Longboat Key Real Estate

Longboat Key is a 12 mile long island with white sand beaches adorning its western shore, and spectacular bay views back to the mainland on the eastern shore. With its pristine beach, waterfront, golf, fine dining, and luxury resorts, Longboat Key lives like a true luxury retreat. It is about evenly divided between Sarasota and Manatee Counties.

  • 1799
    Homes
  • 6495
    Condos
  • $1,128,100
    Median Home Price
  • $530,000
    Median Condo Price

Longboat Key

Longboat Key’s main thoroughfare, Gulf of Mexico Drive, was constructed by circus magnate John Ringling in 1925. Today Gulf of Mexico Drive is one of the most scenic drives, with glimpses to the Gulf and Bay along its length, highly manicured landscapes, and emerald colored fairways of the two championship golf courses of the Longboat Key Club.

Longboat Key has its own commercial centers, fabulous restaurants, and post office and shops. Again, you may arrive and not want or need to leave the island for days.

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Longboat Key in Sarasota, Florida area map

Longboat Key Real Estate

Much of Longboat Key is composed either single-family homes or condominium apartments. Most of the condominium associations co-own common elements which comprise pools, tennis courts, sites with water views, workout facilities, and access to beaches.


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  1. Photo of 4239 GULF OF MEXICO DRIVE #MH4, LONGBOAT KEY, FL 34228 (MLS # A4469397)
    $1,195,000
    Photo of 4239 GULF OF MEXICO DRIVE #MH4, LONGBOAT KEY, FL 34228 (MLS # A4469397)
    Photo of 4239 GULF OF MEXICO DRIVE #MH4, LONGBOAT KEY, FL 34228 (MLS # A4469397)
    4239 GULF OF MEXICO DRIVE #MH4, LONGBOAT KEY, FL
    4239 GULF OF MEXICO DRIVE #MH4
    LONGBOAT KEY, FL
    • 3 Beds
    • 2 Baths
    • 1,549 Home (sqft)
    • 2 Baths
    • 0 Lot (sqft)
  2. Photo of 1955 GULF OF MEXICO DRIVE #G6-411, LONGBOAT KEY, FL 34228 (MLS # A4472056)
    $1,175,000
    Photo of 1955 GULF OF MEXICO DRIVE #G6-411, LONGBOAT KEY, FL 34228 (MLS # A4472056)
    Photo of 1955 GULF OF MEXICO DRIVE #G6-411, LONGBOAT KEY, FL 34228 (MLS # A4472056)
    1955 GULF OF MEXICO DRIVE #G6-411, LONGBOAT KEY, FL
    1955 GULF OF MEXICO DRIVE #G6-411
    LONGBOAT KEY, FL
    • 2 Beds
    • 2 Baths
    • 1,492 Home (sqft)
    • 2 Baths
    • 3.18 Lot (ac)
  3. Photo of 573 JUAN ANASCO DRIVE, LONGBOAT KEY, FL 34228 (MLS # A4480840)
    $1,149,000
    Photo of 573 JUAN ANASCO DRIVE, LONGBOAT KEY, FL 34228 (MLS # A4480840)
    Photo of 573 JUAN ANASCO DRIVE, LONGBOAT KEY, FL 34228 (MLS # A4480840)
    573 JUAN ANASCO DRIVE, LONGBOAT KEY, FL
    573 JUAN ANASCO DRIVE
    LONGBOAT KEY, FL
    • 5 Beds
    • 4 Baths
    • 3,027 Home (sqft)
    • 4 Baths
    • 10,001 Lot (sqft)
  4. Photo of 775 LONGBOAT CLUB ROAD #207, LONGBOAT KEY, FL 34228 (MLS # A4460803)
    $1,100,000
    Photo of 775 LONGBOAT CLUB ROAD #207, LONGBOAT KEY, FL 34228 (MLS # A4460803)
    Photo of 775 LONGBOAT CLUB ROAD #207, LONGBOAT KEY, FL 34228 (MLS # A4460803)
    775 LONGBOAT CLUB ROAD #207, LONGBOAT KEY, FL
    775 LONGBOAT CLUB ROAD #207
    LONGBOAT KEY, FL
    • 3 Beds
    • 3 Baths
    • 1,842 Home (sqft)
    • 3 Baths
    • 5.54 Lot (ac)
