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
  • $1,128,100
    Median Home Price
  • $530,000
    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 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 210 SANDS POINT ROAD #2807, LONGBOAT KEY, FL 34228 (MLS # A4470962)
    $1,990,000
    Photo of 210 SANDS POINT ROAD #2807, LONGBOAT KEY, FL 34228 (MLS # A4470962)
    Photo of 210 SANDS POINT ROAD #2807, LONGBOAT KEY, FL 34228 (MLS # A4470962)
    210 SANDS POINT ROAD #2807, LONGBOAT KEY, FL
    210 SANDS POINT ROAD #2807
    LONGBOAT KEY, FL
    • 2 Beds
    • 2 Baths
    • 1,700 Home (sqft)
    • 2 Baths
    • 14.14 Lot (ac)
  2. Photo of 798 JUNGLE QUEEN WAY, LONGBOAT KEY, FL 34228 (MLS # A4438448)
    $1,899,000
    Photo of 798 JUNGLE QUEEN WAY, LONGBOAT KEY, FL 34228 (MLS # A4438448)
    Photo of 798 JUNGLE QUEEN WAY, LONGBOAT KEY, FL 34228 (MLS # A4438448)
    798 JUNGLE QUEEN WAY, LONGBOAT KEY, FL
    798 JUNGLE QUEEN WAY
    LONGBOAT KEY, FL
    • 4 Beds
    • 4 Baths
    • 4,210 Home (sqft)
    • 4 Baths
    • 11,250 Lot (sqft)
  3. Photo of 501 GUNWALE LANE, LONGBOAT KEY, FL 34228 (MLS # A4468490)
    $1,799,000
    Photo of 501 GUNWALE LANE, LONGBOAT KEY, FL 34228 (MLS # A4468490)
    Photo of 501 GUNWALE LANE, LONGBOAT KEY, FL 34228 (MLS # A4468490)
    501 GUNWALE LANE, LONGBOAT KEY, FL
    501 GUNWALE LANE
    LONGBOAT KEY, FL
    • 3 Beds
    • 3 Baths
    • 2,523 Home (sqft)
    • 3 Baths
    • 16,162 Lot (sqft)
  4. Photo of 5870 GULF OF MEXICO DRIVE, LONGBOAT KEY, FL 34228 (MLS # A4466010)
    $1,699,000
    Photo of 5870 GULF OF MEXICO DRIVE, LONGBOAT KEY, FL 34228 (MLS # A4466010)
    Photo of 5870 GULF OF MEXICO DRIVE, LONGBOAT KEY, FL 34228 (MLS # A4466010)
    55
     
    5870 GULF OF MEXICO DRIVE, LONGBOAT KEY, FL
    5870 GULF OF MEXICO DRIVE
    LONGBOAT KEY, FL
    • 4 Beds
    • 4 Baths
    • 2,316 Home (sqft)
    • 4 Baths
    • 25,976 Lot (sqft)
  5. Photo of 3271 BAYOU ROAD, LONGBOAT KEY, FL 34228 (MLS # N6107295)
    $1,699,000
    Photo of 3271 BAYOU ROAD, LONGBOAT KEY, FL 34228 (MLS # N6107295)
    Photo of 3271 BAYOU ROAD, LONGBOAT KEY, FL 34228 (MLS # N6107295)
    3271 BAYOU ROAD, LONGBOAT KEY, FL
    3271 BAYOU ROAD
    LONGBOAT KEY, FL
    • 4 Beds
    • 4 Baths
    • 3,059 Home (sqft)
    • 4 Baths
    • 12,269 Lot (sqft)
  6. Photo of 6809 GULF OF MEXICO DRIVE, LONGBOAT KEY, FL 34228 (MLS # A4464398)
    $1,695,000
    Photo of 6809 GULF OF MEXICO DRIVE, LONGBOAT KEY, FL 34228 (MLS # A4464398)
    Photo of 6809 GULF OF MEXICO DRIVE, LONGBOAT KEY, FL 34228 (MLS # A4464398)
    6809 GULF OF MEXICO DRIVE, LONGBOAT KEY, FL
    6809 GULF OF MEXICO DRIVE
    LONGBOAT KEY, FL
    • 3 Beds
    • 3 Baths
    • 2,496 Home (sqft)
    • 3 Baths
    • 3.43 Lot (ac)
