The ultimate goal would be to find a place where you could live for free or maybe even get a little cash flow, but in todays current market climate I imagine this would prove to be not impossible but difficult.

The dry climate and lack of severe weather means less repair costs.  

Here is the breakdown: 75 Units non-climate controlled currently running at 76% occupied.

That's Climate Change for you.

That's the perfect climate to quickly learn what makes a great deal!

They're legal residents, but in this climate I wouldn't be surprised if they were very cautious about anything involving the law, making the odds of bluffing them and them not trying to make a legal stand higher.

The underlying macro-economics of the area (increased demand from good jobs and population growth, quality of schools, public transportation, climate, etc.), will determine the appreciation rate of the property, and the immediate area around the shelter may remain strong as long as the overall market is strong, just not quite as strong as other nearby areas perhaps.

Lowell, for example, may have attractive opportunities, but there are added risks given the political climate (specifically around rent control). 

Do you guys list houses in the winter in northern climates or hold them until spring?

I am from Chicago and the political climate and high tax rates seem like it would be rife with opportunity.