The printing was weak on this original material and it was tweaked as much as possible to make the image stronger. Sadly, these pages are so rare that it was difficult to find a replacement.
I’m guessing he worked from a photo of each of these cities, then took some artistic license. Here’s Montreal from the opposite viewpoint : http://www.vieux.montreal.qc.ca/histoire/eng/metroa.htm
Yes true, although the syndicate ran reprints until 2015.