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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
  • $2,562,500
    Median Home Price
  • $968,200
    Median Condo Price
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.

Longboat Key Beach
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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 6263 Midnight Pass Rd #301, Sarasota, FL 34242 (MLS # A4623044)
    $1,080,000
    Photo of 6263 Midnight Pass Rd #301, Sarasota, FL 34242 (MLS # A4623044)
    Photo of 6263 Midnight Pass Rd #301, Sarasota, FL 34242 (MLS # A4623044)
    6263 Midnight Pass Rd #301, Sarasota, FL
    6263 Midnight Pass Rd #301
    Sarasota, FL
    • 3 Beds
    • 3 Baths
    • 2,018 Home (sqft)
    • 3 Baths
    • 0 Lot (sqft)
  2. Photo of 1 Ben Franklin Drive #93, Sarasota, FL 34236 (MLS # A4623454)
    $6,000
    Photo of 1 Ben Franklin Drive #93, Sarasota, FL 34236 (MLS # A4623454)
    Photo of 1 Ben Franklin Drive #93, Sarasota, FL 34236 (MLS # A4623454)
    16
     
    1 Ben Franklin Drive #93, Sarasota, FL
    1 Ben Franklin Drive #93
    Sarasota, FL
    • 2 Beds
    • 2 Baths
    • 1,389 Home (sqft)
    • 2 Baths
    • 0 Lot (sqft)
  3. Photo of 2721 Gulf Of Mexico Drive #607, Longboat Key, FL 34228 (MLS # A4620698)
    $525,000
    Photo of 2721 Gulf Of Mexico Drive #607, Longboat Key, FL 34228 (MLS # A4620698)
    Photo of 2721 Gulf Of Mexico Drive #607, Longboat Key, FL 34228 (MLS # A4620698)
    38
     
    2721 Gulf Of Mexico Drive #607, Longboat Key, FL
    2721 Gulf Of Mexico Drive #607
    Longboat Key, FL
    • 1 Bed
    • 1 Bath
    • 675 Home (sqft)
    • 1 Bath
    • 0 Lot (sqft)
  4. Photo of 3235 Gulf Of Mexico Drive #A305, Longboat Key, FL 34228 (MLS # A4624448)
    $1,195,000
    Photo of 3235 Gulf Of Mexico Drive #A305, Longboat Key, FL 34228 (MLS # A4624448)
    Photo of 3235 Gulf Of Mexico Drive #A305, Longboat Key, FL 34228 (MLS # A4624448)
    3235 Gulf Of Mexico Drive #A305, Longboat Key, FL
    3235 Gulf Of Mexico Drive #A305
    Longboat Key, FL
    • 2 Beds
    • 2 Baths
    • 1,260 Home (sqft)
    • 2 Baths
    • 0 Lot (sqft)
  5. Photo of 1751 Hawthorne Street, Sarasota, FL 34239 (MLS # A4621900)
    $3,095,000
    Photo of 1751 Hawthorne Street, Sarasota, FL 34239 (MLS # A4621900)
    Photo of 1751 Hawthorne Street, Sarasota, FL 34239 (MLS # A4621900)
    1751 Hawthorne Street, Sarasota, FL
    1751 Hawthorne Street
    Sarasota, FL
    • 4 Beds
    • 4 Baths
    • 3,785 Home (sqft)
    • 4 Baths
    • 10,890 Lot (sqft)
  6. Photo of 1368 Tearose Place, Sarasota, FL 34239 (MLS # A4623006)
    $950,000
    Photo of 1368 Tearose Place, Sarasota, FL 34239 (MLS # A4623006)
    Photo of 1368 Tearose Place, Sarasota, FL 34239 (MLS # A4623006)
    34
     
    1368 Tearose Place, Sarasota, FL
    1368 Tearose Place
    Sarasota, FL
    • 2 Beds
    • 2 Baths
    • 1,542 Home (sqft)
    • 2 Baths
    • 7,841 Lot (sqft)
  7. Photo of 1800 Alta Vista Street, Sarasota, FL 34236 (MLS # A4623344)
    $4,900
    Photo of 1800 Alta Vista Street, Sarasota, FL 34236 (MLS # A4623344)
    Photo of 1800 Alta Vista Street, Sarasota, FL 34236 (MLS # A4623344)
    1800 Alta Vista Street, Sarasota, FL
