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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$675,000
475 Benjamin Franklin Drive #202, Sarasota, FL475 Benjamin Franklin Drive #202
Sarasota, FL- 2 Beds
- 1 Bath
- 784 Home (sqft)
- 1 Bath
- 0 Lot (sqft)
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$995,000
244 Gladiolus Street, Anna Maria, FL244 Gladiolus Street
Anna Maria, FL- 3 Beds
- 2 Baths
- 1,050 Home (sqft)
- 2 Baths
- 7,406 Lot (sqft)
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$1,495,000
307 68th St, Holmes Beach, FL307 68th St
Holmes Beach, FL- 3 Beds
- 3 Baths
- 1,829 Home (sqft)
- 3 Baths
- 10,019 Lot (sqft)
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$2,390,000
1616 North Drive, Sarasota, FL1616 North Drive
Sarasota, FL- 3 Beds
- 3 Baths
- 2,839 Home (sqft)
- 3 Baths
- 14,811 Lot (sqft)
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$11,995,000
1336 & 1338 Harbor Drive, Sarasota, FL1336 & 1338 Harbor Drive
Sarasota, FL- 5 Beds
- 7 Baths
- 4,366 Home (sqft)
- 7 Baths
- 31,799 Lot (sqft)
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$1,799,000
720 Old Compass Road, Longboat Key, FL720 Old Compass Road
Longboat Key, FL- 3 Beds
- 3 Baths
- 2,393 Home (sqft)
- 3 Baths
- 17,860 Lot (sqft)
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$797,500
5604 Carissa Street #B, Holmes Beach, FL5604 Carissa Street #B
Holmes Beach, FL- 0 Beds
- 0 Baths
- 825 Home (sqft)
- 0 Baths
- 2,614 Lot (sqft)
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$797,500
5604 Carissa Street #A, Holmes Beach, FL5604 Carissa Street #A
Holmes Beach, FL- 2 Beds
- 2 Baths
- 825 Home (sqft)
- 2 Baths
- 3,485 Lot (sqft)
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$835,000
2321 Milford Circle, Sarasota, FL2321 Milford Circle
Sarasota, FL- 3 Beds
- 2 Baths
- 1,978 Home (sqft)
- 2 Baths
- 15,682 Lot (sqft)
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$2,000
3360 S Osprey Avenue #210B, Sarasota, FL3360 S Osprey Avenue #210B
Sarasota, FL- 2 Beds
- 2 Baths
- 1,122 Home (sqft)
- 2 Baths
- 2.43 Lot (ac)
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$899,000
3460 Seagrape Drive, Sarasota, FL3460 Seagrape Drive
Sarasota, FL- 0 Beds
- 0 Baths
- 0 Home (sqft)
- 0 Baths
- 12,633 Lot (sqft)
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$1,100,000
5501 Gulf Drive #A, Bradenton Beach, FL5501 Gulf Drive #A
Bradenton Beach, FL- 2 Beds
- 2 Baths
- 1,200 Home (sqft)
- 2 Baths
- 7,841 Lot (sqft)
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$479,000
6700 Gulf Of Mexico Dr #121, Longboat Key, FL6700 Gulf Of Mexico Dr #121
Longboat Key, FL- 1 Bed
- 1 Bath
- 936 Home (sqft)
- 1 Bath
- 0 Lot (sqft)
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$1,100,000
5501 Gulf Drive #A, Holmes Beach, FL5501 Gulf Drive #A
Holmes Beach, FL- 0 Beds
- 0 Baths
- 0 Home (sqft)
- 0 Baths
- 7,841 Lot (sqft)
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$1,525,000
1305 4th Street #102, Sarasota, FL1305 4th Street #102
Sarasota, FL- 2 Beds
- 3 Baths
- 1,586 Home (sqft)
- 3 Baths
- 0 Lot (sqft)
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$150,000
77 Twin Shores Boulevard, Longboat Key, FL77 Twin Shores Boulevard
Longboat Key, FL- 1 Bed
- 1 Bath
- 620 Home (sqft)
- 1 Bath
- 1,307 Lot (sqft)
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$7,900,000
280 Golden Gate Point #700, Sarasota, FL280 Golden Gate Point #700
Sarasota, FL- 4 Beds
- 5 Baths
- 4,101 Home (sqft)
- 5 Baths
- 0 Lot (sqft)
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$355,000
1801 Gulf Drive N #222, Bradenton Beach, FL1801 Gulf Drive N #222
Bradenton Beach, FL- 1 Bed
- 1 Bath
- 691 Home (sqft)
- 1 Bath
- 0 Lot (sqft)
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$1,199,000
1095 Gulf Of Mexico Drive #502, Longboat Key, FL1095 Gulf Of Mexico Drive #502
Longboat Key, FL- 2 Beds
- 2 Baths
- 1,392 Home (sqft)
- 2 Baths
- 0 Lot (sqft)
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$6,995,000
1212 Center Place, Sarasota, FL1212 Center Place
Sarasota, FL- 5 Beds
- 6 Baths
- 4,750 Home (sqft)
- 6 Baths
- 12,197 Lot (sqft)
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$499,000
2208 Bahia Vista Street #F3, Sarasota, FL2208 Bahia Vista Street #F3
Sarasota, FL- 3 Beds
- 3 Baths
- 1,397 Home (sqft)
- 3 Baths
- 0 Lot (sqft)
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$675,000
528 Forest Way, Longboat Key, FL528 Forest Way
Longboat Key, FL- 2 Beds
- 3 Baths
- 1,440 Home (sqft)
- 3 Baths
- 2.10 Lot (ac)
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$749,000
2089 Gulf Of Mexico Drive #G1-203, Longboat Key, FL2089 Gulf Of Mexico Drive #G1-203
Longboat Key, FL- 2 Beds
- 3 Baths
- 1,214 Home (sqft)
- 3 Baths
- 0 Lot (sqft)
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$999,000
Midnight Pass Road, Sarasota, FLMidnight Pass Road
Sarasota, FL- 0 Beds
- 0 Baths
- 0 Home (sqft)
- 0 Baths
- 8,277 Lot (sqft)
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$2,995
1850 Mid Ocean Circle, Sarasota, FL1850 Mid Ocean Circle
Sarasota, FL- 3 Beds
- 2 Baths
- 1,838 Home (sqft)
- 2 Baths
- 10,019 Lot (sqft)
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$1,500,000
6300 Midnight Pass Road #606, Sarasota, FL6300 Midnight Pass Road #606
Sarasota, FL- 2 Beds
- 2 Baths
- 1,271 Home (sqft)
- 2 Baths
- 0 Lot (sqft)
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$850,000
1223 Lyric Lane, Sarasota, FL1223 Lyric Lane
Sarasota, FL- 0 Beds
- 0 Baths
- 0 Home (sqft)
- 0 Baths
- 14,811 Lot (sqft)
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$749,000
4234 Gulf Of Mexico Drive #Y2, Longboat Key, FL4234 Gulf Of Mexico Drive #Y2
Longboat Key, FL- 2 Beds
- 2 Baths
- 1,150 Home (sqft)
- 2 Baths
- 8.17 Lot (ac)
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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)
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 11/20/24 6:12 PM PST.
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