George Cain

George Cain

Real Estate Salesperson

George Cain
  • M
Great Barrington
306 Main Street
Great Barrington, MA 01230
26 Church Street
Lenox, MA 01240

About Me About Me

George believes that the Purchase or Sale of a home is most often the biggest business decision we make as individuals.  His philosophy is to bring a significant "business approach" to that process. He is a highly experienced "Business Person" who loves working in real estate.  Having worked in Finance, Advertising, and Marketing at Colgate-Palmolive and in Sales Management, Corporate Management, and Venture Investing at Capital Cities/ABC, his business experience and related skills are both broad based and highly focused.  This experience has resulted in Board of Directors appointments and Board Advisory roles at both public and private companies.  In real estate, in addition to serving on a variety of MLS Committees, George has been honored to serve on the Boards of the Greenwich Association of Realtors, the Greenwich MLS, and on the Connecticut Association of Realtors.

George lived in Greenwich, CT for 30+ years, where he and his wife raised five children.  However, he has had a second home for 17+ years in Monterey, Massachusetts, and he became a permanent resident of the Berkshires 7+ years.  George has also been a real estate investor (Commercial and Residential property in Massachusetts and 6 different properties in Greenwich, CT), a Real Estate Manager, and for the last 16+ years a Real Estate Licensee in both Connecticut and in Massachusetts.  He is a proven Marketing, Advertising, and Sales expert with an excellent foundation in Finance.  These kinds of experiences have translated very well for George's clients in the Purchase and Sale of real estate. In 2015 he was recognized as the Greenwich Realtor of the Year.

George looks forward to working with and for you.

  • Born In Winchester, MA.
  • Lives In Monterey, MA.
  • Favorite Movie The In-Laws
  • Passion Family, Real Estate, Life in General!
  • Interests Golf, Good Wine, Learning New Things
  • Favorite Lyric Who's sorry now
  • Inspiration My kids and grandkids
  • Can't Live Without My cell phone

My Awards

  • Greenwich Realtor of the Year 2015
  • Gold Award 2020
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My Listings and Sales

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Testimonials (29)

