Any list of “New York’s Most Iconic Buildings” is necessarily arbitrary and representative of the interests of the person compiling the list. This one from Curbed isn’t bad, and manages to include a few pleasant surprises along with the obvious (the Empire State) and the clunkers (432 Park). I used to live in the Williamsburg Bank tower and spent a fair amount of time as a child in Flushing Meadows Park near the New York State Pavilion, so my interests seem well represented.
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