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 #502, LONGBOAT KEY, FL 34228 (MLS # A4485310)
    $7,850,000
    Photo of 1620 GULF OF MEXICO DRIVE #502, LONGBOAT KEY, FL 34228 (MLS # A4485310)
    Photo of 1620 GULF OF MEXICO DRIVE #502, LONGBOAT KEY, FL 34228 (MLS # A4485310)
    12
     
    1620 GULF OF MEXICO DRIVE #502, LONGBOAT KEY, FL
    1620 GULF OF MEXICO DRIVE #502
    LONGBOAT KEY, FL
    • 3 Beds
    • 4 Baths
    • 4,992 Home (sqft)
    • 4 Baths
    • 17.80 Lot (ac)
  2. Photo of 612 JUAN ANASCO DRIVE, LONGBOAT KEY, FL 34228 (MLS # A4475444)
    $7,800,000
    Photo of 612 JUAN ANASCO DRIVE, LONGBOAT KEY, FL 34228 (MLS # A4475444)
    Photo of 612 JUAN ANASCO DRIVE, LONGBOAT KEY, FL 34228 (MLS # A4475444)
    612 JUAN ANASCO DRIVE, LONGBOAT KEY, FL
    612 JUAN ANASCO DRIVE
    LONGBOAT KEY, FL
    • 6 Beds
    • 8 Baths
    • 8,976 Home (sqft)
    • 8 Baths
    • 1.16 Lot (ac)
  3. Photo of 1620 GULF OF MEXICO DRIVE #618, LONGBOAT KEY, FL 34228 (MLS # A4492453)
    $7,600,000
    Photo of 1620 GULF OF MEXICO DRIVE #618, LONGBOAT KEY, FL 34228 (MLS # A4492453)
    Photo of 1620 GULF OF MEXICO DRIVE #618, LONGBOAT KEY, FL 34228 (MLS # A4492453)
    1620 GULF OF MEXICO DRIVE #618, LONGBOAT KEY, FL
    1620 GULF OF MEXICO DRIVE #618
    LONGBOAT KEY, FL
    • 4 Beds
    • 6 Baths
    • 5,320 Home (sqft)
    • 6 Baths
    • 17.80 Lot (ac)
  4. Photo of 771 OLD COMPASS ROAD, LONGBOAT KEY, FL 34228 (MLS # A4476818)
    $6,950,000
    Photo of 771 OLD COMPASS ROAD, LONGBOAT KEY, FL 34228 (MLS # A4476818)
    Photo of 771 OLD COMPASS ROAD, LONGBOAT KEY, FL 34228 (MLS # A4476818)
    771 OLD COMPASS ROAD, LONGBOAT KEY, FL
    771 OLD COMPASS ROAD
    LONGBOAT KEY, FL
    • 4 Beds
    • 6 Baths
    • 5,259 Home (sqft)
    • 6 Baths
    • 16,898 Lot (sqft)
  5. 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)
  6. Photo of 4651 GULF OF MEXICO DRIVE #304, LONGBOAT KEY, FL 34228 (MLS # A4479191)
    $5,460,000
    Photo of 4651 GULF OF MEXICO DRIVE #304, LONGBOAT KEY, FL 34228 (MLS # A4479191)
    Photo of 4651 GULF OF MEXICO DRIVE #304, LONGBOAT KEY, FL 34228 (MLS # A4479191)
    4651 GULF OF MEXICO DRIVE #304, LONGBOAT KEY, FL
    4651 GULF OF MEXICO DRIVE #304
    LONGBOAT KEY, FL
    • 4 Beds
    • 5 Baths
    • 4,100 Home (sqft)
    • 5 Baths
    • 3.40 Lot (ac)
  7. Photo of 4651 GULF OF MEXICO DRIVE #203, LONGBOAT KEY, FL 34228 (MLS # A4479178)
    $5,050,000
    Photo of 4651 GULF OF MEXICO DRIVE #203, LONGBOAT KEY, FL 34228 (MLS # A4479178)
    Photo of 4651 GULF OF MEXICO DRIVE #203, LONGBOAT KEY, FL 34228 (MLS # A4479178)
    4651 GULF OF MEXICO DRIVE #203, LONGBOAT KEY, FL
    4651 GULF OF MEXICO DRIVE #203
    LONGBOAT KEY, FL
    • 4 Beds
    • 5 Baths
    • 3,900 Home (sqft)
    • 5 Baths
    • 3.40 Lot (ac)
  8. 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
    • 5 Baths
    • 4,200 Home (sqft)
    • 5 Baths
    • 13,749 Lot (sqft)
  9. Photo of 4651 GULF OF MEXICO DRIVE #402, LONGBOAT KEY, FL 34228 (MLS # A4479112)
    $4,380,000
    Photo of 4651 GULF OF MEXICO DRIVE #402, LONGBOAT KEY, FL 34228 (MLS # A4479112)
    Photo of 4651 GULF OF MEXICO DRIVE #402, LONGBOAT KEY, FL 34228 (MLS # A4479112)
    4651 GULF OF MEXICO DRIVE #402, LONGBOAT KEY, FL
    4651 GULF OF MEXICO DRIVE #402
    LONGBOAT KEY, FL
    • 4 Beds
    • 5 Baths
    • 3,900 Home (sqft)
    • 5 Baths
    • 3.40 Lot (ac)
  10. 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)
    20
     
