Not sure if you're into this, but I loved The Works - each chapter tells you how things like water and electricity end up in your house, how traffic works, how the roads are built, et cetera. It's got lots of diagrams and is fun.
http://www.amazon.com/The-Works-Anatomy-Kate-Ascher/dp/0143112708
There area a few great visualizations of some of subway stations here: http://www.projectsubwaynyc.com/3d-models/
The book "The Works: Anatomy of a City" (https://www.amazon.com/Works-Anatomy-City-Kate-Ascher/dp/0143112708) is a very accessible and visual primer on a lot of the city's infrastructure.
Heres a good book on general city planning: https://www.amazon.ca/Works-Anatomy-City-Kate-Ascher/dp/0143112708/ref=tmm_pap_swatch_0?_encoding=UTF8&qid=1602205578&sr=8-2
It'll give you a good overview to start thinking about all the moving pieces that have to be considered. It's a great coffee table book.
EDIT: Not history per se, but lots of true facts about NYC.
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Fun graphic coffee table book about it how it works: The Works: Anatomy of a City
Reminds me of one of my favorite books:
The Works is pretty good but more of an explanation of how infrastructure works. https://www.amazon.com/Works-Anatomy-City-Kate-Ascher/dp/0143112708