6. Brill Building

The Brill Building, located at 1616 Broadway on 49th Street, is relatively small when compared to the others on this list (though it was originally intended to be the world’s tallest building), but its architecture makes a big impact. Its golden entranceway was designed by A. E. Lefcourt, who modeled the bust in its center after his son, Alan, who died young while the building was under construction. Other Art Deco design shows up in its floral designs atop windows and in the terra-cotta reliefs.

It is most well-known for its importance in music history, as it served as the headquarters for many popular music industry offices. Many famous musicians also wrote and worked in the building, including Elvis Presley, Carole King, Frankie Valli and the Four Seasons, Liza Minelli, The Ronnettes, and more. It also housed some of music’s most prominent songwriting duos, often songwriter-producer duos who competed to churn out the next hit throughout the 20th century.