Amusingly, most of Ponyville is actually still owned by the Apple Family, including I believe Mr. Rich's family home. The tennants pay taxes for that land on your behalf, which is why it doesn't come up, but your family actually doesn't have the authority to sell land granted by the crown without going through the crown in the process. Since the settlers of Ponyville didn't bother talking to me about it for the most part after Town Hall was established... Well, technically you could order the Guard to evict a significant portion of town.