    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)
  11. 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)
  12. Photo of 1620 GULF OF MEXICO DRIVE #411, LONGBOAT KEY, FL 34228 (MLS # A4480034)
    $3,920,000
    Photo of 1620 GULF OF MEXICO DRIVE #411, LONGBOAT KEY, FL 34228 (MLS # A4480034)
    Photo of 1620 GULF OF MEXICO DRIVE #411, LONGBOAT KEY, FL 34228 (MLS # A4480034)
    15
     
    1620 GULF OF MEXICO DRIVE #411, LONGBOAT KEY, FL
    1620 GULF OF MEXICO DRIVE #411
    LONGBOAT KEY, FL
    • 2 Beds
    • 3 Baths
    • 3,130 Home (sqft)
    • 3 Baths
    • 17.80 Lot (ac)
  13. Photo of 5372 SANDHAMN PLACE, LONGBOAT KEY, FL 34228 (MLS # A4458496)
    $3,700,000
    Photo of 5372 SANDHAMN PLACE, LONGBOAT KEY, FL 34228 (MLS # A4458496)
    Photo of 5372 SANDHAMN PLACE, LONGBOAT KEY, FL 34228 (MLS # A4458496)
    36
     
    5372 SANDHAMN PLACE, LONGBOAT KEY, FL
    5372 SANDHAMN PLACE
    LONGBOAT KEY, FL
    • 4 Beds
    • 5 Baths
    • 5,484 Home (sqft)
    • 5 Baths
    • 15,290 Lot (sqft)
  14. Photo of 5005 GULF OF MEXICO DRIVE #5, LONGBOAT KEY, FL 34228 (MLS # A4480202)
    $3,500,000
    Photo of 5005 GULF OF MEXICO DRIVE #5, LONGBOAT KEY, FL 34228 (MLS # A4480202)
    Photo of 5005 GULF OF MEXICO DRIVE #5, LONGBOAT KEY, FL 34228 (MLS # A4480202)
    5005 GULF OF MEXICO DRIVE #5, LONGBOAT KEY, FL
    5005 GULF OF MEXICO DRIVE #5
    LONGBOAT KEY, FL
    • 4 Beds
    • 5 Baths
    • 3,595 Home (sqft)
    • 5 Baths
    • 10,070 Lot (sqft)
  15. Photo of 6603 GULFSIDE ROAD, LONGBOAT KEY, FL 34228 (MLS # A4480258)
    $3,200,000
    Photo of 6603 GULFSIDE ROAD, LONGBOAT KEY, FL 34228 (MLS # A4480258)
    Photo of 6603 GULFSIDE ROAD, LONGBOAT KEY, FL 34228 (MLS # A4480258)
    6603 GULFSIDE ROAD, LONGBOAT KEY, FL
    6603 GULFSIDE ROAD
    LONGBOAT KEY, FL
    • 3 Beds
    • 3 Baths
    • 3,051 Home (sqft)
    • 3 Baths
    • 20,430 Lot (sqft)
  16. 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)
  17. Photo of 550 BUTTONWOOD DRIVE, LONGBOAT KEY, FL 34228 (MLS # A4491326)
    $2,495,000
    Photo of 550 BUTTONWOOD DRIVE, LONGBOAT KEY, FL 34228 (MLS # A4491326)
    Photo of 550 BUTTONWOOD DRIVE, LONGBOAT KEY, FL 34228 (MLS # A4491326)
    550 BUTTONWOOD DRIVE, LONGBOAT KEY, FL
    550 BUTTONWOOD DRIVE
    LONGBOAT KEY, FL
    • 4 Beds
    • 3 Baths
    • 4,390 Home (sqft)
    • 3 Baths
    • 11,525 Lot (sqft)
  18. 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)
  19. Photo of 545 SANCTUARY DRIVE #B706, LONGBOAT KEY, FL 34228 (MLS # A4483212)
    $2,445,000
    Photo of 545 SANCTUARY DRIVE #B706, LONGBOAT KEY, FL 34228 (MLS # A4483212)
    Photo of 545 SANCTUARY DRIVE #B706, LONGBOAT KEY, FL 34228 (MLS # A4483212)
    545 SANCTUARY DRIVE #B706, LONGBOAT KEY, FL
    545 SANCTUARY DRIVE #B706
    LONGBOAT KEY, FL
    • 3 Beds
    • 3 Baths
    • 2,375 Home (sqft)
    • 3 Baths
    • 24,656 Lot (sqft)
  20. Photo of 1055 GULF OF MEXICO DRIVE #106, LONGBOAT KEY, FL 34228 (MLS # A4492608)
    $1,999,000
    Photo of 1055 GULF OF MEXICO DRIVE #106, LONGBOAT KEY, FL 34228 (MLS # A4492608)
    Photo of 1055 GULF OF MEXICO DRIVE #106, LONGBOAT KEY, FL 34228 (MLS # A4492608)
    1055 GULF OF MEXICO DRIVE #106, LONGBOAT KEY, FL
    1055 GULF OF MEXICO DRIVE #106
    LONGBOAT KEY, FL
    • 3 Beds
    • 2 Baths
    • 1,819 Home (sqft)
    • 2 Baths
    • 0 Lot (sqft)
  21. Photo of 1620 GULF OF MEXICO DRIVE #307, LONGBOAT KEY, FL 34228 (MLS # A4482422)
    $1,995,000
    Photo of 1620 GULF OF MEXICO DRIVE #307, LONGBOAT KEY, FL 34228 (MLS # A4482422)
    Photo of 1620 GULF OF MEXICO DRIVE #307, LONGBOAT KEY, FL 34228 (MLS # A4482422)
    10
     