  5. Photo of 3030 GRAND BAY BOULEVARD #324, LONGBOAT KEY, FL 34228 (MLS # A4479677)
    $1,095,000
    Photo of 3030 GRAND BAY BOULEVARD #324, LONGBOAT KEY, FL 34228 (MLS # A4479677)
    Photo of 3030 GRAND BAY BOULEVARD #324, LONGBOAT KEY, FL 34228 (MLS # A4479677)
    3030 GRAND BAY BOULEVARD #324, LONGBOAT KEY, FL
    3030 GRAND BAY BOULEVARD #324
    LONGBOAT KEY, FL
    • 3 Beds
    • 4 Baths
    • 2,550 Home (sqft)
    • 4 Baths
    • 1.21 Lot (ac)
  6. Photo of 383 FIREHOUSE LANE, LONGBOAT KEY, FL 34228 (MLS # A4480287)
    $1,050,000
    Photo of 383 FIREHOUSE LANE, LONGBOAT KEY, FL 34228 (MLS # A4480287)
    Photo of 383 FIREHOUSE LANE, LONGBOAT KEY, FL 34228 (MLS # A4480287)
    383 FIREHOUSE LANE, LONGBOAT KEY, FL
    383 FIREHOUSE LANE
    LONGBOAT KEY, FL
    • 2 Beds
    • 2 Baths
    • 2,117 Home (sqft)
    • 2 Baths
    • 15,377 Lot (sqft)
  7. Photo of 713 PENFIELD STREET, LONGBOAT KEY, FL 34228 (MLS # A4472941)
    $987,000
    Photo of 713 PENFIELD STREET, LONGBOAT KEY, FL 34228 (MLS # A4472941)
    Photo of 713 PENFIELD STREET, LONGBOAT KEY, FL 34228 (MLS # A4472941)
    713 PENFIELD STREET, LONGBOAT KEY, FL
    713 PENFIELD STREET
    LONGBOAT KEY, FL
    • 3 Beds
    • 2 Baths
    • 2,132 Home (sqft)
    • 2 Baths
    • 9,921 Lot (sqft)
  8. Photo of 575 SANCTUARY DRIVE #A303, LONGBOAT KEY, FL 34228 (MLS # A4467209)
    $975,000
    Photo of 575 SANCTUARY DRIVE #A303, LONGBOAT KEY, FL 34228 (MLS # A4467209)
    Photo of 575 SANCTUARY DRIVE #A303, LONGBOAT KEY, FL 34228 (MLS # A4467209)
    575 SANCTUARY DRIVE #A303, LONGBOAT KEY, FL
    575 SANCTUARY DRIVE #A303
    LONGBOAT KEY, FL
    • 3 Beds
    • 3 Baths
    • 1,823 Home (sqft)
    • 3 Baths
    • 18,159 Lot (sqft)
  9. Photo of 3629 FAIR OAKS PLACE, LONGBOAT KEY, FL 34228 (MLS # A4478273)
    $959,000
    Photo of 3629 FAIR OAKS PLACE, LONGBOAT KEY, FL 34228 (MLS # A4478273)
    Photo of 3629 FAIR OAKS PLACE, LONGBOAT KEY, FL 34228 (MLS # A4478273)
    3629 FAIR OAKS PLACE, LONGBOAT KEY, FL
    3629 FAIR OAKS PLACE
    LONGBOAT KEY, FL
    • 3 Beds
    • 4 Baths
    • 2,825 Home (sqft)
    • 4 Baths
    • 11,253 Lot (sqft)
  10. Photo of 2120 HARBOURSIDE DRIVE #647, LONGBOAT KEY, FL 34228 (MLS # A4471426)
    $950,000
    Photo of 2120 HARBOURSIDE DRIVE #647, LONGBOAT KEY, FL 34228 (MLS # A4471426)
    Photo of 2120 HARBOURSIDE DRIVE #647, LONGBOAT KEY, FL 34228 (MLS # A4471426)
    2120 HARBOURSIDE DRIVE #647, LONGBOAT KEY, FL
    2120 HARBOURSIDE DRIVE #647
    LONGBOAT KEY, FL
    • 3 Beds
    • 2 Baths
    • 2,039 Home (sqft)
    • 2 Baths
    • 6.30 Lot (ac)
  11. Photo of 3030 GRAND BAY BOULEVARD #382, LONGBOAT KEY, FL 34228 (MLS # A4480597)
    $949,000
    Photo of 3030 GRAND BAY BOULEVARD #382, LONGBOAT KEY, FL 34228 (MLS # A4480597)
    Photo of 3030 GRAND BAY BOULEVARD #382, LONGBOAT KEY, FL 34228 (MLS # A4480597)
    3030 GRAND BAY BOULEVARD #382, LONGBOAT KEY, FL
    3030 GRAND BAY BOULEVARD #382
    LONGBOAT KEY, FL
    • 3 Beds
    • 3 Baths
    • 2,250 Home (sqft)
    • 3 Baths
    • 1.21 Lot (ac)
  12. Photo of 2105 GULF OF MEXICO DRIVE #3503, LONGBOAT KEY, FL 34228 (MLS # A4479680)
    $925,000
    Photo of 2105 GULF OF MEXICO DRIVE #3503, LONGBOAT KEY, FL 34228 (MLS # A4479680)
    Photo of 2105 GULF OF MEXICO DRIVE #3503, LONGBOAT KEY, FL 34228 (MLS # A4479680)
    34
     
