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

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 2516 Gulf Drive N, Bradenton Beach, FL 34217 (MLS # A4603560)
    $15,500,000
    Photo of 2516 Gulf Drive N, Bradenton Beach, FL 34217 (MLS # A4603560)
    Photo of 2516 Gulf Drive N, Bradenton Beach, FL 34217 (MLS # A4603560)
    100
     
    2516 Gulf Drive N, Bradenton Beach, FL
    2516 Gulf Drive N
    Bradenton Beach, FL
    • 10 Beds
    • 10 Baths
    • 4,171 Home (sqft)
    • 10 Baths
    • 9,584 Lot (sqft)
  2. Photo of 150 Grant Drive, Sarasota, FL 34236 (MLS # A4601335)
    $5,485,000
    Photo of 150 Grant Drive, Sarasota, FL 34236 (MLS # A4601335)
    Photo of 150 Grant Drive, Sarasota, FL 34236 (MLS # A4601335)
    150 Grant Drive, Sarasota, FL
    150 Grant Drive
    Sarasota, FL
    • 8 Beds
    • 9 Baths
    • 3,500 Home (sqft)
    • 9 Baths
    • 6,099 Lot (sqft)
  3. Photo of 866 Hudson Avenue #866, Sarasota, FL 34236 (MLS # D6135650)
    $1,849,000
    Photo of 866 Hudson Avenue #866, Sarasota, FL 34236 (MLS # D6135650)
    Photo of 866 Hudson Avenue #866, Sarasota, FL 34236 (MLS # D6135650)
    866 Hudson Avenue #866, Sarasota, FL
    866 Hudson Avenue #866
    Sarasota, FL
    • 4 Beds
    • 3 Baths
    • 2,293 Home (sqft)
    • 3 Baths
    • 37,898 Lot (sqft)
  4. Photo of 1770 Benjamin Franklin Dr #704, Sarasota, FL 34236 (MLS # A4603883)
    $795,000
    Photo of 1770 Benjamin Franklin Dr #704, Sarasota, FL 34236 (MLS # A4603883)
    Photo of 1770 Benjamin Franklin Dr #704, Sarasota, FL 34236 (MLS # A4603883)
    1770 Benjamin Franklin Dr #704, Sarasota, FL
    1770 Benjamin Franklin Dr #704
    Sarasota, FL
    • 1 Bed
    • 1 Bath
    • 900 Home (sqft)
    • 1 Bath
    • 0 Lot (sqft)
  5. Photo of 210 Willow Avenue, Anna Maria, FL 34216 (MLS # A4603510)
    $1,695,000
    Photo of 210 Willow Avenue, Anna Maria, FL 34216 (MLS # A4603510)
    Photo of 210 Willow Avenue, Anna Maria, FL 34216 (MLS # A4603510)
    210 Willow Avenue, Anna Maria, FL
    210 Willow Avenue
    Anna Maria, FL
    • 2 Beds
    • 3 Baths
    • 2,280 Home (sqft)
    • 3 Baths
    • 7,841 Lot (sqft)
  6. Photo of 429 Hibiscus Road, Anna Maria, FL 34216 (MLS # A4603957)
    $1,875,000
    Photo of 429 Hibiscus Road, Anna Maria, FL 34216 (MLS # A4603957)
    Photo of 429 Hibiscus Road, Anna Maria, FL 34216 (MLS # A4603957)
    26
     
