Thanks for the feedback. I realize now that I've forgotten the reason I spent all that time making building templates in Illustrator: to make it quick and easy to texture the buildings in a variety of styles, make shadows, etc. I think I'm going to stop where I am and roll it back to 300ppi and rough in the building styles. Going house to house at this scale, like I'm trying to take Stalingrad, is going to get me nowhere but crazy. I'm going to have to zoom out and give the impression of detail rather than the detail itself.

BUT I do think there's the opportunity to zoom in and create more detailed district maps at some point...that's one thing having vector building forms gives me.
M