    2105 GULF OF MEXICO DRIVE #3503, LONGBOAT KEY, FL
    2105 GULF OF MEXICO DRIVE #3503
    LONGBOAT KEY, FL
    • 2 Beds
    • 2 Baths
    • 1,463 Home (sqft)
    • 2 Baths
    • 0 Lot (sqft)
  13. Photo of 1701 GULF OF MEXICO DRIVE #604, LONGBOAT KEY, FL 34228 (MLS # A4475907)
    $925,000
    Photo of 1701 GULF OF MEXICO DRIVE #604, LONGBOAT KEY, FL 34228 (MLS # A4475907)
    Photo of 1701 GULF OF MEXICO DRIVE #604, LONGBOAT KEY, FL 34228 (MLS # A4475907)
    1701 GULF OF MEXICO DRIVE #604, LONGBOAT KEY, FL
    1701 GULF OF MEXICO DRIVE #604
    LONGBOAT KEY, FL
    • 3 Beds
    • 2 Baths
    • 1,551 Home (sqft)
    • 2 Baths
    • 4.15 Lot (ac)
  14. Photo of 455 LONGBOAT CLUB ROAD #306, LONGBOAT KEY, FL 34228 (MLS # A4450959)
    $925,000
    Photo of 455 LONGBOAT CLUB ROAD #306, LONGBOAT KEY, FL 34228 (MLS # A4450959)
    Photo of 455 LONGBOAT CLUB ROAD #306, LONGBOAT KEY, FL 34228 (MLS # A4450959)
    455 LONGBOAT CLUB ROAD #306, LONGBOAT KEY, FL
    455 LONGBOAT CLUB ROAD #306
    LONGBOAT KEY, FL
    • 3 Beds
    • 3 Baths
    • 2,470 Home (sqft)
    • 3 Baths
    • 0 Lot (sqft)
  15. Photo of 1211 GULF OF MEXICO DRIVE #609, LONGBOAT KEY, FL 34228 (MLS # A4477922)
    $899,000
    Photo of 1211 GULF OF MEXICO DRIVE #609, LONGBOAT KEY, FL 34228 (MLS # A4477922)
    Photo of 1211 GULF OF MEXICO DRIVE #609, LONGBOAT KEY, FL 34228 (MLS # A4477922)
    1211 GULF OF MEXICO DRIVE #609, LONGBOAT KEY, FL
    1211 GULF OF MEXICO DRIVE #609
    LONGBOAT KEY, FL
    • 2 Beds
    • 2 Baths
    • 1,827 Home (sqft)
    • 2 Baths
    • 0 Lot (sqft)
  16. Photo of 603 LONGBOAT CLUB ROAD #1002N, LONGBOAT KEY, FL 34228 (MLS # A4477062)
    $895,000
    Photo of 603 LONGBOAT CLUB ROAD #1002N, LONGBOAT KEY, FL 34228 (MLS # A4477062)
    Photo of 603 LONGBOAT CLUB ROAD #1002N, LONGBOAT KEY, FL 34228 (MLS # A4477062)
    603 LONGBOAT CLUB ROAD #1002N, LONGBOAT KEY, FL
    603 LONGBOAT CLUB ROAD #1002N
    LONGBOAT KEY, FL
    • 2 Beds
    • 2 Baths
    • 1,458 Home (sqft)
    • 2 Baths
    • 4.97 Lot (ac)
  17. Photo of 3060 GRAND BAY BOULEVARD #152, LONGBOAT KEY, FL 34228 (MLS # A4469089)
    $895,000
    Photo of 3060 GRAND BAY BOULEVARD #152, LONGBOAT KEY, FL 34228 (MLS # A4469089)
    Photo of 3060 GRAND BAY BOULEVARD #152, LONGBOAT KEY, FL 34228 (MLS # A4469089)
