First post. I've done some searching, as well as looking closely at a LOT of city maps (specifically, fantasy cities).

Is there any way, beyond drawing by hand or stylus, of populating a city map with buildings? Even if the streets aren't a perfect grid?

Here's an example of a map I've done in Photoshop...and doing the streets and buildings took many hours. Is there a quicker way to do this?

Shadowstone Med Res.jpg