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 - $2,562,500
Median Home Price - $968,200
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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$1,450,000
508 67th Street, Holmes Beach, FL508 67th Street
Holmes Beach, FL- 0 Beds
- 0 Baths
- 0 Home (sqft)
- 0 Baths
- 8,712 Lot (sqft)
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$7,000
4825 Gulf Of Mexico Drive #202, Longboat Key, FL4825 Gulf Of Mexico Drive #202
Longboat Key, FL- 2 Beds
- 2 Baths
- 1,393 Home (sqft)
- 2 Baths
- 0 Lot (sqft)
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$7,795,000
1233 N Gulfstream Avenue #1001, Sarasota, FL1233 N Gulfstream Avenue #1001
Sarasota, FL- 4 Beds
- 5 Baths
- 5,815 Home (sqft)
- 5 Baths
- 0 Lot (sqft)
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$699,000
2231 Sunnyside Lane, Sarasota, FL2231 Sunnyside Lane
Sarasota, FL- 3 Beds
- 2 Baths
- 1,508 Home (sqft)
- 2 Baths
- 11,326 Lot (sqft)
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$710,000
4440 Exeter Drive #N106, Longboat Key, FL4440 Exeter Drive #N106
Longboat Key, FL- 2 Beds
- 2 Baths
- 1,376 Home (sqft)
- 2 Baths
- 0 Lot (sqft)
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$1,350,000
988 Blvd Of The Arts #810, Sarasota, FL988 Blvd Of The Arts #810
Sarasota, FL- 2 Beds
- 2 Baths
- 1,555 Home (sqft)
- 2 Baths
- 0 Lot (sqft)
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$1,500,000
5569 Shadow Lawn Drive, Sarasota, FL5569 Shadow Lawn Drive
Sarasota, FL- 0 Beds
- 0 Baths
- 0 Home (sqft)
- 0 Baths
- 12,197 Lot (sqft)
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$1,150,000
226 Golden Gate Point #64, Sarasota, FL226 Golden Gate Point #64
Sarasota, FL- 2 Beds
- 2 Baths
- 1,396 Home (sqft)
- 2 Baths
- 30,057 Lot (sqft)
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$1,100,000
575 N Washington Boulevard, Sarasota, FL575 N Washington Boulevard
Sarasota, FL- 0 Beds
- 0 Baths
- 0 Home (sqft)
- 0 Baths
- 24,830 Lot (sqft)
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$749,000
101 S Gulfstream Avenue #15B, Sarasota, FL101 S Gulfstream Avenue #15B
Sarasota, FL- 2 Beds
- 2 Baths
- 1,320 Home (sqft)
- 2 Baths
- 0 Lot (sqft)
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$2,750,000
1585 South Drive, Sarasota, FL1585 South Drive
Sarasota, FL- 3 Beds
- 4 Baths
- 2,764 Home (sqft)
- 4 Baths
- 16,553 Lot (sqft)
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$749,000
141 Avenida Messina #4, Sarasota, FL141 Avenida Messina #4
Sarasota, FL- 2 Beds
- 2 Baths
- 1,016 Home (sqft)
- 2 Baths
- 0 Lot (sqft)
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$549,000
2850 Gulf Of Mexico Drive #2, Longboat Key, FL2850 Gulf Of Mexico Drive #2
Longboat Key, FL- 2 Beds
- 1 Bath
- 695 Home (sqft)
- 1 Bath
- 0 Lot (sqft)
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$2,850
3806 Gulf Of Mexico Drive #C311, Longboat Key, FL3806 Gulf Of Mexico Drive #C311
Longboat Key, FL- 2 Beds
- 2 Baths
- 1,062 Home (sqft)
- 2 Baths
- 0 Lot (sqft)
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$3,300
1064 N Tamiami Trail #1527, Sarasota, FL1064 N Tamiami Trail #1527
Sarasota, FL- 2 Beds