    3060 GRAND BAY BOULEVARD #152, LONGBOAT KEY, FL
    3060 GRAND BAY BOULEVARD #152
    LONGBOAT KEY, FL
    • 3 Beds
    • 3 Baths
    • 2,143 Home (sqft)
    • 3 Baths
    • 1.23 Lot (ac)
  18. Photo of 775 LONGBOAT CLUB ROAD #804, LONGBOAT KEY, FL 34228 (MLS # A4460662)
    $895,000
    Photo of 775 LONGBOAT CLUB ROAD #804, LONGBOAT KEY, FL 34228 (MLS # A4460662)
    Photo of 775 LONGBOAT CLUB ROAD #804, LONGBOAT KEY, FL 34228 (MLS # A4460662)
    775 LONGBOAT CLUB ROAD #804, LONGBOAT KEY, FL
    775 LONGBOAT CLUB ROAD #804
    LONGBOAT KEY, FL
    • 2 Beds
    • 2 Baths
    • 1,602 Home (sqft)
    • 2 Baths
    • 0 Lot (sqft)
  19. Photo of 5055 GULF OF MEXICO DRIVE #536, LONGBOAT KEY, FL 34228 (MLS # A4479813)
    $889,000
    Photo of 5055 GULF OF MEXICO DRIVE #536, LONGBOAT KEY, FL 34228 (MLS # A4479813)
    Photo of 5055 GULF OF MEXICO DRIVE #536, LONGBOAT KEY, FL 34228 (MLS # A4479813)
    5055 GULF OF MEXICO DRIVE #536, LONGBOAT KEY, FL
    5055 GULF OF MEXICO DRIVE #536
    LONGBOAT KEY, FL
    • 3 Beds
    • 3 Baths
    • 1,484 Home (sqft)
    • 3 Baths
    • 0 Lot (sqft)
  20. Photo of 775 LONGBOAT CLUB ROAD #605, LONGBOAT KEY, FL 34228 (MLS # A4477159)
    $879,000
    Photo of 775 LONGBOAT CLUB ROAD #605, LONGBOAT KEY, FL 34228 (MLS # A4477159)
    Photo of 775 LONGBOAT CLUB ROAD #605, LONGBOAT KEY, FL 34228 (MLS # A4477159)
    775 LONGBOAT CLUB ROAD #605, LONGBOAT KEY, FL
    775 LONGBOAT CLUB ROAD #605
    LONGBOAT KEY, FL
    • 2 Beds
    • 2 Baths
    • 1,602 Home (sqft)
    • 2 Baths
    • 4.92 Lot (ac)
  21. Photo of 1145 GULF OF MEXICO DR #204, LONGBOAT KEY, FL 34228 (MLS # A4462130)
    $875,000
    Photo of 1145 GULF OF MEXICO DR #204, LONGBOAT KEY, FL 34228 (MLS # A4462130)
    Photo of 1145 GULF OF MEXICO DR #204, LONGBOAT KEY, FL 34228 (MLS # A4462130)
    1145 GULF OF MEXICO DR #204, LONGBOAT KEY, FL
    1145 GULF OF MEXICO DR #204
    LONGBOAT KEY, FL
    • 2 Beds
    • 2 Baths
    • 1,503 Home (sqft)
    • 2 Baths
    • 0 Lot (sqft)
  22. Photo of 1145 GULF OF MEXICO DRIVE #301, LONGBOAT KEY, FL 34228 (MLS # A4422240)
    $874,000
    Photo of 1145 GULF OF MEXICO DRIVE #301, LONGBOAT KEY, FL 34228 (MLS # A4422240)
    Photo of 1145 GULF OF MEXICO DRIVE #301, LONGBOAT KEY, FL 34228 (MLS # A4422240)
    26
     
