A couple is ready for an upgrade so they can grow their family in the Chicago suburbs. They've seen over a hundred houses with no luck, so one of them may need to adjust their expectations in order to finally get into a new home.

The parents of two young children look for a vacation home near a Finger Lakes resort in New York. He wants something big and spacious they can rent out to help cover the cost, but she prefers a smaller place they can afford without being landlords.