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 3500 Bayou Louise Lane, Sarasota, FL 34242 (MLS # A4587608)
    $10,750,000
    Photo of 3500 Bayou Louise Lane, Sarasota, FL 34242 (MLS # A4587608)
    Photo of 3500 Bayou Louise Lane, Sarasota, FL 34242 (MLS # A4587608)
    3500 Bayou Louise Lane, Sarasota, FL
    3500 Bayou Louise Lane
    Sarasota, FL
    • 5 Beds
    • 6 Baths
    • 6,300 Home (sqft)
    • 6 Baths
    • 23,087 Lot (sqft)
  2. Photo of 40 S Blvd Of The Presidents, Sarasota, FL 34236 (MLS # T3512818)
    $10,500,000
    Photo of 40 S Blvd Of The Presidents, Sarasota, FL 34236 (MLS # T3512818)
    Photo of 40 S Blvd Of The Presidents, Sarasota, FL 34236 (MLS # T3512818)
    40 S Blvd Of The Presidents, Sarasota, FL
    40 S Blvd Of The Presidents
    Sarasota, FL
    • 0 Beds
    • 0 Baths
    • 9,313 Home (sqft)
    • 0 Baths
    • 4,792 Lot (sqft)
  3. Photo of 60 Lighthouse Point Drive, Longboat Key, FL 34228 (MLS # A4595437)
    $10,500,000
    Photo of 60 Lighthouse Point Drive, Longboat Key, FL 34228 (MLS # A4595437)
    Photo of 60 Lighthouse Point Drive, Longboat Key, FL 34228 (MLS # A4595437)
    60 Lighthouse Point Drive, Longboat Key, FL
    60 Lighthouse Point Drive
    Longboat Key, FL
    • 5 Beds
    • 8 Baths
    • 7,170 Home (sqft)
    • 8 Baths
    • 33,977 Lot (sqft)
  4. Photo of 1406 Tangier Way, Sarasota, FL 34239 (MLS # A4595761)
    $10,500,000
    Photo of 1406 Tangier Way, Sarasota, FL 34239 (MLS # A4595761)
    Photo of 1406 Tangier Way, Sarasota, FL 34239 (MLS # A4595761)
    20
     
    1406 Tangier Way, Sarasota, FL
    1406 Tangier Way
    Sarasota, FL
    • 4 Beds
    • 3 Baths
    • 3,069 Home (sqft)
    • 3 Baths
    • 8,712 Lot (sqft)
  5. Photo of 6877 Gulf Of Mexico Drive, Longboat Key, FL 34228 (MLS # A4595511)
    $10,400,000
    Photo of 6877 Gulf Of Mexico Drive, Longboat Key, FL 34228 (MLS # A4595511)
    Photo of 6877 Gulf Of Mexico Drive, Longboat Key, FL 34228 (MLS # A4595511)
    6877 Gulf Of Mexico Drive, Longboat Key, FL
    6877 Gulf Of Mexico Drive
    Longboat Key, FL
    • 5 Beds
    • 5 Baths
    • 4,820 Home (sqft)
    • 5 Baths
    • 32,235 Lot (sqft)
  6. Photo of 162 Emerson Drive, Sarasota, FL 34236 (MLS # A4537333)
    $10,000,000
    Photo of 162 Emerson Drive, Sarasota, FL 34236 (MLS # A4537333)
    Photo of 162 Emerson Drive, Sarasota, FL 34236 (MLS # A4537333)
    12
     
    162 Emerson Drive, Sarasota, FL
    162 Emerson Drive
    Sarasota, FL
    • 0 Beds
    • 0 Baths
    • 0 Home (sqft)
    • 0 Baths
    • 20,038 Lot (sqft)
  7. Photo of 110 10th Street S, Bradenton Beach, FL 34217 (MLS # A4600468)
    $9,999,000
    Photo of 110 10th Street S, Bradenton Beach, FL 34217 (MLS # A4600468)
    Photo of 110 10th Street S, Bradenton Beach, FL 34217 (MLS # A4600468)
    110 10th Street S, Bradenton Beach, FL
    110 10th Street S
    Bradenton Beach, FL
    • 7 Beds
    • 7 Baths
    • 5,052 Home (sqft)
    • 7 Baths
    • 7,841 Lot (sqft)
  8. Photo of 3576 San Remo Terrace, Sarasota, FL 34239 (MLS # A4605237)
    $9,995,000
