I am lurking this community for a few weeks now and inspired by Gandwarf's work I bought CC3 with CD3 extension.
Muhahaha, another spider in my web.

The current map shown below should represent the first city, where the player start.
Looking good so far. The layout of the city feels natural to me. Some other highlights: the castle, the little sandbanks in the river and the bridge (is that a symbol?).

Most of the houses look like they were made of wood, is that the effect you were going for?

Oh, watch out you don't make houses too pointy, like you did in the southeastern part of the city. That looks a bit unnatural as it wouldn't really be that practical.