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'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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$1,400,000
322 Avenida De Paradisio, Sarasota, FL322 Avenida De Paradisio
Sarasota, FL- 3 Beds
- 3 Baths
- 2,198 Home (sqft)
- 3 Baths
- 9,148 Lot (sqft)
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$6,350,000
455 Cleveland Drive, Sarasota, FL455 Cleveland Drive
Sarasota, FL- 6 Beds
- 8 Baths
- 4,702 Home (sqft)
- 8 Baths
- 9,584 Lot (sqft)
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$6,295
5354 Shadow Lawn Drive, Sarasota, FL5354 Shadow Lawn Drive
Sarasota, FL- 3 Beds
- 2 Baths
- 2,083 Home (sqft)
- 2 Baths
- 14,375 Lot (sqft)
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$1,175,000
1904 Harbourside Drive #204, Longboat Key, FL1904 Harbourside Drive #204
Longboat Key, FL- 3 Beds
- 3 Baths
- 2,135 Home (sqft)
- 3 Baths
- 10.84 Lot (ac)
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$749,000
2538 Floyd Street, Sarasota, FL2538 Floyd Street
Sarasota, FL- 4 Beds
- 4 Baths
- 2,388 Home (sqft)
- 4 Baths
- 7,841 Lot (sqft)
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$6,900,000
530 Jackson Drive, Sarasota, FL530 Jackson Drive
Sarasota, FL- 6 Beds
- 7 Baths
- 4,136 Home (sqft)
- 7 Baths
- 10,455 Lot (sqft)
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$599,000
2110 Benjamin Franklin Drive #105, Sarasota, FL2110 Benjamin Franklin Drive #105
Sarasota, FL- 1 Bed
- 2 Baths
- 1,009 Home (sqft)
- 2 Baths
- 0 Lot (sqft)
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$2,300,000
1397 Harbor Drive, Sarasota, FL1397 Harbor Drive
Sarasota, FL- 3 Beds
- 3 Baths
- 2,719 Home (sqft)
- 3 Baths
- 16,989 Lot (sqft)
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$2,300,000
1397 Harbor Drive, Sarasota, FL1397 Harbor Drive
Sarasota, FL- 0 Beds
- 0 Baths
- 0 Home (sqft)
- 0 Baths
- 16,989 Lot (sqft)
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$895,000
4621 Gulf Of Mexico Drive #10, Longboat Key, FL4621 Gulf Of Mexico Drive #10
Longboat Key, FL- 2 Beds
- 2 Baths
- 756 Home (sqft)
- 2 Baths
- 0 Lot (sqft)
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$1,399,000
1901 Harbour Links Circle #1, Longboat Key, FL1901 Harbour Links Circle #1
Longboat Key, FL- 3 Beds
- 3 Baths
- 2,376 Home (sqft)
- 3 Baths
- 0 Lot (sqft)
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$2,900,000
2115 Datura Street, Sarasota, FL2115 Datura Street
Sarasota, FL- 4 Beds
- 4 Baths
- 3,813 Home (sqft)
- 4 Baths
- 8,712 Lot (sqft)
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$7,000
9397 Midnight Pass Road #501, Sarasota, FL9397 Midnight Pass Road #501
Sarasota, FL- 2 Beds
- 2 Baths
- 1,380 Home (sqft)
- 2 Baths
- 5.24 Lot (ac)
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$799,900
4621 Gulf Of Mexico Drive #16B, Longboat Key, FL4621 Gulf Of Mexico Drive #16B
Longboat Key, FL- 2 Beds
- 2 Baths
- 900 Home (sqft)
- 2 Baths
- 5.36 Lot (ac)
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$729,900
101 S Gulfstream Avenue #15E, Sarasota, FL101 S Gulfstream Avenue #15E
Sarasota, FL- 2 Beds
- 2 Baths
- 1,200 Home (sqft)
- 2 Baths
- 0 Lot (sqft)
