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  1. Photo of 100 Sands Point Road #225, Longboat Key, FL 34228 (MLS # A4693834)
    $899,000
    Photo of 100 Sands Point Road #225, Longboat Key, FL 34228 (MLS # A4693834)
    Photo of 100 Sands Point Road #225, Longboat Key, FL 34228 (MLS # A4693834)
    100 Sands Point Road #225, Longboat Key, FL
    100 Sands Point Road #225
    Longboat Key, FL
    • 2 Beds
    • 2 Baths
    • 1,492 Home (sqft)
    • 2 Baths
    • 7.78 Lot (ac)
  2. Photo of 2945 Pyrula Drive, Longboat Key, FL 34228 (MLS # O6408404)
    $3,125,000
    Photo of 2945 Pyrula Drive, Longboat Key, FL 34228 (MLS # O6408404)
    Photo of 2945 Pyrula Drive, Longboat Key, FL 34228 (MLS # O6408404)
    2945 Pyrula Drive, Longboat Key, FL
    2945 Pyrula Drive
    Longboat Key, FL
    • 5 Beds
    • 5 Baths
    • 3,815 Home (sqft)
    • 5 Baths
    • 10,890 Lot (sqft)
  3. Photo of 4325 Gulf Of Mexico Drive #103, Longboat Key, FL 34228 (MLS # A4693621)
    $1,100,000
    Photo of 4325 Gulf Of Mexico Drive #103, Longboat Key, FL 34228 (MLS # A4693621)
    Photo of 4325 Gulf Of Mexico Drive #103, Longboat Key, FL 34228 (MLS # A4693621)
    4325 Gulf Of Mexico Drive #103, Longboat Key, FL
    4325 Gulf Of Mexico Drive #103
    Longboat Key, FL
    • 2 Beds
    • 2 Baths
    • 1,336 Home (sqft)
    • 2 Baths
    • 3.50 Lot (ac)
  4. Photo of 2410 Harbourside Drive #131, Longboat Key, FL 34228 (MLS # A4693248)
    $1,849,000
    Photo of 2410 Harbourside Drive #131, Longboat Key, FL 34228 (MLS # A4693248)
    Photo of 2410 Harbourside Drive #131, Longboat Key, FL 34228 (MLS # A4693248)
    2410 Harbourside Drive #131, Longboat Key, FL
    2410 Harbourside Drive #131
    Longboat Key, FL
    • 3 Beds
    • 4 Baths
    • 3,825 Home (sqft)
    • 4 Baths
    • 0 Lot (sqft)
  5. Photo of Longboat Key, FL 34228 (MLS # A4693486)
    $995,000
    Photo of Longboat Key, FL 34228 (MLS # A4693486)
    Photo of Longboat Key, FL 34228 (MLS # A4693486)
    MLS # A4693486, Longboat Key, FL
    MLS # A4693486
    Longboat Key, FL
    • 2 Beds
    • 2 Baths
    • 1,409 Home (sqft)
    • 2 Baths
    • 0 Lot (sqft)
  6. Photo of 3620 Fair Oaks Place, Longboat Key, FL 34228 (MLS # A4693553)
    $3,150,000
    Photo of 3620 Fair Oaks Place, Longboat Key, FL 34228 (MLS # A4693553)
    Photo of 3620 Fair Oaks Place, Longboat Key, FL 34228 (MLS # A4693553)
    3620 Fair Oaks Place, Longboat Key, FL
    3620 Fair Oaks Place
    Longboat Key, FL
    • 3 Beds
    • 6 Baths
    • 3,666 Home (sqft)
    • 6 Baths
    • 15,682 Lot (sqft)
  7. Photo of 3344 Sabal Cove Lane, Longboat Key, FL 34228 (MLS # A4693445)
    $1,699,000
    Photo of 3344 Sabal Cove Lane, Longboat Key, FL 34228 (MLS # A4693445)
    Photo of 3344 Sabal Cove Lane, Longboat Key, FL 34228 (MLS # A4693445)
    3344 Sabal Cove Lane, Longboat Key, FL
    3344 Sabal Cove Lane
    Longboat Key, FL
    • 4 Beds
    • 5 Baths
    • 3,639 Home (sqft)
    • 5 Baths
    • 14,811 Lot (sqft)
  8. Photo of 711 Spanish Drive S, Longboat Key, FL 34228 (MLS # A4693392)
    $435,000
    Photo of 711 Spanish Drive S, Longboat Key, FL 34228 (MLS # A4693392)
    Photo of 711 Spanish Drive S, Longboat Key, FL 34228 (MLS # A4693392)
    711 Spanish Drive S, Longboat Key, FL
    711 Spanish Drive S