    429 Hibiscus Road, Anna Maria, FL
    429 Hibiscus Road
    Anna Maria, FL
    • 4 Beds
    • 2 Baths
    • 1,728 Home (sqft)
    • 2 Baths
    • 6,099 Lot (sqft)
  7. Photo of 1771 Ringling Boulevard #604, Sarasota, FL 34236 (MLS # A4603447)
    $1,095,000
    Photo of 1771 Ringling Boulevard #604, Sarasota, FL 34236 (MLS # A4603447)
    Photo of 1771 Ringling Boulevard #604, Sarasota, FL 34236 (MLS # A4603447)
    1771 Ringling Boulevard #604, Sarasota, FL
    1771 Ringling Boulevard #604
    Sarasota, FL
    • 2 Beds
    • 2 Baths
    • 1,735 Home (sqft)
    • 2 Baths
    • 0 Lot (sqft)
  8. Photo of 1965 Gulf Of Mexico Drive #G5-201 & 203, Longboat Key, FL 34228 (MLS # A4603130)
    $1,950,000
    Photo of 1965 Gulf Of Mexico Drive #G5-201 & 203, Longboat Key, FL 34228 (MLS # A4603130)
    Photo of 1965 Gulf Of Mexico Drive #G5-201 & 203, Longboat Key, FL 34228 (MLS # A4603130)
    1965 Gulf Of Mexico Drive #G5-201 & 203, Longboat Key, FL
    1965 Gulf Of Mexico Drive #G5-201 & 203
    Longboat Key, FL
    • 4 Beds
    • 3 Baths
    • 2,425 Home (sqft)
    • 3 Baths
    • 6.52 Lot (ac)
  9. Photo of 1055 Gulf Of Mexico Drive #601, Longboat Key, FL 34228 (MLS # A4603325)
    $1,699,000
    Photo of 1055 Gulf Of Mexico Drive #601, Longboat Key, FL 34228 (MLS # A4603325)
    Photo of 1055 Gulf Of Mexico Drive #601, Longboat Key, FL 34228 (MLS # A4603325)
    1055 Gulf Of Mexico Drive #601, Longboat Key, FL
    1055 Gulf Of Mexico Drive #601
    Longboat Key, FL
    • 2 Beds
    • 2 Baths
    • 1,172 Home (sqft)
    • 2 Baths
    • 7.98 Lot (ac)
  10. Photo of 2395 Hillview Street, Sarasota, FL 34239 (MLS # A4603891)
    $1,295,000
    Photo of 2395 Hillview Street, Sarasota, FL 34239 (MLS # A4603891)
    Photo of 2395 Hillview Street, Sarasota, FL 34239 (MLS # A4603891)
    2395 Hillview Street, Sarasota, FL
    2395 Hillview Street
    Sarasota, FL
    • 3 Beds
    • 3 Baths
    • 2,738 Home (sqft)
    • 3 Baths
    • 12,197 Lot (sqft)
  11. Photo of 888 Blvd Of The Arts #303, Sarasota, FL 34236 (MLS # A4603926)
    $4,200
    Photo of 888 Blvd Of The Arts #303, Sarasota, FL 34236 (MLS # A4603926)
    Photo of 888 Blvd Of The Arts #303, Sarasota, FL 34236 (MLS # A4603926)
    888 Blvd Of The Arts #303, Sarasota, FL
    888 Blvd Of The Arts #303
    Sarasota, FL
    • 2 Beds
    • 2 Baths
    • 1,555 Home (sqft)
    • 2 Baths
    • 2.45 Lot (ac)
  12. Photo of 410 Burns Court, Sarasota, FL 34236 (MLS # A4603161)
    $1,300,000
    Photo of 410 Burns Court, Sarasota, FL 34236 (MLS # A4603161)
    Photo of 410 Burns Court, Sarasota, FL 34236 (MLS # A4603161)
    410 Burns Court, Sarasota, FL
    410 Burns Court
    Sarasota, FL
    • 1 Bed
    • 1 Bath
    • 791 Home (sqft)
    • 1 Bath
    • 3,485 Lot (sqft)
  13. Photo of 1680 Oak Street, Sarasota, FL 34236 (MLS # A4603355)
    $2,895,000
    Photo of 1680 Oak Street, Sarasota, FL 34236 (MLS # A4603355)
    Photo of 1680 Oak Street, Sarasota, FL 34236 (MLS # A4603355)
    1680 Oak Street, Sarasota, FL
    1680 Oak Street
    Sarasota, FL
    • 5 Beds
    • 4 Baths
    • 2,942 Home (sqft)
    • 4 Baths
    • 5,228 Lot (sqft)
  14. Photo of 617 Weston Pointe Court, Longboat Key, FL 34228 (MLS # A4602669)
    $3,695,000
    Photo of 617 Weston Pointe Court, Longboat Key, FL 34228 (MLS # A4602669)
    Photo of 617 Weston Pointe Court, Longboat Key, FL 34228 (MLS # A4602669)
    617 Weston Pointe Court, Longboat Key, FL
    617 Weston Pointe Court
    Longboat Key, FL
    • 4 Beds
    • 5 Baths
    • 4,395 Home (sqft)
    • 5 Baths
    • 16,118 Lot (sqft)
  15. Photo of 825 S Osprey Avenue #203, Sarasota, FL 34236 (MLS # A4603858)
    $2,800
    Photo of 825 S Osprey Avenue #203, Sarasota, FL 34236 (MLS # A4603858)
    Photo of 825 S Osprey Avenue #203, Sarasota, FL 34236 (MLS # A4603858)
    40
     
