Maggie Barry Gavin

Maggie Barry Gavin

Real Estate Salesperson

Great Barrington

306 Main Street
Great Barrington, MA 01230

Lenox

34 Church Street
Lenox, MA 01240
  • Born In:
    Pittsfield
  • Live In:
    Lee
  • Can’t Live Without:
    My family

Born and raised in the Berkshires, Maggie grew up in a family of local architects, engineers and contractors which shaped her love for design and renovations. She left the Berkshires to pursue a degree in Accounting at the Eisenberg School of Management at the University of Massachusetts. She minored in Spanish and studied in Granada, Spain and Florence, Italy. During her time overseas, she traveled through much of Europe developing an appreciation for different cultures.

After living briefly in Boston and Fort Lauderdale, Maggie returned home to the Berkshires and started her career in the hospitality industry where she was the general manager of two successful local restaurants while working part time at a local public accounting firm.

Maggie became interested in real estate and purchased her first income property which she renovated and designed.  After realizing how much she loved the renovation process, she took part in the purchase and renovations of the historical LakeHouse Inn, which she currently owns and manages. Now the #1 Traveler Ranked Hotel in the Berkshires, The LakeHouse Inn is an intimate boutique getaway for guests who visit from across the world. 

Maggie’s local connections, attention to detail and diverse background in accounting, hospitality, & construction helps her clients throughout every stage of the buying and selling process. 

Born and raised in the Berkshires, Maggie grew up in a family of local architects, engineers and contractors which shaped her love for design and renovations. She left the Berkshires to pursue a degree in Accounting at the Eisenberg School of Management at the University of Massachusetts. She minored in Spanish and studied in Granada, Spain and Florence, Italy. During her time overseas, she traveled through much of Europe developing an appreciation for different cultures.

After living briefly in Boston and Fort Lauderdale, Maggie returned home to the Berkshires and started her career in the hospitality industry where she was the general manager of two successful local restaurants while working part time at a local public accounting firm.

Maggie became interested in real estate and purchased her first income property which she renovated and designed.  After realizing how much she loved the renovation process, she took part in the purchase and renovations of the historical LakeHouse Inn, which she currently owns and manages. Now the #1 Traveler Ranked Hotel in the Berkshires, The LakeHouse Inn is an intimate boutique getaway for guests who visit from across the world. 

Maggie’s local connections, attention to detail and diverse background in accounting, hospitality, & construction helps her clients throughout every stage of the buying and selling process. 

Born and raised in the Berkshires, Maggie grew up in a family of local architects, engineers and contractors which shaped her love for design and renovations. She left the Berkshires to pursue a degree in Accounting at the Eisenberg School of Management at the University of Massachusetts. She minored in Spanish and studied in Granada, Spain and Florence, Italy. During her time overseas, she traveled through much of Europe developing an appreciation for different cultures.

After living briefly in Boston and Fort Lauderdale, Maggie returned home to the Berkshires and started her career in the hospitality industry where she was the general manager of two successful local restaurants while working part time at a local public accounting firm.

Maggie became interested in real estate and purchased her first income property which she renovated and designed.  After realizing how much she loved the renovation process, she took part in the purchase and renovations of the historical LakeHouse Inn, which she currently owns and manages. Now the #1 Traveler Ranked Hotel in the Berkshires, The LakeHouse Inn is an intimate boutique getaway for guests who visit from across the world. 

Maggie’s local connections, attention to detail and diverse background in accounting, hospitality, & construction helps her clients throughout every stage of the buying and selling process. 

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Testimonials

We worked with Maggie to buy a home in the Berkshires after relocating from Boston. From start to finish, Maggie's guidance and advice was invaluable to us and helped us to get our first offer accepted! We have now closed and started moving into our home and could not be happier. Maggie helped us with a very complex transaction due to some issues with the property. We are so glad to be in our home now and grateful to have had Maggie as our realtor.

Kristen Milano Kenneth Milano

This is our second experience with Maggie Gavin and Sotheby’s.Maggie is the ultimate professional offering great advice and guiding us through what could have been a difficult process. We were very happy with the photographer and the pictures of our home. If we need services in the future we will always make Sotheby’s and Maggie our first call. Michele and John Gottung

Michele Gottung John Gottung

Maggie is an exceptional realtor. She is honest, encouraging, and understanding. She got a sense for who we are and what we value, and was able to guide us until we found the right home. We would gladly use Maggie again in buying or selling our home - she possesses a powerful combination of personal care and market savviness, and she made the stressful process of home-buying into a rewarding experience for us.

Joel Bergeland Ryan Laboy

Maggie Gavin with William Pitt Sotheby's was great. She definitely spent the extra time needed without questions and was always on top of everything throughout the process. I have dealt with many real estate agents throughout the country and Maggie stands above the rest. When needing a real estate professional in the Berkshires She is my go to for myself, my family and anyone that I can refer.

