Thanks for the replies,
Meshon the kind of thing I'm after is this
Click image for larger version. 

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I know there are a lot of images like this I could use but I would like to create my own set of buildings and features to use for the more detailed maps.

Thank you Gameprinter! I have illustrator and photoshop perhaps I could use this technique for the smaller towns and create ones like above for the bigger featured buildings.

Thank you for the help guys!