Cherokee Park

Welcome to Cherokee Park

Cherokee Park is one of Sarasota’s most storied bayfront neighborhoods, a quiet enclave of about ninety homes tucked along Sarasota Bay just two miles south of downtown. It was platted in 1926 by James C. Brown, and its original stucco gate posts, tiled with the Cherokee rose that gave the neighborhood its name, still welcome you in. The streets are shaded by grand oaks and lush landscaping, and the architecture spans nearly a century of Sarasota design: Mediterranean Revival estates, classic Colonial Revival homes, Florida ranch residences and thoughtful modern renovations. Many homes sit directly on the bay with private docks and sweeping water views, and a stretch of bayfront parkland set aside in 1940 adds to the open, coastal feel.

Life in Cherokee Park pairs old Sarasota charm with an easy, close-in convenience. Mornings might start with coffee in Southside Village, a short walk or bike ride away. Afternoons can be spent at Selby Gardens or out on the water, and evenings mean dinner downtown or sunset on the bay. Siesta Key beaches are minutes away, and Sarasota Memorial Hospital and the shops and restaurants of West of the Trail are close by, so the neighborhood feels secluded without ever feeling far.

Cherokee Park FAQ

Historic, tree-lined living West of the Trail

Where is Cherokee Park in Sarasota?

Cherokee Park is a historic residential neighborhood West of the Trail in Sarasota, Florida (ZIP 34239), along Osprey Avenue near Sarasota Bay. It is minutes from Downtown Sarasota, Southside Village, Sarasota Memorial Hospital, and the bridges to Siesta Key.

What is the history of Cherokee Park?

Cherokee Park was platted in 1925 by James C. Brown, a Scottish silk manufacturer who built Cherokee Lodge there. The neighborhood is named for the Cherokee Rose, still seen in the mosaic tile on its original gate posts along Osprey Avenue. Building slowed after the 1926 Florida land bust, and most homes were completed after World War II, which is why its architecture spans nearly a century of Sarasota design.

What types of homes are in Cherokee Park?

Cherokee Park has roughly 90 homes, ranging from 1920s Mediterranean Revival and Art Deco originals to mid-century designs and newer custom estates. Lots are generous, streets are shaded by grand oaks with landscaped center medians, and many owners choose to restore and add their own touch to a historic home rather than start over.

Is Cherokee Park a good place to live in Sarasota?

Cherokee Park is one of Sarasota's most established and private neighborhoods, valued for its small size, mature tree canopy, and location close to downtown, Southside Village dining, and the water. It suits buyers who want character, history, and walkability West of the Trail without condo living.