Jesse Greenstein Jesse D. Greenstein brings a strategic, service-driven perspective to every transaction, shaped by more than a decade in real estate and a prior career in financial advising. Since 2013, Jesse has represented buyers, sellers, first time home buyers and investors across the South Shore, Boston, Greater Boston, Cape Cod, and the Islands, with experience spanning luxury homes, condominiums, investment properties, and new developments. His background also includes short-term and vacation rental management in Boston and Martha?s Vineyard, giving him a nuanced understanding of the unique considerations that come with both year-round and seasonal homeownership. Before joining The Pinehills Resales Team in Plymouth, Jesse was recognized as the No. 1 independent agent at Douglas Elliman in Massachusetts in 2024. His clients value his responsiveness, thorough communication, and solutions-focused approach. He takes pride in building lasting relationships with his clients and ensuring they feel informed, supported, and well represented throughout every stage of the process. A lifelong New Englander who has called Massachusetts home since 2007, Jesse lives in Plymouth with his wife, and dog Honey. He holds a BA in International Relations from Tulane University and serves on the university?s alumni committee. He proudly supports Compassionate Care ALS, The Herren Project, and Best Buddies Foundation and is a member of Larz Anderson Auto Museum, enjoys traveling, fishing, golfing, and perfecting his outdoor cooking techniques. Global Real Estate Advisor 617.943.7702 Jesse.Greenstein@GibsonSir.com 34 Main Street Ext., Suite 101 Plymouth
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