Sleepy Lagoon Longboat Key is a single-family home community that is home to the most assorted architectural styles on the barrier island. The neighborhood stretched from Bishops Bayou to the Gulf of Mexico, allowing residents to enjoy waterfront views of the Sarasota Bay or the white-sand Gulf beaches and the sapphire-blue ocean.

Home shoppers seeking a true suburban experience in Longboat Key will find the Sleepy Lagoon neighborhood both charming and diverse. This community offers a variety of homes, many reflecting the Mediterranean architectural style prevalent in Southwest Florida. Properties range from cozy residences to expansive estates, catering to various preferences and budgets.

As of March 2025, the median listing home price in Sleepy Lagoon is approximately $2,392,500. Homes in this area typically range from about 1,128 square feet to over 10,000 square feet, with prices varying accordingly. For example, a 2-bedroom, 2-bathroom home with 1,128 square feet is listed at $1,299,000, while a luxurious 5-bedroom, 6.5-bathroom estate with 6,950 square feet is available for $18,500,000. Latest pricing at Sleepy Lagoon Longboat Key will be found below if there is inventory.

Longboat Key has a long history dating back to the 19th century, but Sleepy Lagoon features reasonably modern residential construction, which means that the single-family homes are built in accordance to Florida’s strict hurricane and environmental standards. The neighborhood boasts a great location; it is close to both the historic north end of the island and to Avenue of the Flowers, Longboat Key’s own shopping center. This is where the Publix supermarket offers a grocery store similar Whole Foods.

In the past, Sleepy Lagoon Longboat Key was home to snowbirds and retirees, but younger generations looking for relaxation, boating, fishing, nature, and the beach have recently moved in to the neighborhood. Nearby Bradenton and Sarasota offer everything in terms of convenience, business and entertainment. Schools near Sleepy Lagoon are Anna Maria Elementary, W.D. Sugg Middle and Bayshore High School.