Hylan Boulevard is a major northeast-southwest boulevard in the New York City borough of Staten Island, and the longest street in the city. It is approximately 14 miles (23 km) long, and runs from the North Shore neighborhood of Rosebank, then along the entire East Shore, to the South Shore neighborhood of Tottenville. It was renamed in 1923 for New York City mayor John F. Hylan, before which it was known as Southfield Boulevard and the northern segment as Pennsylvania Avenue.