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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 1064 N Tamiami Trail #1420, Sarasota, FL 34236 (MLS # A4628043)
    $455,000
    Photo of 1064 N Tamiami Trail #1420, Sarasota, FL 34236 (MLS # A4628043)
    Photo of 1064 N Tamiami Trail #1420, Sarasota, FL 34236 (MLS # A4628043)
    1064 N Tamiami Trail #1420, Sarasota, FL
    1064 N Tamiami Trail #1420
    Sarasota, FL
    • 2 Beds
    • 2 Baths
    • 1,084 Home (sqft)
    • 2 Baths
    • 0 Lot (sqft)
  2. Photo of 3101 Bee Ridge Road #115, Sarasota, FL 34239 (MLS # A4628377)
    $1,350
    Photo of 3101 Bee Ridge Road #115, Sarasota, FL 34239 (MLS # A4628377)
    Photo of 3101 Bee Ridge Road #115, Sarasota, FL 34239 (MLS # A4628377)
    3101 Bee Ridge Road #115, Sarasota, FL
    3101 Bee Ridge Road #115
    Sarasota, FL
    • 1 Bed
    • 1 Bath
    • 598 Home (sqft)
    • 1 Bath
    • 726.00 Lot (ac)
  3. Photo of 69 Twin Shores Boulevard, Longboat Key, FL 34228 (MLS # A4628347)
    $180,000
    Photo of 69 Twin Shores Boulevard, Longboat Key, FL 34228 (MLS # A4628347)
    Photo of 69 Twin Shores Boulevard, Longboat Key, FL 34228 (MLS # A4628347)
    69 Twin Shores Boulevard, Longboat Key, FL
    69 Twin Shores Boulevard
    Longboat Key, FL
    • 2 Beds
    • 1 Bath
    • 936 Home (sqft)
    • 1 Bath
    • 2,178 Lot (sqft)
  4. Photo of 1928 Harbourside Drive #1402, Longboat Key, FL 34228 (MLS # A4627730)
    $5,500
    Photo of 1928 Harbourside Drive #1402, Longboat Key, FL 34228 (MLS # A4627730)
    Photo of 1928 Harbourside Drive #1402, Longboat Key, FL 34228 (MLS # A4627730)
    1928 Harbourside Drive #1402, Longboat Key, FL
    1928 Harbourside Drive #1402
    Longboat Key, FL
    • 2 Beds
    • 3 Baths
    • 1,626 Home (sqft)
    • 3 Baths
    • 0 Lot (sqft)
  5. Photo of 2757 Floyd Street, Sarasota, FL 34239 (MLS # A4628250)
    $739,000
    Photo of 2757 Floyd Street, Sarasota, FL 34239 (MLS # A4628250)
    Photo of 2757 Floyd Street, Sarasota, FL 34239 (MLS # A4628250)
    23
     
    2757 Floyd Street, Sarasota, FL
    2757 Floyd Street
    Sarasota, FL
    • 3 Beds
    • 2 Baths
    • 1,465 Home (sqft)
    • 2 Baths
    • 5,228 Lot (sqft)
  6. Photo of 1742 Wisconsin Lane, Sarasota, FL 34239 (MLS # A4628455)
    $599,000
    Photo of 1742 Wisconsin Lane, Sarasota, FL 34239 (MLS # A4628455)
    Photo of 1742 Wisconsin Lane, Sarasota, FL 34239 (MLS # A4628455)
    28
     
