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 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
-
$1,199,000
1245 Siesta Bayside Drive #1245B, Sarasota, FL1245 Siesta Bayside Drive #1245B
Sarasota, FL- 3 Beds
- 2 Baths
- 1,495 Home (sqft)
- 2 Baths
- 0 Lot (sqft)
-
$5,900,000
726 Key Royale Drive, Holmes Beach, FL726 Key Royale Drive
Holmes Beach, FL- 5 Beds
- 7 Baths
- 4,101 Home (sqft)
- 7 Baths
- 10,890 Lot (sqft)
-
$5,000
5757 Gulf Of Mexico Drive #305, Longboat Key, FL5757 Gulf Of Mexico Drive #305
Longboat Key, FL- 2 Beds
- 2 Baths
- 1,561 Home (sqft)
- 2 Baths
- 0 Lot (sqft)
-
$338,000
74 Twin Shores Boulevard, Longboat Key, FL74 Twin Shores Boulevard
Longboat Key, FL- 2 Beds
- 2 Baths
- 960 Home (sqft)
- 2 Baths
- 2,178 Lot (sqft)
-
$4,500
1080 W Peppertree Lane #403A, Sarasota, FL1080 W Peppertree Lane #403A
Sarasota, FL- 2 Beds
- 2 Baths
- 1,105 Home (sqft)
- 2 Baths
- 0 Lot (sqft)
-
$2,250
1125 W Peppertree Drive #402, Sarasota, FL1125 W Peppertree Drive #402
Sarasota, FL- 2 Beds
- 2 Baths
- 1,163 Home (sqft)
- 2 Baths
- 0 Lot (sqft)
-
$3,240,000
2534 Grove Street, Sarasota, FL2534 Grove Street
Sarasota, FL- 6 Beds
- 7 Baths
- 4,615 Home (sqft)
- 7 Baths
- 10,890 Lot (sqft)
-
$2,750,000
2532 Fruit Tree Dr, Sarasota, FL2532 Fruit Tree Dr
Sarasota, FL- 5 Beds
- 6 Baths
- 3,931 Home (sqft)
- 6 Baths
- 10,019 Lot (sqft)
-
$3,775,000
1671 Arlington Street, Sarasota, FL1671 Arlington Street
Sarasota, FL- 4 Beds
- 5 Baths
- 3,250 Home (sqft)
- 5 Baths
- 6,970 Lot (sqft)
-
$2,960,000
2124 Clematis Place, Sarasota, FL2124 Clematis Place
Sarasota, FL- 5 Beds
- 6 Baths
- 3,574 Home (sqft)
- 6 Baths
- 10,019 Lot (sqft)
-
$3,100
1125 W Peppertree Drive #407, Sarasota, FL1125 W Peppertree Drive #407
Sarasota, FL- 2 Beds
- 2 Baths
- 1,200 Home (sqft)
- 2 Baths
- 4.27 Lot (ac)
-
$3,100
1255 E Peppertree Drive #406, Sarasota, FL1255 E Peppertree Drive #406
Sarasota, FL- 2 Beds
- 2 Baths
- 1,163 Home (sqft)
- 2 Baths
- 0 Lot (sqft)
-
$3,500
1255 E Peppertree Drive #202, Sarasota, FL1255 E Peppertree Drive #202
Sarasota, FL- 2 Beds
- 2 Baths
- 1,163 Home (sqft)
- 2 Baths
- 0 Lot (sqft)
-
$2,600
1255 E Peppertree Drive #402, Sarasota, FL1255 E Peppertree Drive #402
Sarasota, FL- 2 Beds
- 2 Baths
- 1,163 Home (sqft)
- 2 Baths
- 0 Lot (sqft)
-
$4,500
1200 E Peppertree Lane #407, Sarasota, FL1200 E Peppertree Lane #407
Sarasota, FL- 2 Beds
- 2 Baths
