Massachusetts School of Law at Andover, JD magna cum laude, 2012
Tufts University, BA in American Studies, 1999
Walnut Hill School for the Arts, majoring in theater production and design, 1995


Dukes County Bar Association
Massachusetts Bar Association


Caroline R. Flanders, Attorney

Caroline began her work with George in 2001 as a paralegal who managed the office and administered the non-profit organization, You’ve Got a Friend. In 2009, Caroline embarked on a law degree just six months after the arrival of her first child, Jean. Her second child, Oscar thoughtfully arrived one week after her final exams in 2010.  Caroline received her Juris Doctor degree and was admitted to the bar in 2012.

Caroline’s nine years as a paralegal gave her a deep understanding of local Island real estate issues and a practical approach to resolving differences.  As a result, she takes on a broad array of property-related issues including probate and trust administration, purchase, sales and financing transactions, leases, easements and protective covenant schemes, petitions to partitions, title analyses, Land Court petitions, genealogical and historical research and business entity formation.

An elected trustee of the West Tisbury Free Public Library and a member of the Martha’s Vineyard Agricultural Society and the First Congregational Church of West Tisbury, Caroline enjoys preparing food from her local farm cooperative and the arts.  She lives in Island Cohousing in West Tisbury.