Michael Sohl

Maggie Barry Gavin was superb! The entire experience was the best from start to finish!

Pasquale Arace Jennifer Arace

Maggie is more than anyone could ask for in a realtor. I have now been through the buying, and selling process with Maggie and both experiences have been exceptional; stress free and low impact all while being well informed and updated along the way. I will continue using Maggie/ Sotheby’s for all of my real estate needs, and would highly recommended you do as well. - Kris K.

Kristofer Kohlenberger

Maggie Gavin was amazing to work with! My husband and I were moving to Berkshire County from outside of Boston and were not familiar with the area at all. Maggie not only helped us find an amazing home in our budget, but she gave us an excellent introduction to Pittsfield and the Berkshires in general. She was incredibly helpful, answered all of our questions, showed us quite a few great homes, and was there for us every step of the way. We were first time homebuyers and would have been completely overwhelmed without Maggie's guidance and expertise. We are still settling into our home and we love it. I cannot say enough about how great it was to work with her and definitely recommend Maggie if you are looking to buy in the Berkshires!

William Bateson Elayna Bartolomeo

Maggie was very professional and helpful during the whole purchase process!

Craig Southard Mandy Bereny

Maggie helped us find a house that met our needs in a very tough market. She is dedicated, knowledgeable, and easy to work with. We had a lot of questions, and Maggie always made herself available to us and took the time to make sure we understood our options - she never made us feel talked down to. She knows the Berkshires well and is passionate about helping people find their fit, and it helped us get excited about relocating to a new part of the country. We felt valued by Maggie, who showed us kindness and generosity at every juncture. We are so grateful to have gotten the opportunity to work with her.

Ryan LaBoy Joel Bergeland

Maggie was knowledgeable, professional and very easy to work with. I valued her honesty and her opinion. She helped me sell my house quickly with an exceptional offer and then helped me purchase another home in a very competitive market. Maggie always responded quickly and took the time to explain and answer all my questions. I highly recommend Maggie!

MelindaFinnerty

Maggie made selling our home easy and stress free. Because of her professionalism and expertise we were able to go under contract within the first week for over asking. Highly recommend Maggie!

anthonyringie

Maggie made selling our home easy and stress free. Because of her professionalism and expertise we were able to go under contract within the first week for over asking. Highly recommend Maggie!

anthonyringie

Maggie was very professional and always looking out for our best interest. She was very responsive, always answering our calls, night and day, 7 days a week. We appreciate everything she and Leslie did to facilitate the smooth sale of our property. We would highly recommend her services if you are looking to sell your home. Kristen and Kevin

Kevin and Kristen Zimmer

Maggie Gavin has helped us with a home purchase and now a property purchase. We knew the in's and out's of buying a home since we have done that a number of times before. But purchasing property to use as our "nature get-away" was a new venture for us. Maggie lifted up issues we would have never thought about and her advise was invaluable. Her attention to detail on both the home buy and then the property purchase made the process very easy for us and made us feel quite secure. Maggie responded to our needs in a very timely manner as she expressed care and empathy throughout our time together.

Scott and Marjorie Shreve

My wife and I moved to the Berkshires from the Midwest. Maggie cared for all the details of our condo purchase that we were unable to address because of distance. She provided needed suggestions on everything from insurance agents to setting up our utility services. We moved during the height of Covid-19 and Maggie helped all go as smooth as possible. Her local knowledge and willingness to help out in a timely manner was invaluable. She is the perfect combination of caring and professional.

zuser20200118172436292

The very best in the Berkshires! We were referred to Maggie by our realtor in Boston. The Berkshires were new to us, and she was really fantastic about giving us the lay of the land, listening to what we wanted in a home, and guiding us through the process. We found the place that was perfect for us. She’s smart, professional, honest and kind. —Ted & Dmitry

TedStephens III

Maggie was a pleasure to work with. She was very easy to communicate with, and always gave updates every step of the way. She seemed to be very detail oriented, and gave as much attention to my little house, as she would a million dollar listing. If I sell again, I will ask her to represent me again.

matthewcc35

After having previously worked with another realtor who clearly did not have our best interests in mind, Maggie was like a breath of fresh air. Not only was she professional, punctual, and knowledgeable about the Berkshires, she was also a genuinely kind and fun person to be around. I cannot understate how much easier Maggie made the process of buying our first home.

