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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$31,750,000
5102 5th Avenue, Holmes Beach, FL5102 5th Avenue
Holmes Beach, FL- 8 Beds
- 9 Baths
- 8,430 Home (sqft)
- 9 Baths
- 22,652 Lot (sqft)
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$21,000,000
3799 Flamingo Avenue, Sarasota, FL3799 Flamingo Avenue
Sarasota, FL- 4 Beds
- 6 Baths
- 8,138 Home (sqft)
- 6 Baths
- 1.40 Lot (ac)
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$21,000,000
8250 Sanderling Road, Sarasota, FL8250 Sanderling Road
Sarasota, FL- 5 Beds
- 7 Baths
- 7,756 Home (sqft)
- 7 Baths
- 1.56 Lot (ac)
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$19,950,000
5151 Jungle Plum Road, Sarasota, FL5151 Jungle Plum Road
Sarasota, FL- 6 Beds
- 8 Baths
- 8,165 Home (sqft)
- 8 Baths
- 32,235 Lot (sqft)
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$18,750,000
104 Sunset Lane, Holmes Beach, FL104 Sunset Lane
Holmes Beach, FL- 5 Beds
- 7 Baths
- 7,163 Home (sqft)
- 7 Baths
- 29,186 Lot (sqft)
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$18,500,000
5861 Gulf Of Mexico Drive, Longboat Key, FL5861 Gulf Of Mexico Drive
Longboat Key, FL- 5 Beds
- 7 Baths
- 10,800 Home (sqft)
- 7 Baths
- 1.13 Lot (ac)
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$16,995,000
6489 Gulfside Road, Longboat Key, FL6489 Gulfside Road
Longboat Key, FL- 4 Beds
- 5 Baths
- 6,614 Home (sqft)
- 5 Baths
- 22,216 Lot (sqft)
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$16,000,000
113125 Big Pass Lane, Sarasota, FL113125 Big Pass Lane
Sarasota, FL- 0 Beds
- 0 Baths
- 0 Home (sqft)
- 0 Baths
- 1.34 Lot (ac)
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$16,000,000
113125 Big Pass Lane, Sarasota, FL113125 Big Pass Lane
Sarasota, FL- 4 Beds
- 5 Baths
- 4,162 Home (sqft)
- 5 Baths
- 1.34 Lot (ac)
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$16,000,000
2125 Lands End Lane, Sarasota, FL2125 Lands End Lane
Sarasota, FL- 6 Beds
- 7 Baths
- 5,060 Home (sqft)
- 7 Baths
- 32,235 Lot (sqft)
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$16,000,000
2125 Lands End Lane, Sarasota, FL2125 Lands End Lane
Sarasota, FL- 0 Beds
- 0 Baths
- 0 Home (sqft)
- 0 Baths
- 32,235 Lot (sqft)
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$15,995,000
811 N Shore Drive, Anna Maria, FL811 N Shore Drive
Anna Maria, FL- 4 Beds
- 8 Baths
- 5,079 Home (sqft)
- 8 Baths
- 2.68 Lot (ac)
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$15,995,000
3544 San Remo Terrace, Sarasota, FL3544 San Remo Terrace
Sarasota, FL- 5 Beds
- 7 Baths
- 8,006 Home (sqft)
- 7 Baths
- 41,818 Lot (sqft)
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$15,500,000
2516 Gulf Drive N, Bradenton Beach, FL2516 Gulf Drive N
Bradenton Beach, FL- 10 Beds
- 10 Baths
- 4,171 Home (sqft)
- 10 Baths
- 9,584 Lot (sqft)
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$15,000,000
6603 Gulfside Road, Longboat Key, FL6603 Gulfside Road
Longboat Key, FL- 5 Beds
- 6 Baths
- 4,925 Home (sqft)
- 6 Baths
- 16,989 Lot (sqft)
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$15,000,000
6351 Gulf Of Mexico Drive, Longboat Key, FL6351 Gulf Of Mexico Drive
Longboat Key, FL- 0 Beds
- 0 Baths
- 0 Home (sqft)
