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.
Access Full Property Details & Exclusive Listings
Prices and inventory are updated daily
- List View
- Grid View
Sorted by
-
$2,250,000
11101 Gulf Drive, Anna Maria, FL11101 Gulf Drive
Anna Maria, FL- 0 Beds
- 0 Baths
- 0 Home (sqft)
- 0 Baths
- 10,890 Lot (sqft)
-
$825,000
1250 Point Crisp Road, Sarasota, FL1250 Point Crisp Road
Sarasota, FL- 3 Beds
- 2 Baths
- 2,050 Home (sqft)
- 2 Baths
- 18,296 Lot (sqft)
-
$799,000
6901 Poinsettia Avenue, Longboat Key, FL6901 Poinsettia Avenue
Longboat Key, FL- 4 Beds
- 3 Baths
- 2,173 Home (sqft)
- 3 Baths
- 9,148 Lot (sqft)
-
$5,500
1 Benjamin Franklin Drive #104, Sarasota, FL1 Benjamin Franklin Drive #104
Sarasota, FL- 2 Beds
- 2 Baths
- 1,389 Home (sqft)
- 2 Baths
- 0 Lot (sqft)
-
$799,000
6901 Poinsettia Avenue, Longboat Key, FL6901 Poinsettia Avenue
Longboat Key, FL- 0 Beds
- 0 Baths
- 0 Home (sqft)
- 0 Baths
- 9,148 Lot (sqft)
-
$629,000
1102 Benjamin Franklin Drive #409, Sarasota, FL1102 Benjamin Franklin Drive #409
Sarasota, FL- 1 Bed
- 2 Baths
- 918 Home (sqft)
- 2 Baths
- 0 Lot (sqft)
-
$11,995,000
1808 Flower Drive, Sarasota, FL1808 Flower Drive
Sarasota, FL- 4 Beds
- 6 Baths
- 5,609 Home (sqft)
- 6 Baths
- 24,394 Lot (sqft)
-
$1,794,000
4906 Primrose Path, Sarasota, FL4906 Primrose Path
Sarasota, FL- 5 Beds
- 4 Baths
- 3,120 Home (sqft)
- 4 Baths
- 20,038 Lot (sqft)
-
$1,165,000
1955 Gulf Of Mexico Drive #G6-311, Longboat Key, FL1955 Gulf Of Mexico Drive #G6-311
Longboat Key, FL- 3 Beds
- 2 Baths
- 1,492 Home (sqft)
- 2 Baths
- 0 Lot (sqft)
-
$1,285,000
100 Sands Point Road #223, Longboat Key, FL100 Sands Point Road #223
Longboat Key, FL- 2 Beds
- 2 Baths
- 1,941 Home (sqft)
- 2 Baths
- 0 Lot (sqft)
-
$1,050,000
800 N Tamiami Trail #321, Sarasota, FL800 N Tamiami Trail #321
Sarasota, FL- 1 Bed
- 2 Baths
- 1,734 Home (sqft)
- 2 Baths
- 2.18 Lot (ac)
-
$2,195,000
5901 Emerald Harbor Drive, Longboat Key, FL5901 Emerald Harbor Drive
Longboat Key, FL- 3 Beds
- 3 Baths
- 1,642 Home (sqft)
- 3 Baths
- 20,038 Lot (sqft)
-
$8,000
11 Sunset Drive #601, Sarasota, FL11 Sunset Drive #601
Sarasota, FL- 2 Beds
- 2 Baths
- 1,389 Home (sqft)
- 2 Baths
- 0 Lot (sqft)
-
$2,295,000
3030 Grand Bay Boulevard #343, Longboat Key, FL3030 Grand Bay Boulevard #343
Longboat Key, FL- 3 Beds
- 3 Baths
- 2,550 Home (sqft)
- 3 Baths
- 0 Lot (sqft)
-
$1,499,000
380 Gulf Of Mexico Drive #513, Longboat Key, FL380 Gulf Of Mexico Drive #513
Longboat Key, FL- 3 Beds
- 3 Baths
- 2,490 Home (sqft)
