George Cain

George Cain

Real Estate Salesperson

Great Barrington

306 Main Street
Great Barrington, MA 01230

Lenox

26 Church Street
Lenox, MA 01240
  • Born In:
    Winchester, MA.
  • Live 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
  • Can’t Live Without:
    My cell phone
  • Inspiration:
    My kids and grandkids

I believe that the Purchase or Sale of a home is most often the biggest business decision we make as individuals.  My philosophy is to bring a significant "business approach" to that process.  I am a highly experienced "Business Person" who loves working in real estate.  I am licensed in both Massachusetts and in Connecticut.

Having worked in Finance, Advertising, and Marketing at Colgate-Palmolive and in Sales Management, Corporate Management, and Venture Investing at Capital Cities/ABC, my 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, I have been honored to serve on the Boards of the Greenwich Association of Realtors, the Greenwich MLS, and on the Connecticut Association of Realtors.  In 2015, I was honored to be named the Greenwich Realtor of the Year. In 2017, I served as the CT State Chair of the Realtor Political Fundraising Committee. In terms of community involvement, I served for three years on the Monterey, MA Finance Committee.

My home for 30+ years, has been Greenwich, CT. However, we have had a second home for 19+ years Monterey, Massachusetts. Nine years ago I became a permanent resident of Massachusetts.  

I have 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 20 years a Real Estate Licensee in both Connecticut and in Massachusetts. I am a proven Marketing, Advertising, and Sales expert with an excellent foundation in Finance. These kinds of experiences have translated very well for my clients in the Purchase and Sale of real estate.  

In 2022, I was a Platinum Award Winner and achieved the highest Dollar Volume Award for the Great Barrington Office of William Pitt Sotheby’s International Realty.

I look forward to working with and for you.

 

I believe that the Purchase or Sale of a home is most often the biggest business decision we make as individuals.  My philosophy is to bring a significant "business approach" to that process.  I am a highly experienced "Business Person" who loves working in real estate.  I am licensed in both Massachusetts and in Connecticut.

Having worked in Finance, Advertising, and Marketing at Colgate-Palmolive and in Sales Management, Corporate Management, and Venture Investing at Capital Cities/ABC, my 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, I have been honored to serve on the Boards of the Greenwich Association of Realtors, the Greenwich MLS, and on the Connecticut Association of Realtors.  In 2015, I was honored to be named the Greenwich Realtor of the Year. In 2017, I served as the CT State Chair of the Realtor Political Fundraising Committee. In terms of community involvement, I served for three years on the Monterey, MA Finance Committee.

My home for 30+ years, has been Greenwich, CT. However, we have had a second home for 19+ years Monterey, Massachusetts. Nine years ago I became a permanent resident of Massachusetts.  

I have 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 20 years a Real Estate Licensee in both Connecticut and in Massachusetts. I am a proven Marketing, Advertising, and Sales expert with an excellent foundation in Finance. These kinds of experiences have translated very well for my clients in the Purchase and Sale of real estate.  

In 2022, I was a Platinum Award Winner and achieved the highest Dollar Volume Award for the Great Barrington Office of William Pitt Sotheby’s International Realty.

I look forward to working with and for you.

 

I believe that the Purchase or Sale of a home is most often the biggest business decision we make as individuals.  My philosophy is to bring a significant "business approach" to that process.  I am a highly experienced "Business Person" who loves working in real estate.  I am licensed in both Massachusetts and in Connecticut.

Having worked in Finance, Advertising, and Marketing at Colgate-Palmolive and in Sales Management, Corporate Management, and Venture Investing at Capital Cities/ABC, my 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, I have been honored to serve on the Boards of the Greenwich Association of Realtors, the Greenwich MLS, and on the Connecticut Association of Realtors.  In 2015, I was honored to be named the Greenwich Realtor of the Year. In 2017, I served as the CT State Chair of the Realtor Political Fundraising Committee. In terms of community involvement, I served for three years on the Monterey, MA Finance Committee.

My home for 30+ years, has been Greenwich, CT. However, we have had a second home for 19+ years Monterey, Massachusetts. Nine years ago I became a permanent resident of Massachusetts.  

I have 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 20 years a Real Estate Licensee in both Connecticut and in Massachusetts. I am a proven Marketing, Advertising, and Sales expert with an excellent foundation in Finance. These kinds of experiences have translated very well for my clients in the Purchase and Sale of real estate.  

In 2022, I was a Platinum Award Winner and achieved the highest Dollar Volume Award for the Great Barrington Office of William Pitt Sotheby’s International Realty.

I look forward to working with and for you.

 

Read Less

Read MoreRead Less
  • Awards
    • Greenwich Realtor of the Year 2015
    • Gold Award 2020

Testimonials

george was the best! he understood what we wanted & he knew his information on what location was best for us to purchase our first home. we were very grateful to have had him as a real estate agent!

Jose Garcia Guadalupe Gonzalez

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

My Listings

33 S Main Rd $2,500/mo link

33 S Main Rd

Otis, MA 01253 | Berkshire County
$2,500/mo
3 Beds 2 Baths 1,557 Sqft 0.19 Acres

Nicely renovated and beautifully furnished Colonial rental located in the heart of Otis. The updated eat-in kitchen is enhanced by attractive wood floors that exist throughout...

3
bed
2
bath
1,557
sqft
44 Main St #APT #1 $4,000/mo link

44 Main St #APT #1

Stockbridge, MA 01262 | Berkshire County
$4,000/mo
3 Beds 2 Baths

STOCKBRIDGE IN-TOWN LOCATION. Fully Renovated, Fully Furnished, Like New. 3 Bedroom Apartment. Must be seen to be appreciated. Location, Location, Location. It doesn't get...

