Zack, The taxes in IL are absurd. Based on the area my guess is its not in COOK County, which is good, as there is a good chance of property taxes going higher in COOK County next year.
Also, you need to be sure that the property can be rented out post purchase, with a town of 350 population, what is the ratio of rent vs owning? Even if you rent out, what are typical vacancy turnarounds. Just getting free property management should not be your buying trigger.
Numbers, are not the only thing that you should go with, there are town where you can find great properties on numbers, but are war zones, and there are town where numbers make sense, but the economics of the town, proximity to work place don't.
I hope this helps you to make some valuable decision.
Look for JV partners who can help you get started and who are seasoned. You will share part of the deal, but atleast its better then owning something that's harder for you to turnaround.