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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$3,495,0001241 GULF OF MEXICO DRIVE #704, LONGBOAT KEY, FL1241 GULF OF MEXICO DRIVE #704
LONGBOAT KEY, FL- 3 Beds
- 4 Baths
- 3,045 Home (sqft)
- 4 Baths
- 2.11 Lot (ac)
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$3,475,0003606 FAIR OAKS PLACE, LONGBOAT KEY, FL3606 FAIR OAKS PLACE
LONGBOAT KEY, FL- 4 Beds
- 3 Baths
- 3,842 Home (sqft)
- 3 Baths
- 10,890 Lot (sqft)
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$3,450,000580 PUTTER LANE, LONGBOAT KEY, FL580 PUTTER LANE
LONGBOAT KEY, FL- 3 Beds
- 4 Baths
- 2,730 Home (sqft)
- 4 Baths
- 12,197 Lot (sqft)
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$3,395,000700 TARAWITT DRIVE, LONGBOAT KEY, FL700 TARAWITT DRIVE
LONGBOAT KEY, FL- 4 Beds
- 5 Baths
- 3,897 Home (sqft)
- 5 Baths
- 10,890 Lot (sqft)
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$3,345,0002945 PYRULA DRIVE, LONGBOAT KEY, FL2945 PYRULA DRIVE
LONGBOAT KEY, FL- 5 Beds
- 5 Baths
- 3,815 Home (sqft)
- 5 Baths
- 13,940 Lot (sqft)
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$3,314,000760 MARBURY LANE, LONGBOAT KEY, FL760 MARBURY LANE
LONGBOAT KEY, FL- 4 Beds
- 3 Baths
- 2,575 Home (sqft)
- 3 Baths
- 10,019 Lot (sqft)
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$3,299,0003533 FAIR OAKS LANE, LONGBOAT KEY, FL3533 FAIR OAKS LANE
LONGBOAT KEY, FL- 4 Beds
- 6 Baths
- 3,909 Home (sqft)
- 6 Baths
- 9,584 Lot (sqft)
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$3,295,000595 BOWSPRIT LANE, LONGBOAT KEY, FL595 BOWSPRIT LANE
LONGBOAT KEY, FL- 4 Beds
- 3 Baths
- 2,582 Home (sqft)
- 3 Baths
- 10,890 Lot (sqft)
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$3,225,000527 PUTTER LANE, LONGBOAT KEY, FL527 PUTTER LANE
LONGBOAT KEY, FL- 3 Beds
- 5 Baths
- 4,068 Home (sqft)
- 5 Baths
- 16,553 Lot (sqft)
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$3,200,0003590 FAIR OAKS LANE, LONGBOAT KEY, FL3590 FAIR OAKS LANE
LONGBOAT KEY, FL- 4 Beds
- 4 Baths
- 3,957 Home (sqft)
- 4 Baths
- 10,019 Lot (sqft)
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$3,195,000700 DREAM ISLAND ROAD, LONGBOAT KEY, FL700 DREAM ISLAND ROAD
LONGBOAT KEY, FL- 2 Beds
- 3 Baths
- 1,755 Home (sqft)
- 3 Baths
- 20,909 Lot (sqft)
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$3,190,000562 RANGER LANE, LONGBOAT KEY, FL562 RANGER LANE
LONGBOAT KEY, FL- 4 Beds
- 3 Baths
- 3,149 Home (sqft)
- 3 Baths
- 10,019 Lot (sqft)
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$3,149,0003527 FAIR OAKS LANE, LONGBOAT KEY, FL3527 FAIR OAKS LANE
LONGBOAT KEY, FL- 4 Beds
- 5 Baths
- 4,154 Home (sqft)
- 5 Baths
- 10,019 Lot (sqft)
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$2,995,0003532 FAIR OAKS LANE, LONGBOAT KEY, FL3532 FAIR OAKS LANE
LONGBOAT KEY, FL- 4 Beds
- 5 Baths
- 3,524 Home (sqft)
- 5 Baths
- 9,584 Lot (sqft)
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$2,995,000554 JESSMYTH DRIVE, LONGBOAT KEY, FL554 JESSMYTH DRIVE
LONGBOAT KEY, FL- 3 Beds
- 3 Baths
- 4,700 Home (sqft)
- 3 Baths
- 20,909 Lot (sqft)
