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.

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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 1620 GULF OF MEXICO DRIVE #304, LONGBOAT KEY, FL 34228 (MLS # A4497120)
    $8,000,000
    Photo of 1620 GULF OF MEXICO DRIVE #304, LONGBOAT KEY, FL 34228 (MLS # A4497120)
    Photo of 1620 GULF OF MEXICO DRIVE #304, LONGBOAT KEY, FL 34228 (MLS # A4497120)
    18
     
    1620 GULF OF MEXICO DRIVE #304, LONGBOAT KEY, FL
    1620 GULF OF MEXICO DRIVE #304
    LONGBOAT KEY, FL
    • 3 Beds
    • 5 Baths
    • 4,967 Home (sqft)
    • 5 Baths
    • 17.80 Lot (ac)
  2. Photo of 5030 GULF OF MEXICO DRIVE, LONGBOAT KEY, FL 34228 (MLS # T3295599)
    $7,990,000
    Photo of 5030 GULF OF MEXICO DRIVE, LONGBOAT KEY, FL 34228 (MLS # T3295599)
    Photo of 5030 GULF OF MEXICO DRIVE, LONGBOAT KEY, FL 34228 (MLS # T3295599)
    5030 GULF OF MEXICO DRIVE, LONGBOAT KEY, FL
    5030 GULF OF MEXICO DRIVE
    LONGBOAT KEY, FL
    • 5 Beds
    • 5 Baths
    • 5,126 Home (sqft)
    • 5 Baths
    • 36,699 Lot (sqft)
  3. Photo of 1620 GULF OF MEXICO DRIVE #405, LONGBOAT KEY, FL 34228 (MLS # A4498523)
    $6,670,000
    Photo of 1620 GULF OF MEXICO DRIVE #405, LONGBOAT KEY, FL 34228 (MLS # A4498523)
    Photo of 1620 GULF OF MEXICO DRIVE #405, LONGBOAT KEY, FL 34228 (MLS # A4498523)
    15
     
    1620 GULF OF MEXICO DRIVE #405, LONGBOAT KEY, FL
    1620 GULF OF MEXICO DRIVE #405
    LONGBOAT KEY, FL
    • 4 Beds
    • 5 Baths
    • 4,017 Home (sqft)
    • 5 Baths
    • 17.80 Lot (ac)
  4. Photo of 500 HARBOR POINT ROAD, LONGBOAT KEY, FL 34228 (MLS # A4491328)
    $5,595,000
    Photo of 500 HARBOR POINT ROAD, LONGBOAT KEY, FL 34228 (MLS # A4491328)
    Photo of 500 HARBOR POINT ROAD, LONGBOAT KEY, FL 34228 (MLS # A4491328)
    500 HARBOR POINT ROAD, LONGBOAT KEY, FL
    500 HARBOR POINT ROAD
    LONGBOAT KEY, FL
    • 4 Beds
    • 8 Baths
    • 6,556 Home (sqft)
    • 8 Baths
    • 25,407 Lot (sqft)
  5. Photo of 591 GOLF LINKS LANE, LONGBOAT KEY, FL 34228 (MLS # A4492669)
    $4,895,000
    Photo of 591 GOLF LINKS LANE, LONGBOAT KEY, FL 34228 (MLS # A4492669)
    Photo of 591 GOLF LINKS LANE, LONGBOAT KEY, FL 34228 (MLS # A4492669)
    591 GOLF LINKS LANE, LONGBOAT KEY, FL
    591 GOLF LINKS LANE
    LONGBOAT KEY, FL
    • 4 Beds
    • 6 Baths
    • 4,240 Home (sqft)
    • 6 Baths
    • 13,749 Lot (sqft)
  6. Photo of 5840 GULF OF MEXICO DRIVE, LONGBOAT KEY, FL 34228 (MLS # A4481498)
    $4,295,000
    Photo of 5840 GULF OF MEXICO DRIVE, LONGBOAT KEY, FL 34228 (MLS # A4481498)
    Photo of 5840 GULF OF MEXICO DRIVE, LONGBOAT KEY, FL 34228 (MLS # A4481498)
    42
     