    1145 GULF OF MEXICO DRIVE #301, LONGBOAT KEY, FL
    1145 GULF OF MEXICO DRIVE #301
    LONGBOAT KEY, FL
    • 2 Beds
    • 2 Baths
    • 1,172 Home (sqft)
    • 2 Baths
    • 0 Lot (sqft)
  23. Photo of 100 SANDS POINT ROAD #309, LONGBOAT KEY, FL 34228 (MLS # A4457456)
    $849,000
    Photo of 100 SANDS POINT ROAD #309, LONGBOAT KEY, FL 34228 (MLS # A4457456)
    Photo of 100 SANDS POINT ROAD #309, LONGBOAT KEY, FL 34228 (MLS # A4457456)
    100 SANDS POINT ROAD #309, LONGBOAT KEY, FL
    100 SANDS POINT ROAD #309
    LONGBOAT KEY, FL
    • 2 Beds
    • 2 Baths
    • 1,941 Home (sqft)
    • 2 Baths
    • 0 Lot (sqft)
  24. Photo of 3427 WINDING OAKS DRIVE #14, LONGBOAT KEY, FL 34228 (MLS # A4480415)
    $845,000
    Photo of 3427 WINDING OAKS DRIVE #14, LONGBOAT KEY, FL 34228 (MLS # A4480415)
    Photo of 3427 WINDING OAKS DRIVE #14, LONGBOAT KEY, FL 34228 (MLS # A4480415)
    3427 WINDING OAKS DRIVE #14, LONGBOAT KEY, FL
    3427 WINDING OAKS DRIVE #14
    LONGBOAT KEY, FL
    • 3 Beds
    • 3 Baths
    • 2,678 Home (sqft)
    • 3 Baths
    • 0 Lot (sqft)
  25. Photo of 6326 LAGUNA DRIVE, LONGBOAT KEY, FL 34228 (MLS # W7824718)
    $845,000
    Photo of 6326 LAGUNA DRIVE, LONGBOAT KEY, FL 34228 (MLS # W7824718)
    Photo of 6326 LAGUNA DRIVE, LONGBOAT KEY, FL 34228 (MLS # W7824718)
    6326 LAGUNA DRIVE, LONGBOAT KEY, FL
    6326 LAGUNA DRIVE
    LONGBOAT KEY, FL
    • 4 Beds
    • 3 Baths
    • 2,200 Home (sqft)
    • 3 Baths
    • 0 Lot (sqft)
  26. Photo of 575 SANCTUARY DRIVE #A103, LONGBOAT KEY, FL 34228 (MLS # A4468589)
    $829,000
    Photo of 575 SANCTUARY DRIVE #A103, LONGBOAT KEY, FL 34228 (MLS # A4468589)
    Photo of 575 SANCTUARY DRIVE #A103, LONGBOAT KEY, FL 34228 (MLS # A4468589)
    32
     
