Andy Gentry is retiring from the Navy after 20 years, and for the first time he and his wife, Caroline, get to pick where they want to move their family. Currently residing in Portsmouth, Virginia, they are ready to take on a whole new lifestyle with their three school-age boys by leaving city-life behind for the wide-open spaces of Montana. They've settled in on the Bozeman area but are at odds with what type of house to buy and what price to pay. With a budget ranging from $300,000 to $900,000, watch as they consider a house with lots of cowboy touches, another house that combines luxury living with its own trout pond, or a total fixer upper that would need completely redesigned. Can they compromise and find the perfect family home?