Gladys Montgomery

Gladys Montgomery About Gladys

Real Estate Salesperson

One of the six realtors chosen to launch William Pitt Sotheby’s Berkshire Brokerage in 2013, Gladys has been instrumental in helping the firm achieve and maintain its position as the top ranking company in the Berkshire MLS from 2017 to 2022*. Consistently a top-selling agent, she prides herself on providing sound advice and maintaining the highest standard of client service. Her forté is helping her clients purchase and sell architecturally distinctive properties; she is an expert in historic homes.

Prior to earning her Massachusetts real estate license in 2007, Gladys had a 30-year career as an award-winning freelance writer, editor, and author specializing in residential architecture and lifestyle topics. In that capacity, she bylined over 300 magazine feature articles and columns and supervised numerous photo-shoots. She was the founding editor of Berkshire Living Home + Garden and authored three books about historic buildings (published by Rizzoli and by Acanthus Press). She also worked in public relations and in international strategic marketing.

Thanks to this background and to her experience in restoring and renovating her own homes, Gladys excels at presenting her listings to their best advantage and at helping buyers evaluate properties they’re considering.

Also licensed in New York and formerly a realtor in New York City, Gladys maintains strong professional ties there and to other key feeder markets nationally and internationally. Having lived in Manhattan, the Boston area, Long Island, Washington D.C., and as an expat in Asia, she understands first-hand what a truly extraordinary community the Berkshires is and delights in helping new arrivals learn about and enjoy their Berkshire experience as much as she does.

With this experience and her commitment to providing exceptional client service, Gladys is a go-to realtor for discerning buyers and sellers in every price range. Her clients especially appreciate her professionalism and expertise, positive attitude, thoughtful advice, and diligence in helping them achieve successful transactions and transitions to their new homes.

* Berkshire County MLS sales statistic

Click here to view my LifeStyle Guide to the Berkshires

Read my blog: https://www.theviewfrommyporch.com/

My listings and solds
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Our agents are recognized in the communities they serve for their deep knowledge, expert guidance and commitment to excellence.

Lives In The Berkshires
Born In Huntington, Long Island, New York
Favorite Movie On the Waterfront
Passion Living Creatively & Fully
Interests International Travel, Architecture, Architectural History, Garden Design, Food, Textiles, Art, Traveling, Cooking
Favorite Lyric "Always stay humble and kind" -- Tim McGraw
Inspiration Diverse cultures, Family & Friends, Nature, A clear night sky spangled with stars
Can't Live Without A positive attitude

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Agent Specialties

Architecturally Distinctive Properties
Antique Homes
Mid-Century Modern & Contemporary Homes
Luxury & Estate Properties

Agent Awards

William Pitt|Julia B. Fee Platinum Award 2015, 2017-2022
William Pitt|Julia B. Fee Gold, Silver, Bronze Awards, 2013, 2014, 2016
Adirondack Writing Center - Nonfiction Award: An Elegant Wilderness (author)
Victorian Society of New York Book Award: An Elegant Wilderness (author)
City and Regional Magazine Award: Berkshire Living Home + Garden (editor)
Philippine National Book Award: E Masferre, People of the Philippine Cordillera, Photographs, 1934-1956 (co-author)

AGENT Highlights

Years in Business

Overall Sales Volume

Avg Sales Price

My Listings and Solds

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Communities

Williamstown

Massachusetts

Monterey

Massachusetts

Lenox

Massachusetts

Great Barrington

Massachusetts

Additional Communities

COMMUNITIES: LISTINGS
Lee: 51
Housatonic: 10
Tyringham: 11
Richmond: 11
Egremont: 38

COMMUNITIES: LISTINGS
West Stockbridge: 19
Ashley Falls: 39
Stockbridge: 34
New Marlborough: 41
Alford: 7

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Gladys Montgomery
Real Estate Salesperson

M.
Great Barrington
306 Main Street
Great Barrington, MA 01230

Lenox
26 Church Street
Lenox, MA 01240

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