    1800 Alta Vista Street
    Sarasota, FL
    • 3 Beds
    • 2 Baths
    • 1,929 Home (sqft)
    • 2 Baths
    • 10,455 Lot (sqft)
  8. Photo of 3523 Jacinto Court, Sarasota, FL 34239 (MLS # A4622291)
    $1,899,000
    Photo of 3523 Jacinto Court, Sarasota, FL 34239 (MLS # A4622291)
    Photo of 3523 Jacinto Court, Sarasota, FL 34239 (MLS # A4622291)
    3523 Jacinto Court, Sarasota, FL
    3523 Jacinto Court
    Sarasota, FL
    • 4 Beds
    • 5 Baths
    • 2,956 Home (sqft)
    • 5 Baths
    • 5,663 Lot (sqft)
  9. Photo of 2675 Gulf Of Mexico Drive #302, Longboat Key, FL 34228 (MLS # A4623295)
    $8,000
    Photo of 2675 Gulf Of Mexico Drive #302, Longboat Key, FL 34228 (MLS # A4623295)
    Photo of 2675 Gulf Of Mexico Drive #302, Longboat Key, FL 34228 (MLS # A4623295)
    2675 Gulf Of Mexico Drive #302, Longboat Key, FL
    2675 Gulf Of Mexico Drive #302
    Longboat Key, FL
    • 2 Beds
    • 2 Baths
    • 1,896 Home (sqft)
    • 2 Baths
    • 0 Lot (sqft)
  10. Photo of 1350 Main Street #1410, Sarasota, FL 34236 (MLS # A4623258)
    $7,500
    Photo of 1350 Main Street #1410, Sarasota, FL 34236 (MLS # A4623258)
    Photo of 1350 Main Street #1410, Sarasota, FL 34236 (MLS # A4623258)
    1350 Main Street #1410, Sarasota, FL
    1350 Main Street #1410
    Sarasota, FL
    • 2 Beds
    • 3 Baths
    • 2,288 Home (sqft)
    • 3 Baths
    • 0 Lot (sqft)
  11. Photo of 301 Quay Commons #1802, Sarasota, FL 34236 (MLS # A4623933)
    $1,829,000
    Photo of 301 Quay Commons #1802, Sarasota, FL 34236 (MLS # A4623933)
    Photo of 301 Quay Commons #1802, Sarasota, FL 34236 (MLS # A4623933)
    301 Quay Commons #1802, Sarasota, FL
    301 Quay Commons #1802
    Sarasota, FL
    • 2 Beds
    • 3 Baths
    • 1,860 Home (sqft)
    • 3 Baths
    • 42,689 Lot (sqft)
  12. Photo of 1389 Harbor Drive, Sarasota, FL 34239 (MLS # A4623196)
    $2,490,000
    Photo of 1389 Harbor Drive, Sarasota, FL 34239 (MLS # A4623196)
    Photo of 1389 Harbor Drive, Sarasota, FL 34239 (MLS # A4623196)
    1389 Harbor Drive, Sarasota, FL
    1389 Harbor Drive
    Sarasota, FL
    • 3 Beds
    • 3 Baths
    • 2,376 Home (sqft)
    • 3 Baths
    • 13,504 Lot (sqft)
  13. Photo of 1901 Hyde Park St #G, Sarasota, FL 34239 (MLS # A4623194)
    $1,850
    Photo of 1901 Hyde Park St #G, Sarasota, FL 34239 (MLS # A4623194)
    Photo of 1901 Hyde Park St #G, Sarasota, FL 34239 (MLS # A4623194)
    1901 Hyde Park St #G, Sarasota, FL
    1901 Hyde Park St #G
    Sarasota, FL
    • 1 Bed
    • 1 Bath
    • 500 Home (sqft)
    • 1 Bath
    • 43,560 Lot (sqft)
  14. Photo of 101 Benjamin Franklin Drive #64, Sarasota, FL 34236 (MLS # A4623180)
    $3,500
    Photo of 101 Benjamin Franklin Drive #64, Sarasota, FL 34236 (MLS # A4623180)
    Photo of 101 Benjamin Franklin Drive #64, Sarasota, FL 34236 (MLS # A4623180)
    101 Benjamin Franklin Drive #64, Sarasota, FL
    101 Benjamin Franklin Drive #64
    Sarasota, FL
    • 2 Beds
    • 2 Baths
    • 1,275 Home (sqft)
    • 2 Baths
    • 0 Lot (sqft)
  15. Photo of 1823 6th St, Sarasota, FL 34236 (MLS # A4623145)
    $2,000
    Photo of 1823 6th St, Sarasota, FL 34236 (MLS # A4623145)
    Photo of 1823 6th St, Sarasota, FL 34236 (MLS # A4623145)
