Gladys Montgomery

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

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