    5840 GULF OF MEXICO DRIVE, LONGBOAT KEY, FL
    5840 GULF OF MEXICO DRIVE
    LONGBOAT KEY, FL
    • 4 Beds
    • 6 Baths
    • 4,247 Home (sqft)
    • 6 Baths
    • 16,249 Lot (sqft)
  7. Photo of 636 DREAM ISLAND ROAD, LONGBOAT KEY, FL 34228 (MLS # A4500099)
    $3,995,000
    Photo of 636 DREAM ISLAND ROAD, LONGBOAT KEY, FL 34228 (MLS # A4500099)
    Photo of 636 DREAM ISLAND ROAD, LONGBOAT KEY, FL 34228 (MLS # A4500099)
    636 DREAM ISLAND ROAD, LONGBOAT KEY, FL
    636 DREAM ISLAND ROAD
    LONGBOAT KEY, FL
    • 5 Beds
    • 6 Baths
    • 4,400 Home (sqft)
    • 6 Baths
    • 25,600 Lot (sqft)
  8. Photo of 500 BUTTONWOOD DRIVE, LONGBOAT KEY, FL 34228 (MLS # A4484272)
    $3,990,000
    Photo of 500 BUTTONWOOD DRIVE, LONGBOAT KEY, FL 34228 (MLS # A4484272)
    Photo of 500 BUTTONWOOD DRIVE, LONGBOAT KEY, FL 34228 (MLS # A4484272)
    20
     
    500 BUTTONWOOD DRIVE, LONGBOAT KEY, FL
    500 BUTTONWOOD DRIVE
    LONGBOAT KEY, FL
    • 4 Beds
    • 4 Baths
    • 4,868 Home (sqft)
    • 4 Baths
    • 13,219 Lot (sqft)
  9. Photo of 5005 GULF OF MEXICO DRIVE #6, LONGBOAT KEY, FL 34228 (MLS # A4498560)
    $3,695,000
    Photo of 5005 GULF OF MEXICO DRIVE #6, LONGBOAT KEY, FL 34228 (MLS # A4498560)
    Photo of 5005 GULF OF MEXICO DRIVE #6, LONGBOAT KEY, FL 34228 (MLS # A4498560)
    5005 GULF OF MEXICO DRIVE #6, LONGBOAT KEY, FL
    5005 GULF OF MEXICO DRIVE #6
    LONGBOAT KEY, FL
    • 4 Beds
    • 5 Baths
    • 3,340 Home (sqft)
    • 5 Baths
    • 10,020 Lot (sqft)
  10. Photo of 1511 GULF OF MEXICO DRIVE #202, LONGBOAT KEY, FL 34228 (MLS # A4481414)
    $3,075,000
    Photo of 1511 GULF OF MEXICO DRIVE #202, LONGBOAT KEY, FL 34228 (MLS # A4481414)
    Photo of 1511 GULF OF MEXICO DRIVE #202, LONGBOAT KEY, FL 34228 (MLS # A4481414)
    1511 GULF OF MEXICO DRIVE #202, LONGBOAT KEY, FL
    1511 GULF OF MEXICO DRIVE #202
    LONGBOAT KEY, FL
    • 3 Beds
    • 4 Baths
    • 2,940 Home (sqft)
    • 4 Baths
    • 3.40 Lot (ac)
  11. Photo of 5382 SANDHAMN PLACE, LONGBOAT KEY, FL 34228 (MLS # A4496985)
    $2,950,000
    Photo of 5382 SANDHAMN PLACE, LONGBOAT KEY, FL 34228 (MLS # A4496985)
    Photo of 5382 SANDHAMN PLACE, LONGBOAT KEY, FL 34228 (MLS # A4496985)
    5382 SANDHAMN PLACE, LONGBOAT KEY, FL
    5382 SANDHAMN PLACE
    LONGBOAT KEY, FL
    • 4 Beds
    • 4 Baths
    • 3,330 Home (sqft)
    • 4 Baths
    • 16,833 Lot (sqft)
  12. Photo of 595 BOWSPRIT LANE, LONGBOAT KEY, FL 34228 (MLS # A4488219)
    $2,491,000
    Photo of 595 BOWSPRIT LANE, LONGBOAT KEY, FL 34228 (MLS # A4488219)
    Photo of 595 BOWSPRIT LANE, LONGBOAT KEY, FL 34228 (MLS # A4488219)
    595 BOWSPRIT LANE, LONGBOAT KEY, FL
    595 BOWSPRIT LANE
    LONGBOAT KEY, FL
    • 3 Beds
    • 3 Baths
    • 2,582 Home (sqft)
    • 3 Baths
    • 11,015 Lot (sqft)
  13. Photo of 431 N SHORE ROAD, LONGBOAT KEY, FL 34228 (MLS # A4497877)
    $2,400,000
    Photo of 431 N SHORE ROAD, LONGBOAT KEY, FL 34228 (MLS # A4497877)
    Photo of 431 N SHORE ROAD, LONGBOAT KEY, FL 34228 (MLS # A4497877)
    431 N SHORE ROAD, LONGBOAT KEY, FL
    431 N SHORE ROAD
    LONGBOAT KEY, FL
    • 4 Beds
    • 5 Baths
    • 4,641 Home (sqft)
    • 5 Baths
    • 17,852 Lot (sqft)
  14. Photo of 1620 GULF OF MEXICO DRIVE #307, LONGBOAT KEY, FL 34228 (MLS # A4498717)
    $2,195,000
    Photo of 1620 GULF OF MEXICO DRIVE #307, LONGBOAT KEY, FL 34228 (MLS # A4498717)
    Photo of 1620 GULF OF MEXICO DRIVE #307, LONGBOAT KEY, FL 34228 (MLS # A4498717)
    14
     
