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 2168 Goldenrod Street, Sarasota, FL 34239 (MLS # A4604698)
    $599,000
    Photo of 2168 Goldenrod Street, Sarasota, FL 34239 (MLS # A4604698)
    Photo of 2168 Goldenrod Street, Sarasota, FL 34239 (MLS # A4604698)
    2168 Goldenrod Street, Sarasota, FL
    2168 Goldenrod Street
    Sarasota, FL
    • 2 Beds
    • 2 Baths
    • 1,369 Home (sqft)
    • 2 Baths
    • 9,148 Lot (sqft)
  2. Photo of 5855 Midnight Pass Road #603, Sarasota, FL 34242 (MLS # A4604920)
    $799,000
    Photo of 5855 Midnight Pass Road #603, Sarasota, FL 34242 (MLS # A4604920)
    Photo of 5855 Midnight Pass Road #603, Sarasota, FL 34242 (MLS # A4604920)
    5855 Midnight Pass Road #603, Sarasota, FL
    5855 Midnight Pass Road #603
    Sarasota, FL
    • 2 Beds
    • 2 Baths
    • 1,056 Home (sqft)
    • 2 Baths
    • 0 Lot (sqft)
  3. Photo of 234 17th Street #234, Bradenton Beach, FL 34217 (MLS # A4604629)
    $825,000
    Photo of 234 17th Street #234, Bradenton Beach, FL 34217 (MLS # A4604629)
    Photo of 234 17th Street #234, Bradenton Beach, FL 34217 (MLS # A4604629)
    45
     
    234 17th Street #234, Bradenton Beach, FL
    234 17th Street #234
    Bradenton Beach, FL
    • 3 Beds
    • 2 Baths
    • 1,268 Home (sqft)
    • 2 Baths
    • 0 Lot (sqft)
  4. Photo of 1223 Cocoanut Avenue, Sarasota, FL 34236 (MLS # R4907766)
    $1,350
    Photo of 1223 Cocoanut Avenue, Sarasota, FL 34236 (MLS # R4907766)
    Photo of 1223 Cocoanut Avenue, Sarasota, FL 34236 (MLS # R4907766)
    16
     
    1223 Cocoanut Avenue, Sarasota, FL
    1223 Cocoanut Avenue
    Sarasota, FL
    • 0 Beds
    • 1 Bath
    • 349 Home (sqft)
    • 1 Bath
    • 12,197 Lot (sqft)
  5. Photo of 3751 S School Avenue #31, Sarasota, FL 34239 (MLS # A4604886)
    $135,000
    Photo of 3751 S School Avenue #31, Sarasota, FL 34239 (MLS # A4604886)
    Photo of 3751 S School Avenue #31, Sarasota, FL 34239 (MLS # A4604886)
    3751 S School Avenue #31, Sarasota, FL
    3751 S School Avenue #31
    Sarasota, FL
    • 1 Bed
    • 1 Bath
    • 674 Home (sqft)
    • 1 Bath
    • 0 Lot (sqft)
  6. Photo of 6006 Midnight Pass Road #8, Sarasota, FL 34242 (MLS # A4604844)
    $619,900
    Photo of 6006 Midnight Pass Road #8, Sarasota, FL 34242 (MLS # A4604844)
    Photo of 6006 Midnight Pass Road #8, Sarasota, FL 34242 (MLS # A4604844)
    44
     
    6006 Midnight Pass Road #8, Sarasota, FL
    6006 Midnight Pass Road #8
    Sarasota, FL
    • 1 Bed
    • 2 Baths
    • 708 Home (sqft)
    • 2 Baths
    • 6.40 Lot (ac)
  7. Photo of 7147 La Lenaire Drive, Longboat Key, FL 34228 (MLS # A4604108)
    $8,880,000
    Photo of 7147 La Lenaire Drive, Longboat Key, FL 34228 (MLS # A4604108)
    Photo of 7147 La Lenaire Drive, Longboat Key, FL 34228 (MLS # A4604108)
    56
     
    7147 La Lenaire Drive, Longboat Key, FL
    7147 La Lenaire Drive
    Longboat Key, FL
    • 5 Beds
    • 6 Baths
    • 3,503 Home (sqft)
    • 6 Baths
    • 1.35 Lot (ac)
  8. Photo of 2224 Harbour Court Drive, Longboat Key, FL 34228 (MLS # A4604865)
    $2,300,000
    Photo of 2224 Harbour Court Drive, Longboat Key, FL 34228 (MLS # A4604865)
    Photo of 2224 Harbour Court Drive, Longboat Key, FL 34228 (MLS # A4604865)
    52
     
