Some questions I have seen:
Can I buy a town or bigger if it is the only big settlement in the county, and the county hasn't been purchased yet?
Can I buy the smaller settlement as the count, or am I forced to buy the town, city or capital?
Does the price for the county include the price of the settlement I want as well?
(Feel free to add to the list, let's help eachother get a proper FAQ made :-) )