Longboat Key Real Estate

Longboat Key, Sarasota FL

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.
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 Property for Sale

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 845 Longboat Club Road, LONGBOAT KEY, FL 34228 (MLS # A4179926)
    25
    6 beds,  6 full, 2 half baths
    19,300 sqft   lot 1.18 ac
    Walk Score® 1
    MLS A4179926
  2. Photo of 6633 Gulf Of Mexico Drive, LONGBOAT KEY, FL 34228 (MLS # A3989550)
    25
    6 beds,  8 full, 3 half baths
    9,262 sqft   lot 2.57 ac
    Walk Score® 13
    MLS A3989550
  3. Photo of 825 Longboat Club Road, LONGBOAT KEY, FL 34228 (MLS # A4168303)
    25
    5 beds,  6 full, 2 half baths
    11,961 sqft   lot 1.35 ac
    Walk Score® 2
    MLS A4168303
  4. Photo of 891 Longboat Club Road, LONGBOAT KEY, FL 34228 (MLS # A4167892)
    25
    4 beds,  6 full baths
    5,974 sqft   lot 1.13 ac
    Walk Score® 0
    MLS A4167892
  5. Photo of 5050 Gulf Of Mexico Drive, LONGBOAT KEY, FL 34228 (MLS # A4104843)
    25
    5 beds,  5 full, 2 half baths
    7,250 sqft   lot 41,492 sqft
    Walk Score® 22
    MLS A4104843
  6. Photo of 5060 Gulf Of Mexico Drive, LONGBOAT KEY, FL 34228 (MLS # A4145711)
    25
    5 beds,  5 full, 2 half baths
    10,216 sqft   lot 42,780 sqft
    Walk Score® 22
    MLS A4145711
  7. Photo of 5080 Gulf Of Mexico Drive, LONGBOAT KEY, FL 34228 (MLS # A4167317)
    22
    5 beds,  5 full, 3 half baths
    8,898 sqft   lot 43,300 sqft
    Walk Score® 26
    MLS A4167317
  8. Photo of 415 L Ambiance Drive, Unit PH-C, LONGBOAT KEY, FL 34228 (MLS # A4122384)
    25
    3 beds,  4 full, 1 half baths
    4,711 sqft  
    Walk Score® 8
    MLS A4122384
  9. Photo of 771 Old Compass Road, LONGBOAT KEY, FL 34228 (MLS # A4166277)
    25
    4 beds,  5 full, 1 half baths
    5,315 sqft   lot 16,895 sqft
    Walk Score® 9
    MLS A4166277
  10. Photo of 55 Lighthouse Point Drive, LONGBOAT KEY, FL 34228 (MLS # A4170677)
    25
    5 beds,  4 full, 1 half baths
    6,159 sqft   lot 17,259 sqft
    Walk Score® 5
    MLS A4170677
  11. Photo of 5005 Gulf Of Mexico Drive, Unit 9, LONGBOAT KEY, FL 34228 (MLS # A4180268)
    4
    3 beds,  3 full, 1 half baths
    3,590 sqft   lot 8,658 sqft
    Walk Score® 16
    MLS A4180268
  12. Photo of 661 Dream Island Road, LONGBOAT KEY, FL 34228 (MLS # A4120307)
    21
    6 beds,  6 full, 1 half baths
    5,203 sqft   lot 21,301 sqft
    Walk Score® 12
    MLS A4120307
  13. Photo of 1400 Harbor Sound Drive, LONGBOAT KEY, FL 34228 (MLS # T2796237)
    25
    4 beds,  4 full, 3 half baths
    6,099 sqft   lot 15,895 sqft
    Walk Score® 0
    MLS T2796237
  14. Photo of 596 Outrigger Lane, LONGBOAT KEY, FL 34228 (MLS # A4158567)
    25
    5 beds,  5 full, 1 half baths
    5,496 sqft   lot 15,544 sqft
    Walk Score® 3
    MLS A4158567
  15. Photo of 640 Rountree Drive, LONGBOAT KEY, FL 34228 (MLS # A4169177)
    25