    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)
  22. 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)
  23. Photo of 2224 HARBOUR COURT DRIVE, LONGBOAT KEY, FL 34228 (MLS # A4491839)
    $1,895,000
    Photo of 2224 HARBOUR COURT DRIVE, LONGBOAT KEY, FL 34228 (MLS # A4491839)
    Photo of 2224 HARBOUR COURT DRIVE, LONGBOAT KEY, FL 34228 (MLS # A4491839)
    2224 HARBOUR COURT DRIVE, LONGBOAT KEY, FL
    2224 HARBOUR COURT DRIVE
    LONGBOAT KEY, FL
    • 3 Beds
    • 4 Baths
    • 2,959 Home (sqft)
    • 4 Baths
    • 7,498 Lot (sqft)
  24. Photo of 7147 LA LENAIRE DRIVE, LONGBOAT KEY, FL 34228 (MLS # V4917435)
    $1,875,000
    Photo of 7147 LA LENAIRE DRIVE, LONGBOAT KEY, FL 34228 (MLS # V4917435)
    Photo of 7147 LA LENAIRE DRIVE, LONGBOAT KEY, FL 34228 (MLS # V4917435)
    10
     
    7147 LA LENAIRE DRIVE, LONGBOAT KEY, FL
    7147 LA LENAIRE DRIVE
    LONGBOAT KEY, FL
    • 6 Beds
    • 6 Baths
    • 3,503 Home (sqft)
    • 6 Baths
    • 1.35 Lot (ac)
  25. Photo of 415 L AMBIANCE DRIVE #E507, LONGBOAT KEY, FL 34228 (MLS # A4488797)
    $1,795,000
    Photo of 415 L AMBIANCE DRIVE #E507, LONGBOAT KEY, FL 34228 (MLS # A4488797)
    Photo of 415 L AMBIANCE DRIVE #E507, LONGBOAT KEY, FL 34228 (MLS # A4488797)
    415 L AMBIANCE DRIVE #E507, LONGBOAT KEY, FL
    415 L AMBIANCE DRIVE #E507
    LONGBOAT KEY, FL
    • 2 Beds
    • 3 Baths
    • 2,385 Home (sqft)
    • 3 Baths
    • 10.16 Lot (ac)
  26. 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)
  27. 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)
  28. 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)
  29. Photo of 5055 GULF OF MEXICO DRIVE #334 & 324, LONGBOAT KEY, FL 34228 (MLS # A4488586)
    $1,100,000
    Photo of 5055 GULF OF MEXICO DRIVE #334 & 324, LONGBOAT KEY, FL 34228 (MLS # A4488586)
    Photo of 5055 GULF OF MEXICO DRIVE #334 & 324, LONGBOAT KEY, FL 34228 (MLS # A4488586)
    5055 GULF OF MEXICO DRIVE #334 & 324, LONGBOAT KEY, FL
    5055 GULF OF MEXICO DRIVE #334 & 324
    LONGBOAT KEY, FL
    • 3 Beds
    • 3 Baths
    • 2,968 Home (sqft)
    • 3 Baths
    • 8.77 Lot (ac)
  30. Photo of 370 GULF OF MEXICO DRIVE #422, LONGBOAT KEY, FL 34228 (MLS # A4490503)
    $1,079,000
    Photo of 370 GULF OF MEXICO DRIVE #422, LONGBOAT KEY, FL 34228 (MLS # A4490503)
    Photo of 370 GULF OF MEXICO DRIVE #422, LONGBOAT KEY, FL 34228 (MLS # A4490503)
    370 GULF OF MEXICO DRIVE #422, LONGBOAT KEY, FL
    370 GULF OF MEXICO DRIVE #422
    LONGBOAT KEY, FL
    • 2 Beds
    • 3 Baths
    • 2,255 Home (sqft)
    • 3 Baths
    • 10.93 Lot (ac)
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Listing information is deemed reliable, but not guaranteed.

This IDX Solution is (c) Diverse Solutions 2021.

 
 

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