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Jennifer B. DaSilva

Senior Associate | REALTORĀ®
Massachusetts licensed real estate salesperson
(973) 568-7093 (mobile)

Jennifer has deep family roots and lifelong friends on Martha’s Vineyard. Her family began vacationing in Oak Bluffs in 1958 and she has spent over 30 years summering here. 

After a successful career practicing International Corporate Law in New York City and New Jersey, owning a Mediation practice in the Boston area, serving as an Elected Public Official in Dover Town government, and raising her children, Jennifer decided to pursue her passion for real estate when her friends began to ask her for MV real estate advice. She enjoys utilizing her strong negotiation, analytical and interpersonal skills in her busy, encore real estate career. 

“It is a wonderful feeling, like matchmaking, helping my clients find their perfect home in my happy place,” says Jennifer. Her passion, professionalism, and dedication have placed her in the top two buyer agents on the island in 2019, with nearly $12 million in sales.

Jennifer is heavily involved in Vineyard life and serves as a non-profit board member of both the Martha’s Vineyard Boys and Girls Club and The Cottagers, Incorporated. Jennifer also gives back through philanthropic activities as a member of The Links, Incorporated, and Alpha Kappa Alpha Sorority, Incorporated. She is a graduate of Duke University and Columbia University School of Law.  

Jennifer and her husband bought land in Edgartown 20 years ago and subsequently built their home there. They love the process of building and renovating and are involved in other real estate projects on the island. For fun, Jennifer enjoys travel, playing tennis, and reading. She lives in Edgartown and Dover, MA with her husband, adult daughters and adorable dog Luc.