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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 2185 Gulf Of Mexico Drive #212, Longboat Key, FL 34228 (MLS # A4626570)
    $1,999,000
    Photo of 2185 Gulf Of Mexico Drive #212, Longboat Key, FL 34228 (MLS # A4626570)
    Photo of 2185 Gulf Of Mexico Drive #212, Longboat Key, FL 34228 (MLS # A4626570)
    2185 Gulf Of Mexico Drive #212, Longboat Key, FL
    2185 Gulf Of Mexico Drive #212
    Longboat Key, FL
    • 3 Beds
    • 3 Baths
    • 2,448 Home (sqft)
    • 3 Baths
    • 6.81 Lot (ac)
  2. Photo of 9011 Midnight Pass Road #329, Sarasota, FL 34242 (MLS # C7499000)
    $679,000
    Photo of 9011 Midnight Pass Road #329, Sarasota, FL 34242 (MLS # C7499000)
    Photo of 9011 Midnight Pass Road #329, Sarasota, FL 34242 (MLS # C7499000)
    9011 Midnight Pass Road #329, Sarasota, FL
    9011 Midnight Pass Road #329
    Sarasota, FL
    • 2 Beds
    • 2 Baths
    • 1,093 Home (sqft)
    • 2 Baths
    • 1.06 Lot (ac)
  3. Photo of 301 Quay Commons #1605, Sarasota, FL 34236 (MLS # A4626577)
    $1,675,000
    Photo of 301 Quay Commons #1605, Sarasota, FL 34236 (MLS # A4626577)
    Photo of 301 Quay Commons #1605, Sarasota, FL 34236 (MLS # A4626577)
    301 Quay Commons #1605, Sarasota, FL
    301 Quay Commons #1605
    Sarasota, FL
    • 2 Beds
    • 3 Baths
    • 1,752 Home (sqft)
    • 3 Baths
    • 0 Lot (sqft)
  4. Photo of 435 S Gulfstream Avenue #1005, Sarasota, FL 34236 (MLS # A4626385)
    $849,000
    Photo of 435 S Gulfstream Avenue #1005, Sarasota, FL 34236 (MLS # A4626385)
    Photo of 435 S Gulfstream Avenue #1005, Sarasota, FL 34236 (MLS # A4626385)
    435 S Gulfstream Avenue #1005, Sarasota, FL
    435 S Gulfstream Avenue #1005
    Sarasota, FL
    • 2 Beds
    • 2 Baths
    • 1,537 Home (sqft)
    • 2 Baths
    • 0 Lot (sqft)
  5. Photo of 3211 Gifford Lane #408, Sarasota, FL 34239 (MLS # A4626313)
    $270,000
    Photo of 3211 Gifford Lane #408, Sarasota, FL 34239 (MLS # A4626313)
    Photo of 3211 Gifford Lane #408, Sarasota, FL 34239 (MLS # A4626313)
    3211 Gifford Lane #408, Sarasota, FL
    3211 Gifford Lane #408
    Sarasota, FL
    • 2 Beds
    • 2 Baths
    • 1,323 Home (sqft)
    • 2 Baths
    • 0 Lot (sqft)
  6. Photo of 4825 Gulf Of Mexico Drive #202, Longboat Key, FL 34228 (MLS # A4626398)
    $7,000
    Photo of 4825 Gulf Of Mexico Drive #202, Longboat Key, FL 34228 (MLS # A4626398)
    Photo of 4825 Gulf Of Mexico Drive #202, Longboat Key, FL 34228 (MLS # A4626398)
    4825 Gulf Of Mexico Drive #202, Longboat Key, FL
    4825 Gulf Of Mexico Drive #202
    Longboat Key, FL
    • 2 Beds
    • 2 Baths
    • 1,393 Home (sqft)
    • 2 Baths
    • 0 Lot (sqft)
  7. Photo of 1233 N Gulfstream Avenue #1001, Sarasota, FL 34236 (MLS # A4626354)
    $7,795,000
    Photo of 1233 N Gulfstream Avenue #1001, Sarasota, FL 34236 (MLS # A4626354)
    Photo of 1233 N Gulfstream Avenue #1001, Sarasota, FL 34236 (MLS # A4626354)
    1233 N Gulfstream Avenue #1001, Sarasota, FL
    1233 N Gulfstream Avenue #1001
    Sarasota, FL
    • 4 Beds
    • 5 Baths
    • 5,815 Home (sqft)
    • 5 Baths
    • 0 Lot (sqft)
  8. Photo of 4440 Exeter Drive #N106, Longboat Key, FL 34228 (MLS # A4626044)
    $710,000
