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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$1,899,0002425 GULF OF MEXICO DRIVE #14B, LONGBOAT KEY, FL2425 GULF OF MEXICO DRIVE #14B
LONGBOAT KEY, FL- 2 Beds
- 2 Baths
- 1,470 Home (sqft)
- 2 Baths
- 0 Lot (sqft)
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$1,890,000714 NORTON STREET, LONGBOAT KEY, FL714 NORTON STREET
LONGBOAT KEY, FL- 3 Beds
- 3 Baths
- 2,109 Home (sqft)
- 3 Baths
- 10,019 Lot (sqft)
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$1,875,0001465 GULF OF MEXICO DRIVE #504, LONGBOAT KEY, FL1465 GULF OF MEXICO DRIVE #504
LONGBOAT KEY, FL- 3 Beds
- 3 Baths
- 2,262 Home (sqft)
- 3 Baths
- 0 Lot (sqft)
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$1,799,000575 SANCTUARY DRIVE #A302, LONGBOAT KEY, FL575 SANCTUARY DRIVE #A302
LONGBOAT KEY, FL- 3 Beds
- 3 Baths
- 1,823 Home (sqft)
- 3 Baths
- 0 Lot (sqft)
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$1,798,000603 LONGBOAT CLUB ROAD #604N, LONGBOAT KEY, FL603 LONGBOAT CLUB ROAD #604N
LONGBOAT KEY, FL- 2 Beds
- 2 Baths
- 2,210 Home (sqft)
- 2 Baths
- 0 Lot (sqft)
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$1,790,0002525 GULF OF MEXICO DRIVE #6B, LONGBOAT KEY, FL2525 GULF OF MEXICO DRIVE #6B
LONGBOAT KEY, FL- 2 Beds
- 2 Baths
- 1,616 Home (sqft)
- 2 Baths
- 0 Lot (sqft)
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$1,750,0003750 GULF OF MEXICO DRIVE, LONGBOAT KEY, FL3750 GULF OF MEXICO DRIVE
LONGBOAT KEY, FL- 6 Beds
- 5 Baths
- 3,470 Home (sqft)
- 5 Baths
- 4,356 Lot (sqft)
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$1,595,0002425 GULF OF MEXICO DRIVE #2A, LONGBOAT KEY, FL2425 GULF OF MEXICO DRIVE #2A
LONGBOAT KEY, FL- 2 Beds
- 2 Baths
- 1,513 Home (sqft)
- 2 Baths
- 4.26 Lot (ac)
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$1,395,000775 LONGBOAT CLUB ROAD #306, LONGBOAT KEY, FL775 LONGBOAT CLUB ROAD #306
LONGBOAT KEY, FL- 2 Beds
- 2 Baths
- 1,714 Home (sqft)
- 2 Baths
- 5.54 Lot (ac)
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$1,395,0001075 GULF OF MEXICO DRIVE #202, LONGBOAT KEY, FL1075 GULF OF MEXICO DRIVE #202
LONGBOAT KEY, FL- 2 Beds
- 2 Baths
- 1,392 Home (sqft)
- 2 Baths
- 31.00 Lot (ac)
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$1,375,0004545 GULF OF MEXICO DRIVE #210, LONGBOAT KEY, FL4545 GULF OF MEXICO DRIVE #210
LONGBOAT KEY, FL- 2 Beds
- 2 Baths
- 1,460 Home (sqft)
- 2 Baths
- 5.90 Lot (ac)
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$1,350,000536 GENERAL HARRIS STREET, LONGBOAT KEY, FL536 GENERAL HARRIS STREET
LONGBOAT KEY, FL- 4 Beds
- 3 Baths
- 2,336 Home (sqft)
- 3 Baths
- 19,999 Lot (sqft)
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$1,349,0002525 GULF OF MEXICO DRIVE #5B, LONGBOAT KEY, FL2525 GULF OF MEXICO DRIVE #5B
LONGBOAT KEY, FL- 2 Beds
- 2 Baths
- 1,491 Home (sqft)
- 2 Baths
- 0 Lot (sqft)
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$1,299,000775 LONGBOAT CLUB ROAD #906, LONGBOAT KEY, FL775 LONGBOAT CLUB ROAD #906
LONGBOAT KEY, FL- 2 Beds
- 2 Baths
- 1,714 Home (sqft)
- 2 Baths
- 0 Lot (sqft)
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$1,250,0003808 GULF OF MEXICO DRIVE #E112, LONGBOAT KEY, FL3808 GULF OF MEXICO DRIVE #E112
LONGBOAT KEY, FL- 3 Beds
- 3 Baths
- 2,273 Home (sqft)
- 3 Baths