    Longboat Key, FL
    • 2 Beds
    • 2 Baths
    • 1,327 Home (sqft)
    • 2 Baths
    • 0 Lot (sqft)
  9. Photo of 703 Spanish Drive S, Longboat Key, FL 34228 (MLS # A4693381)
    $435,000
    Photo of 703 Spanish Drive S, Longboat Key, FL 34228 (MLS # A4693381)
    Photo of 703 Spanish Drive S, Longboat Key, FL 34228 (MLS # A4693381)
    703 Spanish Drive S, Longboat Key, FL
    703 Spanish Drive S
    Longboat Key, FL
    • 2 Beds
    • 2 Baths
    • 1,322 Home (sqft)
    • 2 Baths
    • 0 Lot (sqft)
  10. Photo of 1095 Gulf Of Mexico Drive #102, Longboat Key, FL 34228 (MLS # A4693425)
    $725,000
    Photo of 1095 Gulf Of Mexico Drive #102, Longboat Key, FL 34228 (MLS # A4693425)
    Photo of 1095 Gulf Of Mexico Drive #102, Longboat Key, FL 34228 (MLS # A4693425)
    1095 Gulf Of Mexico Drive #102, Longboat Key, FL
    1095 Gulf Of Mexico Drive #102
    Longboat Key, FL
    • 2 Beds
    • 2 Baths
    • 1,392 Home (sqft)
    • 2 Baths
    • 0 Lot (sqft)
  11. Photo of 617 Rountree Drive, Longboat Key, FL 34228 (MLS # A4692822)
    $2,495,000
    Photo of 617 Rountree Drive, Longboat Key, FL 34228 (MLS # A4692822)
    Photo of 617 Rountree Drive, Longboat Key, FL 34228 (MLS # A4692822)
    617 Rountree Drive, Longboat Key, FL
    617 Rountree Drive
    Longboat Key, FL
    • 3 Beds
    • 2 Baths
    • 1,972 Home (sqft)
    • 2 Baths
    • 11,762 Lot (sqft)
  12. Photo of 6441 Gulfside Road, Longboat Key, FL 34228 (MLS # A4692771)
    $5,600,000
    Photo of 6441 Gulfside Road, Longboat Key, FL 34228 (MLS # A4692771)
    Photo of 6441 Gulfside Road, Longboat Key, FL 34228 (MLS # A4692771)
    6441 Gulfside Road, Longboat Key, FL
    6441 Gulfside Road
    Longboat Key, FL
    • 0 Beds
    • 0 Baths
    • 0 Home (sqft)
    • 0 Baths
    • 30,928 Lot (sqft)
  13. Photo of 1241 Gulf Of Mexico Drive #506, Longboat Key, FL 34228 (MLS # A4689658)
    $3,850,000
    Photo of 1241 Gulf Of Mexico Drive #506, Longboat Key, FL 34228 (MLS # A4689658)
    Photo of 1241 Gulf Of Mexico Drive #506, Longboat Key, FL 34228 (MLS # A4689658)
    1241 Gulf Of Mexico Drive #506, Longboat Key, FL
    1241 Gulf Of Mexico Drive #506
    Longboat Key, FL
    • 3 Beds
    • 3 Baths
    • 2,650 Home (sqft)
    • 3 Baths
    • 2.11 Lot (ac)
  14. Photo of 5320 Gulf Of Mexico Drive #101, Longboat Key, FL 34228 (MLS # A4693334)
    $999,000
    Photo of 5320 Gulf Of Mexico Drive #101, Longboat Key, FL 34228 (MLS # A4693334)
    Photo of 5320 Gulf Of Mexico Drive #101, Longboat Key, FL 34228 (MLS # A4693334)
    5320 Gulf Of Mexico Drive #101, Longboat Key, FL
    5320 Gulf Of Mexico Drive #101
    Longboat Key, FL
    • 3 Beds
    • 2 Baths
    • 1,323 Home (sqft)
    • 2 Baths
    • 1.53 Lot (ac)
  15. Photo of 843 Bayport Way #843, Longboat Key, FL 34228 (MLS # TB8505224)
    $670,000
    Photo of 843 Bayport Way #843, Longboat Key, FL 34228 (MLS # TB8505224)
    Photo of 843 Bayport Way #843, Longboat Key, FL 34228 (MLS # TB8505224)
    24
     
    843 Bayport Way #843, Longboat Key, FL
    843 Bayport Way #843
    Longboat Key, FL
    • 2 Beds
    • 2 Baths
    • 1,260 Home (sqft)
    • 2 Baths
    • 1.89 Lot (ac)
  16. Photo of 1930 Harbourside Drive #122, Longboat Key, FL 34228 (MLS # A4692494)
    $599,000