    2224 Harbour Court Drive, Longboat Key, FL
    2224 Harbour Court Drive
    Longboat Key, FL
    • 3 Beds
    • 4 Baths
    • 2,959 Home (sqft)
    • 4 Baths
    • 7,406 Lot (sqft)
  9. Photo of 4330 Falmouth Drive #108, Longboat Key, FL 34228 (MLS # A4603936)
    $514,900
    Photo of 4330 Falmouth Drive #108, Longboat Key, FL 34228 (MLS # A4603936)
    Photo of 4330 Falmouth Drive #108, Longboat Key, FL 34228 (MLS # A4603936)
    4330 Falmouth Drive #108, Longboat Key, FL
    4330 Falmouth Drive #108
    Longboat Key, FL
    • 2 Beds
    • 2 Baths
    • 1,092 Home (sqft)
    • 2 Baths
    • 0 Lot (sqft)
  10. Photo of 404 21st Place, Bradenton Beach, FL 34217 (MLS # A4604711)
    $2,399,000
    Photo of 404 21st Place, Bradenton Beach, FL 34217 (MLS # A4604711)
    Photo of 404 21st Place, Bradenton Beach, FL 34217 (MLS # A4604711)
    404 21st Place, Bradenton Beach, FL
    404 21st Place
    Bradenton Beach, FL
    • 4 Beds
    • 3 Baths
    • 2,056 Home (sqft)
    • 3 Baths
    • 6,099 Lot (sqft)
  11. Photo of 591 Hibiscus Way, Longboat Key, FL 34228 (MLS # A4605005)
    $965,000
    Photo of 591 Hibiscus Way, Longboat Key, FL 34228 (MLS # A4605005)
    Photo of 591 Hibiscus Way, Longboat Key, FL 34228 (MLS # A4605005)
    591 Hibiscus Way, Longboat Key, FL
    591 Hibiscus Way
    Longboat Key, FL
    • 3 Beds
    • 2 Baths
    • 1,369 Home (sqft)
    • 2 Baths
    • 6,099 Lot (sqft)
  12. Photo of 1333 Siesta Bayside Drive #1333-D, Sarasota, FL 34242 (MLS # A4605036)
    $6,500
    Photo of 1333 Siesta Bayside Drive #1333-D, Sarasota, FL 34242 (MLS # A4605036)
    Photo of 1333 Siesta Bayside Drive #1333-D, Sarasota, FL 34242 (MLS # A4605036)
    1333 Siesta Bayside Drive #1333-D, Sarasota, FL
    1333 Siesta Bayside Drive #1333-D
    Sarasota, FL
    • 1 Bed
    • 1 Bath
    • 959 Home (sqft)
    • 1 Bath
    • 9.92 Lot (ac)
  13. Photo of 1275 Siesta Bayside Drive #1275-B, Sarasota, FL 34242 (MLS # A4605024)
    $8,900
    Photo of 1275 Siesta Bayside Drive #1275-B, Sarasota, FL 34242 (MLS # A4605024)
    Photo of 1275 Siesta Bayside Drive #1275-B, Sarasota, FL 34242 (MLS # A4605024)
    1275 Siesta Bayside Drive #1275-B, Sarasota, FL
    1275 Siesta Bayside Drive #1275-B
    Sarasota, FL
    • 3 Beds
    • 2 Baths
    • 1,645 Home (sqft)
    • 2 Baths
    • 9.92 Lot (ac)
  14. Photo of 111 S Pineapple Avenue #903, Sarasota, FL 34236 (MLS # A4604338)
    $1,599,000
    Photo of 111 S Pineapple Avenue #903, Sarasota, FL 34236 (MLS # A4604338)
    Photo of 111 S Pineapple Avenue #903, Sarasota, FL 34236 (MLS # A4604338)
    111 S Pineapple Avenue #903, Sarasota, FL
    111 S Pineapple Avenue #903
    Sarasota, FL
    • 2 Beds
    • 3 Baths
    • 1,600 Home (sqft)
    • 3 Baths
    • 0 Lot (sqft)
  15. Photo of 8911 Midnight Pass Road #512, Sarasota, FL 34242 (MLS # A4605000)
    $465,000
    Photo of 8911 Midnight Pass Road #512, Sarasota, FL 34242 (MLS # A4605000)
    Photo of 8911 Midnight Pass Road #512, Sarasota, FL 34242 (MLS # A4605000)
    8911 Midnight Pass Road #512, Sarasota, FL
    8911 Midnight Pass Road #512
    Sarasota, FL
    • 1 Bed
    • 1 Bath
    • 783 Home (sqft)
    • 1 Bath
    • 0 Lot (sqft)
  16. Photo of 2246 Goldenrod Street, Sarasota, FL 34239 (MLS # A4605009)