    1823 6th St, Sarasota, FL
    1823 6th St
    Sarasota, FL
    • 2 Beds
    • 1 Bath
    • 740 Home (sqft)
    • 1 Bath
    • 21,780 Lot (sqft)
  16. Photo of 1500 State Street #303, Sarasota, FL 34236 (MLS # A4623132)
    $689,000
    Photo of 1500 State Street #303, Sarasota, FL 34236 (MLS # A4623132)
    Photo of 1500 State Street #303, Sarasota, FL 34236 (MLS # A4623132)
    1500 State Street #303, Sarasota, FL
    1500 State Street #303
    Sarasota, FL
    • 1 Bed
    • 1 Bath
    • 736 Home (sqft)
    • 1 Bath
    • 0 Lot (sqft)
  17. Photo of 5760 Midnight Pass Road #702, Sarasota, FL 34242 (MLS # A4623167)
    $925,000
    Photo of 5760 Midnight Pass Road #702, Sarasota, FL 34242 (MLS # A4623167)
    Photo of 5760 Midnight Pass Road #702, Sarasota, FL 34242 (MLS # A4623167)
    5760 Midnight Pass Road #702, Sarasota, FL
    5760 Midnight Pass Road #702
    Sarasota, FL
    • 2 Beds
    • 2 Baths
    • 1,361 Home (sqft)
    • 2 Baths
    • 0 Lot (sqft)
  18. Photo of 5855 Midnight Pass Road #420, Sarasota, FL 34242 (MLS # A4622971)
    $765,000
    Photo of 5855 Midnight Pass Road #420, Sarasota, FL 34242 (MLS # A4622971)
    Photo of 5855 Midnight Pass Road #420, Sarasota, FL 34242 (MLS # A4622971)
    5855 Midnight Pass Road #420, Sarasota, FL
    5855 Midnight Pass Road #420
    Sarasota, FL
    • 2 Beds
    • 2 Baths
    • 1,152 Home (sqft)
    • 2 Baths
    • 8.70 Lot (ac)
  19. Photo of 603 Longboat Club Road #602N, Longboat Key, FL 34228 (MLS # A4623060)
    $1,590,000
    Photo of 603 Longboat Club Road #602N, Longboat Key, FL 34228 (MLS # A4623060)
    Photo of 603 Longboat Club Road #602N, Longboat Key, FL 34228 (MLS # A4623060)
    603 Longboat Club Road #602N, Longboat Key, FL
    603 Longboat Club Road #602N
    Longboat Key, FL
    • 2 Beds
    • 2 Baths
    • 1,458 Home (sqft)
    • 2 Baths
    • 0 Lot (sqft)
  20. Photo of 464 Golden Gate Point #504, Sarasota, FL 34236 (MLS # A4622712)
    $15,000
    Photo of 464 Golden Gate Point #504, Sarasota, FL 34236 (MLS # A4622712)
    Photo of 464 Golden Gate Point #504, Sarasota, FL 34236 (MLS # A4622712)
    464 Golden Gate Point #504, Sarasota, FL
    464 Golden Gate Point #504
    Sarasota, FL
    • 4 Beds
    • 5 Baths
    • 3,290 Home (sqft)
    • 5 Baths
    • 0 Lot (sqft)
  21. Photo of 464 Golden Gate Point #504, Sarasota, FL 34236 (MLS # A4622710)
    $4,595,000
    Photo of 464 Golden Gate Point #504, Sarasota, FL 34236 (MLS # A4622710)
    Photo of 464 Golden Gate Point #504, Sarasota, FL 34236 (MLS # A4622710)
    464 Golden Gate Point #504, Sarasota, FL
    464 Golden Gate Point #504
    Sarasota, FL
    • 4 Beds
    • 5 Baths
    • 3,290 Home (sqft)
    • 5 Baths
    • 0 Lot (sqft)
  22. Photo of 1817 6th Street, Sarasota, FL 34236 (MLS # A4623025)
    $2,500
    Photo of 1817 6th Street, Sarasota, FL 34236 (MLS # A4623025)
    Photo of 1817 6th Street, Sarasota, FL 34236 (MLS # A4623025)
    1817 6th Street, Sarasota, FL
    1817 6th Street
    Sarasota, FL
    • 2 Beds
    • 1 Bath
    • 720 Home (sqft)
    • 1 Bath
    • 21,780 Lot (sqft)
  23. Photo of 4600 Gulf Of Mexico Drive #203, Longboat Key, FL 34228 (MLS # A4624311)
    $875,000