  7. Photo of 6820 LONGBOAT DR S, LONGBOAT KEY, FL 34228 (MLS # A4426635)
    $1,595,000
    Photo of 6820 LONGBOAT DR S, LONGBOAT KEY, FL 34228 (MLS # A4426635)
    Photo of 6820 LONGBOAT DR S, LONGBOAT KEY, FL 34228 (MLS # A4426635)
    6820 LONGBOAT DR S, LONGBOAT KEY, FL
    6820 LONGBOAT DR S
    LONGBOAT KEY, FL
    • 3 Beds
    • 4 Baths
    • 2,900 Home (sqft)
    • 4 Baths
    • 7,004 Lot (sqft)
  8. Photo of 621 NEPTUNE AVENUE, LONGBOAT KEY, FL 34228 (MLS # A4433741)
    $1,499,000
    Photo of 621 NEPTUNE AVENUE, LONGBOAT KEY, FL 34228 (MLS # A4433741)
    Photo of 621 NEPTUNE AVENUE, LONGBOAT KEY, FL 34228 (MLS # A4433741)
    621 NEPTUNE AVENUE, LONGBOAT KEY, FL
    621 NEPTUNE AVENUE
    LONGBOAT KEY, FL
    • 3 Beds
    • 2 Baths
    • 2,500 Home (sqft)
    • 2 Baths
    • 17,411 Lot (sqft)
  9. Photo of 3040 GRAND BAY BOULEVARD #211, LONGBOAT KEY, FL 34228 (MLS # A4474192)
    $1,495,000
    Photo of 3040 GRAND BAY BOULEVARD #211, LONGBOAT KEY, FL 34228 (MLS # A4474192)
    Photo of 3040 GRAND BAY BOULEVARD #211, LONGBOAT KEY, FL 34228 (MLS # A4474192)
    3040 GRAND BAY BOULEVARD #211, LONGBOAT KEY, FL
    3040 GRAND BAY BOULEVARD #211
    LONGBOAT KEY, FL
    • 3 Beds
    • 4 Baths
    • 2,925 Home (sqft)
    • 4 Baths
    • 1.19 Lot (ac)
  10. Photo of 1965 GULF OF MEXICO DRIVE #G5-406, LONGBOAT KEY, FL 34228 (MLS # A4461335)
    $1,495,000
    Photo of 1965 GULF OF MEXICO DRIVE #G5-406, LONGBOAT KEY, FL 34228 (MLS # A4461335)
    Photo of 1965 GULF OF MEXICO DRIVE #G5-406, LONGBOAT KEY, FL 34228 (MLS # A4461335)
    1965 GULF OF MEXICO DRIVE #G5-406, LONGBOAT KEY, FL
    1965 GULF OF MEXICO DRIVE #G5-406
    LONGBOAT KEY, FL
    • 3 Beds
    • 2 Baths
    • 1,804 Home (sqft)
    • 2 Baths
    • 6.51 Lot (ac)
  11. Photo of 1241 GULF OF MEXICO DRIVE #505, LONGBOAT KEY, FL 34228 (MLS # A4452485)
    $1,495,000
    Photo of 1241 GULF OF MEXICO DRIVE #505, LONGBOAT KEY, FL 34228 (MLS # A4452485)
    Photo of 1241 GULF OF MEXICO DRIVE #505, LONGBOAT KEY, FL 34228 (MLS # A4452485)
    1241 GULF OF MEXICO DRIVE #505, LONGBOAT KEY, FL
    1241 GULF OF MEXICO DRIVE #505
    LONGBOAT KEY, FL
    • 2 Beds
    • 3 Baths
    • 2,650 Home (sqft)
    • 3 Baths
    • 0 Lot (sqft)
  12. Photo of 3313 SABAL COVE DRIVE, LONGBOAT KEY, FL 34228 (MLS # A4459151)
    $1,425,000
    Photo of 3313 SABAL COVE DRIVE, LONGBOAT KEY, FL 34228 (MLS # A4459151)
    Photo of 3313 SABAL COVE DRIVE, LONGBOAT KEY, FL 34228 (MLS # A4459151)
    3313 SABAL COVE DRIVE, LONGBOAT KEY, FL
    3313 SABAL COVE DRIVE
    LONGBOAT KEY, FL
    • 3 Beds
    • 5 Baths
    • 3,464 Home (sqft)
    • 5 Baths
    • 17,058 Lot (sqft)
  13. Photo of 3527 FAIR OAKS LANE, LONGBOAT KEY, FL 34228 (MLS # A4478345)
    $1,399,000
