Cherokee Park

Cherokee Park in Sarasota, Florida is a prestigious and picturesque neighborhood renowned for its tree-canopied streets, lush landscaping, and collection of distinctive luxury homes. Ideally located just west of Tamiami Trail, the community is only two miles south of downtown Sarasota, and immediately north of Siesta Drive—the direct route to Siesta Key Beach. Residents benefit from extremely convenient access to top-rated schools and the region’s best beaches; Southside Elementary School is within easy walking distance for many homes, while Siesta Key Beach is just five miles—approximately a ten-minute drive—away.

This historic neighborhood dates back to the 1940s, with homes ranging from original Old-Florida estates and Mediterranean-inspired villas to modern architectural designs and fully customized new builds. Every property is unique, and lot sizes are generous for a central city location, typically spanning from about a third of an acre up to more than 1.6 acres. Many homes offer expansive living spaces, often featuring 2,100 to over 7,700 square feet, mature landscaping, and abundant outdoor entertaining areas.

Cherokee Park is celebrated for its warm sense of community and classic charm. Families enjoy the walkability and proximity to Southside Village, Morton’s Market, Sarasota Memorial Hospital, and many local shops and dining options. The neighborhood’s layout ensures privacy and tranquility, while still being just minutes from Sarasota’s vibrant arts and culture scene.

Price ranges reflect the desirability and exclusivity of this enclave. As of 2025, homes for sale typically start around $1.7 million and can rise well above $5 million, with the highest values reserved for larger estates and prestigious waterfront properties.

Cherokee Park stands out for families and individuals who want an elegant Sarasota lifestyle—a place where one can walk children to Southside Elementary, enjoy a short drive to world-class beaches, and savor the character of one of the area’s most established and beautiful neighborhoods.