Siesta Key Florida : Real Estate with Lots of Waterfront Opportunities

How would you like to live in an island that is home to the most dazzling white-sand beaches in the world? It may sound like a dream, but this is precisely what the Siesta Key housing market of Sarasota County offers; in fact, the reasonable pricing of properties on the island can make this a dream come true for house hunters and real estate investors alike.

Siesta Key is the most endearing barrier island in Florida. This island is connected to Sarasota County by two small causeways: Siesta Drive to the north and the Stickney Point Bridge to the south. Siesta Key Beach has been the main attraction ever since it made global headlines in 2011 as a place where the beach sand is almost pure quartz; hence the amazing color and texture. In terms of real estate, Siesta Key has more than 50 residential communities ranging from high-rise beachfront condominium towers to modest single-family home neighborhoods next to canals.

Most home shoppers who visit Siesta Key for the first time cannot believe that they can actually purchase a property for just $200K, which is the starting price point for some villas and condominium units on the island. There are many waterfront opportunities in Siesta Key; they range from sweeping vistas of the Gulf of Mexico to views of Roberts Bay. Some waterfront estates are located near canals, lagoons and bayous that include private docks and fishing piers.

Life in Siesta Key can be both exciting and relaxing. Residents can get just about everything they need without leaving the island. Restaurant, bars, shops, boutiques, ATMs, drugstores, and even more establishments are spread across the island for the convenience of residents. Boating, fishing and enjoying the beach are the main amenities, although many residential communities feature their own fitness centers, swimming pools and tennis courts.

House hunters can shop for their ideal Siesta Key properties according to their own lifestyle preferences. Theme neighborhoods abound: From Roberts Point for boaters to Fisherman’s Cove for anglers and from the Sarasota Surf and Racquet Club for tennis players to the Hyatt Siesta Key for those who enjoy a resort atmosphere.

Although Siesta Key is home to many seasonal residents, quite a few families call this charming barrier island their home. There is one private academy on the island, but most students opt to enroll at the Sarasota public schools on the other side of Roberts Bay.

Sarasota Homes at Siesta Key

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(all data current as of 8/30/2025)

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Sarasota Condominiums at Siesta Key

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(all data current as of 8/30/2025)

Listing information deemed reliable but not guaranteed. Read full disclaimer.