- 0 Lot (sqft)
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$1,250,0002109 GULF OF MEXICO DRIVE #1103, LONGBOAT KEY, FL2109 GULF OF MEXICO DRIVE #1103
LONGBOAT KEY, FL- 2 Beds
- 2 Baths
- 1,843 Home (sqft)
- 2 Baths
- 4.26 Lot (ac)
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$1,200,0001000 LONGBOAT CLUB ROAD #702, LONGBOAT KEY, FL1000 LONGBOAT CLUB ROAD #702
LONGBOAT KEY, FL- 2 Beds
- 2 Baths
- 1,390 Home (sqft)
- 2 Baths
- 0 Lot (sqft)
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$1,190,0007135 GULF OF MEXICO DRIVE #12, LONGBOAT KEY, FL7135 GULF OF MEXICO DRIVE #12
LONGBOAT KEY, FL- 2 Beds
- 2 Baths
- 1,404 Home (sqft)
- 2 Baths
- 2.90 Lot (ac)
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$1,045,0002004 N HARBOURSIDE DRIVE #1701, LONGBOAT KEY, FL2004 N HARBOURSIDE DRIVE #1701
LONGBOAT KEY, FL- 2 Beds
- 2 Baths
- 3,075 Home (sqft)
- 2 Baths
- 0 Lot (sqft)
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$995,0002089 GULF OF MEXICO DRIVE #G1-302, LONGBOAT KEY, FL2089 GULF OF MEXICO DRIVE #G1-302
LONGBOAT KEY, FL- 2 Beds
- 2 Baths
- 1,257 Home (sqft)
- 2 Baths
- 0 Lot (sqft)
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$995,0001926 HARBOURSIDE DRIVE #1304, LONGBOAT KEY, FL1926 HARBOURSIDE DRIVE #1304
LONGBOAT KEY, FL- 3 Beds
- 3 Baths
- 4,049 Home (sqft)
- 3 Baths
- 10.83 Lot (ac)
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$925,000525 CHANNEL LANE, LONGBOAT KEY, FL525 CHANNEL LANE
LONGBOAT KEY, FL- 2 Beds
- 2 Baths
- 988 Home (sqft)
- 2 Baths
- 6,099 Lot (sqft)
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$899,0004485 GULF OF MEXICO DRIVE #204, LONGBOAT KEY, FL4485 GULF OF MEXICO DRIVE #204
LONGBOAT KEY, FL- 2 Beds
- 2 Baths
- 1,175 Home (sqft)
- 2 Baths
- 1.63 Lot (ac)
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$875,0004600 GULF OF MEXICO DRIVE #205, LONGBOAT KEY, FL4600 GULF OF MEXICO DRIVE #205
LONGBOAT KEY, FL- 2 Beds
- 2 Baths
- 1,312 Home (sqft)
- 2 Baths
- 26.67 Lot (ac)
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$675,0003240 GULF OF MEXICO DRIVE #B404, LONGBOAT KEY, FL3240 GULF OF MEXICO DRIVE #B404
LONGBOAT KEY, FL- 2 Beds
- 2 Baths
- 1,434 Home (sqft)
- 2 Baths
- 0 Lot (sqft)
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$649,0002630 HARBOURSIDE DRIVE #L-05, LONGBOAT KEY, FL2630 HARBOURSIDE DRIVE #L-05
LONGBOAT KEY, FL- 0 Beds
- 0 Baths
- 0 Home (sqft)
- 0 Baths
- 0 Lot (sqft)
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$610,0004320 FALMOUTH DRIVE #103, LONGBOAT KEY, FL4320 FALMOUTH DRIVE #103
LONGBOAT KEY, FL- 2 Beds
- 2 Baths
- 1,072 Home (sqft)
- 2 Baths
- 0 Lot (sqft)
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$599,900573 SUTTON PLACE, LONGBOAT KEY, FL573 SUTTON PLACE
LONGBOAT KEY, FL- 2 Beds
- 2 Baths
- 1,608 Home (sqft)
- 2 Baths
- 0 Lot (sqft)
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$595,0004400 EXETER DRIVE #J106, LONGBOAT KEY, FL4400 EXETER DRIVE #J106
LONGBOAT KEY, FL- 2 Beds
- 2 Baths
- 1,152 Home (sqft)
- 2 Baths
- 0 Lot (sqft)
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$595,0002600 HARBOURSIDE DRIVE #G-19 & G-20, LONGBOAT KEY, FL2600 HARBOURSIDE DRIVE #G-19 & G-20
LONGBOAT KEY, FL- 0 Beds
- 0 Baths
- 0 Home (sqft)
- 0 Baths
- 21,837 Lot (sqft)
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