1909: W. 100th Street and Broadway
It's comforting that some things don't change, to me at least. Have a look at the north side of W. 100th Street on the west side of Broadway, and you'll see that oldest of old wooden buildings right on the corner, occupied by the Metro Diner in all its retroness. And moving north you have status quo for the next 107 years! Oh, but have a look south, today. Bottom photo is current for comparison's sake.