    Photo of 1930 Harbourside Drive #122, Longboat Key, FL 34228 (MLS # A4692494)
    Photo of 1930 Harbourside Drive #122, Longboat Key, FL 34228 (MLS # A4692494)
    1930 Harbourside Drive #122, Longboat Key, FL
    1930 Harbourside Drive #122
    Longboat Key, FL
    • 2 Beds
    • 2 Baths
    • 1,192 Home (sqft)
    • 2 Baths
    • 0 Lot (sqft)
  17. Photo of 524 Hornblower Lane, Longboat Key, FL 34228 (MLS # A4692210)
    $2,900,000
    Photo of 524 Hornblower Lane, Longboat Key, FL 34228 (MLS # A4692210)
    Photo of 524 Hornblower Lane, Longboat Key, FL 34228 (MLS # A4692210)
    524 Hornblower Lane, Longboat Key, FL
    524 Hornblower Lane
    Longboat Key, FL
    • 3 Beds
    • 4 Baths
    • 3,045 Home (sqft)
    • 4 Baths
    • 12,197 Lot (sqft)
  18. Photo of 3040 Gulf Of Mexico Drive #3, Longboat Key, FL 34228 (MLS # A4692587)
    $1,899,000
    Photo of 3040 Gulf Of Mexico Drive #3, Longboat Key, FL 34228 (MLS # A4692587)
    Photo of 3040 Gulf Of Mexico Drive #3, Longboat Key, FL 34228 (MLS # A4692587)
    3040 Gulf Of Mexico Drive #3, Longboat Key, FL
    3040 Gulf Of Mexico Drive #3
    Longboat Key, FL
    • 4 Beds
    • 3 Baths
    • 3,009 Home (sqft)
    • 3 Baths
    • 0 Lot (sqft)
  19. Photo of 6700 Gulf Of Mexico Drive #143, Longboat Key, FL 34228 (MLS # A4692139)
    $425,000
    Photo of 6700 Gulf Of Mexico Drive #143, Longboat Key, FL 34228 (MLS # A4692139)
    Photo of 6700 Gulf Of Mexico Drive #143, Longboat Key, FL 34228 (MLS # A4692139)
    6700 Gulf Of Mexico Drive #143, Longboat Key, FL
    6700 Gulf Of Mexico Drive #143
    Longboat Key, FL
    • 1 Bed
    • 1 Bath
    • 936 Home (sqft)
    • 1 Bath
    • 10.16 Lot (ac)
  20. Photo of 615 Dream Island Place #210, Longboat Key, FL 34228 (MLS # TB8503989)
    $949,900
    Photo of 615 Dream Island Place #210, Longboat Key, FL 34228 (MLS # TB8503989)
    Photo of 615 Dream Island Place #210, Longboat Key, FL 34228 (MLS # TB8503989)
    615 Dream Island Place #210, Longboat Key, FL
    615 Dream Island Place #210
    Longboat Key, FL
    • 2 Beds
    • 2 Baths
    • 1,509 Home (sqft)
    • 2 Baths
    • 0 Lot (sqft)
  21. Photo of 530 Jessmyth Drive, Longboat Key, FL 34228 (MLS # A4691731)
    $5,985,000
    Photo of 530 Jessmyth Drive, Longboat Key, FL 34228 (MLS # A4691731)
    Photo of 530 Jessmyth Drive, Longboat Key, FL 34228 (MLS # A4691731)
    530 Jessmyth Drive, Longboat Key, FL
    530 Jessmyth Drive
    Longboat Key, FL
    • 0 Beds
    • 0 Baths
    • 0 Home (sqft)
    • 0 Baths
    • 12,197 Lot (sqft)
  22. Photo of 4825 Gulf Of Mexico Drive #504, Longboat Key, FL 34228 (MLS # A4689724)
    $825,000
    Photo of 4825 Gulf Of Mexico Drive #504, Longboat Key, FL 34228 (MLS # A4689724)
    Photo of 4825 Gulf Of Mexico Drive #504, Longboat Key, FL 34228 (MLS # A4689724)
    4825 Gulf Of Mexico Drive #504, Longboat Key, FL
    4825 Gulf Of Mexico Drive #504
    Longboat Key, FL
    • 2 Beds
    • 2 Baths
    • 1,393 Home (sqft)
    • 2 Baths
    • 1.09 Lot (ac)
  23. Photo of 3330 Gulf Of Mexico Drive #107D, Longboat Key, FL 34228 (MLS # A4692214)
    $675,000
    Photo of 3330 Gulf Of Mexico Drive #107D, Longboat Key, FL 34228 (MLS # A4692214)
    Photo of 3330 Gulf Of Mexico Drive #107D, Longboat Key, FL 34228 (MLS # A4692214)
    3330 Gulf Of Mexico Drive #107D, Longboat Key, FL