    825 S Osprey Avenue #203, Sarasota, FL
    825 S Osprey Avenue #203
    Sarasota, FL
    • 2 Beds
    • 2 Baths
    • 1,320 Home (sqft)
    • 2 Baths
    • 6.06 Lot (ac)
  16. Photo of 3070 Grand Bay Boulevard #611, Longboat Key, FL 34228 (MLS # A4603823)
    $998,750
    Photo of 3070 Grand Bay Boulevard #611, Longboat Key, FL 34228 (MLS # A4603823)
    Photo of 3070 Grand Bay Boulevard #611, Longboat Key, FL 34228 (MLS # A4603823)
    3070 Grand Bay Boulevard #611, Longboat Key, FL
    3070 Grand Bay Boulevard #611
    Longboat Key, FL
    • 2 Beds
    • 2 Baths
    • 1,270 Home (sqft)
    • 2 Baths
    • 0 Lot (sqft)
  17. Photo of 113125 Big Pass Lane, Sarasota, FL 34242 (MLS # A4603567)
    $16,000,000
    Photo of 113125 Big Pass Lane, Sarasota, FL 34242 (MLS # A4603567)
    Photo of 113125 Big Pass Lane, Sarasota, FL 34242 (MLS # A4603567)
    113125 Big Pass Lane, Sarasota, FL
    113125 Big Pass Lane
    Sarasota, FL
    • 0 Beds
    • 0 Baths
    • 0 Home (sqft)
    • 0 Baths
    • 1.34 Lot (ac)
  18. Photo of 113125 Big Pass Lane, Sarasota, FL 34242 (MLS # A4603830)
    $16,000,000
    Photo of 113125 Big Pass Lane, Sarasota, FL 34242 (MLS # A4603830)
    Photo of 113125 Big Pass Lane, Sarasota, FL 34242 (MLS # A4603830)
    113125 Big Pass Lane, Sarasota, FL
    113125 Big Pass Lane
    Sarasota, FL
    • 4 Beds
    • 5 Baths
    • 4,162 Home (sqft)
    • 5 Baths
    • 1.34 Lot (ac)
  19. Photo of 4049 Shell Road, Sarasota, FL 34242 (MLS # A4603553)
    $5,995,000
    Photo of 4049 Shell Road, Sarasota, FL 34242 (MLS # A4603553)
    Photo of 4049 Shell Road, Sarasota, FL 34242 (MLS # A4603553)
    4049 Shell Road, Sarasota, FL
    4049 Shell Road
    Sarasota, FL
    • 4 Beds
    • 5 Baths
    • 3,844 Home (sqft)
    • 5 Baths
    • 37,462 Lot (sqft)
  20. Photo of 5855 Midnight Pass Road #320, Sarasota, FL 34242 (MLS # T3512454)
    $725,000
    Photo of 5855 Midnight Pass Road #320, Sarasota, FL 34242 (MLS # T3512454)
    Photo of 5855 Midnight Pass Road #320, Sarasota, FL 34242 (MLS # T3512454)
    5855 Midnight Pass Road #320, Sarasota, FL
    5855 Midnight Pass Road #320
    Sarasota, FL
    • 2 Beds
    • 2 Baths
    • 1,056 Home (sqft)
    • 2 Baths
    • 8.71 Lot (ac)
  21. Photo of 4822 Ocean Boulevard #5F, Sarasota, FL 34242 (MLS # A4603753)
    $4,000
    Photo of 4822 Ocean Boulevard #5F, Sarasota, FL 34242 (MLS # A4603753)
    Photo of 4822 Ocean Boulevard #5F, Sarasota, FL 34242 (MLS # A4603753)
    4822 Ocean Boulevard #5F, Sarasota, FL
    4822 Ocean Boulevard #5F
    Sarasota, FL
    • 2 Beds
    • 2 Baths
    • 1,435 Home (sqft)
    • 2 Baths
    • 43,560 Lot (sqft)
  22. Photo of 95 52nd Street, Holmes Beach, FL 34217 (MLS # U8234914)
    $9,100,000
    Photo of 95 52nd Street, Holmes Beach, FL 34217 (MLS # U8234914)
    Photo of 95 52nd Street, Holmes Beach, FL 34217 (MLS # U8234914)
    95 52nd Street, Holmes Beach, FL
    95 52nd Street
    Holmes Beach, FL
    • 3 Beds
    • 4 Baths
    • 3,325 Home (sqft)
    • 4 Baths
    • 19,167 Lot (sqft)
  23. Photo of 2624 Hibiscus Street, Sarasota, FL 34239 (MLS # A4603737)
    $749,000
    Photo of 2624 Hibiscus Street, Sarasota, FL 34239 (MLS # A4603737)
    Photo of 2624 Hibiscus Street, Sarasota, FL 34239 (MLS # A4603737)
    2624 Hibiscus Street, Sarasota, FL
    2624 Hibiscus Street
    Sarasota, FL
    • 4 Beds
    • 3 Baths
    • 1,680 Home (sqft)
    • 3 Baths
    • 10,455 Lot (sqft)
  24. Photo of 5317 Siesta Court, Sarasota, FL 34242 (MLS # A4603231)
    $1,695,000
    Photo of 5317 Siesta Court, Sarasota, FL 34242 (MLS # A4603231)
    Photo of 5317 Siesta Court, Sarasota, FL 34242 (MLS # A4603231)
    33
     
