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 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 5861 GULF OF MEXICO DRIVE, LONGBOAT KEY, FL 34228 (MLS # A4531109)
    $17,900,000
    Photo of 5861 GULF OF MEXICO DRIVE, LONGBOAT KEY, FL 34228 (MLS # A4531109)
    Photo of 5861 GULF OF MEXICO DRIVE, LONGBOAT KEY, FL 34228 (MLS # A4531109)
    5861 GULF OF MEXICO DRIVE, LONGBOAT KEY, FL
    5861 GULF OF MEXICO DRIVE
    LONGBOAT KEY, FL
    • 5 Beds
    • 7 Baths
    • 10,800 Home (sqft)
    • 7 Baths
    • 1.13 Lot (ac)
  2. Photo of 6877 GULF OF MEXICO DRIVE, LONGBOAT KEY, FL 34228 (MLS # A4527232)
    $10,999,999
    Photo of 6877 GULF OF MEXICO DRIVE, LONGBOAT KEY, FL 34228 (MLS # A4527232)
    Photo of 6877 GULF OF MEXICO DRIVE, LONGBOAT KEY, FL 34228 (MLS # A4527232)
    6877 GULF OF MEXICO DRIVE, LONGBOAT KEY, FL
    6877 GULF OF MEXICO DRIVE
    LONGBOAT KEY, FL
    • 4 Beds
    • 5 Baths
    • 4,820 Home (sqft)
    • 5 Baths
    • 32,235 Lot (sqft)
  3. Photo of 1620 GULF OF MEXICO DRIVE #209, LONGBOAT KEY, FL 34228 (MLS # A4531848)
    $10,870,000
    Photo of 1620 GULF OF MEXICO DRIVE #209, LONGBOAT KEY, FL 34228 (MLS # A4531848)
    Photo of 1620 GULF OF MEXICO DRIVE #209, LONGBOAT KEY, FL 34228 (MLS # A4531848)
    29
     
    1620 GULF OF MEXICO DRIVE #209, LONGBOAT KEY, FL
    1620 GULF OF MEXICO DRIVE #209
    LONGBOAT KEY, FL
    • 4 Beds
    • 6 Baths
    • 5,320 Home (sqft)
    • 6 Baths
    • 17.80 Lot (ac)
  4. Photo of 2161 GULF OF MEXICO DRIVE #PH3, LONGBOAT KEY, FL 34228 (MLS # A4534425)
    $8,950,000
    Photo of 2161 GULF OF MEXICO DRIVE #PH3, LONGBOAT KEY, FL 34228 (MLS # A4534425)
    Photo of 2161 GULF OF MEXICO DRIVE #PH3, LONGBOAT KEY, FL 34228 (MLS # A4534425)
    2161 GULF OF MEXICO DRIVE #PH3, LONGBOAT KEY, FL
    2161 GULF OF MEXICO DRIVE #PH3
    LONGBOAT KEY, FL
    • 4 Beds
    • 5 Baths
    • 7,885 Home (sqft)
    • 5 Baths
    • 0 Lot (sqft)
  5. Photo of 435 L AMBIANCE DRIVE #J204 & K205, LONGBOAT KEY, FL 34228 (MLS # A4531694)
    $7,950,000
    Photo of 435 L AMBIANCE DRIVE #J204 & K205, LONGBOAT KEY, FL 34228 (MLS # A4531694)
    Photo of 435 L AMBIANCE DRIVE #J204 & K205, LONGBOAT KEY, FL 34228 (MLS # A4531694)
    435 L AMBIANCE DRIVE #J204 & K205, LONGBOAT KEY, FL
    435 L AMBIANCE DRIVE #J204 & K205
    LONGBOAT KEY, FL
    • 5 Beds
    • 6 Baths
    • 7,218 Home (sqft)
    • 6 Baths
    • 0 Lot (sqft)
  6. Photo of 5444 GULF OF MEXICO DRIVE, LONGBOAT KEY, FL 34228 (MLS # A4528412)
    $7,850,000
    Photo of 5444 GULF OF MEXICO DRIVE, LONGBOAT KEY, FL 34228 (MLS # A4528412)
