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 in Sarasota, Florida area map](https://www.investmentsinsarasota.com/wp-content/uploads/2018/02/longboat-key-map.jpg)
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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$1,495,000415 Alamanda Road, Anna Maria, FL415 Alamanda Road
Anna Maria, FL- 2 Beds
- 2 Baths
- 1,304 Home (sqft)
- 2 Baths
- 6,534 Lot (sqft)
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$435,0003430 Jaffa Drive, Sarasota, FL3430 Jaffa Drive
Sarasota, FL- 3 Beds
- 2 Baths
- 1,624 Home (sqft)
- 2 Baths
- 9,148 Lot (sqft)
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$6,5006005 Midnight Pass Road #S7, Sarasota, FL6005 Midnight Pass Road #S7
Sarasota, FL- 1 Bed
- 1 Bath
- 755 Home (sqft)
- 1 Bath
- 2.64 Lot (ac)
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$1,395,000MLS # A4617881, Anna Maria, FLMLS # A4617881
Anna Maria, FL- 2 Beds
- 2 Baths
- 1,064 Home (sqft)
- 2 Baths
- 4,792 Lot (sqft)
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$1,450,0005830 Midnight Pass Road #502, Sarasota, FL5830 Midnight Pass Road #502
Sarasota, FL- 2 Beds
- 2 Baths
- 1,285 Home (sqft)
- 2 Baths
- 0 Lot (sqft)
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$465,0002525 Floyd Street, Sarasota, FL2525 Floyd Street
Sarasota, FL- 3 Beds
- 2 Baths
- 1,193 Home (sqft)
- 2 Baths
- 7,841 Lot (sqft)
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$338,00033 S Gulfstream Avenue #704, Sarasota, FL33 S Gulfstream Avenue #704
Sarasota, FL- 0 Beds
- 1 Bath
- 590 Home (sqft)
- 1 Bath
- 0 Lot (sqft)
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$1,195,000212 83rd Street, Holmes Beach, FL212 83rd Street
Holmes Beach, FL- 3 Beds
- 3 Baths
- 1,702 Home (sqft)
- 3 Baths
- 9,148 Lot (sqft)
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$2,250432 Avenida De Mayo #B, Sarasota, FL432 Avenida De Mayo #B
Sarasota, FL- 1 Bed
- 1 Bath
- 460 Home (sqft)
- 1 Bath
- 6,099 Lot (sqft)
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$3,1506006 Midnight Pass Road #16, Sarasota, FL6006 Midnight Pass Road #16
Sarasota, FL- 1 Bed
- 1 Bath
- 600 Home (sqft)
- 1 Bath
- 6.39 Lot (ac)
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$3,000432 Avenida De Mayo #A, Sarasota, FL432 Avenida De Mayo #A
Sarasota, FL- 2 Beds
- 1 Bath
- 772 Home (sqft)
- 1 Bath
- 6,099 Lot (sqft)
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$10,5005963 Midnight Pass Road #332, Sarasota, FL5963 Midnight Pass Road #332
Sarasota, FL- 2 Beds
- 2 Baths
- 1,270 Home (sqft)
- 2 Baths
- 0 Lot (sqft)
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$430,0004390 Exeter Drive #305, Longboat Key, FL4390 Exeter Drive #305
Longboat Key, FL- 1 Bed
- 1 Bath
- 756 Home (sqft)
- 1 Bath
- 0 Lot (sqft)
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$2,000850 S Tamiami Trail #203, Sarasota, FL850 S Tamiami Trail #203
Sarasota, FL- 1 Bed
- 1 Bath
- 576 Home (sqft)
- 1 Bath
- 0 Lot (sqft)
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$2,298,00065356537 Peacock Road, Sarasota, FL65356537 Peacock Road
Sarasota, FL- 4 Beds
- 6 Baths
- 3,000 Home (sqft)
- 6 Baths
- 6,099 Lot (sqft)
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$3,650,000722 Siesta Key Circle, Sarasota, FL722 Siesta Key Circle
Sarasota, FL- 4 Beds
- 5 Baths
- 3,488 Home (sqft)
- 5 Baths
- 12,197 Lot (sqft)
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$2,500,000303 Beach Road, Sarasota, FL303 Beach Road
Sarasota, FL- 0 Beds
- 0 Baths
- 0 Home (sqft)
- 0 Baths
- 6,099 Lot (sqft)
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$2,500,000303 Beach Road, Sarasota, FL303 Beach Road
Sarasota, FL- 0 Beds
- 0 Baths
- 1,380 Home (sqft)
- 0 Baths
- 6,099 Lot (sqft)
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$2,199,0001701 Hillview Street, Sarasota, FL1701 Hillview Street
Sarasota, FL- 4 Beds
- 3 Baths
- 2,545 Home (sqft)
- 3 Baths
- 12,197 Lot (sqft)
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$1,500,000508 65th Street, Holmes Beach, FL508 65th Street
Holmes Beach, FL- 3 Beds
- 3 Baths
- 1,985 Home (sqft)
- 3 Baths
- 9,148 Lot (sqft)
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$17,000830 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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$849,0006250 Holmes Boulevard #34, Holmes Beach, FL6250 Holmes Boulevard #34
Holmes Beach, FL- 3 Beds
- 3 Baths
- 1,512 Home (sqft)
- 3 Baths
- 0 Lot (sqft)
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$11,000630 Companion Way, Longboat Key, FL630 Companion Way
Longboat Key, FL- 4 Beds
- 5 Baths
- 2,900 Home (sqft)
- 5 Baths
- 8,277 Lot (sqft)
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$725,0001125 Lake House Circle #C112, Sarasota, FL1125 Lake House Circle #C112
Sarasota, FL- 2 Beds
- 2 Baths
- 1,352 Home (sqft)
- 2 Baths
- 0 Lot (sqft)
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$850,0004822 Ocean Boulevard #4D, Sarasota, FL4822 Ocean Boulevard #4D
Sarasota, FL- 2 Beds
- 2 Baths
- 1,440 Home (sqft)
- 2 Baths
- 40,076 Lot (sqft)
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$11,0001255 N Gulfstream Avenue #402, Sarasota, FL1255 N Gulfstream Avenue #402
Sarasota, FL- 3 Beds
- 3 Baths
- 2,269 Home (sqft)
- 3 Baths
- 0 Lot (sqft)
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$1,975,0001255 N Gulfstream Avenue #402, Sarasota, FL1255 N Gulfstream Avenue #402
Sarasota, FL- 3 Beds
- 3 Baths
- 2,269 Home (sqft)
- 3 Baths
- 0 Lot (sqft)
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$595,000300 Bay Dr S, Bradenton Beach, FL300 Bay Dr S
Bradenton Beach, FL- 0 Beds
- 0 Baths
- 1,226 Home (sqft)
- 0 Baths
- 0 Lot (sqft)
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$2,298,00065356537 Peacock Road, Sarasota, FL65356537 Peacock Road
Sarasota, FL- 4 Beds
- 4 Baths
- 3,000 Home (sqft)
- 4 Baths
- 6,099 Lot (sqft)
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$659,9005858 Midnight Pass Road #27, Sarasota, FL5858 Midnight Pass Road #27
Sarasota, FL- 1 Bed
- 1 Bath
- 531 Home (sqft)
- 1 Bath
- 5.02 Lot (ac)
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