AdamHughes11

Maggie was an outstanding realtor to have had in our search for buying a home. She always called with new listings or updates and was quick to respond to all questions. She made time for us and walked us through the entire buying process with a calming influence, making sure every detail was clear and always with that reassuring smile. Maggie is incredibly friendly, knowledgeable, professional and mostly honest. We highly recommend Maggie and felt very fortunate to have had her. Thank you Maggie

rosewood120

It was great working with Maggie. She knows the Berkshires very well, took the time to understand what we were looking for, gave us excellent advice and walked us through the whole process. She is incredibly responsive and was a real pleasure! We highly recommend Maggie without hesitation!

bkjcacec

Maggie was excellent to work with. She only showed us homes in our price range and that met our needs (unless we requested to see something specific). She walked us through every step of the process and was always available for questions. She gave us great advice on price negotiation and really saved us a ton of money. She was also able to set us up with a couple of people to get some things done around the house after purchase. Couldn't say more good things about Maggie.

daryl shreve

Maggie goes above and beyond every turn of the way. Our buying process was seamless, and she worked hard to ensure we got the right price. She’s responsive, knowledgeable, relatable, and kind. We wouldn’t work with anyone else— she’s the best realtor in Berkshire County.

Ashley Southard

Everything you need to sell your property. Very knowledgeable, organized and professional. Easy to work with and current. Uses technology and a full network of resources to assist in everything you need to sell your home. Above and beyond.

joe1399

I have worked with Maggie on a number of real estate transactions. She's extremely responsive and is always looking out for her client's best interest. I highly recommend Maggie whether you are buying or selling. I wouldn't use anyone else!

patcarhart

She was very helpful with every step of my purchase. She helped and guided me with various mortgage, attorney, house insurance and house inspection options. She responded to my questions so promptly. I would definitely recommend her services.

drdoltani

Maggie Barry was our real estate broker for our first home. She is very knowledgable about the real estate market. She goes way above and beyond what would be normally expected of a typical agent. She makes herself available nearly 24 hours a day, and always responds to questions very fast. She was our buyers agent and she very affectively represented us and our needs as buyers, and we didn't have a typical or easy selling process. She made herself available for house showings often and on nearly a moments notice. She really went out of her way to serve us and make us feel calm and at home in this CRAZY home buying process. I highly recommend her services if you want the best possible agent on your side.

chukandsarah

Maggie was an incredible resource when selling my first home. Throughout the process, she offered invaluable advice and upheld a kind of professionalism that is so difficult to find. What I appreciated the most was her availability and transparency; she was able to answer my questions quickly, and she kept me looped in to all important details. I would highly recommend Maggie to anyone looking to sell their home!

Ashley Southard

Punctual, reliable, knowledgeable, and professional...just a few of the words we would use to describe Maggie, as she guided us through finding the right town, and perfect house for our young family. We are new to Western Mass and her familiarity with the Berkshires was a huge benefit when trying to narrow down homes to view. We had limited time due to commuting from New York City, and Maggie made herself available to accommodate our schedule. We will recommend her to family, friends, and we will definitely use her if we have the joy of house hunting again.

Sarah Cox

Moved to Western Mass, out of retirement, to continue my career as a healthcare professional. Apartments in this area very hard to find. Maggie found a condo in a converted middle school, close to the hospital, at an acceptable price, and handled all the necessary particulars and negotiations. I came up from NYC once a week to settle things. I was very fortunate to have Maggie as my realtor.

David Keith

Maggie helped me purchase my first home and I can't speak highly enough of her! She was extremely helpful and understanding during the tough process of purchasing real estate when you don't know the area very well! I can be very critical, fault-finding and she was very considerate and perceptive throughout the process. Maggie knows the area well and is dedicated to her clients. She works hard and is dependable and gracious too! Anyone would be lucky to work with Maggie in there search for a new home!

Nicoleabuchanan

My Listings

61 Tor Ct $1,025,000 link

61 Tor Ct

Pittsfield, MA 01201 | Berkshire County
$1,025,000
3 Beds 2 Baths 1,728 Sqft 1.3 Acres

First time on the market, this rarely available waterfront home on Onota Lake is perfectly situated in the cove with westerly sunset views. The one-level floor plan lends to easy...

3
bed
2
bath
1,728
sqft
263 Mountain Dr $745,000 link

263 Mountain Dr

Pittsfield, MA 01201 | Berkshire County
$745,000
4 Beds 3 Baths 3,300 Sqft 0.64 Acres

Situated perfectly on upper Mountain Dr, this home offers privacy and peace at the base of October Mountain with Ashley Brook winding through the trees in the backyard yet...

4
bed
3
bath
3,300
sqft
36,37 & 38 Old Farm Ln $105,000 link

36,37 & 38 Old Farm Ln

Pittsfield, MA 01201 | Berkshire County
$105,000
5.15 Acres

Prime location in the Woodmonte Estates Community! This property is a combined 5.15 acres on three lots and is situated at the end of a cul de sac with mature tree coverage perfect...

5.15
acre

My Sales

86 Interlaken Rd $2,050,000 link

86 Interlaken Rd

Stockbridge, MA 01262 | Berkshire County
$2,050,000
8.63 Acres

A once-in-a-lifetime opportunity to renovate or potentially to build on an existing 6,328sf footprint, in a prime 8.63-acre spot with significant lake frontage on the west side...