    5317 Siesta Court, Sarasota, FL
    5317 Siesta Court
    Sarasota, FL
    • 4 Beds
    • 3 Baths
    • 2,918 Home (sqft)
    • 3 Baths
    • 11,326 Lot (sqft)
  25. Photo of 2517 S Brink Avenue, Sarasota, FL 34239 (MLS # A4603636)
    $749,000
    Photo of 2517 S Brink Avenue, Sarasota, FL 34239 (MLS # A4603636)
    Photo of 2517 S Brink Avenue, Sarasota, FL 34239 (MLS # A4603636)
    2517 S Brink Avenue, Sarasota, FL
    2517 S Brink Avenue
    Sarasota, FL
    • 3 Beds
    • 3 Baths
    • 1,733 Home (sqft)
    • 3 Baths
    • 13,940 Lot (sqft)
  26. Photo of 401 Pine Avenue #C, Anna Maria, FL 34216 (MLS # A4600810)
    $1,449,000
    Photo of 401 Pine Avenue #C, Anna Maria, FL 34216 (MLS # A4600810)
    Photo of 401 Pine Avenue #C, Anna Maria, FL 34216 (MLS # A4600810)
    401 Pine Avenue #C, Anna Maria, FL
    401 Pine Avenue #C
    Anna Maria, FL
    • 0 Beds
    • 0 Baths
    • 2,480 Home (sqft)
    • 0 Baths
    • 15,246 Lot (sqft)
  27. Photo of 410 N Orange Avenue #218, Sarasota, FL 34236 (MLS # A4603674)
    $2,428,200
    Photo of 410 N Orange Avenue #218, Sarasota, FL 34236 (MLS # A4603674)
    Photo of 410 N Orange Avenue #218, Sarasota, FL 34236 (MLS # A4603674)
    410 N Orange Avenue #218, Sarasota, FL
    410 N Orange Avenue #218
    Sarasota, FL
    • 4 Beds
    • 4 Baths
    • 2,556 Home (sqft)
    • 4 Baths
    • 0 Lot (sqft)
  28. Photo of 410 N Orange Avenue #118, Sarasota, FL 34236 (MLS # A4603657)
    $359,550
    Photo of 410 N Orange Avenue #118, Sarasota, FL 34236 (MLS # A4603657)
    Photo of 410 N Orange Avenue #118, Sarasota, FL 34236 (MLS # A4603657)
    410 N Orange Avenue #118, Sarasota, FL
    410 N Orange Avenue #118
    Sarasota, FL
    • 0 Beds
    • 0 Baths
    • 799 Home (sqft)
    • 0 Baths
    • 1.39 Lot (ac)
  29. Photo of 1750 Benjamin Franklin Drive #6G, Sarasota, FL 34236 (MLS # A4603626)
    $1,150,000
    Photo of 1750 Benjamin Franklin Drive #6G, Sarasota, FL 34236 (MLS # A4603626)
    Photo of 1750 Benjamin Franklin Drive #6G, Sarasota, FL 34236 (MLS # A4603626)
    1750 Benjamin Franklin Drive #6G, Sarasota, FL
    1750 Benjamin Franklin Drive #6G
    Sarasota, FL
    • 2 Beds
    • 2 Baths
    • 1,548 Home (sqft)
    • 2 Baths
    • 1.73 Lot (ac)
  30. Photo of 888 Boulevard Of The Arts #505, Sarasota, FL 34236 (MLS # A4603687)
    $4,500
    Photo of 888 Boulevard Of The Arts #505, Sarasota, FL 34236 (MLS # A4603687)
    Photo of 888 Boulevard Of The Arts #505, Sarasota, FL 34236 (MLS # A4603687)
    888 Boulevard Of The Arts #505, Sarasota, FL
    888 Boulevard Of The Arts #505
    Sarasota, FL
    • 2 Beds
    • 2 Baths
    • 1,729 Home (sqft)
    • 2 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 3/19/24 1:56 AM PDT.

This Real Estate IDX is (c) Diverse Solutions 2024.

 
 

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