    1620 GULF OF MEXICO DRIVE #307, LONGBOAT KEY, FL
    1620 GULF OF MEXICO DRIVE #307
    LONGBOAT KEY, FL
    • 1 Bed
    • 2 Baths
    • 1,721 Home (sqft)
    • 2 Baths
    • 17.80 Lot (ac)
  15. Photo of 1055 GULF OF MEXICO DRIVE #306, LONGBOAT KEY, FL 34228 (MLS # A4497036)
    $2,190,000
    Photo of 1055 GULF OF MEXICO DRIVE #306, LONGBOAT KEY, FL 34228 (MLS # A4497036)
    Photo of 1055 GULF OF MEXICO DRIVE #306, LONGBOAT KEY, FL 34228 (MLS # A4497036)
    1055 GULF OF MEXICO DRIVE #306, LONGBOAT KEY, FL
    1055 GULF OF MEXICO DRIVE #306
    LONGBOAT KEY, FL
    • 3 Beds
    • 2 Baths
    • 1,819 Home (sqft)
    • 2 Baths
    • 0 Lot (sqft)
  16. Photo of 1620 GULF OF MEXICO DRIVE #407, LONGBOAT KEY, FL 34228 (MLS # A4494940)
    $2,095,000
    Photo of 1620 GULF OF MEXICO DRIVE #407, LONGBOAT KEY, FL 34228 (MLS # A4494940)
    Photo of 1620 GULF OF MEXICO DRIVE #407, LONGBOAT KEY, FL 34228 (MLS # A4494940)
    13
     