    Photo of 4440 Exeter Drive #N106, Longboat Key, FL 34228 (MLS # A4626044)
    Photo of 4440 Exeter Drive #N106, Longboat Key, FL 34228 (MLS # A4626044)
    4440 Exeter Drive #N106, Longboat Key, FL
    4440 Exeter Drive #N106
    Longboat Key, FL
    • 2 Beds
    • 2 Baths
    • 1,376 Home (sqft)
    • 2 Baths
    • 0 Lot (sqft)
  9. Photo of 1536 Sandpiper Lane, Sarasota, FL 34239 (MLS # A4626396)
    $4,975,000
    Photo of 1536 Sandpiper Lane, Sarasota, FL 34239 (MLS # A4626396)
    Photo of 1536 Sandpiper Lane, Sarasota, FL 34239 (MLS # A4626396)
    1536 Sandpiper Lane, Sarasota, FL
    1536 Sandpiper Lane
    Sarasota, FL
    • 0 Beds
    • 0 Baths
    • 0 Home (sqft)
    • 0 Baths
    • 13,940 Lot (sqft)
  10. Photo of 888 Blvd Of The Arts #1701, Sarasota, FL 34236 (MLS # A4629046)
    $2,500,000
    Photo of 888 Blvd Of The Arts #1701, Sarasota, FL 34236 (MLS # A4629046)
    Photo of 888 Blvd Of The Arts #1701, Sarasota, FL 34236 (MLS # A4629046)
    888 Blvd Of The Arts #1701, Sarasota, FL
    888 Blvd Of The Arts #1701
    Sarasota, FL
    • 3 Beds
    • 3 Baths
    • 2,315 Home (sqft)
    • 3 Baths
    • 0 Lot (sqft)
  11. Photo of 988 Boulevard Of The Arts #810, Sarasota, FL 34236 (MLS # A4625722)
    $1,350,000
    Photo of 988 Boulevard Of The Arts #810, Sarasota, FL 34236 (MLS # A4625722)
    Photo of 988 Boulevard Of The Arts #810, Sarasota, FL 34236 (MLS # A4625722)
    988 Boulevard Of The Arts #810, Sarasota, FL
    988 Boulevard Of The Arts #810
    Sarasota, FL
    • 2 Beds
    • 2 Baths
    • 1,555 Home (sqft)
    • 2 Baths
    • 0 Lot (sqft)
  12. Photo of 850 S Tamiami Trail #836, Sarasota, FL 34236 (MLS # A4626223)
    $3,000
    Photo of 850 S Tamiami Trail #836, Sarasota, FL 34236 (MLS # A4626223)
    Photo of 850 S Tamiami Trail #836, Sarasota, FL 34236 (MLS # A4626223)
    850 S Tamiami Trail #836, Sarasota, FL
    850 S Tamiami Trail #836
    Sarasota, FL
    • 1 Bed
    • 1 Bath
    • 785 Home (sqft)
    • 1 Bath
    • 0 Lot (sqft)
  13. Photo of 5569 Shadow Lawn Drive, Sarasota, FL 34242 (MLS # A4626421)
    $1,300,000
    Photo of 5569 Shadow Lawn Drive, Sarasota, FL 34242 (MLS # A4626421)
    Photo of 5569 Shadow Lawn Drive, Sarasota, FL 34242 (MLS # A4626421)
    5569 Shadow Lawn Drive, Sarasota, FL
    5569 Shadow Lawn Drive
    Sarasota, FL
    • 3 Beds
    • 2 Baths
    • 2,074 Home (sqft)
    • 2 Baths
    • 12,197 Lot (sqft)
  14. Photo of 5569 Shadow Lawn Drive, Sarasota, FL 34242 (MLS # A4626371)
    $1,300,000
    Photo of 5569 Shadow Lawn Drive, Sarasota, FL 34242 (MLS # A4626371)
    Photo of 5569 Shadow Lawn Drive, Sarasota, FL 34242 (MLS # A4626371)
    5569 Shadow Lawn Drive, Sarasota, FL
    5569 Shadow Lawn Drive
    Sarasota, FL
    • 0 Beds
    • 0 Baths
    • 0 Home (sqft)
    • 0 Baths
    • 12,197 Lot (sqft)
  15. Photo of 226 Golden Gate Point #64, Sarasota, FL 34236 (MLS # A4625791)
    $1,150,000
    Photo of 226 Golden Gate Point #64, Sarasota, FL 34236 (MLS # A4625791)
    Photo of 226 Golden Gate Point #64, Sarasota, FL 34236 (MLS # A4625791)
    226 Golden Gate Point #64, Sarasota, FL
    226 Golden Gate Point #64
    Sarasota, FL
    • 2 Beds
    • 2 Baths
    • 1,396 Home (sqft)
    • 2 Baths
    • 30,057 Lot (sqft)