- 1,200 Home (sqft)
- 2 Baths
- 0 Lot (sqft)
-
$2,600
1042 W Peppertree Lane #119B, Sarasota, FL1042 W Peppertree Lane #119B
Sarasota, FL- 2 Beds
- 2 Baths
- 975 Home (sqft)
- 2 Baths
- 0 Lot (sqft)
-
$2,975,000
2163 Hillview Street, Sarasota, FL2163 Hillview Street
Sarasota, FL- 6 Beds
- 6 Baths
- 3,225 Home (sqft)
- 6 Baths
- 10,890 Lot (sqft)
-
$1,350,000
210 83rd Street, Holmes Beach, FL210 83rd Street
Holmes Beach, FL- 3 Beds
- 3 Baths
- 2,028 Home (sqft)
- 3 Baths
- 9,148 Lot (sqft)
-
$3,950
800 N Tamiami Trail #810, Sarasota, FL800 N Tamiami Trail #810
Sarasota, FL- 2 Beds
- 2 Baths
- 1,323 Home (sqft)
- 2 Baths
- 0 Lot (sqft)
-
$1,299,000
8028 Midnight Pass Road, Sarasota, FL8028 Midnight Pass Road
Sarasota, FL- 0 Beds
- 0 Baths
- 0 Home (sqft)
- 0 Baths
- 8,277 Lot (sqft)
-
$1,100,000
2509 Gulf Drive N, Bradenton Beach, FL2509 Gulf Drive N
Bradenton Beach, FL- 0 Beds
- 0 Baths
- 0 Home (sqft)
- 0 Baths
- 4,792 Lot (sqft)
-
$6,995
2415 Floyd Street, Sarasota, FL2415 Floyd Street
Sarasota, FL- 4 Beds
- 4 Baths
- 2,665 Home (sqft)
- 4 Baths
- 5,663 Lot (sqft)
-
$279,500
2224 Bahia Vista Street #E7, Sarasota, FL2224 Bahia Vista Street #E7
Sarasota, FL- 2 Beds
- 2 Baths
- 982 Home (sqft)
- 2 Baths
- 0 Lot (sqft)
-
$760,000
605 Sutton Pl #101, Longboat Key, FL605 Sutton Pl #101
Longboat Key, FL- 2 Beds
- 2 Baths
- 1,148 Home (sqft)
- 2 Baths
- 0 Lot (sqft)
-
$3,924,000
290 Cocoanut Avenue #7A, Sarasota, FL290 Cocoanut Avenue #7A
Sarasota, FL- 3 Beds
- 4 Baths
- 3,270 Home (sqft)
- 4 Baths
- 23,958 Lot (sqft)
-
$749,000
508 Howard Court, Sarasota, FL508 Howard Court
Sarasota, FL- 2 Beds
- 3 Baths
- 1,496 Home (sqft)
- 3 Baths
- 5,663 Lot (sqft)
-
$799,000
1629 Siesta Drive, Sarasota, FL1629 Siesta Drive
Sarasota, FL- 3 Beds
- 2 Baths
- 1,513 Home (sqft)
- 2 Baths
- 5,663 Lot (sqft)
-
$4,595
101 Benjamin Franklin Drive #31, Sarasota, FL101 Benjamin Franklin Drive #31
Sarasota, FL- 2 Beds
- 2 Baths
- 1,320 Home (sqft)
- 2 Baths
- 0 Lot (sqft)
-
$2,000
3276 Brunswick Lane #705, Sarasota, FL3276 Brunswick Lane #705
Sarasota, FL- 2 Beds
- 2 Baths
- 1,813 Home (sqft)
- 2 Baths
- 0 Lot (sqft)
-
$15,000
5611 Gulf Of Mexico Drive #1, Longboat Key, FL5611 Gulf Of Mexico Drive #1
Longboat Key, FL- 3 Beds
- 2 Baths
- 1,675 Home (sqft)
- 2 Baths
- 1.50 Lot (ac)
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 5/15/24 4:10 AM PDT.
This Custom IDX is (c) Diverse Solutions 2024.