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$2,100,000
1923 Hibiscus Street, Sarasota, FL1923 Hibiscus Street
Sarasota, FL- 3 Beds
- 2 Baths
- 2,360 Home (sqft)
- 2 Baths
- 8,277 Lot (sqft)
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$2,000
9200 Midnight Pass Road #24, Sarasota, FL9200 Midnight Pass Road #24
Sarasota, FL- 1 Bed
- 1 Bath
- 706 Home (sqft)
- 1 Bath
- 1.34 Lot (ac)
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$799,000
2301 Gulf Of Mexico Drive #85N, Longboat Key, FL2301 Gulf Of Mexico Drive #85N
Longboat Key, FL- 2 Beds
- 2 Baths
- 1,235 Home (sqft)
- 2 Baths
- 0 Lot (sqft)
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$875,000
1912 Harbourside Drive #603, Longboat Key, FL1912 Harbourside Drive #603
Longboat Key, FL- 2 Beds
- 3 Baths
- 2,001 Home (sqft)
- 3 Baths
- 0 Lot (sqft)
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$100,000
8303 Marina Drive #Slip 8, Holmes Beach, FL8303 Marina Drive #Slip 8
Holmes Beach, FL- 0 Beds
- 0 Baths
- 0 Home (sqft)
- 0 Baths
- 436 Lot (sqft)
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$950,000
6006 Gulf Drive #207, Holmes Beach, FL6006 Gulf Drive #207
Holmes Beach, FL- 2 Beds
- 2 Baths
- 1,154 Home (sqft)
- 2 Baths
- 0 Lot (sqft)
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$595,000
4440 Exeter Drive #303, Longboat Key, FL4440 Exeter Drive #303
Longboat Key, FL- 2 Beds
- 2 Baths
- 1,152 Home (sqft)
- 2 Baths
- 0 Lot (sqft)
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$1,495,000
4879 Commonwealth Drive, Sarasota, FL4879 Commonwealth Drive
Sarasota, FL- 4 Beds
- 3 Baths
- 2,450 Home (sqft)
- 3 Baths
- 10,890 Lot (sqft)
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$3,500
775 John Ringling Boulevard #22 Gladstone, Sarasota, FL775 John Ringling Boulevard #22 Gladstone
Sarasota, FL- 2 Beds
- 2 Baths
- 882 Home (sqft)
- 2 Baths
- 0 Lot (sqft)
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$699,000
2215 Harbourside Drive #304, Longboat Key, FL2215 Harbourside Drive #304
Longboat Key, FL- 3 Beds
- 2 Baths
- 1,906 Home (sqft)
- 2 Baths
- 11.14 Lot (ac)
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$2,350,000
1211 Gulf Of Mexico Drive #401, Longboat Key, FL1211 Gulf Of Mexico Drive #401
Longboat Key, FL- 3 Beds
- 3 Baths
- 2,100 Home (sqft)
- 3 Baths
- 0 Lot (sqft)
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$710,000
1935 Gulf Of Mexico Drive #G7-302, Longboat Key, FL1935 Gulf Of Mexico Drive #G7-302
Longboat Key, FL- 2 Beds
- 2 Baths
- 1,068 Home (sqft)
- 2 Baths
- 0 Lot (sqft)
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$1,200,000
307 Avenida De Paradisio, Sarasota, FL307 Avenida De Paradisio
Sarasota, FL- 2 Beds
- 2 Baths
- 1,511 Home (sqft)
- 2 Baths
- 13,504 Lot (sqft)
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$2,300,000
413 Pine Avenue, Anna Maria, FL413 Pine Avenue
Anna Maria, FL- 0 Beds
- 0 Baths
- 2,772 Home (sqft)
- 0 Baths
- 7,406 Lot (sqft)
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$4,750,000
200 Garfield Drive, Sarasota, FL200 Garfield Drive
Sarasota, FL- 6 Beds
- 8 Baths
- 3,459 Home (sqft)
- 8 Baths
- 6,099 Lot (sqft)
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