Homes for Sale in Dream Island
Discover Dream Island, a quiet enclave of canal-front homes on oversized lots with deep-water docks.
Single family homes
1,700 - 4,400
$1M - $4M
Exclusive waterfront estates
Houses for Sale in Dream Island
Home Type
Price Range
Bedrooms
Some IDX listings have been excluded from this website
Can’t find your ideal home in Dream Island? Explore additional luxury homes in Longboat Key, Florida.
About Dream Island
Dream Island is one of Longboat Key's quietest waterfront addresses - a small enclave of single-family homes set on deep-water canals on the bay side of the island. The neighborhood mixes original Florida homes with newer custom construction, on some of the largest residential lots on the Key - half-acre-plus parcels with 100+ feet of protected waterfront are part of the community's fabric.
This is boating-first living without the resort wrapper: private docks and lifts in the backyard and Sarasota Bay minutes away by water. There are no community amenities, gates, or shared facilities - the appeal is elbow room, privacy, and dockage, with the Gulf beach a short walk across Gulf of Mexico Drive.
Dream Island suits those who want estate-scale canal-front property and serious boating access in a low-key setting - including those looking to build, since oversized lots here periodically come to market as teardown or new-construction opportunities.
Amenities in Dream Island
Beach Access
No
Private Beach
No
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 Dream Island
Nearby Neighborhoods in Longboat Key
Emerald Harbor is a bayside enclave of 82 homes on north Longboat Key, built around the island's widest deep-water canals with bridge-free access to Sarasota Bay and the Intracoastal. Residents also enjoy private deeded beach access directly across Gulf of Mexico Drive.
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.
Spanish Main Yacht Club is a 55+ community on the Bay side of Longboat Key. The community comes with over 200 villas, a private 40-slip deep-water marina, heated pool, clubhouse and busy social calendar. Deeded beach access across completes a rare mix of bay, beach, and neighborly living.
Sleepy Lagoon is a single-family neighborhood at the north end of Longboat Key that stretches from bayside canals to the Gulf beach. Homes here range from custom waterfront estates to classic Florida cottages. Many of these homes have private docks for access to Sarasota Bay. Other homes on the Gulf have the beach in their backyard.
Homes for Sale
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