Leading with Knowledge and Integrity
PRESEN TED BY
Jesse Greenstein
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
Client Testimonials "We were very fortunate to meet Jesse just as we were starting our search for a Boston condo. We live in NY so needed boots on the ground as well as insight into a market we left almost 25 years ago. He was responsive, insightful, and incredibly helpful. He provided us spot on analysis of the various neighborhoods. He attended open houses and FaceTimed with us when we couldn?t be there. He even wasn?t above the odd fix-it job when needed. We couldn?t have been more impressed with his help or happier with our new investment!!!" ? B. Townsend
"We just closed on the sale of our Pinehills home and Jesse Greenstein was our Resale Specialist. Jesse made the entire process as stress free as possible through his professionalism and competence. He was thoughtful in his approach to marketing our home and communicated honestly and quickly with any questions or concerns. His engaging personality made it easy to work with him and he has that gift of being decisive and responsive with out ever getting ruffled! Oh, and he sold our home in two days. He is a keeper!" ? P. Cupp
"Jesse was my Pinehills realtor for the recent purchase of my new home in Pinehills. He was extremely thorough, personable and communicative! Every step of the way, he was available to answer my many questions, day and night. He was friendly and supportive. I truly felt like he had my best interest at heart. I would HIGHLY recommend him should you be looking to purchase in the Pinehills!!!" ? K. Wagner
Client Testimonials "I've known Jesse Greenstein since 2019 when I attended an open house Jesse was hosting. I was immediately impressed with his attentiveness to my questions and sincere interest with my property pursuit. Over the years Jesse escorted me to a number of open houses and eventually sold my condo in Boston. If you want to work with someone who will bend over backwards to help see Mr Greenstein. His communication skills and attention to details are superior. I highly recommend Jesse Greenstein. He's tops in every aspect." ? S. Hill "I can't thank Jesse enough for helping us find our dream home in Plymouth, MA! In a competitive market where finding a home was challenging, Jesse's expertise and dedication truly made all the difference. From the initial search to the final closing, Jesse was there every step of the way, providing valuable advice and guidance. His professionalism and knowledge of the real estate market made the entire process smooth and stress-free. I highly recommend Jesse to anyone looking to buy or sell a home. Thank you for making our dream a reality!" ? T. Cooper "Jesse did a perfect job with the sale of our home on Cape Cod. His advice, execution and professionalism are top notch, and he worked quickly and diligently to bring in offers well above asking, complete the P&S, visits, inspections, and close in excellent time. Thank you Jesse." ? M. Polad "My wife and I were first time home buyers. Jesse helped us navigate the entire process, point us to towns around Boston that met our criteria as well as connect us with a great lender and real estate attorney. Within 2 months of working with Jesse we were able to close on a great home at a great price given the hot market. Highly recommend!" ? P. Kat z
S I GN I FI CA N T SA L ES
Bost on 184 Beacon Street, Penthouse Seller | $6,500,000
Plymout h 10 Shutter Latch Seller | $1,300,000
S I GN I FI CA N T SA L ES
Plymout h 25 Great Pointe Seller | $875,000
Plymout h 18 Kensington Seller | $800,000
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