    Photo of 4600 Gulf Of Mexico Drive #203, Longboat Key, FL 34228 (MLS # A4624311)
    Photo of 4600 Gulf Of Mexico Drive #203, Longboat Key, FL 34228 (MLS # A4624311)
    66
     
    4600 Gulf Of Mexico Drive #203, Longboat Key, FL
    4600 Gulf Of Mexico Drive #203
    Longboat Key, FL
    • 2 Beds
    • 2 Baths
    • 1,312 Home (sqft)
    • 2 Baths
    • 26.00 Lot (ac)
  24. Photo of 1479 Bay Point Drive, Sarasota, FL 34236 (MLS # A4623431)
    $5,549,000
    Photo of 1479 Bay Point Drive, Sarasota, FL 34236 (MLS # A4623431)
    Photo of 1479 Bay Point Drive, Sarasota, FL 34236 (MLS # A4623431)
    1479 Bay Point Drive, Sarasota, FL
    1479 Bay Point Drive
    Sarasota, FL
    • 0 Beds
    • 0 Baths
    • 0 Home (sqft)
    • 0 Baths
    • 21,345 Lot (sqft)
  25. Photo of 2611 Sunnyside Street, Sarasota, FL 34239 (MLS # A4622940)
    $669,000
    Photo of 2611 Sunnyside Street, Sarasota, FL 34239 (MLS # A4622940)
    Photo of 2611 Sunnyside Street, Sarasota, FL 34239 (MLS # A4622940)
    2611 Sunnyside Street, Sarasota, FL
    2611 Sunnyside Street
    Sarasota, FL
    • 3 Beds
    • 2 Baths
    • 1,704 Home (sqft)
    • 2 Baths
    • 10,455 Lot (sqft)
  26. Photo of 2005 Tetlow Place, Sarasota, FL 34239 (MLS # A4619790)
    $4,500
    Photo of 2005 Tetlow Place, Sarasota, FL 34239 (MLS # A4619790)
    Photo of 2005 Tetlow Place, Sarasota, FL 34239 (MLS # A4619790)
    2005 Tetlow Place, Sarasota, FL
    2005 Tetlow Place
    Sarasota, FL
    • 2 Beds
    • 1 Bath
    • 1,224 Home (sqft)
    • 1 Bath
    • 10,019 Lot (sqft)
  27. Photo of 2003 Tetlow Place, Sarasota, FL 34239 (MLS # A4619780)
    $4,500
    Photo of 2003 Tetlow Place, Sarasota, FL 34239 (MLS # A4619780)
    Photo of 2003 Tetlow Place, Sarasota, FL 34239 (MLS # A4619780)
    2003 Tetlow Place, Sarasota, FL
    2003 Tetlow Place
    Sarasota, FL
    • 2 Beds
    • 1 Bath
    • 1,224 Home (sqft)
    • 1 Bath
    • 10,019 Lot (sqft)
  28. Photo of 3313 Pembrook Drive, Sarasota, FL 34239 (MLS # A4622785)
    $3,500
    Photo of 3313 Pembrook Drive, Sarasota, FL 34239 (MLS # A4622785)
    Photo of 3313 Pembrook Drive, Sarasota, FL 34239 (MLS # A4622785)
    3313 Pembrook Drive, Sarasota, FL
    3313 Pembrook Drive
    Sarasota, FL
    • 3 Beds
    • 2 Baths
    • 2,176 Home (sqft)
    • 2 Baths
    • 12,633 Lot (sqft)
  29. Photo of 2491 Hawthorne Street, Sarasota, FL 34239 (MLS # A4622770)
    $749,000
    Photo of 2491 Hawthorne Street, Sarasota, FL 34239 (MLS # A4622770)
    Photo of 2491 Hawthorne Street, Sarasota, FL 34239 (MLS # A4622770)
    2491 Hawthorne Street, Sarasota, FL
    2491 Hawthorne Street
    Sarasota, FL
    • 3 Beds
    • 2 Baths
    • 2,028 Home (sqft)
    • 2 Baths
    • 10,019 Lot (sqft)
  30. Photo of 1477 S School Avenue, Sarasota, FL 34239 (MLS # A4622744)
    $549,900
    Photo of 1477 S School Avenue, Sarasota, FL 34239 (MLS # A4622744)
    Photo of 1477 S School Avenue, Sarasota, FL 34239 (MLS # A4622744)
    1477 S School Avenue, Sarasota, FL
    1477 S School Avenue
    Sarasota, FL
    • 3 Beds
    • 1 Bath
    • 1,297 Home (sqft)
    • 1 Bath
    • 7,841 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 11/23/24 2:13 PM PST.

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