Sleepy Lagoon
Discover Sleepy Lagoon - a neighborhood of custom single-family homes that offers beautiful canals, deeded beach access, and quiet streets.
Single family homes
800 - 7,000
$900s - $15M
Custom homes with canals
About Sleepy Lagoon
Sleepy Lagoon is a single-family neighborhood at the north end of Longboat Key. It stretches across both sides of Gulf of Mexico Drive, from bayside canals all the way to the Gulf beach. The community holds around 270 homes in a wide mix of styles, from large new waterfront estates to classic Old Florida cottages and ranch homes. There are no condo towers here, just gorgeous residential streets shaded by tropical landscaping.
Water is the heart of the neighborhood. On the Bay side, homes line a series of canals - giving residents access to Sarasota Bay with many having private docks. On the Gulf side, homes enjoy a private beach experience from their backyard while anyone from Sleepy Lagoon can also enjoy separately deeded beach access.
Life here is simple by design. The shops and restaurants of Longbeach Village are just up the road, Anna Maria Island is across the bridge, and groceries and dining at the Centre Shops are a short drive south. For buyers who want boating, beach, and a true island neighborhood in one place, Sleepy Lagoon delivers.
Homes for Sale in Sleepy Lagoon
Home Type
Price Range
Bedrooms
Some IDX listings have been excluded from this website
Can’t find your ideal home in Sleepy Lagoon? Explore additional canal-front homes in Longboat Key, Florida.
Amenities in Sleepy Lagoon
Beach Access
Yes
Private Beach
Yes
Boat Slips
Yes
Marina Nearby
Yes
Beach Club Access
No
Clubhouse
No
Community Pool
No
Fitness Center
No
Walking Paths
No
Golf Nearby
No
Tennis
No
Lifestyle Activities
No
Pickleball
No
Maintenance Included
No
Gated
No
55+ Community
No
Visual Tour of Sleepy Lagoon
Nearby Communities in Longboat Key
Bayview Estates is a waterfront neighborhood on the north end of Longboat Key, where most homes sit on deep-water canals with no fixed bridges to the Intracoastal and the bay. The single-family homes range from established island residences to fully rebuilt new construction.
Hideaway Bay is a small, secluded single-family community along Millar Bay, reached by a winding mangrove-lined road on the north end of Longboat Key. Homes here feature deep-water docks and nearby tennis/pickleball courts. Custom residences sit on generous tropical lots with views of Sarasota Bay.
Bayou Hammock is a gated, low-density enclave known for some of the largest residential lots on Longboat Key. Consider this neighborhood if you want large waterfront lots and gated privacy rather than “community amenity” living.
Laguna Yacht Village is a gated waterfront enclave of just 8 homes on Longboat Key's north end. Each residence comes with a deeded deep-water boat dock with no fixed bridges on the way to the Intracoastal Waterway and the Gulf. Other amenities include a community pool and deeded beach access.