    Photo of 3527 FAIR OAKS LANE, LONGBOAT KEY, FL 34228 (MLS # A4478345)
    Photo of 3527 FAIR OAKS LANE, LONGBOAT KEY, FL 34228 (MLS # A4478345)
    66
     
    3527 FAIR OAKS LANE, LONGBOAT KEY, FL
    3527 FAIR OAKS LANE
    LONGBOAT KEY, FL
    • 4 Beds
    • 5 Baths
    • 4,154 Home (sqft)
    • 5 Baths
    • 9,883 Lot (sqft)
  14. Photo of 4239 GULF OF MEXICO DRIVE #MH2, LONGBOAT KEY, FL 34228 (MLS # A4462627)
    $1,350,000
    Photo of 4239 GULF OF MEXICO DRIVE #MH2, LONGBOAT KEY, FL 34228 (MLS # A4462627)
    Photo of 4239 GULF OF MEXICO DRIVE #MH2, LONGBOAT KEY, FL 34228 (MLS # A4462627)
    4239 GULF OF MEXICO DRIVE #MH2, LONGBOAT KEY, FL
    4239 GULF OF MEXICO DRIVE #MH2
    LONGBOAT KEY, FL
    • 3 Beds
    • 3 Baths
    • 1,350 Home (sqft)
    • 3 Baths
    • 0 Lot (sqft)
  15. Photo of 775 LONGBOAT CLUB ROAD #707, LONGBOAT KEY, FL 34228 (MLS # A4453571)
    $1,349,000
    Photo of 775 LONGBOAT CLUB ROAD #707, LONGBOAT KEY, FL 34228 (MLS # A4453571)
    Photo of 775 LONGBOAT CLUB ROAD #707, LONGBOAT KEY, FL 34228 (MLS # A4453571)
    775 LONGBOAT CLUB ROAD #707, LONGBOAT KEY, FL
    775 LONGBOAT CLUB ROAD #707
    LONGBOAT KEY, FL
    • 3 Beds
    • 3 Baths
    • 1,842 Home (sqft)
    • 3 Baths
    • 0 Lot (sqft)
  16. Photo of 3060 GRAND BAY BOULEVARD #142, LONGBOAT KEY, FL 34228 (MLS # A4473143)
    $1,325,000
    Photo of 3060 GRAND BAY BOULEVARD #142, LONGBOAT KEY, FL 34228 (MLS # A4473143)
    Photo of 3060 GRAND BAY BOULEVARD #142, LONGBOAT KEY, FL 34228 (MLS # A4473143)
    3060 GRAND BAY BOULEVARD #142, LONGBOAT KEY, FL
    3060 GRAND BAY BOULEVARD #142
    LONGBOAT KEY, FL
    • 3 Beds
    • 4 Baths
    • 2,250 Home (sqft)
    • 4 Baths
    • 1.23 Lot (ac)
  17. Photo of 3060 GRAND BAY BOULEVARD #124, LONGBOAT KEY, FL 34228 (MLS # A4469160)
    $1,295,000
    Photo of 3060 GRAND BAY BOULEVARD #124, LONGBOAT KEY, FL 34228 (MLS # A4469160)
    Photo of 3060 GRAND BAY BOULEVARD #124, LONGBOAT KEY, FL 34228 (MLS # A4469160)
    3060 GRAND BAY BOULEVARD #124, LONGBOAT KEY, FL
    3060 GRAND BAY BOULEVARD #124
    LONGBOAT KEY, FL
    • 2 Beds
    • 3 Baths
    • 2,550 Home (sqft)
    • 3 Baths
    • 1.23 Lot (ac)
  18. Photo of 601 LONGBOAT CLUB ROAD #101S, LONGBOAT KEY, FL 34228 (MLS # A4462502)
    $1,295,000
    Photo of 601 LONGBOAT CLUB ROAD #101S, LONGBOAT KEY, FL 34228 (MLS # A4462502)
    Photo of 601 LONGBOAT CLUB ROAD #101S, LONGBOAT KEY, FL 34228 (MLS # A4462502)
    601 LONGBOAT CLUB ROAD #101S, LONGBOAT KEY, FL
    601 LONGBOAT CLUB ROAD #101S
    LONGBOAT KEY, FL
    • 3 Beds
    • 3 Baths
    • 2,420 Home (sqft)
    • 3 Baths
    • 4.97 Lot (ac)
  19. Photo of 5461 GULF OF MEXICO DRIVE #201, LONGBOAT KEY, FL 34228 (MLS # A4476138)
    $1,200,000
