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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$490,000
4360 Chatham Drive #108, Longboat Key, FL4360 Chatham Drive #108
Longboat Key, FL- 2 Beds
- 2 Baths
- 1,092 Home (sqft)
- 2 Baths
- 0 Lot (sqft)
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$2,750,000
301 Quay Commons #1111, Sarasota, FL301 Quay Commons #1111
Sarasota, FL- 2 Beds
- 3 Baths
- 2,079 Home (sqft)
- 3 Baths
- 0 Lot (sqft)
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$1,150,000
251 Gladiolus Street, Anna Maria, FL251 Gladiolus Street
Anna Maria, FL- 3 Beds
- 2 Baths
- 1,419 Home (sqft)
- 2 Baths
- 10,019 Lot (sqft)
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$2,495,000
2048 Bee Ridge Road, Sarasota, FL2048 Bee Ridge Road
Sarasota, FL- 0 Beds
- 0 Baths
- 8,391 Home (sqft)
- 0 Baths
- 16,118 Lot (sqft)
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$525,000
1064 N Tamiami Trail #1311, Sarasota, FL1064 N Tamiami Trail #1311
Sarasota, FL- 3 Beds
- 2 Baths
- 1,352 Home (sqft)
- 2 Baths
- 0 Lot (sqft)
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$1,050,000
2120 Harbourside Drive #617, Longboat Key, FL2120 Harbourside Drive #617
Longboat Key, FL- 3 Beds
- 2 Baths
- 2,105 Home (sqft)
- 2 Baths
- 0 Lot (sqft)
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$8,200,000
280 Golden Gate Point #600, Sarasota, FL280 Golden Gate Point #600
Sarasota, FL- 4 Beds
- 4 Baths
- 4,101 Home (sqft)
- 4 Baths
- 0 Lot (sqft)
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$525,000
565 Sutton Place #V-9, Longboat Key, FL565 Sutton Place #V-9
Longboat Key, FL- 2 Beds
- 2 Baths
- 1,198 Home (sqft)
- 2 Baths
- 0 Lot (sqft)
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$815,000
1291 Siesta Bayside Drive #1291A, Sarasota, FL1291 Siesta Bayside Drive #1291A
Sarasota, FL- 2 Beds
- 2 Baths
- 1,130 Home (sqft)
- 2 Baths
- 9.92 Lot (ac)
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$2,195,000
5400 Ocean Boulevard #10-3, Sarasota, FL5400 Ocean Boulevard #10-3
Sarasota, FL- 3 Beds
- 3 Baths
- 1,437 Home (sqft)
- 3 Baths
- 0 Lot (sqft)
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$270,000
707 Saint Judes Drive S #1, Longboat Key, FL707 Saint Judes Drive S #1
Longboat Key, FL- 1 Bed
- 1 Bath
- 630 Home (sqft)
- 1 Bath
- 21,780 Lot (sqft)
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$500,000
573 Spanish Drive N, Longboat Key, FL573 Spanish Drive N
Longboat Key, FL- 2 Beds
- 2 Baths
- 1,072 Home (sqft)
- 2 Baths
- 25.00 Lot (ac)
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$1,600,000
546 Freeling Drive, Sarasota, FL546 Freeling Drive
Sarasota, FL- 0 Beds
- 0 Baths
- 0 Home (sqft)
- 0 Baths
- 11,762 Lot (sqft)
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$9,250,000
3631 San Remo Terrace, Sarasota, FL3631 San Remo Terrace
Sarasota, FL- 4 Beds
- 4 Baths
- 4,705 Home (sqft)
- 4 Baths
- 16,553 Lot (sqft)
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$1,000,000
957 Spanish Drive N, Longboat Key, FL957 Spanish Drive N
Longboat Key, FL- 2 Beds
- 2 Baths
- 1,399 Home (sqft)
- 2 Baths
- 25.20 Lot (ac)
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$2,495,000
447 Canal Road #447, Sarasota, FL447 Canal Road #447
Sarasota, FL- 0 Beds
- 0 Baths
- 2,635 Home (sqft)
- 0 Baths
- 0 Lot (sqft)
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$1,279,000
5760 Midnight Pass Road #307D, Sarasota, FL5760 Midnight Pass Road #307D
Sarasota, FL- 2 Beds
- 2 Baths
- 1,361 Home (sqft)
- 2 Baths
- 32.00 Lot (ac)
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$58,000
915 Seaside Drive #607, Weeks 16-17, Sarasota, FL915 Seaside Drive #607, Weeks 16-17
Sarasota, FL- 3 Beds
- 3 Baths
- 2,255 Home (sqft)
- 3 Baths
- 0 Lot (sqft)
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$1,190,000
5201 Gulf Of Mexico Drive #104, Longboat Key, FL5201 Gulf Of Mexico Drive #104
Longboat Key, FL- 2 Beds
- 2 Baths
- 1,184 Home (sqft)
- 2 Baths
- 0 Lot (sqft)
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$2,680,000
535 Sanctuary Drive #A202, Longboat Key, FL535 Sanctuary Drive #A202
Longboat Key, FL- 3 Beds
- 3 Baths
- 2,580 Home (sqft)
- 3 Baths
- 39,640 Lot (sqft)
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$1,795
303 S Osprey Avenue #303, Sarasota, FL303 S Osprey Avenue #303
Sarasota, FL- 1 Bed
- 1 Bath
- 832 Home (sqft)
- 1 Bath
- 6,970 Lot (sqft)
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$4,000
2144 Webber Street, Sarasota, FL2144 Webber Street
Sarasota, FL- 3 Beds
- 3 Baths
- 1,650 Home (sqft)
- 3 Baths
- 7,841 Lot (sqft)
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$329,000
812 Spanish Drive S #812, Longboat Key, FL812 Spanish Drive S #812
Longboat Key, FL- 2 Beds
- 2 Baths
- 1,327 Home (sqft)
- 2 Baths
- 0 Lot (sqft)
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$3,000,000
864 Siesta Drive, Sarasota, FL864 Siesta Drive
Sarasota, FL- 4 Beds
- 5 Baths
- 3,181 Home (sqft)
- 5 Baths
- 15,246 Lot (sqft)
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$3,000,000
864 Siesta Drive, Sarasota, FL864 Siesta Drive
Sarasota, FL- 0 Beds
- 0 Baths
- 0 Home (sqft)
- 0 Baths
- 15,246 Lot (sqft)
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$2,799,000
888 S Orange Avenue #PH-B, Sarasota, FL888 S Orange Avenue #PH-B
Sarasota, FL- 3 Beds
- 3 Baths
- 2,511 Home (sqft)
- 3 Baths
- 0 Lot (sqft)
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$1,050,000
506 71st Street, Holmes Beach, FL506 71st Street
Holmes Beach, FL- 3 Beds
- 3 Baths
- 1,935 Home (sqft)
- 3 Baths
- 9,148 Lot (sqft)
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$599,000
2658 Prospect Street, Sarasota, FL2658 Prospect Street
Sarasota, FL- 2 Beds
- 1 Bath
- 918 Home (sqft)
- 1 Bath
- 6,534 Lot (sqft)
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$16,995,000
6489 Gulfside Road, Longboat Key, FL6489 Gulfside Road
Longboat Key, FL- 4 Beds
- 5 Baths
- 6,616 Home (sqft)
- 5 Baths
- 22,216 Lot (sqft)
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$1,450,000
725 Holly Road, Anna Maria, FL725 Holly Road
Anna Maria, FL- 2 Beds
- 2 Baths
- 1,360 Home (sqft)
- 2 Baths
- 8,277 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 11/21/24 12:12 AM PST.
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