- 2 Baths
- 1,084 Home (sqft)
- 2 Baths
- 0 Lot (sqft)
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$519,900
500 S Washington Drive #21B, Sarasota, FL500 S Washington Drive #21B
Sarasota, FL- 1 Bed
- 1 Bath
- 831 Home (sqft)
- 1 Bath
- 1.95 Lot (ac)
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$1,800,000
1215 N Palm Avenue, Sarasota, FL1215 N Palm Avenue
Sarasota, FL- 0 Beds
- 0 Baths
- 1,750 Home (sqft)
- 0 Baths
- 5,228 Lot (sqft)
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$1,795,000
322 Calle Miramar, Sarasota, FL322 Calle Miramar
Sarasota, FL- 3 Beds
- 3 Baths
- 1,293 Home (sqft)
- 3 Baths
- 8,277 Lot (sqft)
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$1,049,000
235 Cocoanut Avenue #113C, Sarasota, FL235 Cocoanut Avenue #113C
Sarasota, FL- 3 Beds
- 5 Baths
- 2,320 Home (sqft)
- 5 Baths
- 35,720 Lot (sqft)
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$1,540,000
111 S Pineapple Avenue #605, Sarasota, FL111 S Pineapple Avenue #605
Sarasota, FL- 2 Beds
- 3 Baths
- 1,500 Home (sqft)
- 3 Baths
- 0 Lot (sqft)
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$2,750
1064 N Tamiami Trail #1404, Sarasota, FL1064 N Tamiami Trail #1404
Sarasota, FL- 2 Beds
- 2 Baths
- 1,084 Home (sqft)
- 2 Baths
- 0 Lot (sqft)
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$8,000
5153 Sandy Cove Avenue, Sarasota, FL5153 Sandy Cove Avenue
Sarasota, FL- 4 Beds
- 3 Baths
- 2,248 Home (sqft)
- 3 Baths
- 14,375 Lot (sqft)
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$850,000
578-580 Companion Way, Longboat Key, FL578-580 Companion Way
Longboat Key, FL- 0 Beds
- 0 Baths
- 0 Home (sqft)
- 0 Baths
- 8,277 Lot (sqft)
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$820,000
518 56th Street, Holmes Beach, FL518 56th Street
Holmes Beach, FL- 0 Beds
- 0 Baths
- 0 Home (sqft)
- 0 Baths
- 6,970 Lot (sqft)
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$3,500
1215 S Portofino Drive N #308, Sarasota, FL1215 S Portofino Drive N #308
Sarasota, FL- 2 Beds
- 2 Baths
- 991 Home (sqft)
- 2 Baths
- 0 Lot (sqft)
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$610,000
3320 Gulf Of Mexico Drive #307C, Longboat Key, FL3320 Gulf Of Mexico Drive #307C
Longboat Key, FL- 2 Beds
- 2 Baths
- 1,187 Home (sqft)
- 2 Baths
- 0 Lot (sqft)
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$1,400,000
5062 Sandy Cove Avenue, Sarasota, FL5062 Sandy Cove Avenue
Sarasota, FL- 3 Beds
- 2 Baths
- 1,709 Home (sqft)
- 2 Baths
- 14,375 Lot (sqft)
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$2,495,000
990 Blvd Of The Arts #404, Sarasota, FL990 Blvd Of The Arts #404
Sarasota, FL- 2 Beds
- 3 Baths
- 3,135 Home (sqft)
- 3 Baths
- 0 Lot (sqft)
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$649,000
33 S Gulfstream Avenue #1007, Sarasota, FL33 S Gulfstream Avenue #1007
Sarasota, FL- 1 Bed
- 1 Bath
- 820 Home (sqft)
- 1 Bath
- 32,670 Lot (sqft)
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$2,600,000
1155 N Gulfstream Avenue #1606, Sarasota, FL1155 N Gulfstream Avenue #1606
Sarasota, FL- 2 Beds
- 3 Baths
- 1,770 Home (sqft)
- 3 Baths
- 0 Lot (sqft)
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