Updated Plan
Thanks for your feedback. Here's a bit more info:
Michael - While I have constructed the layout using Atlas snap track (code 100), several spots required some "adjustment" with the old Dremel tool to make everything fit just right.
Ted - I don't know if I'll run clockwise or counter - some days I think one way, other days I think the other...

. Maybe the five-fingered crane will switch the locos around every once in a while just to keep it interesting.
I know that I'll have to "foul the main" to switch the sidings, but I can't really cram any more track in, although I could rearrange what I have. Any thoughts?
The town and "north" side and town (including the station and siding behind the merchants will be elevated about 1" to 1.5".
This is all contained on a 4x8 sheet of plywood using the cookie cutter method of construction. I have it in the middle of the basement right now so I can get around the whole thing.
I intend to have the controls in the southeast corner eventually. The thought is to have remote turnouts around the layout, and throw the yard manually (for now).
Thanks again for your suggestions and comments.
Andrew