gotta say Chris, I'm a little jealous of you with the homestead situation you've got going on. We talk about getting chickens etc but our land is so wooded and uneven that it's hard to do anything with, without owning earth moving equipment. Sometimes I wish we'd bought something open and flat a little farther west but I was fixated on the fact that we were moving from Colorado to the Oklahoma heat and prioritized shade over everything else. I need probably $5k of dirt work just to make a spot to get anything bigger than a riding mower down into the main part of our yard.
Before we decided on this high plains property, we were looking at wooded mountain areas in Western Montana. While we liked that idea a bit more, one thing I mentioned to my wife was that the land wouldn't be as usable. Sure, we could probably hunt, but in regards to raising livestock, it would be much more difficult. With 20 acres of high plains, we have a ton of natural grazing for beef and poultry. The soil here isn't great so growing is hard, but we are putting in a greenhouse to take care of that. That will allow us to grow year round and not worry about the weather or crappy soil.
Oklahoma is a hell of a great place to be for growing food. A friend of mine (who happens to be a farmer) recently moved there for this very reason. I did a lot of research and ultimately what made me choose Wyoming was the dry climate (very low humidity), mild winters (in comparison to many places), and the lowest population density in the United States (somewhere around 545,000 people in the entire state). Also, as mentioned previously, Eastern Wyoming is great for livestock since you've got good natural grazing for a good part of the year. Prices are fairly reasonable here too.