Gandwarf: Yeah, I think that is part of my issue as well.

I am tempted to actually scrap this particular style of map in favor of something that appears more hand drawn. I am thinking about changing to an ink on parchment look, doing away with individual building drawings all together and instead perhaps color-coding or grayscale coding the city blocks based on their district affiliations, and only drawing in the significant landmarks like the castle, guard barracks, temples and markets. After all, the purpose of maps is not necessarily to look realistic, but rather to help people figure out where the heck they are going!