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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$485,000
6157 Midnight Pass Road #E42, Sarasota, FL6157 Midnight Pass Road #E42
Sarasota, FL- 2 Beds
- 2 Baths
- 1,101 Home (sqft)
- 2 Baths
- 4.26 Lot (ac)
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$899,000
201 84th Street, Holmes Beach, FL201 84th Street
Holmes Beach, FL- 4 Beds
- 3 Baths
- 2,200 Home (sqft)
- 3 Baths
- 9,148 Lot (sqft)
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$4,200,000
35 Watergate Drive #1101, Sarasota, FL35 Watergate Drive #1101
Sarasota, FL- 3 Beds
- 3 Baths
- 3,751 Home (sqft)
- 3 Baths
- 0 Lot (sqft)
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$1,695,000
6201 Holmes Boulevard, Holmes Beach, FL6201 Holmes Boulevard
Holmes Beach, FL- 5 Beds
- 3 Baths
- 1,822 Home (sqft)
- 3 Baths
- 7,841 Lot (sqft)
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$2,495,000
312 S Bay Boulevard, Anna Maria, FL312 S Bay Boulevard
Anna Maria, FL- 0 Beds
- 0 Baths
- 0 Home (sqft)
- 0 Baths
- 6,534 Lot (sqft)
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$449,000
2696 Loma Linda Street, Sarasota, FL2696 Loma Linda Street
Sarasota, FL- 3 Beds
- 2 Baths
- 1,102 Home (sqft)
- 2 Baths
- 8,712 Lot (sqft)
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$5,000
842 Bayport Way #842, Longboat Key, FL842 Bayport Way #842
Longboat Key, FL- 2 Beds
- 2 Baths
- 1,260 Home (sqft)
- 2 Baths
- 1.89 Lot (ac)
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$1,150,000
5780 Midnight Pass Road #210-B, Sarasota, FL5780 Midnight Pass Road #210-B
Sarasota, FL- 2 Beds
- 2 Baths
- 1,361 Home (sqft)
- 2 Baths
- 0 Lot (sqft)
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$499,000
5400 Gulf Drive #25, Holmes Beach, FL5400 Gulf Drive #25
Holmes Beach, FL- 2 Beds
- 2 Baths
- 968 Home (sqft)
- 2 Baths
- 1.95 Lot (ac)
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$975,000
512 Laurel Park Drive, Sarasota, FL512 Laurel Park Drive
Sarasota, FL- 3 Beds
- 4 Baths
- 2,423 Home (sqft)
- 4 Baths
- 0 Lot (sqft)
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$500,000
775 John Ringling Boulevard #3, Sarasota, FL775 John Ringling Boulevard #3
Sarasota, FL- 2 Beds
- 2 Baths
- 882 Home (sqft)
- 2 Baths
- 0 Lot (sqft)
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$1,249,000
2408 Avenue B, Bradenton Beach, FL2408 Avenue B
Bradenton Beach, FL- 2 Beds
- 2 Baths
- 896 Home (sqft)
- 2 Baths
- 4,792 Lot (sqft)
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$2,175
522 Gillespie Avenue, Sarasota, FL522 Gillespie Avenue
Sarasota, FL- 2 Beds
- 2 Baths
- 819 Home (sqft)
- 2 Baths
- 8,712 Lot (sqft)
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$1,985,000
312 61st Street #A, Holmes Beach, FL312 61st Street #A
Holmes Beach, FL- 3 Beds
- 3 Baths
- 2,212 Home (sqft)
- 3 Baths
- 4,792 Lot (sqft)
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$1,149,000
6805 Holmes Boulevard, Holmes Beach, FL6805 Holmes Boulevard
Holmes Beach, FL- 4 Beds
- 3 Baths
- 1,896 Home (sqft)
- 3 Baths
- 9,148 Lot (sqft)
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$1,495,000
2301 Gulf Of Mexico Drive #33N, Longboat Key, FL2301 Gulf Of Mexico Drive #33N
Longboat Key, FL- 2 Beds
- 2 Baths
- 1,235 Home (sqft)
- 2 Baths
- 0 Lot (sqft)
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$599,900
520 Spring Avenue #A, Anna Maria, FL520 Spring Avenue #A
Anna Maria, FL- 2 Beds
- 1 Bath
- 492 Home (sqft)
- 1 Bath
- 2,614 Lot (sqft)
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$689,000
1141 W Peppertree Drive #1141, Sarasota, FL1141 W Peppertree Drive #1141
Sarasota, FL- 2 Beds
- 2 Baths
- 1,083 Home (sqft)
- 2 Baths
- 4.27 Lot (ac)
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$1,899,000
2065 Harbour Links Drive #5, Longboat Key, FL2065 Harbour Links Drive #5
Longboat Key, FL- 3 Beds
- 4 Baths
- 2,865 Home (sqft)
- 4 Baths
- 2.01 Lot (ac)
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$1,999,999
3060 Grand Bay Boulevard #154, Longboat Key, FL3060 Grand Bay Boulevard #154
Longboat Key, FL- 3 Beds
- 4 Baths
- 2,369 Home (sqft)
- 4 Baths
- 1.24 Lot (ac)
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$3,200,000
130 50th Street, Holmes Beach, FL130 50th Street
Holmes Beach, FL- 6 Beds
- 5 Baths
- 2,947 Home (sqft)
- 5 Baths
- 10,019 Lot (sqft)
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$2,000,000
569 Juan Anasco Drive, Longboat Key, FL569 Juan Anasco Drive
Longboat Key, FL- 3 Beds
- 4 Baths
- 2,804 Home (sqft)
- 4 Baths
- 10,019 Lot (sqft)
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$950,000
701 N Bay Boulevard, Anna Maria, FL701 N Bay Boulevard
Anna Maria, FL- 2 Beds
- 1 Bath
- 847 Home (sqft)
- 1 Bath
- 4,792 Lot (sqft)
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$3,900,000
244 N Washington Drive, Sarasota, FL244 N Washington Drive
Sarasota, FL- 2 Beds
- 2 Baths
- 1,936 Home (sqft)
- 2 Baths
- 8,712 Lot (sqft)
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$675,000
1675 7th Street, Sarasota, FL1675 7th Street
Sarasota, FL- 2 Beds
- 3 Baths
- 1,233 Home (sqft)
- 3 Baths
- 6,534 Lot (sqft)
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$724,900
1723 5th Street, Sarasota, FL1723 5th Street
Sarasota, FL- 3 Beds
- 2 Baths
- 1,380 Home (sqft)
- 2 Baths
- 5,663 Lot (sqft)
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$599,900
8767 Midnight Pass Road #506-F, Sarasota, FL8767 Midnight Pass Road #506-F
Sarasota, FL- 2 Beds
- 2 Baths
- 1,303 Home (sqft)
- 2 Baths
- 0 Lot (sqft)
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$775,000
2232 River Ridge Drive, Sarasota, FL2232 River Ridge Drive
Sarasota, FL- 3 Beds
- 3 Baths
- 2,704 Home (sqft)
- 3 Baths
- 13,940 Lot (sqft)
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$675,000
101 S Gulfstream Avenue #7B, Sarasota, FL101 S Gulfstream Avenue #7B
Sarasota, FL- 2 Beds
- 2 Baths
- 1,320 Home (sqft)
- 2 Baths
- 0 Lot (sqft)
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$1,625,000
1141 Sun N Sea Drive, Sarasota, FL1141 Sun N Sea Drive
Sarasota, FL- 4 Beds
- 2 Baths
- 1,392 Home (sqft)
- 2 Baths
- 6,099 Lot (sqft)
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