5. 56 Nassau Street

56 Nassau Street was once a quaint little mortgage company, just a few floors high but today’s building from 1986 is 27 floors of commercial and office space. It is one of the many buildings in Manhattan that include a privately owned public space, managed by the building, and constructed in exchange for height bonuses. As such, walking on the street, you’ll probably miss the castle-like details in this very elongated modern castle but at the very top you’ll see four medieval style turrets.