Hi Kent, If you'll check B&H or Adorama you'll find that there's stuff out there much better suited to street shooting than cameras from the thirties to fifties. Even the Leica M series that came along in the late fifties will beat the pants off the earlier stuff. But digital blows everything else away for street.
"Blows away" in what regard? I own and use cameras made from 1880s to 2017, and lenses made from 1845 to 2016. Each gives images their own look, and each has their strengths. Digital cameras are faster to use, but the images from them tend to all look the same. It's also a dramatically different experience using equipment from different ages. Today I bought a Nikon D500, mostly to photo ice races/rodeos/air shows/wildlife. I also recently bought a box of glass plates (dry plates), which is 1880s technology. Each has their place.
The great Brassai used a Voigtlander Bergheil 6.5x9 with dry plates for his ground breaking night street photos in 1930. (I have a Bergheil too.)
Kent in SD
Below shots:
(1) Chicago busker, Leica IIIc & Lecia 5cm f3.5, FP4+
(2) Seattle Pike Place, Nikon D5300 & Sigma 17-50mm f2.8 OS