Fascinating thread, especially for a New York like myself.
I'm not surprised to see these numbers. I'm a Republican in NYC, but I'm a loner in this regard. NYC contains many immigrants, college students, and indigents (who vastly outnumber the wealthy). These groups are strongly Democratic.
I notice you say Coolidge was the last to win NYC -- I though Dewey (the former mayor of NYC) pulled it off against FDR or Truman?
If Ike couldn't win NYC, I don't see how Dewey could have come close. He lost New York State to FDR and almost lost it to Truman. (Dewey beat Truman in the state by 1%, thanks to Henry Wallace capturing 8%.)
Thomas Dewey only received 32.75% in New York County against Harry Truman and out of the five boroughs, he only carried Richmond County.