- 0 Baths
- 40,076 Lot (sqft)
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$14,950,000
3000 Southwest Drive, Sarasota, FL3000 Southwest Drive
Sarasota, FL- 5 Beds
- 7 Baths
- 8,125 Home (sqft)
- 7 Baths
- 1.61 Lot (ac)
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$14,800,000
6680 Gulf Of Mexico Drive, Longboat Key, FL6680 Gulf Of Mexico Drive
Longboat Key, FL- 3 Beds
- 5 Baths
- 4,805 Home (sqft)
- 5 Baths
- 2.39 Lot (ac)
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$13,995,000
1325 Westway Drive, Sarasota, FL1325 Westway Drive
Sarasota, FL- 5 Beds
- 8 Baths
- 6,590 Home (sqft)
- 8 Baths
- 17,860 Lot (sqft)
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$13,950,000
1414 Point Crisp Road, Sarasota, FL1414 Point Crisp Road
Sarasota, FL- 6 Beds
- 9 Baths
- 7,162 Home (sqft)
- 9 Baths
- 1.20 Lot (ac)
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$12,400,000
1378 Harbor Drive, Sarasota, FL1378 Harbor Drive
Sarasota, FL- 4 Beds
- 8 Baths
- 6,238 Home (sqft)
- 8 Baths
- 14,375 Lot (sqft)
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$12,000,000
1199 Westway Drive, Sarasota, FL1199 Westway Drive
Sarasota, FL- 0 Beds
- 0 Baths
- 0 Home (sqft)
- 0 Baths
- 17,860 Lot (sqft)
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$12,000,000
801 North Shore Drive, Anna Maria, FL801 North Shore Drive
Anna Maria, FL- 4 Beds
- 4 Baths
- 4,728 Home (sqft)
- 4 Baths
- 35,284 Lot (sqft)
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$11,900,000
684 Freeling Drive, Sarasota, FL684 Freeling Drive
Sarasota, FL- 3 Beds
- 4 Baths
- 2,600 Home (sqft)
- 4 Baths
- 1.48 Lot (ac)
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$11,750,000
109 N Warbler Lane, Sarasota, FL109 N Warbler Lane
Sarasota, FL- 4 Beds
- 5 Baths
- 5,292 Home (sqft)
- 5 Baths
- 14,811 Lot (sqft)
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$11,500,000
3350 Old Oak Drive, Sarasota, FL3350 Old Oak Drive
Sarasota, FL- 7 Beds
- 8 Baths
- 7,181 Home (sqft)
- 8 Baths
- 2.10 Lot (ac)
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$11,499,000
1500 Bay View Drive, Sarasota, FL1500 Bay View Drive
Sarasota, FL- 5 Beds
- 5 Baths
- 4,031 Home (sqft)
- 5 Baths
- 23,523 Lot (sqft)
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$11,000,000
769 N Shore Drive, Anna Maria, FL769 N Shore Drive
Anna Maria, FL- 0 Beds
- 0 Baths
- 0 Home (sqft)
- 0 Baths
- 36,591 Lot (sqft)
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$11,000,000
500 Harbor Cove Circle, Longboat Key, FL500 Harbor Cove Circle
Longboat Key, FL- 5 Beds
- 6 Baths
- 4,422 Home (sqft)
- 6 Baths
- 15,246 Lot (sqft)
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$10,995,000
97 S Washington Drive, Sarasota, FL97 S Washington Drive
Sarasota, FL- 5 Beds
- 6 Baths
- 7,863 Home (sqft)
- 6 Baths
- 26,572 Lot (sqft)
The information contained herein has been provided by My Florida Regional MLS DBA Stellar MLS. IDX information is provided exclusively for consumers' personal, non-commercial use, that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing, and that the data is deemed reliable but is not guaranteed accurate by the MLS. Listings last updated 4/19/24 2:03 AM PDT.
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