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$2,995,000830 TARAWITT DRIVE, LONGBOAT KEY, FL830 TARAWITT DRIVE
LONGBOAT KEY, FL- 4 Beds
- 3 Baths
- 2,447 Home (sqft)
- 3 Baths
- 10,890 Lot (sqft)
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$2,950,0003621 BAYOU CIRCLE, LONGBOAT KEY, FL3621 BAYOU CIRCLE
LONGBOAT KEY, FL- 4 Beds
- 4 Baths
- 4,322 Home (sqft)
- 4 Baths
- 13,068 Lot (sqft)
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$2,899,0006580 GULF OF MEXICO DRIVE, LONGBOAT KEY, FL6580 GULF OF MEXICO DRIVE
LONGBOAT KEY, FL- 0 Beds
- 0 Baths
- 0 Home (sqft)
- 0 Baths
- 25,701 Lot (sqft)
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$2,899,000581 DE NARVAEZ DRIVE, LONGBOAT KEY, FL581 DE NARVAEZ DRIVE
LONGBOAT KEY, FL- 3 Beds
- 4 Baths
- 2,134 Home (sqft)
- 4 Baths
- 10,019 Lot (sqft)
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$2,890,000600 DE NARVAEZ DRIVE, LONGBOAT KEY, FL600 DE NARVAEZ DRIVE
LONGBOAT KEY, FL- 3 Beds
- 3 Baths
- 1,971 Home (sqft)
- 3 Baths
- 10,019 Lot (sqft)
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$2,795,0003030 GRAND BAY BOULEVARD #346, LONGBOAT KEY, FL3030 GRAND BAY BOULEVARD #346
LONGBOAT KEY, FL- 3 Beds
- 4 Baths
- 2,925 Home (sqft)
- 4 Baths
- 1.21 Lot (ac)
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$2,750,0002929 PYRULA DRIVE, LONGBOAT KEY, FL2929 PYRULA DRIVE
LONGBOAT KEY, FL- 4 Beds
- 4 Baths
- 3,014 Home (sqft)
- 4 Baths
- 6,099 Lot (sqft)
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$2,700,000610 HIBISCUS WAY, LONGBOAT KEY, FL610 HIBISCUS WAY
LONGBOAT KEY, FL- 4 Beds
- 5 Baths
- 2,788 Home (sqft)
- 5 Baths
- 6,970 Lot (sqft)
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$2,699,000513 YAWL LANE, LONGBOAT KEY, FL513 YAWL LANE
LONGBOAT KEY, FL- 3 Beds
- 3 Baths
- 2,346 Home (sqft)
- 3 Baths
- 12,197 Lot (sqft)
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$2,695,0003030 GRAND BAY BOULEVARD #316, LONGBOAT KEY, FL3030 GRAND BAY BOULEVARD #316
LONGBOAT KEY, FL- 3 Beds
- 3 Baths
- 2,925 Home (sqft)
- 3 Baths
- 0 Lot (sqft)
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$2,600,000793 JUNGLE QUEEN WAY, LONGBOAT KEY, FL793 JUNGLE QUEEN WAY
LONGBOAT KEY, FL- 3 Beds
- 3 Baths
- 2,688 Home (sqft)
- 3 Baths
- 13,940 Lot (sqft)
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$2,600,000699 PENFIELD STREET, LONGBOAT KEY, FL699 PENFIELD STREET
LONGBOAT KEY, FL- 3 Beds
- 3 Baths
- 2,536 Home (sqft)
- 3 Baths
- 10,019 Lot (sqft)
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$2,600,0003312 BAYOU ROAD, LONGBOAT KEY, FL3312 BAYOU ROAD
LONGBOAT KEY, FL- 3 Beds
- 3 Baths
- 3,372 Home (sqft)
- 3 Baths
- 16,118 Lot (sqft)
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$2,500,000500 GENERAL HARRIS STREET, LONGBOAT KEY, FL500 GENERAL HARRIS STREET
LONGBOAT KEY, FL- 5 Beds
- 5 Baths
- 3,137 Home (sqft)
- 5 Baths
- 10,455 Lot (sqft)
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$2,499,5003060 GRAND BAY BOULEVARD #174, LONGBOAT KEY, FL3060 GRAND BAY BOULEVARD #174
LONGBOAT KEY, FL- 2 Beds
- 3 Baths
- 2,551 Home (sqft)
- 3 Baths
- 1.23 Lot (ac)
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