Kurt and Dani split their time between a home in Indianpolis and a vacation bungalow in Key West. But that one bedroom bungalow doesn't offer much space for Kurt to work, so they're looking for a bigger place with a historic past. Key West is small as it is, but the couple wants a place in Old Town, which is barely one square mile, not to mention it's some of the most expensive real estate in the country. Will Kurt and Dani find history - and an extra bedroom or two - without breaking the bank?