    5 beds,  5 full, 1 half baths
    5,140 sqft   lot 22,684 sqft
    Walk Score® 11
    MLS A4169177
  16. Photo of 6051 Gulf Of Mexico Drive, LONGBOAT KEY, FL 34228 (MLS # A3983113)
    25
    7 beds,  4 full baths
    3,994 sqft   lot 1.46 ac
    Walk Score® 17
    MLS A3983113
  17. Photo of 501 Harbor Point Road, LONGBOAT KEY, FL 34228 (MLS # A4184190)
    25
    5 beds,  5 full, 1 half baths
    6,125 sqft   lot 24,201 sqft
    Walk Score® 2
    MLS A4184190
  18. Photo of 675 Longboat Club Road, Unit 24B, LONGBOAT KEY, FL 34228 (MLS # A4149255)
    25
    3 beds,  3 full, 1 half baths
    3,139 sqft  
    Walk Score® 4
    MLS A4149255
  19. Photo of 4965 Gulf Of Mexico Drive, Unit 204, LONGBOAT KEY, FL 34228 (MLS # A4179485)
    25
    3 beds,  3 full, 1 half baths
    3,343 sqft  
    Walk Score® 18
    MLS A4179485
  20. Photo of 2141 Gulf Of Mexico Drive, Unit 6, LONGBOAT KEY, FL 34228 (MLS # A4181611)
    25
    3 beds,  3 full baths
    3,400 sqft  
    Walk Score® 22
    MLS A4181611
  21. Photo of 5444 Gulf Of Mexico Drive, LONGBOAT KEY, FL 34228 (MLS # A4168911)
    25
    4 beds,  5 full baths
    6,000 sqft  
    Walk Score® 18
    MLS A4168911
  22. Photo of 655 Longboat Club Road, Unit 13A, LONGBOAT KEY, FL 34228 (MLS # A4171637)
    25
    4 beds,  4 full baths
    3,564 sqft  
    Walk Score® 3
    MLS A4171637
  23. Photo of 529 Putter Lane, LONGBOAT KEY, FL 34228 (MLS # A4136340)
    25
    4 beds,  4 full, 1 half baths
    4,918 sqft   lot 15,927 sqft
    Walk Score® 2
    MLS A4136340
  24. Photo of 4975 Gulf Of Mexico Drive, Unit 305, LONGBOAT KEY, FL 34228 (MLS # A4176644)
    25
    3 beds,  3 full, 1 half baths
    3,123 sqft  
    Walk Score® 18
    MLS A4176644
  25. Photo of 655 Longboat Club Road, Unit 17B, LONGBOAT KEY, FL 34228 (MLS # A4161520)
    25
    3 beds,  3 full, 1 half baths
    3,139 sqft  
    Walk Score® 2
    MLS A4161520
  26. Photo of 1281 Gulf Of Mexico Drive, Unit 701, LONGBOAT KEY, FL 34228 (MLS # A4173282)
    25
    3 beds,  4 full, 1 half baths
    3,400 sqft  
    Walk Score® 7
    MLS A4173282
  27. Photo of 601 Putting Green Lane, LONGBOAT KEY, FL 34228 (MLS # A4176867)
    24
    3 beds,  4 full, 1 half baths
    4,127 sqft   lot 15,927 sqft
    Walk Score® 0
    MLS A4176867
  28. Photo of 4985 Gulf Of Mexico Drive, Unit 404, LONGBOAT KEY, FL 34228 (MLS # A4173504)
    25
    4 beds,  3 full, 1 half baths
    3,203 sqft  
    Walk Score® 18
    MLS A4173504
  29. Photo of 1511 Gulf Of Mexico Drive, Unit 401, LONGBOAT KEY, FL 34228 (MLS # A4175458)
    25
    3 beds,  3 full, 1 half baths
    2,940 sqft  
    Walk Score® 2
    MLS A4175458
  30. Photo of 3060 Grand Bay Boulevard, Unit PH1102, LONGBOAT KEY, FL 34228 (MLS # A4144965)
    25
    4 beds,  5 full, 1 half baths
    4,074 sqft  
    Walk Score® 0
    MLS A4144965
Properties 1 - 30 of 432 | « First | < Previous | Next > | Last »
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