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 - $1,128,100
Median Home Price - $530,000
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.
- List View
- Grid View
Sorted by
-
$22,000,000
6201 GULF OF MEXICO DRIVE, LONGBOAT KEY, FL6201 GULF OF MEXICO DRIVE
LONGBOAT KEY, FL- 5 Beds
- 8 Baths
- 6,820 Home (sqft)
- 8 Baths
- 34,413 Lot (sqft)
-
$18,500,000
5861 GULF OF MEXICO DRIVE, LONGBOAT KEY, FL5861 GULF OF MEXICO DRIVE
LONGBOAT KEY, FL- 5 Beds
- 7 Baths
- 10,800 Home (sqft)
- 7 Baths
- 1.13 Lot (ac)
-
$9,800,000
6877 GULF OF MEXICO DRIVE, LONGBOAT KEY, FL6877 GULF OF MEXICO DRIVE
LONGBOAT KEY, FL- 4 Beds
- 5 Baths
- 4,820 Home (sqft)
- 5 Baths
- 32,235 Lot (sqft)
-
$8,295,000
596 OUTRIGGER LANE, LONGBOAT KEY, FL596 OUTRIGGER LANE
LONGBOAT KEY, FL- 6 Beds
- 7 Baths
- 5,892 Home (sqft)
- 7 Baths
- 15,682 Lot (sqft)
-
$7,775,000
6565 GULFSIDE ROAD, LONGBOAT KEY, FL6565 GULFSIDE ROAD
LONGBOAT KEY, FL- 5 Beds
- 4 Baths
- 5,572 Home (sqft)
- 4 Baths
- 16,989 Lot (sqft)
-
$6,600,000
520 CHIPPING LANE, LONGBOAT KEY, FL520 CHIPPING LANE
LONGBOAT KEY, FL- 4 Beds
- 5 Baths
- 4,412 Home (sqft)
- 5 Baths
- 11,326 Lot (sqft)
-
$6,500,000
781 HIDEAWAY BAY DRIVE, LONGBOAT KEY, FL781 HIDEAWAY BAY DRIVE
LONGBOAT KEY, FL- 4 Beds
- 4 Baths
- 5,469 Home (sqft)
- 4 Baths
- 17,860 Lot (sqft)
-
$5,965,000
5056 GULF OF MEXICO DRIVE, LONGBOAT KEY, FL5056 GULF OF MEXICO DRIVE
LONGBOAT KEY, FL- 3 Beds
- 3 Baths
- 3,819 Home (sqft)
- 3 Baths
- 40,076 Lot (sqft)
-
$5,495,000
4975 GULF OF MEXICO DRIVE #305, LONGBOAT KEY, FL4975 GULF OF MEXICO DRIVE #305
LONGBOAT KEY, FL- 3 Beds
- 4 Baths
- 3,122 Home (sqft)
- 4 Baths
- 0 Lot (sqft)
-
$4,995,000
545 KINGFISHER LANE, LONGBOAT KEY, FL545 KINGFISHER LANE
LONGBOAT KEY, FL- 4 Beds
- 5 Baths
- 4,646 Home (sqft)
- 5 Baths
- 11,762 Lot (sqft)
-
$4,940,000
610 YARDARM LANE, LONGBOAT KEY, FL610 YARDARM LANE
LONGBOAT KEY, FL- 4 Beds
- 5 Baths
- 4,138 Home (sqft)
- 5 Baths
- 11,326 Lot (sqft)
-
$4,850,000
672 DREAM ISLAND ROAD, LONGBOAT KEY, FL672 DREAM ISLAND ROAD
LONGBOAT KEY, FL- 5 Beds
- 5 Baths
- 3,312 Home (sqft)
- 5 Baths
- 22,216 Lot (sqft)
-
$4,800,000
572 HALYARD LANE, LONGBOAT KEY, FL572 HALYARD LANE
LONGBOAT KEY, FL- 4 Beds
- 6 Baths
- 4,257 Home (sqft)
- 6 Baths
- 10,019 Lot (sqft)
-
$4,500,000
7147 E LA LENAIRE DRIVE, LONGBOAT KEY, FL7147 E LA LENAIRE DRIVE
LONGBOAT KEY, FL- 6 Beds
- 6 Baths
- 3,503 Home (sqft)
- 6 Baths
- 1.35 Lot (ac)
-
$4,500,000
540 HARBOR GATE WAY, LONGBOAT KEY, FL540 HARBOR GATE WAY
LONGBOAT KEY, FL- 0 Beds