    Photo of 5444 GULF OF MEXICO DRIVE, LONGBOAT KEY, FL 34228 (MLS # A4528412)
    5444 GULF OF MEXICO DRIVE, LONGBOAT KEY, FL
    5444 GULF OF MEXICO DRIVE
    LONGBOAT KEY, FL
    • 4 Beds
    • 6 Baths
    • 6,000 Home (sqft)
    • 6 Baths
    • 30,000 Lot (sqft)
  7. Photo of 549 SLOOP LANE, LONGBOAT KEY, FL 34228 (MLS # A4530953)
    $7,499,000
    Photo of 549 SLOOP LANE, LONGBOAT KEY, FL 34228 (MLS # A4530953)
    Photo of 549 SLOOP LANE, LONGBOAT KEY, FL 34228 (MLS # A4530953)
    549 SLOOP LANE, LONGBOAT KEY, FL
    549 SLOOP LANE
    LONGBOAT KEY, FL
    • 4 Beds
    • 4 Baths
    • 4,127 Home (sqft)
    • 4 Baths
    • 12,101 Lot (sqft)
  8. Photo of 500 HARBOR COVE CIRCLE, LONGBOAT KEY, FL 34228 (MLS # A4535024)
    $7,000,000
    Photo of 500 HARBOR COVE CIRCLE, LONGBOAT KEY, FL 34228 (MLS # A4535024)
    Photo of 500 HARBOR COVE CIRCLE, LONGBOAT KEY, FL 34228 (MLS # A4535024)
    500 HARBOR COVE CIRCLE, LONGBOAT KEY, FL
    500 HARBOR COVE CIRCLE
    LONGBOAT KEY, FL
    • 5 Beds
    • 6 Baths
    • 4,422 Home (sqft)
    • 6 Baths
    • 15,246 Lot (sqft)
  9. Photo of 435 L AMBIANCE DRIVE #G601, LONGBOAT KEY, FL 34228 (MLS # A4534377)
    $6,880,000
    Photo of 435 L AMBIANCE DRIVE #G601, LONGBOAT KEY, FL 34228 (MLS # A4534377)
    Photo of 435 L AMBIANCE DRIVE #G601, LONGBOAT KEY, FL 34228 (MLS # A4534377)
    435 L AMBIANCE DRIVE #G601, LONGBOAT KEY, FL
    435 L AMBIANCE DRIVE #G601
    LONGBOAT KEY, FL
    • 3 Beds
    • 3 Baths
    • 4,120 Home (sqft)
    • 3 Baths
    • 0 Lot (sqft)
  10. Photo of 1241 GULF OF MEXICO DRIVE #201, LONGBOAT KEY, FL 34228 (MLS # A4530550)
    $6,495,000
    Photo of 1241 GULF OF MEXICO DRIVE #201, LONGBOAT KEY, FL 34228 (MLS # A4530550)
    Photo of 1241 GULF OF MEXICO DRIVE #201, LONGBOAT KEY, FL 34228 (MLS # A4530550)
    1241 GULF OF MEXICO DRIVE #201, LONGBOAT KEY, FL
    1241 GULF OF MEXICO DRIVE #201
    LONGBOAT KEY, FL
    • 5 Beds
    • 7 Baths
    • 5,977 Home (sqft)
    • 7 Baths
    • 0 Lot (sqft)
  11. Photo of 5056 GULF OF MEXICO DRIVE, LONGBOAT KEY, FL 34228 (MLS # A4516289)
    $5,975,000
    Photo of 5056 GULF OF MEXICO DRIVE, LONGBOAT KEY, FL 34228 (MLS # A4516289)
    Photo of 5056 GULF OF MEXICO DRIVE, LONGBOAT KEY, FL 34228 (MLS # A4516289)
    5056 GULF OF MEXICO DRIVE, LONGBOAT KEY, FL
    5056 GULF OF MEXICO DRIVE
    LONGBOAT KEY, FL
    • 3 Beds
    • 3 Baths
    • 3,819 Home (sqft)
    • 3 Baths
    • 40,076 Lot (sqft)
  12. Photo of 548 CUTTER LANE, LONGBOAT KEY, FL 34228 (MLS # A4531135)
    $5,333,000
    Photo of 548 CUTTER LANE, LONGBOAT KEY, FL 34228 (MLS # A4531135)
