A choice bayside location is the hallmark of Cherokee Park, one of the Sarasota's oldest and most beautiful neighborhoods. Once considered far from downtown Sarasota, Cherokee Park is now prized as a "West of the Trail" oasis amid a bustling city with convenient access to shopping, dining, cultural events and Siesta Key. ... more.Although the neighborhood dates back to the ‘’20s, most of the homes were built in the boom after World War II. Home styles vary, but most reflect traditional or Spanish styles and nearly every home has been impressively remodeled to preserve the special character of the lovely neighborhood. For young professionals and families who appreciate the convenience of downtown living, Cherokee Park is one of the most popular places to call home. It is also a favorite neighborhood for doctors who work at nearby Sarasota Memorial Hospital, recognized as one of Florida's top 10 hospitals.