The Apthrop, ca. 1905.

Designed by architects Clinton & Russell for William Waldorf Astor, the Apthorp is a full-block apartment building. Named for Charles Ward Apthorp, who once owned the land, the Italian Renaissance Revival structure was completed in 1908. The large central barrel-vaulted entrance leads to a well-appointed interior courtyard and the building has four lobbies. The massive building originally had only 10 apartment to each floor. The floors were further divided in the 1930s and 1940s. Long a rental building, the Apthorp underwent a condo conversion in 2008, when the average price of apartments was offered at $6.5 million. Famous residents have included Douglas Fairbanks, Sr., Nora Ephron, Joseph Heller, George Balanchine, Al Pacino, and Conan O'Brien.