    1620 GULF OF MEXICO DRIVE #407, LONGBOAT KEY, FL
    1620 GULF OF MEXICO DRIVE #407
    LONGBOAT KEY, FL
    • 1 Bed
    • 2 Baths
    • 1,721 Home (sqft)
    • 2 Baths
    • 17.80 Lot (ac)
  17. Photo of 690 RUSSELL STREET, LONGBOAT KEY, FL 34228 (MLS # A4499080)
    $1,995,000
    Photo of 690 RUSSELL STREET, LONGBOAT KEY, FL 34228 (MLS # A4499080)
    Photo of 690 RUSSELL STREET, LONGBOAT KEY, FL 34228 (MLS # A4499080)
    690 RUSSELL STREET, LONGBOAT KEY, FL
    690 RUSSELL STREET
    LONGBOAT KEY, FL
    • 4 Beds
    • 5 Baths
    • 2,457 Home (sqft)
    • 5 Baths
    • 9,602 Lot (sqft)
  18. Photo of 1425 GULF OF MEXICO DRIVE #201, LONGBOAT KEY, FL 34228 (MLS # A4498301)
    $1,897,500
    Photo of 1425 GULF OF MEXICO DRIVE #201, LONGBOAT KEY, FL 34228 (MLS # A4498301)
    Photo of 1425 GULF OF MEXICO DRIVE #201, LONGBOAT KEY, FL 34228 (MLS # A4498301)
    1425 GULF OF MEXICO DRIVE #201, LONGBOAT KEY, FL
    1425 GULF OF MEXICO DRIVE #201
    LONGBOAT KEY, FL
    • 3 Beds
    • 4 Baths
    • 2,107 Home (sqft)
    • 4 Baths
    • 0 Lot (sqft)
  19. Photo of 2410 HARBOURSIDE DRIVE #132, LONGBOAT KEY, FL 34228 (MLS # A4499436)
    $1,695,000
    Photo of 2410 HARBOURSIDE DRIVE #132, LONGBOAT KEY, FL 34228 (MLS # A4499436)
    Photo of 2410 HARBOURSIDE DRIVE #132, LONGBOAT KEY, FL 34228 (MLS # A4499436)
    2410 HARBOURSIDE DRIVE #132, LONGBOAT KEY, FL
    2410 HARBOURSIDE DRIVE #132
    LONGBOAT KEY, FL
    • 3 Beds
    • 4 Baths
    • 3,382 Home (sqft)
    • 4 Baths
    • 0 Lot (sqft)
  20. Photo of 590 HIBISCUS WAY, LONGBOAT KEY, FL 34228 (MLS # A4499564)
    $1,695,000
    Photo of 590 HIBISCUS WAY, LONGBOAT KEY, FL 34228 (MLS # A4499564)
    Photo of 590 HIBISCUS WAY, LONGBOAT KEY, FL 34228 (MLS # A4499564)
    590 HIBISCUS WAY, LONGBOAT KEY, FL
    590 HIBISCUS WAY
    LONGBOAT KEY, FL
    • 3 Beds
    • 4 Baths
    • 2,280 Home (sqft)
    • 4 Baths
    • 7,640 Lot (sqft)
  21. Photo of 200 SANDS POINT ROAD #1207, LONGBOAT KEY, FL 34228 (MLS # A4496250)
    $1,679,000
    Photo of 200 SANDS POINT ROAD #1207, LONGBOAT KEY, FL 34228 (MLS # A4496250)
    Photo of 200 SANDS POINT ROAD #1207, LONGBOAT KEY, FL 34228 (MLS # A4496250)
    200 SANDS POINT ROAD #1207, LONGBOAT KEY, FL
    200 SANDS POINT ROAD #1207
    LONGBOAT KEY, FL
    • 2 Beds
    • 2 Baths
    • 1,619 Home (sqft)
    • 2 Baths
    • 14.14 Lot (ac)
  22. Photo of 545 ROUNTREE DRIVE, LONGBOAT KEY, FL 34228 (MLS # A4499401)
    $1,675,000
    Photo of 545 ROUNTREE DRIVE, LONGBOAT KEY, FL 34228 (MLS # A4499401)
    Photo of 545 ROUNTREE DRIVE, LONGBOAT KEY, FL 34228 (MLS # A4499401)
    545 ROUNTREE DRIVE, LONGBOAT KEY, FL
    545 ROUNTREE DRIVE
    LONGBOAT KEY, FL
    • 3 Beds
    • 2 Baths
    • 1,621 Home (sqft)
    • 2 Baths
    • 11,751 Lot (sqft)
  23. Photo of 561 HALYARD LANE, LONGBOAT KEY, FL 34228 (MLS # A4496660)
    $1,670,000
    Photo of 561 HALYARD LANE, LONGBOAT KEY, FL 34228 (MLS # A4496660)
    Photo of 561 HALYARD LANE, LONGBOAT KEY, FL 34228 (MLS # A4496660)
    561 HALYARD LANE, LONGBOAT KEY, FL
    561 HALYARD LANE
    LONGBOAT KEY, FL
    • 3 Beds
