Longboat Key, Florida

Longboat Key is an exclusive 11-mile barrier island situated between Sarasota Bay and the Gulf of Mexico, stretching from just off the coast of Sarasota north toward Anna Maria Island. Home to approximately 7,500 year-round residents with a median age of 71.2, Longboat Key is one of the most prestigious addresses on Florida's Gulf Coast, known for its luxury condominiums, private beach clubs, and world-class golf and tennis facilities.

A refined island lifestyle

Longboat Key is designed for those who appreciate the finer things in life. The island is home to the Longboat Key Club and Resort, which features two championship golf courses, Har-Tru tennis courts, a spa, and several dining options. The St. Regis resort, which opened in 2024, has been a transformative development for the island's luxury real estate market, bringing a new level of world-class hospitality to the key.

Development on Longboat Key is carefully controlled, with strict height restrictions and architectural guidelines that preserve the island's natural beauty and upscale character. There are no high-rises, no neon signs, and no commercial sprawl. Instead, you will find low-rise condominiums, luxury homes, and a serene atmosphere that feels a world apart from the mainland. The median household income is approximately $158,000, and about 85 percent of residents aged 15 and older are married.

Real estate on Longboat Key

Longboat Key's real estate market is dominated by luxury condominiums, many of which offer direct Gulf or bay views, private beach access, and resort-style amenities. As of late 2025, the median home price is approximately $1.25 million, with prices per square foot ranging from $543 to $722. Condos typically start around $600,000 in established buildings, while single-family homes have median listing prices of $1.2 million to $2.5 million. Luxury Gulf-front trophy estates can list from $10 million to $25 million or more.

The island is split between Manatee County (north end) and Sarasota County (south end), which can affect tax rates and school zoning. Single-family homes are more limited and tend to be on the bay side or in exclusive residential enclaves on the north end. The market attracts affluent buyers, retirees, and second-home owners who value privacy, security, and a maintenance-free lifestyle.

History and character

Longboat Key has a rich history. The island was vacation land of the Timucuan and Caloosa Native Americans for centuries. Spanish explorer Hernando de Soto is thought to have visited in 1539, with his scout manning a longboat through the north pass, which is how the island got its name. Circus magnate John Ringling purchased hundreds of acres on the south end in 1923 and began building a luxury Ritz-Carlton in 1926, though it was never completed and was torn down in 1962. The island was incorporated in 1955.

Location and accessibility

Despite its secluded feel, Longboat Key is conveniently located. Downtown Sarasota is a 15-minute drive south, with its cultural attractions, dining, and shopping. The Sarasota Bradenton International Airport is approximately 20 minutes away. The island's north end connects to Anna Maria Island via a drawbridge, providing access to more casual beach dining and attractions.

Who is Longboat Key best for?

Longboat Key is ideal for luxury buyers seeking a quiet, upscale island lifestyle with world-class golf and tennis. It appeals strongly to retirees who want maintenance-free condominium living with private beach access, second-home owners looking for a prestigious Gulf Coast address, and anyone who values privacy, security, and refined living on a pristine barrier island.