  16. Photo of 575 N Washington Boulevard, Sarasota, FL 34236 (MLS # A4626171)
    $1,100,000
    Photo of 575 N Washington Boulevard, Sarasota, FL 34236 (MLS # A4626171)
    Photo of 575 N Washington Boulevard, Sarasota, FL 34236 (MLS # A4626171)
    575 N Washington Boulevard, Sarasota, FL
    575 N Washington Boulevard
    Sarasota, FL
    • 0 Beds
    • 0 Baths
    • 0 Home (sqft)
    • 0 Baths
    • 24,830 Lot (sqft)
  17. Photo of 101 S Gulfstream Avenue #15B, Sarasota, FL 34236 (MLS # A4626116)
    $749,000
    Photo of 101 S Gulfstream Avenue #15B, Sarasota, FL 34236 (MLS # A4626116)
    Photo of 101 S Gulfstream Avenue #15B, Sarasota, FL 34236 (MLS # A4626116)
    101 S Gulfstream Avenue #15B, Sarasota, FL
    101 S Gulfstream Avenue #15B
    Sarasota, FL
    • 2 Beds
    • 2 Baths
    • 1,320 Home (sqft)
    • 2 Baths
    • 0 Lot (sqft)
  18. Photo of 1585 South Drive, Sarasota, FL 34239 (MLS # A4626080)
    $2,750,000
    Photo of 1585 South Drive, Sarasota, FL 34239 (MLS # A4626080)
    Photo of 1585 South Drive, Sarasota, FL 34239 (MLS # A4626080)
    41
     
    1585 South Drive, Sarasota, FL
    1585 South Drive
    Sarasota, FL
    • 3 Beds
    • 4 Baths
    • 2,764 Home (sqft)
    • 4 Baths
    • 16,553 Lot (sqft)
  19. Photo of 401 Quay Commons #1101, Sarasota, FL 34236 (MLS # A4624489)
    $6,995,000
    Photo of 401 Quay Commons #1101, Sarasota, FL 34236 (MLS # A4624489)
    Photo of 401 Quay Commons #1101, Sarasota, FL 34236 (MLS # A4624489)
    401 Quay Commons #1101, Sarasota, FL
    401 Quay Commons #1101
    Sarasota, FL
    • 3 Beds
    • 4 Baths
    • 3,798 Home (sqft)
    • 4 Baths
    • 0 Lot (sqft)
  20. Photo of 115 Edmondson Avenue, Sarasota, FL 34242 (MLS # A4626637)
    $2,300,000
    Photo of 115 Edmondson Avenue, Sarasota, FL 34242 (MLS # A4626637)
    Photo of 115 Edmondson Avenue, Sarasota, FL 34242 (MLS # A4626637)
    115 Edmondson Avenue, Sarasota, FL
    115 Edmondson Avenue
    Sarasota, FL
    • 4 Beds
    • 4 Baths
    • 2,812 Home (sqft)
    • 4 Baths
    • 10,019 Lot (sqft)
  21. Photo of 141 Avenida Messina #4, Sarasota, FL 34242 (MLS # A4626164)
    $749,000
    Photo of 141 Avenida Messina #4, Sarasota, FL 34242 (MLS # A4626164)
    Photo of 141 Avenida Messina #4, Sarasota, FL 34242 (MLS # A4626164)
    141 Avenida Messina #4, Sarasota, FL
    141 Avenida Messina #4
    Sarasota, FL
    • 2 Beds
    • 2 Baths
    • 1,016 Home (sqft)
    • 2 Baths
    • 0 Lot (sqft)
  22. Photo of 2850 Gulf Of Mexico Drive #2, Longboat Key, FL 34228 (MLS # A4626210)
    $549,000
    Photo of 2850 Gulf Of Mexico Drive #2, Longboat Key, FL 34228 (MLS # A4626210)
    Photo of 2850 Gulf Of Mexico Drive #2, Longboat Key, FL 34228 (MLS # A4626210)
    2850 Gulf Of Mexico Drive #2, Longboat Key, FL
    2850 Gulf Of Mexico Drive #2
    Longboat Key, FL
    • 2 Beds
    • 1 Bath
    • 695 Home (sqft)
    • 1 Bath
    • 0 Lot (sqft)
  23. Photo of 3806 Gulf Of Mexico Drive #C311, Longboat Key, FL 34228 (MLS # A4626087)
    $2,850
    Photo of 3806 Gulf Of Mexico Drive #C311, Longboat Key, FL 34228 (MLS # A4626087)
    Photo of 3806 Gulf Of Mexico Drive #C311, Longboat Key, FL 34228 (MLS # A4626087)
    3806 Gulf Of Mexico Drive #C311, Longboat Key, FL
