS # A4706474)
    Photo of 843 Bayport Way #843, Longboat Key, FL 34228 (MLS # A4706474)
    843 Bayport Way #843, Longboat Key, FL
    843 Bayport Way #843
    Longboat Key, FL
    • 2 Beds
    • 2 Baths
    • 1,260 Home (sqft)
    • 2 Baths
    • 0 Lot (sqft)
  24. Photo of 6151 Gulf Of Mexico Drive, Longboat Key, FL 34228 (MLS # A4706984)
    $7,595,000
    Photo of 6151 Gulf Of Mexico Drive, Longboat Key, FL 34228 (MLS # A4706984)
    Photo of 6151 Gulf Of Mexico Drive, Longboat Key, FL 34228 (MLS # A4706984)
    67
     
    6151 Gulf Of Mexico Drive, Longboat Key, FL
    6151 Gulf Of Mexico Drive
    Longboat Key, FL
    • 3 Beds
    • 3 Baths
    • 3,080 Home (sqft)
    • 3 Baths
    • 33,106 Lot (sqft)
  25. Photo of 4600 Gulf Of Mexico Drive #301, Longboat Key, FL 34228 (MLS # TB8550356)
    $660,000
    Photo of 4600 Gulf Of Mexico Drive #301, Longboat Key, FL 34228 (MLS # TB8550356)
    Photo of 4600 Gulf Of Mexico Drive #301, Longboat Key, FL 34228 (MLS # TB8550356)
    28
     
    4600 Gulf Of Mexico Drive #301, Longboat Key, FL
    4600 Gulf Of Mexico Drive #301
    Longboat Key, FL
    • 2 Beds
    • 2 Baths
    • 1,561 Home (sqft)
    • 2 Baths
    • 21.13 Lot (ac)
  26. Photo of 732 Bayport Way, Longboat Key, FL 34228 (MLS # A4705072)
    $1,050,000
    Photo of 732 Bayport Way, Longboat Key, FL 34228 (MLS # A4705072)
    Photo of 732 Bayport Way, Longboat Key, FL 34228 (MLS # A4705072)
    49
     
    732 Bayport Way, Longboat Key, FL
    732 Bayport Way
    Longboat Key, FL
    • 2 Beds
    • 2 Baths
    • 1,456 Home (sqft)
    • 2 Baths
    • 0 Lot (sqft)
  27. Photo of 521 Forest Way, Longboat Key, FL 34228 (MLS # A4706685)
    $599,900
    Photo of 521 Forest Way, Longboat Key, FL 34228 (MLS # A4706685)
    Photo of 521 Forest Way, Longboat Key, FL 34228 (MLS # A4706685)
    521 Forest Way, Longboat Key, FL
    521 Forest Way
    Longboat Key, FL
    • 2 Beds
    • 3 Baths
    • 1,440 Home (sqft)
    • 3 Baths
    • 2.12 Lot (ac)
  28. Photo of 845 Spanish Drive N #845, Longboat Key, FL 34228 (MLS # A4706553)
    $450,000
    Photo of 845 Spanish Drive N #845, Longboat Key, FL 34228 (MLS # A4706553)
    Photo of 845 Spanish Drive N #845, Longboat Key, FL 34228 (MLS # A4706553)
    845 Spanish Drive N #845, Longboat Key, FL
    845 Spanish Drive N #845
    Longboat Key, FL
    • 2 Beds
    • 2 Baths
    • 1,357 Home (sqft)
    • 2 Baths
    • 0 Lot (sqft)
  29. Photo of 96 Twin Shores Boulevard, Longboat Key, FL 34228 (MLS # A4706247)
    $425,000
    Photo of 96 Twin Shores Boulevard, Longboat Key, FL 34228 (MLS # A4706247)
    Photo of 96 Twin Shores Boulevard, Longboat Key, FL 34228 (MLS # A4706247)
    96 Twin Shores Boulevard, Longboat Key, FL
    96 Twin Shores Boulevard
    Longboat Key, FL
    • 2 Beds
    • 2 Baths
    • 758 Home (sqft)
    • 2 Baths
    • 872 Lot (sqft)
  30. Photo of 539 Forest Way #539, Longboat Key, FL 34228 (MLS # A4706129)
    $619,000
    Photo of 539 Forest Way #539, Longboat Key, FL 34228 (MLS # A4706129)
    Photo of 539 Forest Way #539, Longboat Key, FL 34228 (MLS # A4706129)
    539 Forest Way #539, Longboat Key, FL
    539 Forest Way #539
    Longboat Key, FL
    • 2 Beds
    • 3 Baths
    • 1,440 Home (sqft)
    • 3 Baths
    • 0 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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