This historic address is home to the beloved ball and is an almost totally empty building among the most expensive real estate in the world.

The name of this famed hospital was once a byword for the horrors of medical and psychiatric care.

A dark patch of the ceiling at Grand Central Terminal which was not restored is still stained brown by tobacco.

A very classy 1920s-era bar right in Grand Central Station.

Whisper secrets in a busy station only to be heard on the other side of this acoustic arch.

Slyly buy a shake in the Parker Meridien lobby.

Peek through the gates at this oasis from the city, full of Old English charm.

Spinning silently in the lobby of an Art Deco masterwork is a massive vintage model of the Earth.

This mosaic dedicated to John Lennon was tended for years by a Beatles super-fan.

Visit the monolithic tomb of America's most famous general.

A discreet little stairway on St. Nicholas Avenue leads to a quaint and unexpected cobblestone street of 19th century wooden rowhouses.

This whimsical group of statues is a favorite of children who love to climb all over Lewis Carroll's beloved characters.

The first "Hall of Fame" in America was designed by legendary Gilded Age architect Stanford White for what was then the NYU uptown campus.

The oldest surviving bridge in New York City, which reopened to pedestrians in 2015.

The oldest house in Manhattan is now a museum that remembers the home's sordid history of scandals, vice-presidents, and ghosts.

Neoclassical bank designed by NY architects Helmle & Huberty.

A crumbling staircase in upper Manhattan is all that remains of one of the most important sites in sports history.

The only home that Alexander Hamilton ever owned has a history almost as troubled as his own.

A crumbling hospital from the 1850s on Roosevelt Island.

A drawbridge named for a potentially intersex Polish national who fought alongside George Washington during the American Revolution, and an example of "Pulaski Red".

One of only two commuter aerial tramways in the United States.

Nature and beauty amidst pollution and industrial wreckage.

Once called Winthrop Park in 1889, home to a decidedly sexy tribute to the Monitor vs. Merrimac battle.

A modern addition to the Greenpoint skyline.