    Photo of 5461 GULF OF MEXICO DRIVE #201, LONGBOAT KEY, FL 34228 (MLS # A4476138)
    Photo of 5461 GULF OF MEXICO DRIVE #201, LONGBOAT KEY, FL 34228 (MLS # A4476138)
    5461 GULF OF MEXICO DRIVE #201, LONGBOAT KEY, FL
    5461 GULF OF MEXICO DRIVE #201
    LONGBOAT KEY, FL
    • 3 Beds
    • 2 Baths
    • 1,721 Home (sqft)
    • 2 Baths
    • 0 Lot (sqft)
  20. Photo of 455 LONGBOAT CLUB ROAD #301, LONGBOAT KEY, FL 34228 (MLS # A4464108)
    $1,199,000
    Photo of 455 LONGBOAT CLUB ROAD #301, LONGBOAT KEY, FL 34228 (MLS # A4464108)
    Photo of 455 LONGBOAT CLUB ROAD #301, LONGBOAT KEY, FL 34228 (MLS # A4464108)
    455 LONGBOAT CLUB ROAD #301, LONGBOAT KEY, FL
    455 LONGBOAT CLUB ROAD #301
    LONGBOAT KEY, FL
    • 3 Beds
    • 4 Baths
    • 2,780 Home (sqft)
    • 4 Baths
    • 6.69 Lot (ac)
  21. Photo of 6320 GULF OF MEXICO DRIVE, LONGBOAT KEY, FL 34228 (MLS # A4477150)
    $1,195,000
    Photo of 6320 GULF OF MEXICO DRIVE, LONGBOAT KEY, FL 34228 (MLS # A4477150)
    Photo of 6320 GULF OF MEXICO DRIVE, LONGBOAT KEY, FL 34228 (MLS # A4477150)
    6320 GULF OF MEXICO DRIVE, LONGBOAT KEY, FL
    6320 GULF OF MEXICO DRIVE
    LONGBOAT KEY, FL
    • 3 Beds
    • 4 Baths
    • 2,583 Home (sqft)
    • 4 Baths
    • 14,941 Lot (sqft)
  22. Photo of 7149 LONGBOAT DRIVE N, LONGBOAT KEY, FL 34228 (MLS # A4476001)
    $1,195,000
    Photo of 7149 LONGBOAT DRIVE N, LONGBOAT KEY, FL 34228 (MLS # A4476001)
    Photo of 7149 LONGBOAT DRIVE N, LONGBOAT KEY, FL 34228 (MLS # A4476001)
    7149 LONGBOAT DRIVE N, LONGBOAT KEY, FL
    7149 LONGBOAT DRIVE N
    LONGBOAT KEY, FL
    • 3 Beds
    • 3 Baths
    • 2,616 Home (sqft)
    • 3 Baths
    • 9,126 Lot (sqft)
  23. Photo of 3559 FAIR OAKS LANE, LONGBOAT KEY, FL 34228 (MLS # A4474476)
    $1,195,000
    Photo of 3559 FAIR OAKS LANE, LONGBOAT KEY, FL 34228 (MLS # A4474476)
    Photo of 3559 FAIR OAKS LANE, LONGBOAT KEY, FL 34228 (MLS # A4474476)
    3559 FAIR OAKS LANE, LONGBOAT KEY, FL
    3559 FAIR OAKS LANE
    LONGBOAT KEY, FL
    • 3 Beds
    • 4 Baths
    • 3,469 Home (sqft)
    • 4 Baths
    • 9,940 Lot (sqft)
  24. Photo of 4239 GULF OF MEXICO DRIVE #MH4, LONGBOAT KEY, FL 34228 (MLS # A4469397)
    $1,195,000
    Photo of 4239 GULF OF MEXICO DRIVE #MH4, LONGBOAT KEY, FL 34228 (MLS # A4469397)
    Photo of 4239 GULF OF MEXICO DRIVE #MH4, LONGBOAT KEY, FL 34228 (MLS # A4469397)
    4239 GULF OF MEXICO DRIVE #MH4, LONGBOAT KEY, FL
    4239 GULF OF MEXICO DRIVE #MH4
    LONGBOAT KEY, FL
    • 3 Beds
    • 2 Baths
    • 1,549 Home (sqft)
    • 2 Baths
    • 0 Lot (sqft)
  25. Photo of 1955 GULF OF MEXICO DRIVE #G6-411, LONGBOAT KEY, FL 34228 (MLS # A4472056)
    $1,175,000
    Photo of 1955 GULF OF MEXICO DRIVE #G6-411, LONGBOAT KEY, FL 34228 (MLS # A4472056)
