In this situation we would be making frequent trips to the property. 

Of course I'm a fan of the South, but since the people you work with will be most important, I would maybe drill down to a couple different markets (even in diff states) where you see numbers that meet your needs and then switch to focusing on people, let those choices pick the market for you.

I am not a huge fan of non purpose built properties, but I understand why someone would buy a house with a coach house.

I am not that huge of a fan of condo's. 

Any fan of the podcast knows what I mean when I say houshacking I’m sure.

Realtors aren’t huge fans of them because they don’t get their usual commissions from them.

I'm also a fan of get the deal first figure out the details later. 

For your viewing pleasure (or displeasure, if you're not a fan), there's a rendering of the building below.

Love the first name by the way, big fan. 

The properties can look ugly, but I would shy away from bad parts of town as you'll have break-ins frequently.