    1742 Wisconsin Lane, Sarasota, FL
    1742 Wisconsin Lane
    Sarasota, FL
    • 3 Beds
    • 2 Baths
    • 1,468 Home (sqft)
    • 2 Baths
    • 5,228 Lot (sqft)
  7. Photo of 3710 Gulf Of Mexico Drive #F1, Longboat Key, FL 34228 (MLS # A4627516)
    $195,000
    Photo of 3710 Gulf Of Mexico Drive #F1, Longboat Key, FL 34228 (MLS # A4627516)
    Photo of 3710 Gulf Of Mexico Drive #F1, Longboat Key, FL 34228 (MLS # A4627516)
    3710 Gulf Of Mexico Drive #F1, Longboat Key, FL
    3710 Gulf Of Mexico Drive #F1
    Longboat Key, FL
    • 1 Bed
    • 1 Bath
    • 620 Home (sqft)
    • 1 Bath
    • 1,743 Lot (sqft)
  8. Photo of 2370 Bahia Vista Street, Sarasota, FL 34239 (MLS # O6255064)
    $490,000
    Photo of 2370 Bahia Vista Street, Sarasota, FL 34239 (MLS # O6255064)
    Photo of 2370 Bahia Vista Street, Sarasota, FL 34239 (MLS # O6255064)
    2370 Bahia Vista Street, Sarasota, FL
    2370 Bahia Vista Street
    Sarasota, FL
    • 3 Beds
    • 2 Baths
    • 1,059 Home (sqft)
    • 2 Baths
    • 6,970 Lot (sqft)
  9. Photo of 328 Monroe Drive, Sarasota, FL 34236 (MLS # A4628253)
    $3,949,000
    Photo of 328 Monroe Drive, Sarasota, FL 34236 (MLS # A4628253)
    Photo of 328 Monroe Drive, Sarasota, FL 34236 (MLS # A4628253)
    328 Monroe Drive, Sarasota, FL
    328 Monroe Drive
    Sarasota, FL
    • 8 Beds
    • 8 Baths
    • 3,931 Home (sqft)
    • 8 Baths
    • 14,811 Lot (sqft)
  10. Photo of 0 Lyons Lane, Longboat Key, FL 34228 (MLS # A4628203)
    $2,200,000
    Photo of 0 Lyons Lane, Longboat Key, FL 34228 (MLS # A4628203)
    Photo of 0 Lyons Lane, Longboat Key, FL 34228 (MLS # A4628203)
    0 Lyons Lane, Longboat Key, FL
    0 Lyons Lane
    Longboat Key, FL
    • 5 Beds
    • 5 Baths
    • 3,137 Home (sqft)
    • 5 Baths
    • 10,455 Lot (sqft)
  11. Photo of 750 N Tamiami Trail #PH6, Sarasota, FL 34236 (MLS # A4628144)
    $980,000
    Photo of 750 N Tamiami Trail #PH6, Sarasota, FL 34236 (MLS # A4628144)
    Photo of 750 N Tamiami Trail #PH6, Sarasota, FL 34236 (MLS # A4628144)
    750 N Tamiami Trail #PH6, Sarasota, FL
    750 N Tamiami Trail #PH6
    Sarasota, FL
    • 2 Beds
    • 2 Baths
    • 1,360 Home (sqft)
    • 2 Baths
    • 0 Lot (sqft)
  12. Photo of 8897 Midnight Pass Road #506, Sarasota, FL 34242 (MLS # A4627916)
    $549,900
    Photo of 8897 Midnight Pass Road #506, Sarasota, FL 34242 (MLS # A4627916)
    Photo of 8897 Midnight Pass Road #506, Sarasota, FL 34242 (MLS # A4627916)
    8897 Midnight Pass Road #506, Sarasota, FL
    8897 Midnight Pass Road #506
    Sarasota, FL
    • 2 Beds
    • 2 Baths
    • 1,176 Home (sqft)
    • 2 Baths
    • 0 Lot (sqft)
  13. Photo of 3511 Camino Real Real, Sarasota, FL 34239 (MLS # A4629858)
    $850,000
    Photo of 3511 Camino Real Real, Sarasota, FL 34239 (MLS # A4629858)
    Photo of 3511 Camino Real Real, Sarasota, FL 34239 (MLS # A4629858)
    3511 Camino Real Real, Sarasota, FL
    3511 Camino Real Real
    Sarasota, FL
    • 2 Beds
    • 2 Baths
    • 980 Home (sqft)
    • 2 Baths
    • 5,228 Lot (sqft)
  14. Photo of 1479 Bay Point Drive, Sarasota, FL 34236 (MLS # A4628286)
    $5,549,000
    Photo of 1479 Bay Point Drive, Sarasota, FL 34236 (MLS # A4628286)
    Photo of 1479 Bay Point Drive, Sarasota, FL 34236 (MLS # A4628286)
    35
     
    1479 Bay Point Drive, Sarasota, FL
    1479 Bay Point Drive
    Sarasota, FL
    • 4 Beds
    • 3 Baths
    • 3,783 Home (sqft)
    • 3 Baths
    • 21,345 Lot (sqft)
  15. Photo of 1328 Siesta Bayside Drive #1328-C, Sarasota, FL 34242 (MLS # A4628313)
    $850,000
    Photo of 1328 Siesta Bayside Drive #1328-C, Sarasota, FL 34242 (MLS # A4628313)
    Photo of 1328 Siesta Bayside Drive #1328-C, Sarasota, FL 34242 (MLS # A4628313)
    1328 Siesta Bayside Drive #1328-C, Sarasota, FL
    1328 Siesta Bayside Drive #1328-C
    Sarasota, FL
    • 2 Beds
    • 2 Baths
    • 1,280 Home (sqft)
    • 2 Baths
    • 0 Lot (sqft)
  16. Photo of 1591 Gulf Of Mexico Drive #413, Longboat Key, FL 34228 (MLS # A4627935)
    $4,499,000
    Photo of 1591 Gulf Of Mexico Drive #413, Longboat Key, FL 34228 (MLS # A4627935)
    Photo of 1591 Gulf Of Mexico Drive #413, Longboat Key, FL 34228 (MLS # A4627935)
    68
     