    Photo of 3576 San Remo Terrace, Sarasota, FL 34239 (MLS # A4605237)
    Photo of 3576 San Remo Terrace, Sarasota, FL 34239 (MLS # A4605237)
    3576 San Remo Terrace, Sarasota, FL
    3576 San Remo Terrace
    Sarasota, FL
    • 4 Beds
    • 5 Baths
    • 6,091 Home (sqft)
    • 5 Baths
    • 15,682 Lot (sqft)
  9. Photo of 535 70th Street, Holmes Beach, FL 34217 (MLS # A4566818)
    $9,995,000
    Photo of 535 70th Street, Holmes Beach, FL 34217 (MLS # A4566818)
    Photo of 535 70th Street, Holmes Beach, FL 34217 (MLS # A4566818)
    535 70th Street, Holmes Beach, FL
    535 70th Street
    Holmes Beach, FL
    • 6 Beds
    • 7 Baths
    • 5,921 Home (sqft)
    • 7 Baths
    • 13,940 Lot (sqft)
  10. Photo of 881 N Shore Drive, Anna Maria, FL 34216 (MLS # A4572766)
    $9,990,000
    Photo of 881 N Shore Drive, Anna Maria, FL 34216 (MLS # A4572766)
    Photo of 881 N Shore Drive, Anna Maria, FL 34216 (MLS # A4572766)
    881 N Shore Drive, Anna Maria, FL
    881 N Shore Drive
    Anna Maria, FL
    • 7 Beds
    • 8 Baths
    • 3,645 Home (sqft)
    • 8 Baths
    • 7,406 Lot (sqft)
  11. Photo of 2251 Gulf Of Mexico Drive #203, Longboat Key, FL 34228 (MLS # O6104449)
    $9,900,000
    Photo of 2251 Gulf Of Mexico Drive #203, Longboat Key, FL 34228 (MLS # O6104449)
    Photo of 2251 Gulf Of Mexico Drive #203, Longboat Key, FL 34228 (MLS # O6104449)
    2251 Gulf Of Mexico Drive #203, Longboat Key, FL
    2251 Gulf Of Mexico Drive #203
    Longboat Key, FL
    • 4 Beds
    • 5 Baths
    • 3,961 Home (sqft)
    • 5 Baths
    • 0 Lot (sqft)
  12. Photo of 102 77TH STREET, HOLMES BEACH, FL 34217 (MLS # A4575727)
    $9,875,000
    Photo of 102 77TH STREET, HOLMES BEACH, FL 34217 (MLS # A4575727)
    Photo of 102 77TH STREET, HOLMES BEACH, FL 34217 (MLS # A4575727)
    102 77TH STREET, HOLMES BEACH, FL
    102 77TH STREET
    HOLMES BEACH, FL
    • 4 Beds
    • 4 Baths
    • 1,883 Home (sqft)
    • 4 Baths
    • 11,762 Lot (sqft)
  13. Photo of 641 Key Royale Drive, Holmes Beach, FL 34217 (MLS # A4603956)
    $9,750,000
    Photo of 641 Key Royale Drive, Holmes Beach, FL 34217 (MLS # A4603956)
    Photo of 641 Key Royale Drive, Holmes Beach, FL 34217 (MLS # A4603956)
    641 Key Royale Drive, Holmes Beach, FL
    641 Key Royale Drive
    Holmes Beach, FL
    • 6 Beds
    • 6 Baths
    • 5,479 Home (sqft)
    • 6 Baths
    • 14,375 Lot (sqft)
  14. Photo of 3621 San Remo Terrace, Sarasota, FL 34239 (MLS # A4592737)
    $9,750,000
    Photo of 3621 San Remo Terrace, Sarasota, FL 34239 (MLS # A4592737)
    Photo of 3621 San Remo Terrace, Sarasota, FL 34239 (MLS # A4592737)
    3621 San Remo Terrace, Sarasota, FL
    3621 San Remo Terrace
    Sarasota, FL
    • 5 Beds
    • 7 Baths
    • 5,328 Home (sqft)
    • 7 Baths
    • 17,424 Lot (sqft)
  15. Photo of 61 S Washington Drive, Sarasota, FL 34236 (MLS # A4593810)
    $9,650,000
    Photo of 61 S Washington Drive, Sarasota, FL 34236 (MLS # A4593810)
    Photo of 61 S Washington Drive, Sarasota, FL 34236 (MLS # A4593810)
    61 S Washington Drive, Sarasota, FL
    61 S Washington Drive
    Sarasota, FL
    • 7 Beds
    • 11 Baths
