9. 488 Madison (Formerly the Look Building) – 1950

488 Madison designed by Emery Roth and Sons

488 Madison was formerly known as the Look Building for its original primary tenant Look magazine. It was designed by Emery Roth and Sons for the Uris Brothers development company. The 21-story building sits between 51st and 52nd Streets.

The Look Building exemplifies the transition of architectural styles that was happening at the time. It’s setbacks adhere to the 1916 zoning law that set the standard for Art Deco buildings of the 1930s and 1940s, while its sleek materials of give it a more streamlined and modern feel. The building was designated a New York City landmark in 2010.