    1591 Gulf Of Mexico Drive #413, Longboat Key, FL
    1591 Gulf Of Mexico Drive #413
    Longboat Key, FL
    • 2 Beds
    • 3 Baths
    • 2,154 Home (sqft)
    • 3 Baths
    • 17.80 Lot (ac)
  17. Photo of 79 Twin Shores Boulevard, Longboat Key, FL 34228 (MLS # A4627954)
    $139,000
    Photo of 79 Twin Shores Boulevard, Longboat Key, FL 34228 (MLS # A4627954)
    Photo of 79 Twin Shores Boulevard, Longboat Key, FL 34228 (MLS # A4627954)
    79 Twin Shores Boulevard, Longboat Key, FL
    79 Twin Shores Boulevard
    Longboat Key, FL
    • 2 Beds
    • 1 Bath
    • 608 Home (sqft)
    • 1 Bath
    • 872 Lot (sqft)
  18. Photo of 2116 Hyde Park Street, Sarasota, FL 34239 (MLS # A4628041)
    $2,795,000
    Photo of 2116 Hyde Park Street, Sarasota, FL 34239 (MLS # A4628041)
    Photo of 2116 Hyde Park Street, Sarasota, FL 34239 (MLS # A4628041)
    2116 Hyde Park Street, Sarasota, FL
    2116 Hyde Park Street
    Sarasota, FL
    • 5 Beds
    • 5 Baths
    • 4,284 Home (sqft)
    • 5 Baths
    • 8,712 Lot (sqft)
  19. Photo of 3542 Mistletoe Lane, Longboat Key, FL 34228 (MLS # A4623977)
    $2,900,000
    Photo of 3542 Mistletoe Lane, Longboat Key, FL 34228 (MLS # A4623977)
    Photo of 3542 Mistletoe Lane, Longboat Key, FL 34228 (MLS # A4623977)
    3542 Mistletoe Lane, Longboat Key, FL
    3542 Mistletoe Lane
    Longboat Key, FL
    • 4 Beds
    • 4 Baths
    • 3,396 Home (sqft)
    • 4 Baths
    • 8,712 Lot (sqft)
  20. Photo of 3210 Higel Avenue, Sarasota, FL 34242 (MLS # A4628023)
    $2,500,000
    Photo of 3210 Higel Avenue, Sarasota, FL 34242 (MLS # A4628023)
    Photo of 3210 Higel Avenue, Sarasota, FL 34242 (MLS # A4628023)
    3210 Higel Avenue, Sarasota, FL
    3210 Higel Avenue
    Sarasota, FL
    • 2 Beds
    • 2 Baths
    • 1,332 Home (sqft)
    • 2 Baths
    • 8,277 Lot (sqft)
  21. Photo of 88 Twin Shores Boulevard, Longboat Key, FL 34228 (MLS # A4627946)
    $175,000
    Photo of 88 Twin Shores Boulevard, Longboat Key, FL 34228 (MLS # A4627946)
    Photo of 88 Twin Shores Boulevard, Longboat Key, FL 34228 (MLS # A4627946)
    88 Twin Shores Boulevard, Longboat Key, FL
    88 Twin Shores Boulevard
    Longboat Key, FL
    • 2 Beds
    • 2 Baths
    • 902 Home (sqft)
    • 2 Baths
    • 2,178 Lot (sqft)
  22. Photo of 600 N Shore Drive #A, Anna Maria, FL 34216 (MLS # A4627914)
    $1,295,000
    Photo of 600 N Shore Drive #A, Anna Maria, FL 34216 (MLS # A4627914)
    Photo of 600 N Shore Drive #A, Anna Maria, FL 34216 (MLS # A4627914)
    600 N Shore Drive #A, Anna Maria, FL
    600 N Shore Drive #A
    Anna Maria, FL
    • 4 Beds
    • 5 Baths
    • 2,364 Home (sqft)
    • 5 Baths
    • 8,277 Lot (sqft)
  23. Photo of 8779 Midnight Pass Road #206H, Sarasota, FL 34242 (MLS # A4628926)
    $985,000
    Photo of 8779 Midnight Pass Road #206H, Sarasota, FL 34242 (MLS # A4628926)
    Photo of 8779 Midnight Pass Road #206H, Sarasota, FL 34242 (MLS # A4628926)
    96
     