    • 10,000 Home (sqft)
    • 11 Baths
    • 28,750 Lot (sqft)
  16. Photo of 280 Golden Gate Point #400, Sarasota, FL 34236 (MLS # A4590069)
    $9,500,000
    Photo of 280 Golden Gate Point #400, Sarasota, FL 34236 (MLS # A4590069)
    Photo of 280 Golden Gate Point #400, Sarasota, FL 34236 (MLS # A4590069)
    280 Golden Gate Point #400, Sarasota, FL
    280 Golden Gate Point #400
    Sarasota, FL
    • 4 Beds
    • 7 Baths
    • 7,645 Home (sqft)
    • 7 Baths
    • 23,523 Lot (sqft)
  17. Photo of 244 Willow Avenue, Anna Maria, FL 34216 (MLS # A4586838)
    $9,420,000
    Photo of 244 Willow Avenue, Anna Maria, FL 34216 (MLS # A4586838)
    Photo of 244 Willow Avenue, Anna Maria, FL 34216 (MLS # A4586838)
    244 Willow Avenue, Anna Maria, FL
    244 Willow Avenue
    Anna Maria, FL
    • 6 Beds
    • 7 Baths
    • 3,695 Home (sqft)
    • 7 Baths
    • 10,455 Lot (sqft)
  18. Photo of 364 W Royal Flamingo Drive, Sarasota, FL 34236 (MLS # A4602545)
    $9,250,000
    Photo of 364 W Royal Flamingo Drive, Sarasota, FL 34236 (MLS # A4602545)
    Photo of 364 W Royal Flamingo Drive, Sarasota, FL 34236 (MLS # A4602545)
    364 W Royal Flamingo Drive, Sarasota, FL
    364 W Royal Flamingo Drive
    Sarasota, FL
    • 4 Beds
    • 6 Baths
    • 6,289 Home (sqft)
    • 6 Baths
    • 14,811 Lot (sqft)
  19. Photo of 2251 Gulf Of Mexico Drive #204, Longboat Key, FL 34228 (MLS # A4569602)
    $9,200,000
    Photo of 2251 Gulf Of Mexico Drive #204, Longboat Key, FL 34228 (MLS # A4569602)
    Photo of 2251 Gulf Of Mexico Drive #204, Longboat Key, FL 34228 (MLS # A4569602)
    2251 Gulf Of Mexico Drive #204, Longboat Key, FL
    2251 Gulf Of Mexico Drive #204
    Longboat Key, FL
    • 3 Beds
    • 4 Baths
    • 4,032 Home (sqft)
    • 4 Baths
    • 5.00 Lot (ac)
  20. Photo of 7652 Sanderling Road, Sarasota, FL 34242 (MLS # A4586586)
    $8,995,000
    Photo of 7652 Sanderling Road, Sarasota, FL 34242 (MLS # A4586586)
    Photo of 7652 Sanderling Road, Sarasota, FL 34242 (MLS # A4586586)
    7652 Sanderling Road, Sarasota, FL
    7652 Sanderling Road
    Sarasota, FL
    • 4 Beds
    • 6 Baths
    • 4,799 Home (sqft)
    • 6 Baths
    • 1.02 Lot (ac)
  21. Photo of 1250 Hidden Harbor Way, Sarasota, FL 34242 (MLS # A4565141)
    $8,995,000
    Photo of 1250 Hidden Harbor Way, Sarasota, FL 34242 (MLS # A4565141)
    Photo of 1250 Hidden Harbor Way, Sarasota, FL 34242 (MLS # A4565141)
    1250 Hidden Harbor Way, Sarasota, FL
    1250 Hidden Harbor Way
    Sarasota, FL
    • 5 Beds
    • 6 Baths
    • 7,506 Home (sqft)
    • 6 Baths
    • 23,958 Lot (sqft)
  22. Photo of 648 Beach Road, Sarasota, FL 34242 (MLS # A4599479)
    $8,980,000
    Photo of 648 Beach Road, Sarasota, FL 34242 (MLS # A4599479)
    Photo of 648 Beach Road, Sarasota, FL 34242 (MLS # A4599479)
    648 Beach Road, Sarasota, FL
    648 Beach Road
    Sarasota, FL
    • 2 Beds
    • 4 Baths
    • 4,750 Home (sqft)
    • 4 Baths
    • 10,890 Lot (sqft)
  23. Photo of 500 Harbor Point Road, Longboat Key, FL 34228 (MLS # A4603496)
    $8,900,000