    Photo of 548 CUTTER LANE, LONGBOAT KEY, FL 34228 (MLS # A4531135)
    548 CUTTER LANE, LONGBOAT KEY, FL
    548 CUTTER LANE
    LONGBOAT KEY, FL
    • 5 Beds
    • 7 Baths
    • 5,497 Home (sqft)
    • 7 Baths
    • 12,197 Lot (sqft)
  13. Photo of 991 LONGBOAT CLUB ROAD, LONGBOAT KEY, FL 34228 (MLS # A4530239)
    $4,395,000
    Photo of 991 LONGBOAT CLUB ROAD, LONGBOAT KEY, FL 34228 (MLS # A4530239)
    Photo of 991 LONGBOAT CLUB ROAD, LONGBOAT KEY, FL 34228 (MLS # A4530239)
    991 LONGBOAT CLUB ROAD, LONGBOAT KEY, FL
    991 LONGBOAT CLUB ROAD
    LONGBOAT KEY, FL
    • 5 Beds
    • 6 Baths
    • 5,101 Home (sqft)
    • 6 Baths
    • 18,751 Lot (sqft)
  14. Photo of 540 HARBOR COVE CIRCLE, LONGBOAT KEY, FL 34228 (MLS # A4534178)
    $3,600,000
    Photo of 540 HARBOR COVE CIRCLE, LONGBOAT KEY, FL 34228 (MLS # A4534178)
    Photo of 540 HARBOR COVE CIRCLE, LONGBOAT KEY, FL 34228 (MLS # A4534178)
    540 HARBOR COVE CIRCLE, LONGBOAT KEY, FL
    540 HARBOR COVE CIRCLE
    LONGBOAT KEY, FL
    • 3 Beds
    • 3 Baths
    • 3,279 Home (sqft)
    • 3 Baths
    • 16,989 Lot (sqft)
  15. Photo of 573 YAWL LANE, LONGBOAT KEY, FL 34228 (MLS # A4534616)
    $3,495,000
    Photo of 573 YAWL LANE, LONGBOAT KEY, FL 34228 (MLS # A4534616)
    Photo of 573 YAWL LANE, LONGBOAT KEY, FL 34228 (MLS # A4534616)
    573 YAWL LANE, LONGBOAT KEY, FL
    573 YAWL LANE
    LONGBOAT KEY, FL
    • 3 Beds
    • 3 Baths
    • 4,502 Home (sqft)
    • 3 Baths
    • 12,197 Lot (sqft)
  16. Photo of DE NARVAEZ DRIVE, LONGBOAT KEY, FL 34228 (MLS # A4530441)
    $3,200,000
    Photo of DE NARVAEZ DRIVE, LONGBOAT KEY, FL 34228 (MLS # A4530441)
    Photo of DE NARVAEZ DRIVE, LONGBOAT KEY, FL 34228 (MLS # A4530441)
    10
     
    DE NARVAEZ DRIVE, LONGBOAT KEY, FL
    DE NARVAEZ DRIVE
    LONGBOAT KEY, FL
    • 3 Beds
    • 4 Baths
    • 4,025 Home (sqft)
    • 4 Baths
    • 10,019 Lot (sqft)
  17. Photo of 2945 PYRULA DRIVE, LONGBOAT KEY, FL 34228 (MLS # A4504654)
    $3,195,000
    Photo of 2945 PYRULA DRIVE, LONGBOAT KEY, FL 34228 (MLS # A4504654)
    Photo of 2945 PYRULA DRIVE, LONGBOAT KEY, FL 34228 (MLS # A4504654)
    2945 PYRULA DRIVE, LONGBOAT KEY, FL
    2945 PYRULA DRIVE
    LONGBOAT KEY, FL
    • 5 Beds
    • 5 Baths
    • 3,820 Home (sqft)
    • 5 Baths
    • 11,501 Lot (sqft)
  18. Photo of 572 SCHOONER LANE, LONGBOAT KEY, FL 34228 (MLS # A4528251)
    $3,100,000
    Photo of 572 SCHOONER LANE, LONGBOAT KEY, FL 34228 (MLS # A4528251)
    Photo of 572 SCHOONER LANE, LONGBOAT KEY, FL 34228 (MLS # A4528251)
    572 SCHOONER LANE, LONGBOAT KEY, FL
    572 SCHOONER LANE
    LONGBOAT KEY, FL
