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A California couple looks to relocate for his job and search for a home in Richmond, Virginia. She wants to buy one of the area's vintage charmers, but he's more practical-minded and thinks newer is better. S227E09
A musician's career is taking off, so she's looking for a starter condo in a trendy area of Chicago. She doesn't mind finding a smaller place, but her friend and mom are along on the search, and they both think a bigger home is a better investment. S227E08
A 34-year-old is sick of his studio apartment and ready to find his first place in Chicago. He's looking for a home with vintage charm that's near downtown, but he has trouble letting go of money, so his sister is along to help give him a push to spend. S223E02