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New York Picture Map by Herman Bollmann, 1962. Based on 17,000 aerial and 50,000 ground photos.
Huge zoomable version of it here: https://www.geographicus.com/P/AntiqueMap/NewYorkGuide-bollmann-1963
Map of Midtown Manhattan by Constatine Anderson, 1985.
Big one of that here: https://www.davidrumsey.com/luna/servlet/detail/RUMSEY~8~1~272423~90046212:Birds-Eye-View,-New-York-City,-Midt
Bird’s-eye View of New York by Tadashi Ishihara, 2000.
New York in SimCity 4.
In summary: I’ve been reading Paul Cohen’s excellent Manhattan in Maps. https://amzn.to/2JzJbuD
City of New York by Charles Parsons, 1856.
New York by George Schlegel, 1873.
Lots more of this sort of thing can be found in @codex99’s excellent series of blog posts on mapping New York. http://www.codex99.com/cartography/108.html
Also @nypl currently have an exhibition, Picturing the City: Illustrated Maps of NYC, that looks all sorts of great (hat tip to @ninastoessinger). https://www.nypl.org/events/exhibitions/picturing-city-illustrated-maps-nyc