    8779 Midnight Pass Road #206H, Sarasota, FL
    8779 Midnight Pass Road #206H
    Sarasota, FL
    • 2 Beds
    • 3 Baths
    • 1,768 Home (sqft)
    • 3 Baths
    • 0 Lot (sqft)
  24. Photo of 340 S Palm Avenue #11, Sarasota, FL 34236 (MLS # O6256704)
    $1,799,900
    Photo of 340 S Palm Avenue #11, Sarasota, FL 34236 (MLS # O6256704)
    Photo of 340 S Palm Avenue #11, Sarasota, FL 34236 (MLS # O6256704)
    340 S Palm Avenue #11, Sarasota, FL
    340 S Palm Avenue #11
    Sarasota, FL
    • 2 Beds
    • 2 Baths
    • 2,075 Home (sqft)
    • 2 Baths
    • 0 Lot (sqft)
  25. Photo of 2225 Valencia Drive, Sarasota, FL 34239 (MLS # A4628615)
    $565,000
    Photo of 2225 Valencia Drive, Sarasota, FL 34239 (MLS # A4628615)
    Photo of 2225 Valencia Drive, Sarasota, FL 34239 (MLS # A4628615)
    2225 Valencia Drive, Sarasota, FL
    2225 Valencia Drive
    Sarasota, FL
    • 3 Beds
    • 2 Baths
    • 1,750 Home (sqft)
    • 2 Baths
    • 8,277 Lot (sqft)
  26. Photo of 1223 Lyric Lane, Sarasota, FL 34242 (MLS # A4628496)
    $850,000
    Photo of 1223 Lyric Lane, Sarasota, FL 34242 (MLS # A4628496)
    Photo of 1223 Lyric Lane, Sarasota, FL 34242 (MLS # A4628496)
    1223 Lyric Lane, Sarasota, FL
    1223 Lyric Lane
    Sarasota, FL
    • 2 Beds
    • 2 Baths
    • 1,075 Home (sqft)
    • 2 Baths
    • 14,811 Lot (sqft)
  27. Photo of 22 Sandy Cove Road #402, Siesta Key, FL 34242 (MLS # N6135213)
    $4,000
    Photo of 22 Sandy Cove Road #402, Siesta Key, FL 34242 (MLS # N6135213)
    Photo of 22 Sandy Cove Road #402, Siesta Key, FL 34242 (MLS # N6135213)
    15
     
    22 Sandy Cove Road #402, Siesta Key, FL
    22 Sandy Cove Road #402
    Siesta Key, FL
    • 2 Beds
    • 2 Baths
    • 1,407 Home (sqft)
    • 2 Baths
    • 0 Lot (sqft)
  28. Photo of 1132 Crescent Street, Sarasota, FL 34242 (MLS # A4628101)
    $1,299,900
    Photo of 1132 Crescent Street, Sarasota, FL 34242 (MLS # A4628101)
    Photo of 1132 Crescent Street, Sarasota, FL 34242 (MLS # A4628101)
    30
     
    1132 Crescent Street, Sarasota, FL
    1132 Crescent Street
    Sarasota, FL
    • 0 Beds
    • 0 Baths
    • 0 Home (sqft)
    • 0 Baths
    • 8,712 Lot (sqft)
  29. Photo of 1132 Crescent Street, Sarasota, FL 34242 (MLS # A4628096)
    $1,299,900
    Photo of 1132 Crescent Street, Sarasota, FL 34242 (MLS # A4628096)
    Photo of 1132 Crescent Street, Sarasota, FL 34242 (MLS # A4628096)
    68
     
    1132 Crescent Street, Sarasota, FL
    1132 Crescent Street
    Sarasota, FL
    • 0 Beds
    • 0 Baths
    • 1,174 Home (sqft)
    • 0 Baths
    • 8,712 Lot (sqft)
  30. Photo of 2010 Hyde Park Circle, Sarasota, FL 34239 (MLS # A4628270)
    $2,110,000
    Photo of 2010 Hyde Park Circle, Sarasota, FL 34239 (MLS # A4628270)
    Photo of 2010 Hyde Park Circle, Sarasota, FL 34239 (MLS # A4628270)
    2010 Hyde Park Circle, Sarasota, FL
    2010 Hyde Park Circle
    Sarasota, FL
    • 4 Beds
    • 5 Baths
    • 2,623 Home (sqft)
    • 5 Baths
    • 10,890 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 11/22/24 6:13 AM PST.

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