    • 2 Baths
    • 1,997 Home (sqft)
    • 2 Baths
    • 10,014 Lot (sqft)
  24. Photo of 651 BROADWAY STREET, LONGBOAT KEY, FL 34228 (MLS # A4494571)
    $1,599,000
    Photo of 651 BROADWAY STREET, LONGBOAT KEY, FL 34228 (MLS # A4494571)
    Photo of 651 BROADWAY STREET, LONGBOAT KEY, FL 34228 (MLS # A4494571)
    651 BROADWAY STREET, LONGBOAT KEY, FL
    651 BROADWAY STREET
    LONGBOAT KEY, FL
    • 4 Beds
    • 3 Baths
    • 3,320 Home (sqft)
    • 3 Baths
    • 12,001 Lot (sqft)
  25. Photo of 210 SANDS POINT ROAD #2107, LONGBOAT KEY, FL 34228 (MLS # A4494850)
    $1,599,000
    Photo of 210 SANDS POINT ROAD #2107, LONGBOAT KEY, FL 34228 (MLS # A4494850)
    Photo of 210 SANDS POINT ROAD #2107, LONGBOAT KEY, FL 34228 (MLS # A4494850)
    210 SANDS POINT ROAD #2107, LONGBOAT KEY, FL
    210 SANDS POINT ROAD #2107
    LONGBOAT KEY, FL
    • 2 Beds
    • 2 Baths
    • 1,634 Home (sqft)
    • 2 Baths
    • 0 Lot (sqft)
  26. Photo of 5650 GULF OF MEXICO DRIVE, LONGBOAT KEY, FL 34228 (MLS # A4118777)
    $1,495,000
    Photo of 5650 GULF OF MEXICO DRIVE, LONGBOAT KEY, FL 34228 (MLS # A4118777)
    Photo of 5650 GULF OF MEXICO DRIVE, LONGBOAT KEY, FL 34228 (MLS # A4118777)
    5650 GULF OF MEXICO DRIVE, LONGBOAT KEY, FL
    5650 GULF OF MEXICO DRIVE
    LONGBOAT KEY, FL
    • 0 Beds
    • 0 Baths
    • 2,009 Home (sqft)
    • 0 Baths
    • 32,192 Lot (sqft)
  27. Photo of 6320 GULF OF MEXICO DRIVE, LONGBOAT KEY, FL 34228 (MLS # A4477150)
    $1,395,000
    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)
  28. Photo of 775 LONGBOAT CLUB ROAD #1007, LONGBOAT KEY, FL 34228 (MLS # A4499996)
    $1,195,000
    Photo of 775 LONGBOAT CLUB ROAD #1007, LONGBOAT KEY, FL 34228 (MLS # A4499996)
    Photo of 775 LONGBOAT CLUB ROAD #1007, LONGBOAT KEY, FL 34228 (MLS # A4499996)
    775 LONGBOAT CLUB ROAD #1007, LONGBOAT KEY, FL
    775 LONGBOAT CLUB ROAD #1007
    LONGBOAT KEY, FL
    • 2 Beds
    • 2 Baths
    • 1,578 Home (sqft)
    • 2 Baths
    • 0 Lot (sqft)
  29. Photo of 370 GULF OF MEXICO DRIVE #413, LONGBOAT KEY, FL 34228 (MLS # A4495591)
    $1,095,000
    Photo of 370 GULF OF MEXICO DRIVE #413, LONGBOAT KEY, FL 34228 (MLS # A4495591)
    Photo of 370 GULF OF MEXICO DRIVE #413, LONGBOAT KEY, FL 34228 (MLS # A4495591)
    370 GULF OF MEXICO DRIVE #413, LONGBOAT KEY, FL
    370 GULF OF MEXICO DRIVE #413
    LONGBOAT KEY, FL
    • 3 Beds
    • 3 Baths
    • 2,490 Home (sqft)
    • 3 Baths
    • 0 Lot (sqft)
  30. Photo of 670 LANDS END DRIVE #5, LONGBOAT KEY, FL 34228 (MLS # A4499495)
    $943,000
    Photo of 670 LANDS END DRIVE #5, LONGBOAT KEY, FL 34228 (MLS # A4499495)
    Photo of 670 LANDS END DRIVE #5, LONGBOAT KEY, FL 34228 (MLS # A4499495)
    670 LANDS END DRIVE #5, LONGBOAT KEY, FL
    670 LANDS END DRIVE #5
    LONGBOAT KEY, FL
    • 3 Beds
    • 3 Baths
    • 1,803 Home (sqft)
    • 3 Baths
    • 2,277 Lot (sqft)
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Listing information is deemed reliable, but not guaranteed.

This IDX is (c) Diverse Solutions 2021.

 
 

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