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 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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Sorted by
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$14,500,000
6171 GULF OF MEXICO DRIVE, LONGBOAT KEY, FL6171 GULF OF MEXICO DRIVE
LONGBOAT KEY, FL- 4 Beds
- 6 Baths
- 7,352 Home (sqft)
- 6 Baths
- 33,898 Lot (sqft)
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$11,989,000
5965 GULF OF MEXICO DRIVE, LONGBOAT KEY, FL5965 GULF OF MEXICO DRIVE
LONGBOAT KEY, FL- 7 Beds
- 7 Baths
- 10,087 Home (sqft)
- 7 Baths
- 1.98 Lot (ac)
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$8,000,000
5541 GULF OF MEXICO DRIVE, LONGBOAT KEY, FL5541 GULF OF MEXICO DRIVE
LONGBOAT KEY, FL- 11 Beds
- 14 Baths
- 14,005 Home (sqft)
- 14 Baths
- 41,601 Lot (sqft)
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$7,800,000
612 JUAN ANASCO DRIVE, LONGBOAT KEY, FL612 JUAN ANASCO DRIVE
LONGBOAT KEY, FL- 6 Beds
- 8 Baths
- 8,976 Home (sqft)
- 8 Baths
- 1.16 Lot (ac)
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$6,995,000
5005 GULF OF MEXICO DRIVE #2, LONGBOAT KEY, FL5005 GULF OF MEXICO DRIVE #2
LONGBOAT KEY, FL- 5 Beds
- 7 Baths
- 4,420 Home (sqft)
- 7 Baths
- 24,058 Lot (sqft)
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$6,970,000
1620 GULF OF MEXICO DRIVE #605, LONGBOAT KEY, FL1620 GULF OF MEXICO DRIVE #605
LONGBOAT KEY, FL- 4 Beds
- 5 Baths
- 4,017 Home (sqft)
- 5 Baths
- 17.80 Lot (ac)
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$6,950,000
771 OLD COMPASS ROAD, LONGBOAT KEY, FL771 OLD COMPASS ROAD
LONGBOAT KEY, FL- 4 Beds
- 6 Baths
- 5,259 Home (sqft)
- 6 Baths
- 16,898 Lot (sqft)
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$6,240,000
4651 GULF OF MEXICO DRIVE #PH1, LONGBOAT KEY, FL4651 GULF OF MEXICO DRIVE #PH1
LONGBOAT KEY, FL- 4 Beds
- 5 Baths
- 4,000 Home (sqft)
- 5 Baths
- 3.40 Lot (ac)
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$6,000,000
5056 GULF OF MEXICO DRIVE, LONGBOAT KEY, FL5056 GULF OF MEXICO DRIVE
LONGBOAT KEY, FL- 3 Beds
- 3 Baths
- 3,819 Home (sqft)
- 3 Baths
- 40,002 Lot (sqft)
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$5,460,000
4651 GULF OF MEXICO DRIVE #304, LONGBOAT KEY, FL4651 GULF OF MEXICO DRIVE #304
LONGBOAT KEY, FL- 4 Beds
- 5 Baths
- 4,100 Home (sqft)
- 5 Baths
- 3.40 Lot (ac)
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$4,995,000
6877 GULF OF MEXICO DRIVE, LONGBOAT KEY, FL6877 GULF OF MEXICO DRIVE
LONGBOAT KEY, FL- 4 Beds
- 5 Baths
- 4,820 Home (sqft)
- 5 Baths
- 32,130 Lot (sqft)
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$4,845,000
4651 GULF OF MEXICO DRIVE #203, LONGBOAT KEY, FL4651 GULF OF MEXICO DRIVE #203
LONGBOAT KEY, FL- 4 Beds
- 5 Baths
- 3,900 Home (sqft)
- 5 Baths
- 3.40 Lot (ac)
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$4,380,000
4651 GULF OF MEXICO DRIVE #402, LONGBOAT KEY, FL4651 GULF OF MEXICO DRIVE #402
LONGBOAT KEY, FL- 4 Beds
- 5 Baths
- 3,900 Home (sqft)
- 5 Baths
- 3.40 Lot (ac)
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$4,295,000
5840 GULF OF MEXICO DRIVE, LONGBOAT KEY, FL5840 GULF OF MEXICO DRIVE
LONGBOAT KEY, FL- 4 Beds
- 6 Baths
- 4,247 Home (sqft)
- 6 Baths
- 16,249 Lot (sqft)
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$3,999,000
500 BUTTONWOOD DRIVE, LONGBOAT KEY, FL500 BUTTONWOOD DRIVE
LONGBOAT KEY, FL- 4 Beds
