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Powerfultogether

JesseGreenstein

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 617943 7702

JesseGreenstein@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 NYso 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 HIGHLYrecommend 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 Katz

Partnership matters

Thank you for the opportunity to show you the difference Gibson Sotheby?s International Realty can make as your partner.

Our job is to make selling your home easier from start to finish.And we have the experience and expertise to do just that.What we?d like you to remember is simply this: Together,we will succeed

At Gibson Sotheby?s International Realty,we have everything in place to deliver like no one else We?ll work with you as a true partner and guide you through each step of your journey. This brief presentation will show a comprehensive plan,including the mobilization of our resources and partnerships to reach the right audience of buyers.

Thank you once again for your consideration We would be honored to represent you.

Theattention yourpropertydeserves

At Gibson Sotheby?s International Realty, we understand that each property and seller is unique,so we offer you an exclusive tailor-made strategy.We execute that strategy by combining our vast experience,innovative technology, and unmatched global reach to attract the attention of the most qualified buyers around the world.

Yourcommunity isourcommunity

For more than 60 years,Gibson Sotheby?s International Realty has been the leading brokerage in the real estate markets spanning Eastern Massachusetts We are an integral part of our communities? we know the neighborhoods,schools, and shops from the inside out to sell potential buyers on the value of the area. Better yet, we know and understand the people that make up these communities It is this deep sense of place shared with our clients that sets us apart.

NORTH SHORE

BOSTON

METROWEST

SOUTH SHORE

SOUTH COAST

You?lllike thewaywework

Together we?ll follow a proven path to success.

PREPARING YOUR PROPERTY

We?ll work together and leverage our award-winning sothebysrealty.com website to showcase your property in the very best light

FINALIZING YOUR MARKETING PLAN

We?ll provide you with an in-depth plan for unrivaled worldwide exposure.

LAUNCHING YOUR SALE

This is the big day when we announce your listing to the world

REPORTING YOUR PROGRESS

We'll keep you in the loop all along the way with access to our live data dashboard as well as showing details and feedback

CLOSING THE TRANSACTION

We?re with you every step of the way,from due diligence to signature of the deed

Theright price getsthebestresult

Experience shows that pricing a property correctly from the start results in the greatest buyer interest at the most favorable price We will carefully analyze the market using our local expertise to determine the optimal price for your property

Yourbrokerage

Our local heritage began in 1962,when Betty Gibson,esteemed South End local and our pioneering founder, established our flagship office in Boston?s South End neighborhood Gibson was instrumental in developing the growth and desirability of not only the South End,but the city of Boston as a whole

Today,Gibson Sotheby?s International Realty is Massachusetts' leading independently owned brokerage with 30+ offices and more than 700 associates serving Boston,Greater Boston,the MetroWest,North Shore, South Shore,South Coast,Cape Cod, Nantucket,New Hampshire,and Rhode Island

Specializing in residential sales and rentals at all price points,our team offers a world of advantages to our clients? including a heritage of hyper-local expertise,a reputation for delivering white glove service, and numerous tools and resources that empower you to meet your goals

Scan to view our office locations

$4 Billion in Sales Volume in 2025 # 1 Massachusetts-Based Firm by Sales Volume

Highest Average Sale Price of the Top 10 Firms

Vot ed Best Resident ial Brokerage in Banker & Tradesman Best of 2025 Awards

30 + Offices in Massachusetts

70 0 + Agents and 50+ staff

Sotheby?sis morethan justourname

Over the last two centuries,Sotheby?s auction house has built an iconic brand with unparalleled prestige.Today,the Sotheby?s International Realty®brand capitalizes on this legacy by offering the same elevated standards and exemplary service We harness the global power of the Sotheby?s name to create unique opportunities and introduce your property to the most qualified buyers all around the world.

$182

sales volume 2025,USD billion

26,0 0 0

Sales associates

1,10 0

Offices worldwide

42 million+ sothebysrealty com visits in 2025

# 1

Most profiled real estate brand in the news

1 38 Million Engaged social media followers

46 Million+ Videos played in 2025

1744 The year our heritage began

Ourworld isyours

Sotheby?s International Realty®is the only truly global luxury real estate brand with 26,000 advisors working in 1,100 local offices across 86 countries and territories Sotheby's International Realty's unparalleled network works together to meet your needs and expectations

ON L I N E EX PERT I S E

Reachthat bringstheworld toyourhome

The Sotheby's International Realty® website makes your listing easy to find online Sothebysrealty com enables millions of visitors to immerse themselves in engaging videography, impactful photography,and inviting virtual tours.

42M+ 16

sothebysrealty com visits in 2025 Languages

36% 24% 46M

Visitors from outside the U S Organic search traffic Videos played in 2025

Rental Properties

As soon as your property is on sothebysrealty.com, it is also distributed across a variety of leading websites across the world, maximizing reach and exposure

Noonecandraw moreeyestoyourlisting

We work with the best online and print publishers to drive better performance and more return for our clients on a local level and around the world.

Ourconnections becomeyourconnections

The Sotheby?s International Realty® brand creates exclusive content featuring our property listings on multiple social media platforms and engages with more than a million followers each day Additionally,the Sotheby's International Realty® YouTube channel has more subscribers than any other real estate brand *

*Based on comparing the subscribers of luxury real estate brand YouTube channels as of December 3,2025

PRESS EX POSURE

Areputation youcanrelyon

The Sotheby's International Realty®press office possesses strong relationships with leading national and international media outlets that help drive buyers to our website and your property The Sotheby's International Realty® brand is the most profiled luxury real estate brand in the news

Volume Reach

You?llseetheresults astheyunfold

We provide data on the web traffic for your listing and the number of showings.This helps steer the sales strategy along the way and guide informed decisions.

Trust builds alastingrelationship

Thank you again for this opportunity to share our qualifications.We would love to work with you and show you why we?ve earned the trust of so many clients Trust, of course,is all about comfort It?s about feeling at home. Which is exactly how we want you to feel all the way to your new one

One of the world?s most trusted and respected brands

Known for unsurpassed service

The only luxury real estate company with a true global reach

Experienced agents with local insights and worldwide connections

Exclusive access to highly qualified global clientele Award-winning website

Exclusive media relationships increase your exposure

Unique content promotes your property to a select audience