    3330 Gulf Of Mexico Drive #107D
    Longboat Key, FL
    • 2 Beds
    • 2 Baths
    • 1,362 Home (sqft)
    • 2 Baths
    • 3.82 Lot (ac)
  24. Photo of 1600 Harbor Sound Drive, Longboat Key, FL 34228 (MLS # A4692027)
    $11,900,000
    Photo of 1600 Harbor Sound Drive, Longboat Key, FL 34228 (MLS # A4692027)
    Photo of 1600 Harbor Sound Drive, Longboat Key, FL 34228 (MLS # A4692027)
    1600 Harbor Sound Drive, Longboat Key, FL
    1600 Harbor Sound Drive
    Longboat Key, FL
    • 5 Beds
    • 6 Baths
    • 5,689 Home (sqft)
    • 6 Baths
    • 17,860 Lot (sqft)
  25. Photo of 6351 Gulf Of Mexico Drive, Longboat Key, FL 34228 (MLS # A4691982)
    $6,999,000
    Photo of 6351 Gulf Of Mexico Drive, Longboat Key, FL 34228 (MLS # A4691982)
    Photo of 6351 Gulf Of Mexico Drive, Longboat Key, FL 34228 (MLS # A4691982)
    6351 Gulf Of Mexico Drive, Longboat Key, FL
    6351 Gulf Of Mexico Drive
    Longboat Key, FL
    • 0 Beds
    • 0 Baths
    • 0 Home (sqft)
    • 0 Baths
    • 38,333 Lot (sqft)
  26. Photo of 610 Hibiscus Way, Longboat Key, FL 34228 (MLS # A4691880)
    $2,650,000
    Photo of 610 Hibiscus Way, Longboat Key, FL 34228 (MLS # A4691880)
    Photo of 610 Hibiscus Way, Longboat Key, FL 34228 (MLS # A4691880)
    610 Hibiscus Way, Longboat Key, FL
    610 Hibiscus Way
    Longboat Key, FL
    • 4 Beds
    • 5 Baths
    • 2,788 Home (sqft)
    • 5 Baths
    • 7,406 Lot (sqft)
  27. Photo of 2425 Gulf Of Mexico Drive #2E, Longboat Key, FL 34228 (MLS # A4691707)
    $1,400,000
    Photo of 2425 Gulf Of Mexico Drive #2E, Longboat Key, FL 34228 (MLS # A4691707)
    Photo of 2425 Gulf Of Mexico Drive #2E, Longboat Key, FL 34228 (MLS # A4691707)
    2425 Gulf Of Mexico Drive #2E, Longboat Key, FL
    2425 Gulf Of Mexico Drive #2E
    Longboat Key, FL
    • 2 Beds
    • 2 Baths
    • 1,470 Home (sqft)
    • 2 Baths
    • 0 Lot (sqft)
  28. Photo of 2600 Harbourside Dr #B-08, Longboat Key, FL 34228 (MLS # A4691499)
    $425,000
    Photo of 2600 Harbourside Dr #B-08, Longboat Key, FL 34228 (MLS # A4691499)
    Photo of 2600 Harbourside Dr #B-08, Longboat Key, FL 34228 (MLS # A4691499)
    2600 Harbourside Dr #B-08, Longboat Key, FL
    2600 Harbourside Dr #B-08
    Longboat Key, FL
    • 0 Beds
    • 0 Baths
    • 0 Home (sqft)
    • 0 Baths
    • 0 Lot (sqft)
  29. Photo of 2600 Harbourside Dr #B-06, Longboat Key, FL 34228 (MLS # A4691498)
    $425,000
    Photo of 2600 Harbourside Dr #B-06, Longboat Key, FL 34228 (MLS # A4691498)
    Photo of 2600 Harbourside Dr #B-06, Longboat Key, FL 34228 (MLS # A4691498)
    2600 Harbourside Dr #B-06, Longboat Key, FL
    2600 Harbourside Dr #B-06
    Longboat Key, FL
    • 0 Beds
    • 0 Baths
    • 0 Home (sqft)
    • 0 Baths
    • 0 Lot (sqft)
  30. Photo of 450 Firehouse Court, Longboat Key, FL 34228 (MLS # A4691704)
    $525,000
    Photo of 450 Firehouse Court, Longboat Key, FL 34228 (MLS # A4691704)
    Photo of 450 Firehouse Court, Longboat Key, FL 34228 (MLS # A4691704)
    450 Firehouse Court, Longboat Key, FL
    450 Firehouse Court
    Longboat Key, FL
    • 0 Beds
    • 0 Baths
    • 0 Home (sqft)
    • 0 Baths
    • 6,099 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 5/16/26 2:13 PM PDT.

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