How to decide between two markets?

[Victor Martinez Lazaro]

Hell there!

So I live in Wisconsin and I'm currently trying to decide which of two cities I should start investing in, these being Madison and Milwaukee. From what I can gather they're both good cities but I just can't decide which one to choose. I plan to live in Madison so there's an advantage to investing closer to home, but at the same time Milwaukee has the bigger population and area. Any of you wonderful people have any input?

Preferably I'd be able to invest both cities after a while but for now I'm just looking at investing in one( I say that but it'd be in a couple of years since I'm still in High School). 

Also for later reference how do you decide which markets are worth investing in? And if you're willing to share (AKA tell me your secrets, wise old user) what resources do you use to find out if a particular market is worth it?