    • 4 Beds
    • 3 Baths
    • 5,430 Home (sqft)
    • 3 Baths
    • 12,197 Lot (sqft)
  19. Photo of 6821 HUGHES STREET, LONGBOAT KEY, FL 34228 (MLS # A4534334)
    $2,999,000
    Photo of 6821 HUGHES STREET, LONGBOAT KEY, FL 34228 (MLS # A4534334)
    Photo of 6821 HUGHES STREET, LONGBOAT KEY, FL 34228 (MLS # A4534334)
    6821 HUGHES STREET, LONGBOAT KEY, FL
    6821 HUGHES STREET
    LONGBOAT KEY, FL
    • 3 Beds
    • 2 Baths
    • 4,254 Home (sqft)
    • 2 Baths
    • 10,455 Lot (sqft)
  20. Photo of 500 GENERAL HARRIS STREET, LONGBOAT KEY, FL 34228 (MLS # A4527024)
    $2,995,000
    Photo of 500 GENERAL HARRIS STREET, LONGBOAT KEY, FL 34228 (MLS # A4527024)
    Photo of 500 GENERAL HARRIS STREET, LONGBOAT KEY, FL 34228 (MLS # A4527024)
    10
     
    500 GENERAL HARRIS STREET, LONGBOAT KEY, FL
    500 GENERAL HARRIS STREET
    LONGBOAT KEY, FL
    • 5 Beds
    • 5 Baths
    • 3,743 Home (sqft)
    • 5 Baths
    • 10,455 Lot (sqft)
  21. Photo of 550 NORTON STREET, LONGBOAT KEY, FL 34228 (MLS # A4524702)
    $2,995,000
    Photo of 550 NORTON STREET, LONGBOAT KEY, FL 34228 (MLS # A4524702)
    Photo of 550 NORTON STREET, LONGBOAT KEY, FL 34228 (MLS # A4524702)
    550 NORTON STREET, LONGBOAT KEY, FL
    550 NORTON STREET
    LONGBOAT KEY, FL
    • 3 Beds
    • 5 Baths
    • 6,290 Home (sqft)
    • 5 Baths
    • 10,019 Lot (sqft)
  22. Photo of 6840 LONGBOAT DRIVE S, LONGBOAT KEY, FL 34228 (MLS # A4534091)
    $2,950,000
    Photo of 6840 LONGBOAT DRIVE S, LONGBOAT KEY, FL 34228 (MLS # A4534091)
    Photo of 6840 LONGBOAT DRIVE S, LONGBOAT KEY, FL 34228 (MLS # A4534091)
    6840 LONGBOAT DRIVE S, LONGBOAT KEY, FL
    6840 LONGBOAT DRIVE S
    LONGBOAT KEY, FL
    • 4 Beds
    • 5 Baths
    • 2,665 Home (sqft)
    • 5 Baths
    • 6,970 Lot (sqft)
  23. Photo of 610 HIBISCUS WAY, LONGBOAT KEY, FL 34228 (MLS # A4519683)
    $2,700,000
    Photo of 610 HIBISCUS WAY, LONGBOAT KEY, FL 34228 (MLS # A4519683)
    Photo of 610 HIBISCUS WAY, LONGBOAT KEY, FL 34228 (MLS # A4519683)
    610 HIBISCUS WAY, LONGBOAT KEY, FL
    610 HIBISCUS WAY
    LONGBOAT KEY, FL
    • 3 Beds
    • 4 Baths
    • 3,124 Home (sqft)
    • 4 Baths
    • 6,970 Lot (sqft)
  24. Photo of 3312 BAYOU ROAD, LONGBOAT KEY, FL 34228 (MLS # A4534573)
    $2,600,000
    Photo of 3312 BAYOU ROAD, LONGBOAT KEY, FL 34228 (MLS # A4534573)
    Photo of 3312 BAYOU ROAD, LONGBOAT KEY, FL 34228 (MLS # A4534573)
    3312 BAYOU ROAD, LONGBOAT KEY, FL
    3312 BAYOU ROAD
    LONGBOAT KEY, FL
    • 3 Beds
    • 3 Baths
    • 3,372 Home (sqft)
    • 3 Baths
    • 16,118 Lot (sqft)
