Thanks to all of you for the suggestions and thoughts. I've been doing more thinking than actual work on the map. I did do a bit of illustrative work though.
I'm looking at Google maps a bit and I see a few interesting things. https://maps.google.de/maps?q=51.512...ed=0CAgQ_AUoAg Those roofs are pretty much all the same. They're that clay tile that I read about in the Vintyri Project stuff. I was thinking something similar, with most roofs made of baked river mud. I do want to add some flat roofs and some roof bridges, a la Sanctuary and Lahnkmar.
I did a render of the local area in Vista Pro, it looks like this.
The buildings are varied in height. Many of them are pretty tall, especially considering the "tech level"... How tall were medieval buildings? I know cathedrals were at max 200 feet or they would collapse. I remember reading that somewhere. I'm not real sure how I can show the height of the buildings. I'm figuring with shadows but I'm not sure how to do that exactly.
My original plan with the city was to form the buildings in to "Courts" with buildings facing both sides, like built back to back. I may try to work out something like that.
As far as the scale of the textures.. I'm not happy with any except the fields. I also think the whole color scheme is over saturated. I'd like it to be a bit more washed out. I dunno how to do that yet. I'd rather the docks be wooden. No texture I've found can illustrate that at this scale. You simply can't see the detail. Its all pixelated mush. The water is too green. I was thinking of the Lake Havesu area of the Colorado River but... there is no way this water is anywhere near that clean!
I have seen some really great water effects on a couple battle maps, but I have no idea how they were done. Like this one.
There was another with a bunch of buildings and a pier but I can't seem to find it now. I found it!
I've got everything but the base terrain on layers still, so I'm going to try some stuff tonight.