Castleton, Staten Island in the context of "City of Greater New York"

The City of Greater New York was the consolidation of the City of New Yorkwith Brooklyn, western Queens County, and Staten Island, which took effect on January 1, 1898. New York had already annexed the Bronx (west of the Bronx River in 1874, east of the Bronx River in 1895), so the consolidated city sprawled across five counties, which became the five Boroughs of modern New York. Eastern Queens County was excluded and later became Nassau County.

Middletown was a town in Richmond County, New York. It was incorporated in 1860 from parts of Southfield and Castleton. At the time, it included the most populous part of the village of Edgewater and the hilly ridges of the interior, Grymes Hill and Todt Hill among others.

It was dissolved in 1898 upon consolidation into the City of New York.

Southfield was a town in Richmond County, New York. It was located in the southeastern part of Staten Island, along Lower New York Bay prior to the incorporation of Staten Island into New York City in 1898, bounded on the west roughly by Richmond Road, Giffords Lane, Amboy Road, and Arden Avenue.

The town's origins dates to an administrative division of the island made by English colonists in the late 17th century, after they took over New Netherland from the Dutch in 1664. The town was incorporated as one of the four original divisions of Richmond County in 1788. In 1860, Middletown was created from parts of Southfield and Castleton. Fort Wadsworth is located in Southfield.