    $3,450
    Photo of 2246 Goldenrod Street, Sarasota, FL 34239 (MLS # A4605009)
    Photo of 2246 Goldenrod Street, Sarasota, FL 34239 (MLS # A4605009)
    2246 Goldenrod Street, Sarasota, FL
    2246 Goldenrod Street
    Sarasota, FL
    • 3 Beds
    • 2 Baths
    • 1,509 Home (sqft)
    • 2 Baths
    • 9,148 Lot (sqft)
  17. Photo of 1700 Benjamin Franklin Drive #M1, Sarasota, FL 34236 (MLS # A4604948)
    $3,000
    Photo of 1700 Benjamin Franklin Drive #M1, Sarasota, FL 34236 (MLS # A4604948)
    Photo of 1700 Benjamin Franklin Drive #M1, Sarasota, FL 34236 (MLS # A4604948)
    1700 Benjamin Franklin Drive #M1, Sarasota, FL
    1700 Benjamin Franklin Drive #M1
    Sarasota, FL
    • 1 Bed
    • 1 Bath
    • 607 Home (sqft)
    • 1 Bath
    • 0 Lot (sqft)
  18. Photo of 335 Arthur Drive, Sarasota, FL 34236 (MLS # A4603099)
    $1,950,000
    Photo of 335 Arthur Drive, Sarasota, FL 34236 (MLS # A4603099)
    Photo of 335 Arthur Drive, Sarasota, FL 34236 (MLS # A4603099)
    335 Arthur Drive, Sarasota, FL
    335 Arthur Drive
    Sarasota, FL
    • 2 Beds
    • 2 Baths
    • 1,445 Home (sqft)
    • 2 Baths
    • 11,326 Lot (sqft)
  19. Photo of 435 S Gulfstream Avenue #1006, Sarasota, FL 34236 (MLS # A4604069)
    $549,000
    Photo of 435 S Gulfstream Avenue #1006, Sarasota, FL 34236 (MLS # A4604069)
    Photo of 435 S Gulfstream Avenue #1006, Sarasota, FL 34236 (MLS # A4604069)
    435 S Gulfstream Avenue #1006, Sarasota, FL
    435 S Gulfstream Avenue #1006
    Sarasota, FL
    • 2 Beds
    • 2 Baths
    • 1,304 Home (sqft)
    • 2 Baths
    • 1.19 Lot (ac)
  20. Photo of 9200 Midnight Pass Road #36, Sarasota, FL 34242 (MLS # T3514049)
    $650,000
    Photo of 9200 Midnight Pass Road #36, Sarasota, FL 34242 (MLS # T3514049)
    Photo of 9200 Midnight Pass Road #36, Sarasota, FL 34242 (MLS # T3514049)
    9200 Midnight Pass Road #36, Sarasota, FL
    9200 Midnight Pass Road #36
    Sarasota, FL
    • 2 Beds
    • 2 Baths
    • 1,122 Home (sqft)
    • 2 Baths
    • 1.35 Lot (ac)
  21. Photo of 2345 Floyd Street, Sarasota, FL 34239 (MLS # A4601377)
    $650,000
    Photo of 2345 Floyd Street, Sarasota, FL 34239 (MLS # A4601377)
    Photo of 2345 Floyd Street, Sarasota, FL 34239 (MLS # A4601377)
    2345 Floyd Street, Sarasota, FL
    2345 Floyd Street
    Sarasota, FL
    • 3 Beds
    • 3 Baths
    • 1,426 Home (sqft)
    • 3 Baths
    • 6,970 Lot (sqft)
  22. Photo of 5311 Gulf Of Mexico Drive #3, Longboat Key, FL 34228 (MLS # A4604824)
    $1,350,000
    Photo of 5311 Gulf Of Mexico Drive #3, Longboat Key, FL 34228 (MLS # A4604824)
    Photo of 5311 Gulf Of Mexico Drive #3, Longboat Key, FL 34228 (MLS # A4604824)
    5311 Gulf Of Mexico Drive #3, Longboat Key, FL
    5311 Gulf Of Mexico Drive #3
    Longboat Key, FL
    • 2 Beds
    • 2 Baths
    • 1,028 Home (sqft)
    • 2 Baths
    • 1.01 Lot (ac)
  23. Photo of 2525 Gulf Of Mexico Drive #11B, Longboat Key, FL 34228 (MLS # A4604692)
    $1,499,000
    Photo of 2525 Gulf Of Mexico Drive #11B, Longboat Key, FL 34228 (MLS # A4604692)
    Photo of 2525 Gulf Of Mexico Drive #11B, Longboat Key, FL 34228 (MLS # A4604692)
    2525 Gulf Of Mexico Drive #11B, Longboat Key, FL
    2525 Gulf Of Mexico Drive #11B
