An eccentric playboy's astounding natural history collection.

A millionaire's abandoned swimming pool from the gilded age of one of America's most distinguished families.

Beneath the mossy overgrowth covering this once-sprawling campus lies decades of history and the secrets that come with it.

All that remains of a magnate's dream home is a historic gate and an abandoned public pool.

Whale bones, scrimshaw, and sperm oil make up just a part of this comprehensive collection of whaling history.

An abandoned Gold Coast-era mansion once intended for the exiled ruler of Albania, who never arrived.

Oldest existing church in New York and the inspiration for Washington Irving's "The Legend of Sleepy Hollow."

This throwback amusement park is home to rides and unique storybook figures from the past.

Spies, love letters, and ghost stories have all left their mark on this home-cum-museum.

An isolated beacon with a history of grisly murder and a view of some of literature's greatest inspirations.

The former estate of the Guggenheims, part of the opulent Gold Coast that inspired the Great Gatsby.

The abandoned grounds and derelict greenhouses of this once-magnificent Edwardian estate are now a nature preserve open for exploration.

Ornate "Renaissance Revival" style building.

A heartbreaking monument showing the last morning in the life of Jane Griffith.

Ride the subways of yesteryear.

A curious friendship between two inanimate ladies.

The only remaining building in New York to see the inauguration of a president is being slowly overtaken by a grocery store.

Join in a Seance at the Swedenborgian Church.

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

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

New York's oldest and possibly grandest keeper of books.

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

A New York garbage depot holds a secret collection of weird and wonderful refuse.

A Manhattan office building is home to the world's largest chess board.