West of the Trail

The "West of the Trail" neighborhood is one of the most prestigious and historic residential areas in Sarasota, located just south of downtown Sarasota, west of U.S. 41, and stretching toward the scenic shoreline of Sarasota Bay. Known for its tree-lined streets, lush tropical landscaping, and architecturally significant homes, the neighborhood blends timeless charm with modern luxury. Many properties sit on expansive lots, offering privacy and a serene, park-like setting while remaining just minutes from downtown Sarasota’s arts, dining, and cultural attractions. With its close proximity to the beaches of Siesta Key and a strong sense of established community character, West of the Trail is one of Sarasota’s most sought-after enclaves for refined coastal living.