George did a great job for us John Borhaug Hannah Liscombe
Spared no expense on advertising the property and was very responsive to our needs Monica A. Patrick Trustee
Finally, I have a moment to tell you how pleased my husband and I are with our fabulous broker, George Cain. George was so knowledgeable about the area, and, even more importantly, somehow understood what we were looking for without us being able to completely articulate it into words. Without him, we would not be the happy purchasers of a property in the Berkshires. George is the BEST! Richard K. Babayan Sonya Nersessian
George is a consummate professional who pays attention to every detail and keeps his clients up-to-date on every development in the purchase or sales process. We were totally satisfied and strongly recommend him. Five stars. Excellent. Allan G. Allan Gehring
George Caín did an exceptional job in handling my listing, negotiating multiple offers from buyers and managing the details of understanding the town’s requirements for a required updated perc test. He also supplied all the paperwork for a fast and efficient closing. Could not have asked for anyone more thoughtful or caring. A true pleasure to have George sell this piece of land! Janet Ansbro
We loved working with George to find our dream home in the Berkshires! Not only was he patient (we are picky!) but he is extremely knowledgeable about the area and went above and beyond to educate us (and remind us) on important pieces of the puzzle - local taxes, location, etc. At the end of our journey, we not only found the house we were looking for all along, but at a great price. We cannot recommend George enough! Lauren B
Good job Christopher McGuire
My work with George Cain, was an exceptional experience. In the midst of a pandemic we viewed large swathes of the Berkshires and visited long listings of properties in an efficient manner. George was supportive throughout and provided me with resources and answers to my questions that allowed me to make measured decisions quickly. I have already recommended George Cain to several friends wishing to follow me up to the Berkshires. Melinda Jo Marx
We had an exceptionally positive experience with your agency. From start to finish, George Cain went above and beyond to help us through the process of selling our home. The quality of service was better than we could have imagined. We would definitely recommend you to anyone. Thank you!!! Dennis and Christine Regan
George did a wonderful job throughout the whole process! John Borhaug, Trustee
We worked with George for 15 months to the end selling our unique rural home in a difficult zip code. Through out the process George was there to answer questions and allow us to better understand the process of selling. William J. and Sharon E. Meyer
George Cain is the best realtor we have worked with for the 6 homes we have bought or sold. His knowledge of the market is spot on. He is diligent in working with not only other realtors but with the home seller's by supporting their needs and requests. He is a good listener and will offer truthful suggestions based on his knowledge of the market and his years of experience. George builds a team approach to help in selling or buying a home and it works. We would highly recommend George Cain to any sellers or buyers of a home in the Berkshires. svasta5
George Cain is the best realtor we have worked with for the 6 homes we have bought or sold. His knowledge of the market is spot on. He is diligent in working with not only other realtors but with the home seller's by supporting their needs and requests. He is a good listener and will offer truthful suggestions based on his knowledge of the market and his years of experience. George builds a team approach to help in selling or buying a home and it works. We would highly recommend George Cain to any sellers or buyers of a home in the Berkshires. svasta5
George has done a tremendous job on the sale of our property. With attention to detail and hands on in preparation of the property, good tactics and prompt follow up. We would absolutely recommend George. acotter6
My wife and I were very impressed with George Cain as our Realtor. George listed and sold our house, as well as represented us to find our next home. We quickly found that George had a significant knowledge of the market, mortgage rates, and neighborhoods. More importantly, he took the time to understand our needs, and consistently showed us matching houses that fit our criteria. We both highly recommend George if you are looking to buy or sell your home. Thomas Hull
George is detail-oriented, relentless in his pursuit of the best options and so helpful in the process of finding the right home, as well as the local people to contact to settle into a community. Going above and beyond, meeting me at my office to sign papers, providing options and reaching out to remind me of to do's to keep my closing on track, George is a partner from the moment you look at a property. It almost makes me want to buy another house to continue working with George. Robin Greene
George Cain is an exceptional Real Estate Professional. I would give him 6 stars if it were possible. He is patient, knowledgeable, responsive, responsible and an absolute pleasure to work with. I highly recommend him. Dara Gottfried
George is an excellent Realtor and I highly recommend him. I selected George because of his thoroughness and analytical approach to marketing our property. We sold for more than we expected. George is a real pro and brought his business savy from many years in the business world. I would hire George again without hesitation. Benjamin Fuller
I found George Cain On Zillows website when we were searching for a vacation home. Of all the sites I had visited, George was the only one that sent back a hand written greeting requesting he would be more than happy to assist us in finding the perfect second home . From other Realtors, I received a computer generated response. That is actually why we selected George from other Realtors. George is a Numbers Guy so, If you are looking for the perfect home, at the right price, and you would like to work with someone that is personable and genuine, contact George. An added plus, he makes you laugh. Barbara Marullo
We had an excellent experience with George Cain. His expertise helped us sell our old home in a timely manner. With George's guidance, we were able to find and purchase a new home that met all of our requirements. George was readily available to answer any of our questions. His knowledge of the area was impressive. George is a skilled negotiator who always had our best interest in mind. We highly recommend him in the sale and/or purchase of your home. Lauren Hull
George was extremely professional, knowledgeable, and thorough. His expertise was based in strong business experience, thorough research, and superb knowledge of the market. We were incredibly impressed by his diligence. He listened carefully to our needs and timeline, always kept us informed, kept the sale process on track (through some difficulties with our co-op board as well), and was a true pleasure to work with. We were extremely pleased with both the end result and the process of selling our home with George's expert help. He is by far the best realtor we have worked with. Cricket Fuller
George helped us purchase our home. Through the entire process, we felt like we were in the best possible hands. George is professional, very detail-oriented, honest and knowledgeable. We are grateful for his help and highly recommend him to anyone looking for a home. Rachel Hennemuth
I have know George in various capacities for several years, as a neighbor, customer, and friend. When the time came to sell my mother's house, I knew right away which realtor I wanted to call - George Cain. I live in a community where there is a very strong and vibrant real estate market, in particular for the high end of the market. The clientele expects and demands a very high level of service and an equally high level of knowledge and professional experience. George made a comprehensive, formal sales presentation to my sisters and me. We signed the contract with full knowledge of what our respective responsibilities and expectations were. We made a plan and date for listing the property and what the pricing would be. George, through his network of contacts, and by the good graces of his professionalism and salemanship, succeeded in selling the property and our asking price almost immediately. George is meticulous on the follow through during the due diligence and closing process, and is unwavering in his commitment to secure the best price for his clients in the most fair and equitable way. George loves what he does and it shows. msmith7834
Extraordinarily professional, real, data driven, sense of humor; answers every single question/email and phone call with a sense of urgency. Superb negotiator; rich national rolodex within brokers and developers; takes educated risk and succeeds. Engaged George in several successful transactions and recommended him to everyone. nancy schwartz6
George is the hardest working real estate broker I have ever known. His devotion to a project and unrelenting follow up is extraordinary. I couldn't be more pleased with his efforts and communication skills. rsheb
George provided expert guidance for us in finding a home in the Berkshires. He helped hone in on the features of the location, the house, and the property that were most important to us. Once we found a good fit, helped us put together a competitive bid that made sense, and then helped us navigate several potential obstacles that came up along the way. Overall, we feel that we had an excellent experience and are extremely happy with our home purchase. darren orbach
I worked with George to buy my home in the Berkshires recently. He was AMAZING! He advised me honestly on properties, negotiated well on my behalf and was a joy to work with. I highly recommend him! brynne kennedy
George was the best, I highly recommend him. Dealing with the VA was very complicated but George helped us navigate all the issues we ran into. He was in daily communication with us throughout the entire process. zuser20150826174554809
I have been personally involved in the purchase of 12 homes over the last 10+ years. As a result I have been exposed to many realtors and I have never had the pleasure of working with one like George Cain . He possesses extraordinary local knowledge ,professionalism, responsiveness and is extremely diligent in research and negotiations . I would have no reservation recommending him to anyone looking for real estate in his area! James Tammaro

George Cain in the News

HAVEN Lifestyles

10 Sprawling & Lavish Estates On The Market In New England…

Boston Magazine

On the Market: A Worthington Estate with an Indoor Olympic Swimming Pool…

HAVEN Lifestyles

9 Luxurious Homes On The Market In Massachusetts…

Mass Live

Staind singer Aaron Lewis drops asking price for Western Mass. home by $505,000…

Boston Magazine

On the Market: A Westhampton Estate with a Dramatic Sunken Living Room…

The Week

6 homes for musicians…

Contact Me

  • George Cain

    George Cain

    Real Estate Salesperson
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