Wow Kacey, this is fantastic! I have to say that I think the sketch work you are doing here needs to be preserved in the Castle grounds, just like J.Edwards original City Design document

This really is an awesome job. And thank you by the way for telling us how you did it with photoshop. Do you mind if I try to duplicate your techniques in CC3+ in a different map I have planned for a different project? I would love to see if CC3+ can do this too, without resorting to pre made art.