    575 SANCTUARY DRIVE #A103, LONGBOAT KEY, FL
    575 SANCTUARY DRIVE #A103
    LONGBOAT KEY, FL
    • 3 Beds
    • 3 Baths
    • 1,823 Home (sqft)
    • 3 Baths
    • 0 Lot (sqft)
  27. Photo of 565 SANCTUARY DRIVE #B106, LONGBOAT KEY, FL 34228 (MLS # A4459199)
    $825,000
    Photo of 565 SANCTUARY DRIVE #B106, LONGBOAT KEY, FL 34228 (MLS # A4459199)
    Photo of 565 SANCTUARY DRIVE #B106, LONGBOAT KEY, FL 34228 (MLS # A4459199)
    565 SANCTUARY DRIVE #B106, LONGBOAT KEY, FL
    565 SANCTUARY DRIVE #B106
    LONGBOAT KEY, FL
    • 3 Beds
    • 3 Baths
    • 2,375 Home (sqft)
    • 3 Baths
    • 26,077 Lot (sqft)
  28. Photo of 6338 LAGUNA DRIVE, LONGBOAT KEY, FL 34228 (MLS # A4456601)
    $825,000
    Photo of 6338 LAGUNA DRIVE, LONGBOAT KEY, FL 34228 (MLS # A4456601)
    Photo of 6338 LAGUNA DRIVE, LONGBOAT KEY, FL 34228 (MLS # A4456601)
    6338 LAGUNA DRIVE, LONGBOAT KEY, FL
    6338 LAGUNA DRIVE
    LONGBOAT KEY, FL
    • 4 Beds
    • 3 Baths
    • 3,014 Home (sqft)
    • 3 Baths
    • 10,000 Lot (sqft)
  29. Photo of 3390 BAYOU SOUND, LONGBOAT KEY, FL 34228 (MLS # A4473050)
    $815,000
    Photo of 3390 BAYOU SOUND, LONGBOAT KEY, FL 34228 (MLS # A4473050)
    Photo of 3390 BAYOU SOUND, LONGBOAT KEY, FL 34228 (MLS # A4473050)
    3390 BAYOU SOUND, LONGBOAT KEY, FL
    3390 BAYOU SOUND
    LONGBOAT KEY, FL
    • 3 Beds
    • 3 Baths
    • 2,021 Home (sqft)
    • 3 Baths
    • 15,596 Lot (sqft)
  30. Photo of 1050 LONGBOAT CLUB ROAD #905, LONGBOAT KEY, FL 34228 (MLS # A4472505)
    $800,000
    Photo of 1050 LONGBOAT CLUB ROAD #905, LONGBOAT KEY, FL 34228 (MLS # A4472505)
    Photo of 1050 LONGBOAT CLUB ROAD #905, LONGBOAT KEY, FL 34228 (MLS # A4472505)
    1050 LONGBOAT CLUB ROAD #905, LONGBOAT KEY, FL
    1050 LONGBOAT CLUB ROAD #905
    LONGBOAT KEY, FL
    • 2 Beds
    • 2 Baths
    • 1,290 Home (sqft)
    • 2 Baths
    • 2.09 Lot (ac)
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Listing information is deemed reliable, but not guaranteed.

This Custom IDX is (c) Diverse Solutions 2020.

 
 

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