A first-time buyer brings her friend along to search for a house in San Antonio. She wants a Craftsman style home that has character and plenty of space, but her friend, who is a homeowner herself, must keep her focused on what's important. S223E13

A young professional is tired of spending money on rent and has her sights set on a historic walk-up condo in Chicago. She's bringing her analytical ex-boyfriend on the search, and he thinks she should consider a newer, high-rise condo. S228E03