- 4 Baths
- 4,868 Home (sqft)
- 4 Baths
- 13,219 Lot (sqft)
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$3,950,000
5005 GULF OF MEXICO DRIVE #9, LONGBOAT KEY, FL5005 GULF OF MEXICO DRIVE #9
LONGBOAT KEY, FL- 4 Beds
- 4 Baths
- 3,922 Home (sqft)
- 4 Baths
- 9,148 Lot (sqft)
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$3,920,000
1620 GULF OF MEXICO DRIVE #411, LONGBOAT KEY, FL1620 GULF OF MEXICO DRIVE #411
LONGBOAT KEY, FL- 2 Beds
- 3 Baths
- 3,130 Home (sqft)
- 3 Baths
- 17.80 Lot (ac)
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$3,875,000
4965 GULF OF MEXICO DRIVE #202, LONGBOAT KEY, FL4965 GULF OF MEXICO DRIVE #202
LONGBOAT KEY, FL- 3 Beds
- 4 Baths
- 3,344 Home (sqft)
- 4 Baths
- 0 Lot (sqft)
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$3,850,000
5372 SANDHAMN PLACE, LONGBOAT KEY, FL5372 SANDHAMN PLACE
LONGBOAT KEY, FL- 4 Beds
- 5 Baths
- 5,484 Home (sqft)
- 5 Baths
- 15,290 Lot (sqft)
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$3,795,000
6529 GULFSIDE ROAD, LONGBOAT KEY, FL6529 GULFSIDE ROAD
LONGBOAT KEY, FL- 3 Beds
- 4 Baths
- 4,524 Home (sqft)
- 4 Baths
- 22,901 Lot (sqft)
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$3,685,000
5005 GULF OF MEXICO DRIVE #8, LONGBOAT KEY, FL5005 GULF OF MEXICO DRIVE #8
LONGBOAT KEY, FL- 5 Beds
- 6 Baths
- 4,115 Home (sqft)
- 6 Baths
- 9,148 Lot (sqft)
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$3,650,000
5005 GULF OF MEXICO DRIVE #5, LONGBOAT KEY, FL5005 GULF OF MEXICO DRIVE #5
LONGBOAT KEY, FL- 4 Beds
- 5 Baths
- 3,595 Home (sqft)
- 5 Baths
- 10,070 Lot (sqft)
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$3,345,000
8 WINSLOW PLACE, LONGBOAT KEY, FL8 WINSLOW PLACE
LONGBOAT KEY, FL- 3 Beds
- 4 Baths
- 4,169 Home (sqft)
- 4 Baths
- 20,388 Lot (sqft)
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$3,200,000
1511 GULF OF MEXICO DRIVE #202, LONGBOAT KEY, FL1511 GULF OF MEXICO DRIVE #202
LONGBOAT KEY, FL- 3 Beds
- 4 Baths
- 2,940 Home (sqft)
- 4 Baths
- 3.40 Lot (ac)
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$3,200,000
6603 GULFSIDE ROAD, LONGBOAT KEY, FL6603 GULFSIDE ROAD
LONGBOAT KEY, FL- 3 Beds
- 3 Baths
- 3,051 Home (sqft)
- 3 Baths
- 20,430 Lot (sqft)
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$2,999,000
550 BUTTONWOOD DRIVE, LONGBOAT KEY, FL550 BUTTONWOOD DRIVE
LONGBOAT KEY, FL- 4 Beds
- 3 Baths
- 4,390 Home (sqft)
- 3 Baths
- 11,525 Lot (sqft)
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$2,950,000
604 ROUNTREE DRIVE, LONGBOAT KEY, FL604 ROUNTREE DRIVE
LONGBOAT KEY, FL- 4 Beds
- 6 Baths
- 4,709 Home (sqft)
- 6 Baths
- 11,751 Lot (sqft)
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$2,875,000
1281 GULF OF MEXICO DRIVE #1007, LONGBOAT KEY, FL1281 GULF OF MEXICO DRIVE #1007
LONGBOAT KEY, FL- 3 Beds
- 5 Baths
- 3,273 Home (sqft)
- 5 Baths
- 0 Lot (sqft)
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$2,700,000
6321 GULF OF MEXICO DRIVE, LONGBOAT KEY, FL6321 GULF OF MEXICO DRIVE
LONGBOAT KEY, FL- 3 Beds
- 3 Baths
- 1,620 Home (sqft)
- 3 Baths
- 21,001 Lot (sqft)
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$2,695,000
541 HARBOR POINT ROAD, LONGBOAT KEY, FL541 HARBOR POINT ROAD
LONGBOAT KEY, FL- 4 Beds
- 7 Baths
- 5,114 Home (sqft)
- 7 Baths
- 15,514 Lot (sqft)
Listing information is deemed reliable, but not guaranteed.
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