- 0 Baths
- 0 Home (sqft)
- 0 Baths
- 19,167 Lot (sqft)
-
$4,500,000
540 HARBOR GATE WAY, LONGBOAT KEY, FL540 HARBOR GATE WAY
LONGBOAT KEY, FL- 5 Beds
- 7 Baths
- 5,048 Home (sqft)
- 7 Baths
- 19,167 Lot (sqft)
-
$4,450,000
551 BROADWAY, LONGBOAT KEY, FL551 BROADWAY
LONGBOAT KEY, FL- 4 Beds
- 5 Baths
- 3,738 Home (sqft)
- 5 Baths
- 6,099 Lot (sqft)
-
$3,995,000
3970 GULF OF MEXICO DRIVE, LONGBOAT KEY, FL3970 GULF OF MEXICO DRIVE
LONGBOAT KEY, FL- 0 Beds
- 0 Baths
- 0 Home (sqft)
- 0 Baths
- 20,038 Lot (sqft)
-
$3,900,000
3614 FAIR OAKS PLACE, LONGBOAT KEY, FL3614 FAIR OAKS PLACE
LONGBOAT KEY, FL- 3 Beds
- 4 Baths
- 4,050 Home (sqft)
- 4 Baths
- 10,890 Lot (sqft)
-
$3,895,000
3533 FAIR OAKS LANE, LONGBOAT KEY, FL3533 FAIR OAKS LANE
LONGBOAT KEY, FL- 4 Beds
- 6 Baths
- 3,909 Home (sqft)
- 6 Baths
- 9,584 Lot (sqft)
-
$3,800,000
991 LONGBOAT CLUB ROAD, LONGBOAT KEY, FL991 LONGBOAT CLUB ROAD
LONGBOAT KEY, FL- 5 Beds
- 6 Baths
- 5,101 Home (sqft)
- 6 Baths
- 18,731 Lot (sqft)
-
$3,695,000
700 TARAWITT DRIVE, LONGBOAT KEY, FL700 TARAWITT DRIVE
LONGBOAT KEY, FL- 4 Beds
- 5 Baths
- 3,897 Home (sqft)
- 5 Baths
- 10,890 Lot (sqft)
-
$3,600,000
3606 FAIR OAKS PLACE, LONGBOAT KEY, FL3606 FAIR OAKS PLACE
LONGBOAT KEY, FL- 4 Beds
- 3 Baths
- 3,842 Home (sqft)
- 3 Baths
- 10,890 Lot (sqft)
-
$3,499,900
554 JESSMYTH DRIVE, LONGBOAT KEY, FL554 JESSMYTH DRIVE
LONGBOAT KEY, FL- 0 Beds
- 0 Baths
- 0 Home (sqft)
- 0 Baths
- 20,909 Lot (sqft)
-
$3,499,900
554 JESSMYTH DRIVE, LONGBOAT KEY, FL554 JESSMYTH DRIVE
LONGBOAT KEY, FL- 3 Beds
- 4 Baths
- 4,700 Home (sqft)
- 4 Baths
- 20,909 Lot (sqft)
-
$3,350,000
562 RANGER LANE, LONGBOAT KEY, FL562 RANGER LANE
LONGBOAT KEY, FL- 4 Beds
- 3 Baths
- 3,149 Home (sqft)
- 3 Baths
- 10,019 Lot (sqft)
-
$3,345,000
2945 PYRULA DRIVE, LONGBOAT KEY, FL2945 PYRULA DRIVE
LONGBOAT KEY, FL- 5 Beds
- 5 Baths
- 3,815 Home (sqft)
- 5 Baths
- 13,940 Lot (sqft)
-
$3,314,000
760 MARBURY LANE, LONGBOAT KEY, FL760 MARBURY LANE
LONGBOAT KEY, FL- 4 Beds
- 3 Baths
- 2,575 Home (sqft)
- 3 Baths
- 10,019 Lot (sqft)
-
$3,250,000
3621 BAYOU CIRCLE, LONGBOAT KEY, FL3621 BAYOU CIRCLE
LONGBOAT KEY, FL- 4 Beds
- 4 Baths
- 4,322 Home (sqft)
- 4 Baths
- 13,068 Lot (sqft)
-
$3,149,000
3527 FAIR OAKS LANE, LONGBOAT KEY, FL3527 FAIR OAKS LANE
LONGBOAT KEY, FL- 4 Beds
- 5 Baths
- 4,154 Home (sqft)
- 5 Baths
- 10,019 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 2/2/23 11:40 PM PST.
This IDX Solution is (c) Diverse Solutions 2023. Privacy | Terms & Conditions