8.63
acre
42 Lake Rd Ext $1,950,000 link

42 Lake Rd Ext

Richmond, MA 01254 | Berkshire County
$1,950,000
4 Beds 3/1 Baths 1,778 Sqft 0.63 Acres

This impeccably renovated home is perfectly situated on Richmond Pond surrounded by landscaped gardens and Goshen stone walkways and walls. The property includes a beautiful four...

4
bed
3/1
bath
1,778
sqft
64 Worth Ln $1,820,000 link

64 Worth Ln

Monterey, MA 01245 | Berkshire County
$1,820,000
3 Beds 4/1 Baths 2,728 Sqft 0.49 Acres

First time to the market we welcome this beautiful contemporary home just yards from the banks of much sought after Lake Garfield in Monterey, MA, considered the best recreational...

3
bed
4/1
bath
2,728
sqft
236 Bulkley St $1,446,000 link

236 Bulkley St

Williamstown, MA 01267 | Berkshire County
$1,446,000
3 Beds 4 Baths 4,990 Sqft 42.5 Acres

Designed by legendary Bauhaus architect Marcel Breuer, this Mid-Century Modern masterpiece is a rare, iconic work of art. Exemplifying the luxury of great modern design are Breuer's...

3
bed
4
bath
4,990
sqft
9 Rattlesnake Mountain Rd $1,150,000 link

9 Rattlesnake Mountain Rd

Stockbridge, MA 01262 | Berkshire County
$1,150,000
3 Beds 2/1 Baths 2,456 Sqft 2.23 Acres

Privately situated on just over 2 acres this light and cheerful contemporary is just what you've been waiting for! Enter through the foyer into a vaulted living room with floor...

3
bed
2/1
bath
2,456
sqft
500 Devon Rd $1,100,000 link

500 Devon Rd

Lee, MA 01238 | Berkshire County
$1,100,000
5 Beds 2/1 Baths 2,656 Sqft 5.7 Acres

This magical 5-acre property lined with evergreens and willow trees is surrounded with lush lawns, beautifully landscaped gardens, fountains, raised beds, and blue stone patios...

5
bed
2/1
bath
2,656
sqft
429 Stratton Rd $1,015,000 link

429 Stratton Rd

Williamstown, MA 01267 | Berkshire County
$1,015,000
5 Beds 4/2 Baths 3,929 Sqft 6.51 Acres

Stunning light-filled Contemporary, set on six acres with beautiful westerly mountain views, in a prime Williamstown location. Sparkling modern design, spacious rooms, cathedral...

5
bed
4/2
bath
3,929
sqft
1560 Pleasant St $1,000,000 link

1560 Pleasant St

Lee, MA 01238 | Berkshire County
$1,000,000
10 Beds 10/1 Baths 6,052 Sqft 2.5 Acres

Seeking a terrific business and lifestyle opportunity? Look no further than the Federal House Inn, an elegant 1824 mansion, convenient to year-round cultural, recreational, and...

10
bed
10/1
bath
6,052
sqft
67 Rowe Rd $875,000 link

67 Rowe Rd

Egremont, MA 01230 | Berkshire County
$875,000
5 Beds 3/1 Baths 3,684 Sqft 24.9 Acres

This extraordinary home and horse barn is perfectly situated on just under 25 pastoral acres. With amazing westerly views over-looking Catamount Mountain and the Green River, you'll...

5
bed
3/1
bath
3,684
sqft
15 Maple View Dr $862,500 link

15 Maple View Dr

West Stockbridge, MA 01266 | Berkshire County
$862,500
4 Beds 4 Baths 2,941 Sqft 5.9 Acres

Enjoy country living at its best. This extraordinary property offers privacy, gorgeous views, comfortable accommodations for family and guests, and 5.9 acres to delight you in...

4
bed
4
bath
2,941
sqft
15 Berkshire Heights Rd $860,000 link

15 Berkshire Heights Rd

Great Barrington, MA 01230 | Berkshire County
$860,000
4 Beds 2/1 Baths 3,700 Sqft 2.02 Acres

This exceptional, custom-designed Contemporary home is privately sited on the crest of The Hill, within walking distance of shops, restaurants, the Mahaiwe Performing Arts Center,...

4
bed
2/1
bath
3,700
sqft
30 Alford Rd $849,000 link

30 Alford Rd

West Stockbridge, MA 01266 | Berkshire County
$849,000
4 Beds 3/1 Baths 3,281 Sqft 7.67 Acres

Living is easy in this light-filled Contemporary on 7.8 country acres, in a prime location affording privacy, gorgeous mountain views & proximity to Berkshire culinary, cultural...

4
bed
3/1
bath
3,281
sqft