  25. Photo of 569 JUAN ANASCO DRIVE, LONGBOAT KEY, FL 34228 (MLS # A4526082)
    $2,590,000
    Photo of 569 JUAN ANASCO DRIVE, LONGBOAT KEY, FL 34228 (MLS # A4526082)
    Photo of 569 JUAN ANASCO DRIVE, LONGBOAT KEY, FL 34228 (MLS # A4526082)
    569 JUAN ANASCO DRIVE, LONGBOAT KEY, FL
    569 JUAN ANASCO DRIVE
    LONGBOAT KEY, FL
    • 3 Beds
    • 4 Baths
    • 2,804 Home (sqft)
    • 4 Baths
    • 10,001 Lot (sqft)
  26. Photo of 3481 BAYOU SOUND, LONGBOAT KEY, FL 34228 (MLS # A4531545)
    $2,400,000
    Photo of 3481 BAYOU SOUND, LONGBOAT KEY, FL 34228 (MLS # A4531545)
    Photo of 3481 BAYOU SOUND, LONGBOAT KEY, FL 34228 (MLS # A4531545)
    33
     
    3481 BAYOU SOUND, LONGBOAT KEY, FL
    3481 BAYOU SOUND
    LONGBOAT KEY, FL
    • 4 Beds
    • 5 Baths
    • 6,746 Home (sqft)
    • 5 Baths
    • 10,019 Lot (sqft)
  27. Photo of SANDS POINT ROAD #3802, LONGBOAT KEY, FL 34228 (MLS # A4526843)
    $2,400,000
    Photo of SANDS POINT ROAD #3802, LONGBOAT KEY, FL 34228 (MLS # A4526843)
    Photo of SANDS POINT ROAD #3802, LONGBOAT KEY, FL 34228 (MLS # A4526843)
    SANDS POINT ROAD #3802, LONGBOAT KEY, FL
    SANDS POINT ROAD #3802
    LONGBOAT KEY, FL
    • 2 Beds
    • 2 Baths
    • 1,284 Home (sqft)
    • 2 Baths
    • 14.14 Lot (ac)
  28. Photo of 311 FIREHOUSE COURT, LONGBOAT KEY, FL 34228 (MLS # A4534473)
    $2,395,000
    Photo of 311 FIREHOUSE COURT, LONGBOAT KEY, FL 34228 (MLS # A4534473)
    Photo of 311 FIREHOUSE COURT, LONGBOAT KEY, FL 34228 (MLS # A4534473)
    311 FIREHOUSE COURT, LONGBOAT KEY, FL
    311 FIREHOUSE COURT
    LONGBOAT KEY, FL
    • 3 Beds
    • 4 Baths
    • 5,012 Home (sqft)
    • 4 Baths
    • 9,148 Lot (sqft)
  29. Photo of 2089 GULF OF MEXICO DRIVE #204, LONGBOAT KEY, FL 34228 (MLS # A4534525)
    $1,999,000
    Photo of 2089 GULF OF MEXICO DRIVE #204, LONGBOAT KEY, FL 34228 (MLS # A4534525)
    Photo of 2089 GULF OF MEXICO DRIVE #204, LONGBOAT KEY, FL 34228 (MLS # A4534525)
    2089 GULF OF MEXICO DRIVE #204, LONGBOAT KEY, FL
    2089 GULF OF MEXICO DRIVE #204
    LONGBOAT KEY, FL
    • 2 Beds
    • 3 Baths
    • 1,214 Home (sqft)
    • 3 Baths
    • 0 Lot (sqft)
  30. Photo of 3610 BAYOU CIRCLE, LONGBOAT KEY, FL 34228 (MLS # A4533690)
    $1,995,000
    Photo of 3610 BAYOU CIRCLE, LONGBOAT KEY, FL 34228 (MLS # A4533690)
    Photo of 3610 BAYOU CIRCLE, LONGBOAT KEY, FL 34228 (MLS # A4533690)
    3610 BAYOU CIRCLE, LONGBOAT KEY, FL
    3610 BAYOU CIRCLE
    LONGBOAT KEY, FL
    • 4 Beds
    • 4 Baths
    • 3,192 Home (sqft)
    • 4 Baths
    • 13,504 Lot (sqft)
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