Abandoned 19th century homes once occupied by naval officers, soon to be demolished.

Named the fifth most beautiful building in America in 1885, this former courthouse boasts the best view in the Village.

The oldest operating apothecary in the US has treated everyone from Thomas Edison to Mark Twain.

Down a stairway in the East Village, you could once read a plaque describing an alternate history of a fictional version of Manhattan.

Retribution for death of infamous mob boss Franie Yale was a case of mistaken identity.

Hidden in one of New York's oldest subway stations is the final remnant of the site of the bizarre Shakespeare Riots.

In the middle of downtown Brooklyn lies a 165 year old secret hidden right below the surface (closed to the public indefinitely).

Touching mementoes from those who didn't make it back from World War I still hang in one of New York's oldest bars.

New York City's smallest piece of private property.

A Yiddish theater turned movie house turned rock and roll landmark turned gay disco turned bank.

Relics given to a Manhattan church to avoid seizure by the Italian government.

The oldest living tree in Manhattan comes shrouded in sinister legend.

This impressive mansion in Vinegar Hill has some mysterious details in its architecture.

Walk into the 19th century without leaving Brooklyn.

A hidden "place of interment for gentlemen."

The artist and New York City icon lived, worked and died in this converted carriage house owned by another iconic artist, Andy Warhol.

These ornate manhole covers were used for a now-forgotten purpose.

The saddest little diner in New York.

Lie in a hammock where George Washington stood.

The competition: breathe deeply as long as you can.

This simple Manhattan salt house is artfully shaped... well, like a giant granule of salt.

A dark, dank room in subterranean Manhattan was the site of a ghastly murder.

A prohibition era watering hole for the police.

A historic 1890s architectural masterpiece with an iconic clock tower that, once open to the public, now faces an uncertain future.