- 3 Baths
- 0 Lot (sqft)
-
$915,000
303 67th Street, Holmes Beach, FL303 67th Street
Holmes Beach, FL- 3 Beds
- 2 Baths
- 1,764 Home (sqft)
- 2 Baths
- 7,841 Lot (sqft)
-
$6,400,000
4651 Gulf Of Mexico Drive #402, Longboat Key, FL4651 Gulf Of Mexico Drive #402
Longboat Key, FL- 4 Beds
- 5 Baths
- 3,989 Home (sqft)
- 5 Baths
- 0 Lot (sqft)
-
$3,995,000
535 Sanctuary Drive #C807, Longboat Key, FL535 Sanctuary Drive #C807
Longboat Key, FL- 3 Beds
- 3 Baths
- 2,580 Home (sqft)
- 3 Baths
- 39,640 Lot (sqft)
-
$497,760
750 N Tamiami Trail #302, Sarasota, FL750 N Tamiami Trail #302
Sarasota, FL- 2 Beds
- 1 Bath
- 1,065 Home (sqft)
- 1 Bath
- 0 Lot (sqft)
-
$1,499,000
111 S Pineapple Avenue #1004, Sarasota, FL111 S Pineapple Avenue #1004
Sarasota, FL- 2 Beds
- 3 Baths
- 1,513 Home (sqft)
- 3 Baths
- 19,602 Lot (sqft)
-
$4,000,000
415 L Ambiance Drive #C703, Longboat Key, FL415 L Ambiance Drive #C703
Longboat Key, FL- 2 Beds
- 4 Baths
- 2,822 Home (sqft)
- 4 Baths
- 0 Lot (sqft)
-
$5,900,000
6429 Gulfside Road, Longboat Key, FL6429 Gulfside Road
Longboat Key, FL- 5 Beds
- 5 Baths
- 3,247 Home (sqft)
- 5 Baths
- 34,413 Lot (sqft)
-
$175,000
83 Twin Shores Boulevard, Longboat Key, FL83 Twin Shores Boulevard
Longboat Key, FL- 2 Beds
- 2 Baths
- 935 Home (sqft)
- 2 Baths
- 2,614 Lot (sqft)
-
$3,600,000
3460 Mistletoe Lane, Longboat Key, FL3460 Mistletoe Lane
Longboat Key, FL- 4 Beds
- 4 Baths
- 2,900 Home (sqft)
- 4 Baths
- 10,455 Lot (sqft)
-
$725,000
2110 Hawthorne Street, Sarasota, FL2110 Hawthorne Street
Sarasota, FL- 2 Beds
- 2 Baths
- 1,695 Home (sqft)
- 2 Baths
- 6,970 Lot (sqft)
-
$2,199,000
303 Beach Road, Sarasota, FL303 Beach Road
Sarasota, FL- 3 Beds
- 3 Baths
- 1,380 Home (sqft)
- 3 Baths
- 6,099 Lot (sqft)
-
$989,000
4485 Gulf Of Mexico Drive #803, Longboat Key, FL4485 Gulf Of Mexico Drive #803
Longboat Key, FL- 2 Beds
- 2 Baths
- 1,022 Home (sqft)
- 2 Baths
- 1.63 Lot (ac)
-
$1,998,000
3112 Southgate Circle, Sarasota, FL3112 Southgate Circle
Sarasota, FL- 0 Beds
- 0 Baths
- 8,883 Home (sqft)
- 0 Baths
- 13,504 Lot (sqft)
-
$3,950
800 N Tamiami Trail #702, Sarasota, FL800 N Tamiami Trail #702
Sarasota, FL- 2 Beds
- 2 Baths
- 1,323 Home (sqft)
- 2 Baths
- 0 Lot (sqft)
-
$5,950,000
6429 Gulfside Road, Longboat Key, FL6429 Gulfside Road
Longboat Key, FL- 0 Beds
- 0 Baths
- 0 Home (sqft)
- 0 Baths
- 31,799 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 10:12 AM PST.
This Real Estate IDX is (c) Diverse Solutions 2024. Privacy | Terms & Conditions