    Photo of 500 Harbor Point Road, Longboat Key, FL 34228 (MLS # A4603496)
    Photo of 500 Harbor Point Road, Longboat Key, FL 34228 (MLS # A4603496)
    500 Harbor Point Road, Longboat Key, FL
    500 Harbor Point Road
    Longboat Key, FL
    • 4 Beds
    • 7 Baths
    • 6,556 Home (sqft)
    • 7 Baths
    • 25,265 Lot (sqft)
  24. Photo of 95 52nd Street, Holmes Beach, FL 34217 (MLS # U8234914)
    $8,900,000
    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)
  25. Photo of 3960 Roberts Point Road, Sarasota, FL 34242 (MLS # A4600196)
    $8,875,000
    Photo of 3960 Roberts Point Road, Sarasota, FL 34242 (MLS # A4600196)
    Photo of 3960 Roberts Point Road, Sarasota, FL 34242 (MLS # A4600196)
    3960 Roberts Point Road, Sarasota, FL
    3960 Roberts Point Road
    Sarasota, FL
    • 4 Beds
    • 7 Baths
    • 5,282 Home (sqft)
    • 7 Baths
    • 19,602 Lot (sqft)
  26. Photo of 305 Tarpon Street, Anna Maria, FL 34216 (MLS # A4582858)
    $8,800,000
    Photo of 305 Tarpon Street, Anna Maria, FL 34216 (MLS # A4582858)
    Photo of 305 Tarpon Street, Anna Maria, FL 34216 (MLS # A4582858)
    305 Tarpon Street, Anna Maria, FL
    305 Tarpon Street
    Anna Maria, FL
    • 5 Beds
    • 6 Baths
    • 5,074 Home (sqft)
    • 6 Baths
    • 12,633 Lot (sqft)
  27. Photo of 340 W Royal Flamingo Drive, Sarasota, FL 34236 (MLS # A4601285)
    $8,750,000
    Photo of 340 W Royal Flamingo Drive, Sarasota, FL 34236 (MLS # A4601285)
    Photo of 340 W Royal Flamingo Drive, Sarasota, FL 34236 (MLS # A4601285)
    340 W Royal Flamingo Drive, Sarasota, FL
    340 W Royal Flamingo Drive
    Sarasota, FL
    • 4 Beds
    • 7 Baths
    • 6,067 Home (sqft)
    • 7 Baths
    • 15,246 Lot (sqft)
  28. Photo of 757 Hideaway Bay Drive, Longboat Key, FL 34228 (MLS # A4604144)
    $8,500,000
    Photo of 757 Hideaway Bay Drive, Longboat Key, FL 34228 (MLS # A4604144)
    Photo of 757 Hideaway Bay Drive, Longboat Key, FL 34228 (MLS # A4604144)
    757 Hideaway Bay Drive, Longboat Key, FL
    757 Hideaway Bay Drive
    Longboat Key, FL
    • 4 Beds
    • 5 Baths
    • 4,507 Home (sqft)
    • 5 Baths
    • 13,068 Lot (sqft)
  29. Photo of 5106 5th Avenue, Holmes Beach, FL 34217 (MLS # A4605294)
    $8,500,000
    Photo of 5106 5th Avenue, Holmes Beach, FL 34217 (MLS # A4605294)
    Photo of 5106 5th Avenue, Holmes Beach, FL 34217 (MLS # A4605294)
    50
     
    5106 5th Avenue, Holmes Beach, FL
    5106 5th Avenue
    Holmes Beach, FL
    • 2 Beds
    • 2 Baths
    • 1,780 Home (sqft)
    • 2 Baths
    • 25,701 Lot (sqft)
  30. Photo of 555 Quay Common #2004, Sarasota, FL 34236 (MLS # A4604911)
    $8,499,000
    Photo of 555 Quay Common #2004, Sarasota, FL 34236 (MLS # A4604911)
    Photo of 555 Quay Common #2004, Sarasota, FL 34236 (MLS # A4604911)
    555 Quay Common #2004, Sarasota, FL
    555 Quay Common #2004
    Sarasota, FL
    • 3 Beds
    • 4 Baths
    • 4,001 Home (sqft)
    • 4 Baths
    • 42,689 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 4/23/24 12:04 PM PDT.

This IDX Software is (c) Diverse Solutions 2024.

 
 

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