Cheerilee isn't quite sure what to make of this situation. Anon is sending her all kinds of mixed signals, knowingly or otherwise. Plus, she can't imagine being in his shoes. He's right, after all. Even in Equestria, which has a very strong economy, buying a house is no laughing matter. If she were offered a house, she wouldn't think twice before saying yes. And if it were a gift, like Anon's seems to be, she wouldn't even consider paying it back. She doesn't have that kind of money! That's why her house looks just as run down as this crummy little thing!