Siesta Isles Sarasota Florida Luxury Homes for Sale

Most visitors to Siesta Key head straight to the incredible, dazzling white sands of the local beaches and never venture to explore the area behind the beachfront resorts.   This is where house hunters can find Siesta Isles Sarasota is a quaint neighborhood that is well-known among boaters in Southwest Florida.

Siesta Isles is the result of a clever civil engineering and real estate development project that started in the 1960s.  Dredging and filling operations created two islands surrounded by canals that connect to the Sarasota Bay.  Essentially, the Siesta Isles neighborhood consists of small islands within the larger barrier island of Siesta Key.

​Siesta Isles, a sought-after neighborhood on Siesta Key, Florida, features nearly 300 single-family homes, many offering amenities such as swimming pools, private docks, and small fishing piers. Architectural styles in the area range from the original Florida ranch designs to contemporary and Mediterranean renovations.​

As of early 2025, real estate prices in Siesta Isles have seen notable changes. The average selling price for homes in the past year was approximately $1.87 million, with an average asking price of $2 million. ​Latest pricing at Siesta Isles Sarasota Florida will be found below if there is inventory.

For example, a 3-bedroom, 2-bathroom home spanning 1,921 square feet was recently listed at $2.2 million. At the other end of the spectrum, a luxurious 6-bedroom, 10-bathroom estate with 11,606 square feet of living space is listed at $31.5 million, making it the most expensive property in Sarasota County. ​

Siesta Isles Sarasota is a very scenic, tranquil and convenient neighborhood.  Walking to the beach takes about ten minutes, and this is where residents can find shopping, entertainment and nightlife.  Also within walking distance is Glebe Park, which is perfect for the entire family and not very well-known to tourists.  Boating and fishing are the two most common hobbies among residents of Siesta Isles, but it is important to note that a short trip on Siesta Drive is all it takes to reach Sarasota for golf, tennis, arts, culture, shopping, entertainment, and more.

Siesta Isles Sarasota Florida Homes for Sale at Siesta Key

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(all data current as of 4/8/2025)

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