Best way to make zillions of little buildings?

[Carnifex]

I tried out doing houses with a brush in Photoshop (playing around with spreading etc) . I've made the brush so I just draw a line where I want the houses and they appear in a "line", varies a bit in colour, size and placement (see the image below).

Yeah, really ugly but it's just a test ok

This is the result so far:

[Natai]

I tried out doing houses with a brush in Photoshop (playing around with spreading etc) . I've made the brush so I just draw a line where I want the houses and they appear in a "line", varies a bit in colour, size and placement (see the image below).

Yeah, really ugly but it's just a test ok

This is the result so far:

I'd love to see a detailed tuorial on how you setup this brush. I've read several posts that discuss using brushes of buildings, but this is the first post with a an example of this type of functionality (at least that I have found). I've learned so much more about Photoshop's capabilities from this community it's ridiculous. I'll play around with the brush settings when I get home and see if I can replicate this, but I'd welcome any explanation you could provide.