Stapleton is a neighborhood in northeastern Staten Island in New York City in the United States. It is located along the waterfront of Upper New York Bay, roughly bounded on the north by Tompkinsville at Grant Street, on the south by Clifton at Vanderbilt Avenue, and on the west by St. Paul's Avenue and Van Duzer Street, which form the border with the community of Grymes Hill. Stapleton is one of the older waterfront neighborhoods of the borough, built in the 1830s on land once owned by the Vanderbilt family.