    3806 Gulf Of Mexico Drive #C311
    Longboat Key, FL
    • 2 Beds
    • 2 Baths
    • 1,062 Home (sqft)
    • 2 Baths
    • 0 Lot (sqft)
  24. Photo of 1064 N Tamiami Trail #1527, Sarasota, FL 34236 (MLS # A4626067)
    $3,300
    Photo of 1064 N Tamiami Trail #1527, Sarasota, FL 34236 (MLS # A4626067)
    Photo of 1064 N Tamiami Trail #1527, Sarasota, FL 34236 (MLS # A4626067)
    1064 N Tamiami Trail #1527, Sarasota, FL
    1064 N Tamiami Trail #1527
    Sarasota, FL
    • 2 Beds
    • 2 Baths
    • 1,084 Home (sqft)
    • 2 Baths
    • 0 Lot (sqft)
  25. Photo of 1215 N Palm Avenue, Sarasota, FL 34236 (MLS # A4626027)
    $1,800,000
    Photo of 1215 N Palm Avenue, Sarasota, FL 34236 (MLS # A4626027)
    Photo of 1215 N Palm Avenue, Sarasota, FL 34236 (MLS # A4626027)
    1215 N Palm Avenue, Sarasota, FL
    1215 N Palm Avenue
    Sarasota, FL
    • 0 Beds
    • 0 Baths
    • 1,750 Home (sqft)
    • 0 Baths
    • 5,228 Lot (sqft)
  26. Photo of 235 Cocoanut Avenue #113C, Sarasota, FL 34236 (MLS # A4626018)
    $949,000
    Photo of 235 Cocoanut Avenue #113C, Sarasota, FL 34236 (MLS # A4626018)
    Photo of 235 Cocoanut Avenue #113C, Sarasota, FL 34236 (MLS # A4626018)
    74
     
    235 Cocoanut Avenue #113C, Sarasota, FL
    235 Cocoanut Avenue #113C
    Sarasota, FL
    • 3 Beds
    • 5 Baths
    • 2,320 Home (sqft)
    • 5 Baths
    • 35,720 Lot (sqft)
  27. Photo of 111 S Pineapple Avenue #605, Sarasota, FL 34236 (MLS # A4625363)
    $1,495,000
    Photo of 111 S Pineapple Avenue #605, Sarasota, FL 34236 (MLS # A4625363)
    Photo of 111 S Pineapple Avenue #605, Sarasota, FL 34236 (MLS # A4625363)
    111 S Pineapple Avenue #605, Sarasota, FL
    111 S Pineapple Avenue #605
    Sarasota, FL
    • 2 Beds
    • 3 Baths
    • 1,500 Home (sqft)
    • 3 Baths
    • 0 Lot (sqft)
  28. Photo of 5153 Sandy Cove Avenue, Sarasota, FL 34242 (MLS # A4625973)
    $8,000
    Photo of 5153 Sandy Cove Avenue, Sarasota, FL 34242 (MLS # A4625973)
    Photo of 5153 Sandy Cove Avenue, Sarasota, FL 34242 (MLS # A4625973)
    5153 Sandy Cove Avenue, Sarasota, FL
    5153 Sandy Cove Avenue
    Sarasota, FL
    • 4 Beds
    • 3 Baths
    • 2,248 Home (sqft)
    • 3 Baths
    • 14,375 Lot (sqft)
  29. Photo of 400 Golden Gate Point #33, Sarasota, FL 34236 (MLS # A4629831)
    $1,195,000
    Photo of 400 Golden Gate Point #33, Sarasota, FL 34236 (MLS # A4629831)
    Photo of 400 Golden Gate Point #33, Sarasota, FL 34236 (MLS # A4629831)
    400 Golden Gate Point #33, Sarasota, FL
    400 Golden Gate Point #33
    Sarasota, FL
    • 2 Beds
    • 2 Baths
    • 1,388 Home (sqft)
    • 2 Baths
    • 0 Lot (sqft)
  30. Photo of 1215 S Portofino Drive N #308, Sarasota, FL 34242 (MLS # A4625855)
    $3,500
    Photo of 1215 S Portofino Drive N #308, Sarasota, FL 34242 (MLS # A4625855)
    Photo of 1215 S Portofino Drive N #308, Sarasota, FL 34242 (MLS # A4625855)
    1215 S Portofino Drive N #308, Sarasota, FL
    1215 S Portofino Drive N #308
    Sarasota, FL
    • 2 Beds
    • 2 Baths
    • 991 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 11/23/24 2:13 AM PST.

This MLS IDX is (c) Diverse Solutions 2024. Privacy | Terms & Conditions

 
 

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