New York Central Building, 1929.

Considered by many the crowning achievement of Terminal City, the New York Central Building wears the honor well, with its pyramidal roof topped by a copper-clad lantern. Completed in 1929 to the designs of Warren & Wetmore (one of their final New York commissions) the headquarters for the New York Central Railroad Company stood 172.5 meters tall. The grand building was rendered in the Beaux Arts style, though by the time of its completion, architecture in the city had moved on, and many critics felt the building was retrograde (though it nicely complemented the Terminal itself). Because the building straddles Park Avenue and creates a physical (and visual) termination point of the street, the 35-story structure was designed with both pedestrian and vehicular arcades to facilitate movement through the building.

The railroad sold the building in the 1950s during a period of financial woes. It was purchased in 1977 by real estate mogul Harry Helmsley and was unapologetically renamed the Helmsley Building. During the ensuing "renovation" all of the decorative details on the building, including the sculptures, were coated with a layer of gold paint. The building was sold again in 1998 (with the requirement that the name remains) and a 2002 renovation project removed the paint from the decorative brass and stone surfaces.