Sarah-Mai Miller and Heath Miller lived in 10 different houses and apartments in 17 years. The couple owned three of those houses — an 1800s saltbox in Greenport on Long Island and a modern cozy cabin and a glass cabin, both in a town called Milan in upstate New York.

The couple’s ventures in real estate were a natural extension of their jobs as creative directors. Together, they founded Chalk 242, a creative ad agency they’d named after the address of their first apartment in New York City, a prewar building on the Upper West Side. For the Millers, the lines blurred between work, play and home.