    Photo of 1955 GULF OF MEXICO DRIVE #G6-411, LONGBOAT KEY, FL 34228 (MLS # A4472056)
    1955 GULF OF MEXICO DRIVE #G6-411, LONGBOAT KEY, FL
    1955 GULF OF MEXICO DRIVE #G6-411
    LONGBOAT KEY, FL
    • 2 Beds
    • 2 Baths
    • 1,492 Home (sqft)
    • 2 Baths
    • 3.18 Lot (ac)
  26. Photo of 350 GULF OF MEXICO DRIVE #217, LONGBOAT KEY, FL 34228 (MLS # A4468977)
    $1,125,000
    Photo of 350 GULF OF MEXICO DRIVE #217, LONGBOAT KEY, FL 34228 (MLS # A4468977)
    Photo of 350 GULF OF MEXICO DRIVE #217, LONGBOAT KEY, FL 34228 (MLS # A4468977)
    350 GULF OF MEXICO DRIVE #217, LONGBOAT KEY, FL
    350 GULF OF MEXICO DRIVE #217
    LONGBOAT KEY, FL
    • 3 Beds
    • 2 Baths
    • 2,394 Home (sqft)
    • 2 Baths
    • 0 Lot (sqft)
  27. Photo of 775 LONGBOAT CLUB ROAD #207, LONGBOAT KEY, FL 34228 (MLS # A4460803)
    $1,100,000
    Photo of 775 LONGBOAT CLUB ROAD #207, LONGBOAT KEY, FL 34228 (MLS # A4460803)
    Photo of 775 LONGBOAT CLUB ROAD #207, LONGBOAT KEY, FL 34228 (MLS # A4460803)
    775 LONGBOAT CLUB ROAD #207, LONGBOAT KEY, FL
    775 LONGBOAT CLUB ROAD #207
    LONGBOAT KEY, FL
    • 3 Beds
    • 3 Baths
    • 1,842 Home (sqft)
    • 3 Baths
    • 5.54 Lot (ac)
  28. Photo of 340 GULF OF MEXICO DRIVE #122, LONGBOAT KEY, FL 34228 (MLS # A4446579)
    $1,095,000
    Photo of 340 GULF OF MEXICO DRIVE #122, LONGBOAT KEY, FL 34228 (MLS # A4446579)
    Photo of 340 GULF OF MEXICO DRIVE #122, LONGBOAT KEY, FL 34228 (MLS # A4446579)
    340 GULF OF MEXICO DRIVE #122, LONGBOAT KEY, FL
    340 GULF OF MEXICO DRIVE #122
    LONGBOAT KEY, FL
    • 3 Beds
    • 2 Baths
    • 2,210 Home (sqft)
    • 2 Baths
    • 0 Lot (sqft)
  29. Photo of 1211 GULF OF MEXICO DRIVE #1006, LONGBOAT KEY, FL 34228 (MLS # A4471349)
    $999,000
    Photo of 1211 GULF OF MEXICO DRIVE #1006, LONGBOAT KEY, FL 34228 (MLS # A4471349)
    Photo of 1211 GULF OF MEXICO DRIVE #1006, LONGBOAT KEY, FL 34228 (MLS # A4471349)
    1211 GULF OF MEXICO DRIVE #1006, LONGBOAT KEY, FL
    1211 GULF OF MEXICO DRIVE #1006
    LONGBOAT KEY, FL
    • 2 Beds
    • 3 Baths
    • 2,135 Home (sqft)
    • 3 Baths
    • 7.86 Lot (ac)
  30. Photo of 713 PENFIELD STREET, LONGBOAT KEY, FL 34228 (MLS # A4472941)
    $987,000
    Photo of 713 PENFIELD STREET, LONGBOAT KEY, FL 34228 (MLS # A4472941)
    Photo of 713 PENFIELD STREET, LONGBOAT KEY, FL 34228 (MLS # A4472941)
    713 PENFIELD STREET, LONGBOAT KEY, FL
    713 PENFIELD STREET
    LONGBOAT KEY, FL
    • 3 Beds
    • 2 Baths
    • 2,132 Home (sqft)
    • 2 Baths
    • 9,921 Lot (sqft)
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Listing information is deemed reliable, but not guaranteed.

This IDX Solution is (c) Diverse Solutions 2020.

 
 

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