One of Siesta Key’s most popular neighborhoods is Siesta Isles. It is comprised of 185 acres and includes two islands accessed by Contento St and Azure Way. Boaters love Siesta Isles as nearly four miles of waterways branch off the Grand Canal in this neighborhood.
The Siesta Key lifestyle is appealing to residents of Siesta Isles as the public beach and Village are both within walking distance. In addition, the Siesta Isle Association is an active group or residents who publish a neighborhood directory and sponsor events such as potluck block parties.
Siesta Isles Homes
Homes in Siesta Isles were built mostly from 1959 to 1961, although there are some newer homes. Like many older homes on Siesta Key, you’ll find many of Siesta Isles homes completely renovated or expanded. You’ll also find older homes replaced by newer structures offering all the “bells and whistles” that real estate buyers seek in today’s market.
The Sarasota MLS currently reports six homes for sale in Siesta Isles. Prices currently range from $549,999 to $1,399,000.
Last Six Months Sales Activity on Siesta Isles.
- Current Listings: 6
- Pending Sales: 2
- Sales Last 6 Months: 10
Siesta Key Florida has seen outstanding real estate activity in the last six months. Inventory remains excellent in most Siesta Key neighborhoods, and sellers continue to negotiate as buyers come back to the resort market.

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