Oldest Building: Wyckoff House 
5816 Clarendon Rd., East Flatbush, Brooklyn
Built: Around 1652
Back when this unassuming Brooklyn abode was constructed, as Paley sums it up, "New York was New Amsterdam." No other building claims to be older. Wyckoff House was a working farm up until 1901. These days, New York City owns the place and operates it as a museum outfitted with colonial artifacts—take note, though, that the only way to see it is via guided tour. Paley calls it a good place to visit "in order to get a sense of what life was like in the past." Activities include butter churning and pickling.
Fun Fact: In 1961, just 309 years after it was built, Wyckoff House became New York City's first official landmark.