    Longboat Key, FL
    • 2 Beds
    • 2 Baths
    • 1,491 Home (sqft)
    • 2 Baths
    • 3.37 Lot (ac)
  24. Photo of 3001 Bee Ridge Road #222, Sarasota, FL 34239 (MLS # A4604876)
    $1,500
    Photo of 3001 Bee Ridge Road #222, Sarasota, FL 34239 (MLS # A4604876)
    Photo of 3001 Bee Ridge Road #222, Sarasota, FL 34239 (MLS # A4604876)
    3001 Bee Ridge Road #222, Sarasota, FL
    3001 Bee Ridge Road #222
    Sarasota, FL
    • 1 Bed
    • 1 Bath
    • 560 Home (sqft)
    • 1 Bath
    • 1.24 Lot (ac)
  25. Photo of 750 N Tamiami Trail #414, Sarasota, FL 34236 (MLS # A4604776)
    $300,000
    Photo of 750 N Tamiami Trail #414, Sarasota, FL 34236 (MLS # A4604776)
    Photo of 750 N Tamiami Trail #414, Sarasota, FL 34236 (MLS # A4604776)
    750 N Tamiami Trail #414, Sarasota, FL
    750 N Tamiami Trail #414
    Sarasota, FL
    • 0 Beds
    • 1 Bath
    • 485 Home (sqft)
    • 1 Bath
    • 2.72 Lot (ac)
  26. Photo of 1064 N Tamiami Trail #1424, Sarasota, FL 34236 (MLS # A4604889)
    $2,300
    Photo of 1064 N Tamiami Trail #1424, Sarasota, FL 34236 (MLS # A4604889)
    Photo of 1064 N Tamiami Trail #1424, Sarasota, FL 34236 (MLS # A4604889)
    1064 N Tamiami Trail #1424, Sarasota, FL
    1064 N Tamiami Trail #1424
    Sarasota, FL
    • 1 Bed
    • 1 Bath
    • 804 Home (sqft)
    • 1 Bath
    • 2.28 Lot (ac)
  27. Photo of 2623 Suncrest Drive, Sarasota, FL 34239 (MLS # A4604843)
    $3,000
    Photo of 2623 Suncrest Drive, Sarasota, FL 34239 (MLS # A4604843)
    Photo of 2623 Suncrest Drive, Sarasota, FL 34239 (MLS # A4604843)
    2623 Suncrest Drive, Sarasota, FL
    2623 Suncrest Drive
    Sarasota, FL
    • 4 Beds
    • 2 Baths
    • 1,897 Home (sqft)
    • 2 Baths
    • 14,375 Lot (sqft)
  28. Photo of 2514 Bahia Vista Street, Sarasota, FL 34239 (MLS # A4603697)
    $600,000
    Photo of 2514 Bahia Vista Street, Sarasota, FL 34239 (MLS # A4603697)
    Photo of 2514 Bahia Vista Street, Sarasota, FL 34239 (MLS # A4603697)
    2514 Bahia Vista Street, Sarasota, FL
    2514 Bahia Vista Street
    Sarasota, FL
    • 0 Beds
    • 0 Baths
    • 0 Home (sqft)
    • 0 Baths
    • 10,455 Lot (sqft)
  29. Photo of 850 S Tamiami Trail #122, Sarasota, FL 34236 (MLS # A4604781)
    $1,795
    Photo of 850 S Tamiami Trail #122, Sarasota, FL 34236 (MLS # A4604781)
    Photo of 850 S Tamiami Trail #122, Sarasota, FL 34236 (MLS # A4604781)
    850 S Tamiami Trail #122, Sarasota, FL
    850 S Tamiami Trail #122
    Sarasota, FL
    • 1 Bed
    • 2 Baths
    • 1,224 Home (sqft)
    • 2 Baths
    • 9.11 Lot (ac)
  30. Photo of 5655 Gulf Of Mexico Drive #A104, Longboat Key, FL 34228 (MLS # A4604879)
    $1,190,000
    Photo of 5655 Gulf Of Mexico Drive #A104, Longboat Key, FL 34228 (MLS # A4604879)
    Photo of 5655 Gulf Of Mexico Drive #A104, Longboat Key, FL 34228 (MLS # A4604879)
    5655 Gulf Of Mexico Drive #A104, Longboat Key, FL
    5655 Gulf Of Mexico Drive #A104
    Longboat Key, FL
    • 2 Beds
    • 2 Baths
    • 1,274 Home (sqft)
    • 2 Baths
    • 6.08 Lot (ac)
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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 3/28/24 7:59 AM PDT.

This IDX is (c) Diverse Solutions 2024.

 
 

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