3
bed
2
bath
55 Crystal St #3 $1,800/mo link

55 Crystal St #3

Lenox, MA 01240 | Berkshire County
$1,800/mo
1 Beds 1 Baths 800 Sqft 2 Acres

Nicely sized one bedroom apartment with a separate open kitchen, dining and living area. Wood floors and large windows add attractiveness and comfort. Located in Lenox and all...

1
bed
1
bath
800
sqft

My Sales

14 Stone Hill Rd $3,300,000 link

14 Stone Hill Rd

Stockbridge, MA 01262 | Berkshire County
$3,300,000
7 Beds 6/1 Baths 6,623 Sqft 18.25 Acres

A one-of-a-kind Stockbridge luxury home. Mansion design. Every room features quality touches throughout. The Living Room/Great Room boasts two fireplaces and terrific exterior...

7
bed
6/1
bath
6,623
sqft
62 W Center Rd $3,275,000 link

62 W Center Rd

West Stockbridge, MA 01266 | Berkshire County
$3,275,000
6 Beds 6/1 Baths 7,253 Sqft 7.6 Acres

Magnificent views over field and farmland to the state's highest mountain. Well designed and well built home offers a combination of public and private spaces to accommodate...

6
bed
6/1
bath
7,253
sqft
10 Blueberry Hills Rd $2,350,000 link

10 Blueberry Hills Rd

Westhampton, MA 01027
$2,350,000
5 Beds 4/1 Baths 6,900 Sqft 33.43 Acres

SPECTACULAR HOME WITH UNBELIEVABLE VIEWS! Extraordinary attention to detail and outstanding quality throughout this terrific open floor plan home. The 2 story sunken Living Room features...

5
bed
4/1
bath
6,900
sqft
4 Melville Ct $2,180,000 link

4 Melville Ct

Lenox, MA 01240 | Berkshire County
$2,180,000
5 Beds 4/1 Baths 3,907 Sqft 0.78 Acres

Beautiful and Pristine. Every aspect of this home is top-of-the-line. Every room is nicely sized and professionally furnished. And, the good news is, this outstanding property...

5
bed
4/1
bath
3,907
sqft
140 Main Rd $2,125,000 link

140 Main Rd

Monterey, MA 01245
$2,125,000
4 Beds 4 Baths 3,584 Sqft 4.96 Acres

Contemporary lakeside living on nearly five acres with just over 270 ft of water frontage on desirable Stevens Lake. This non motorized lake is perfect for the nature lover who...

4
bed
4
bath
3,584
sqft
21 Creamery Rd $1,800,000 link

21 Creamery Rd

Egremont, MA 01230 | Berkshire County
$1,800,000
4 Beds 4/2 Baths 3,905 Sqft 13.01 Acres

Serene and private, this beautiful, well-built contemporary is the quintessential Berkshire hideaway. Dramatic Great Room with fireplace, wall of windows, and French doors to stone...

4
bed
4/2
bath
3,905
sqft
89 & 94 Dunmore Ct $1,695,000 link

89 & 94 Dunmore Ct

Lenox, MA 01240 | Berkshire County
$1,695,000
5 Beds 4 Baths 5,736 Sqft 3.89 Acres

Impressive, spacious, custom-built Lenox home on a cul-de-sac, with an extra 2.03 acre lot. This outstanding property features 5 oversized bedrooms, 2 wood burning fireplaces,...

5
bed
4
bath
5,736
sqft
67 Fairview Rd $1,672,500 link

67 Fairview Rd

Monterey, MA 01245 | Berkshire County
$1,672,500
4 Beds 3 Baths 4,477 Sqft 31.57 Acres

Outstanding Home set on 31+ spectacular and serene very private acres (surrounded by protected lands). Seeing is believing. This light-filled property boasts a true gourmet eat-in...

4
bed
3
bath
4,477
sqft
197 Green River Rd $1,550,000 link

197 Green River Rd

Alford, MA 01230 | Berkshire County
$1,550,000
3 Beds 3 Baths 2,712 Sqft 11.85 Acres

Down a long private drive through a grassy meadow, this unique Alford property was a cherished family retreat for over 40 years. Now this 2712 sf single-level home has been completely...

3
bed
3
bath
2,712
sqft
7 Interlaken Cross Rd $1,450,000 link

7 Interlaken Cross Rd

Stockbridge, MA 01262 | Berkshire County
$1,450,000
4 Beds 3 Baths 3,000 Sqft 1.8 Acres

Ready to move-into fully furnished, exceptionally well maintained, Stockbridge home with 4 Bedrooms/3bathrooms, an open floor plan, very close to Stockbridge Bowl. Enjoy the comforts...

4
bed
3
bath
3,000
sqft
5 Silver Mine Ln $1,200,000 link

5 Silver Mine Ln

West Stockbridge, MA 01266 | Berkshire County
$1,200,000
4 Beds 3/1 Baths 3,780 Sqft 1.36 Acres

Located in a pretty country setting, this home offers an exceptional open floor plan, well thought out spaces, and a welcoming front porch with wrap around deck. Comfortable living...

4
bed
3/1
bath
3,780
sqft
31 North St $1,200,000 link

31 North St

Blandford, MA 01008 | Hampden County
$1,200,000
4 Beds 3/1 Baths 4,910 Sqft 128 Acres

Outstanding custom built home perfectly positioned on 128 private acres. Terrific attention to detail abounds with stained glass panels, impressive fireplaces, crown moldings,...

4
bed
3/1
bath
4,910
sqft