Jessica Smart

Realtor, Broker/Owner – Sales & Rentals

A Cape Cod native raised within a multi-generational real estate family, Jess has been an industry professional since 2010. After over a decade of honing her expertise, she took the helm of the family business in 2020, carrying forward a legacy of excellence that spans decades.

Jess is deeply committed to the industry’s evolution, serving as the 2024 Vice Chair and 2025 Chair of the CCIAOR MLS Advisory Committee. This leadership, combined with her 20+ years in customer service, allows her to navigate complex transactions with a unique blend of market high-level knowledge and personal integrity.

Specializing in both sales and the intricacies of the vacation rental market, Jess has built a reputation for high ethical standards and a “client-first” philosophy. Her business is fueled by the loyalty of repeat clients and personal referrals—a testament to the trust she builds with every buyer and seller. To Jess, clients are like family, and she looks forward to helping you find your place in the community she loves.

Beyond the Office When she isn’t advocating for her clients, Jess is a vibrant part of the Cape community. She is the lead singer and manager of the local band Thee Midnight Society. On her off days, she enjoys the quieter side of Cape life, playing guitar at home with her three cats and spending time with her close-knit family.

Email: info@ddre.com Phone: 508-349-7588 Ext #13