Theo and Jackie have been friends with Glen and Barbara “forever.” The couples have kids around the same ages and roots in the same town after histories of moving around. More pertinent, however, they both describe the other as fun and spontaneous. “They love being on the water, and we love being on the water. […]

64 Howes Street – Hingham, Massachusetts

Sisters Laura and Simone inherited many traits from their parents, chiefly a sense of adventure. “Mom and Dad, who were born and raised in Brazil, were at a BBQ when someone jokingly suggested that they should move to the United States,” explains Simone. “So, our parents did just that and have never looked back.” Likewise, Laura and Simone spontaneously started a small business and have never looked back.

The Elburne House – Yarmouth, Massachusetts

34 Salt Marsh Way represents a new interpretation to classic Cape Cod architecture by incorporating magnificent midcentury modern design. At 8,000 square feet, the home was planned to not only host generations, but to also last generations.

34 Salt Marsh Way – Chatham, Massachusetts

After extensive travels enjoying B&Bs throughout Italy, Rob and Andrea were inspired to bring their “authentic experiences” home, literally. Rob was working as a chef in Sicily, after a 20-year culinary career in Boston, when Andrea came to visit him. “I looked at him and said, ‘When we get back, let’s go look to do […]

Spinnaker – Brewster, Massachusetts

Once upon a time, Barry and Margaret went on a cross country road trip in their quest to find a place to retire. They searched near and they searched far until their pilgrimage led them to the holy land – Red Sox territory. Specifically, it led them to 23 Newmarch Street, an arts and crafts home in need of “saving.”

23 Newmarch Street – Ipswich, Massachusetts

Meet Theo and Jackie – college sweethearts and almost empty nesters. He loves to boat, she loves to beach, and together they love to buy, sell, build, and renovate homes. One thing they don’t love, however – staying put in their own home. Since moving to Boston after graduating from the University of Colorado nearly 30 years ago, the couple has averaged a move every other year, living at no less than 15 different addresses. “We love the sense of home,” says Jackie. “But we are most definitely not homebodies.”

4 Foley Beach Road – Hingham, Massachusetts

In 1924, Julia Shepley began a journal “to chronical the progress and delays and obstacles and excitement of converting mother’s barn into the West Wind antique shop.” She went on to pen not only the rebuild of the barn, moved from her family’s property on Scargo Lake to Corporation Beach in Dennis, but also the transition of her life, from secretary to entrepreneur, with her partner Alice DeFord. Four years later, Julia finished the journal and the rebuild with the installation of a brick hearth fireplace – a “wedding present” from Julia’s mother.

185 Corporation Road – Dennis, Massachusetts