Stephanie McNair

Stephanie McNair Final Offer Certified About Stephanie Final Offer Certified

Regional Brokerage Manager

Stephanie McNair is a trailblazing Regional Brokerage Manager known for her strategic vision, dynamic leadership, and unwavering commitment to client success. After co-founding and operating her own thriving real estate firm, she joined William Pitt Sotheby's Inernational Realty and now oversees the Great Barrington MA, Lenox MA, and Chatham NY offices. Under her leadership, these offices have more than doubled their agent count and widened their #1 market share position by a substantial margin. Stephanie also played a pivotal role in William Pitt Sotheby's expansion into New York's Hudson Valley, successfully launching and designing the Chatham brokerage, and she spearheaded the design of the new Lenox Office-- transforming it into a modern sales gallery and collaborative learning space that inspires agents to excel. 

Drawing on her extensive background in sales and marketing-- including national corporations such as Six Flags, Inc. and American Diabetes Association, as well as regional organizations like Baystate Health Systems-- Stephanie has cultivated a reputation for creativity, ingenuity, and sincerity. She has been honored with the prestigous Manager of the Year award in both 2022 and 2024 by the largest Sotheby's Affiliate in the Northeast, underscoring her unwavering drive for excellence. Beyond her professional achievements, Stephanie has served on numberous community and business boards, including the Berkshire Board of Realtors, The Junior League, The Oxford House, The Longmeadow Country Club, The Exchange Club, The Open Pantry, and Ray's of Hope Walk for Breast Cancer.

In her free time, she embraces the best of Berkshire Living, from kayaking, hiking, and skiing to photography, tennis, golf, and boating-- anything that allows her to immerse herself in the region she proudly represents. 

 

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

  • Born In Darien, CT
  • Interests Anything outdoors - Skiing, hiking, kayaking, Animal Rescue, Biking, Boating, Camping, Cooking, Fishing, Golfing, Kayaking, Sailing, Skiing
  • Favorite Lyric "Sunshine, Daydream, walking through the tall trees"
  • Inspiration My Mother and Father
  • Can't Live Without Fresh air

The Property Journey

Nothing compares to the level of exposure we generate for our listings.

Agent Designations

  • Certified Negotiation Expert
  • e-Pro, Internet Professional
  • Farm and Ranch Specialist
  • Golf Property Specialist
  • Green
  • Historian Specialist
  • Pricing Strategy Advisor
  • Resort and Second Home Property Specialist
  • Seller Representative Specialist
  • Ski Property Specialist
  • Waterfront Property Specialist

Agent Awards

  • 2022 Manager of the Year
  • 2024 Manager of the Year
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Testimonials
Stephanie was the best agent I’ve worked with… attentive to detail, responsive to all (no matter how silly) inquires and questions, the perfect balance of professionalism and personal relations…would (and have) recommended 100%. Catherine Stechmann
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Testimonials
Stephanie's professionalism, kindness, persistence and compassion spoke volumes during the journey that led up to the purchase of our home. Through the process, Stephanie showed patience and optimism when we had our doubts. We cannot thank her enough for all the hard work and dedication she put forth. The home is what we were looking for. Her timeless conversations and correspondences paid off in the end. Not only did we gain a dear friend, but also an outstanding agent. Thank you again Stephanie for everything you did for us! Kim Dawley Thomas Dawley
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Testimonials
First time homebuyer, so I’m not sure what is custom and normal, but Stephanie was as amazing and perfect as you could possibly get. Without finding her randomly, I’m not even sure I’d have gone through with any purchase at all. She was communicative, friendly, down-to-earth, and a real local, who treated us like future locals. Can not say enough positive things about her as a person and a broker. Slade Sohmer
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Testimonials
Stephanie McNair was great, thank you! Timothy Murphy
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Testimonials
Stephanie did a very good job with our property. We felt she was always trying very hard to market our home and the Town of Chester. I was probably one of her more “needy” clients and she did a good job of returning my messages and answering my questions. She knew what we needed to do about barking dogs, gun target practicing, and other things! She KNOWS the “hilltowns” and because of this our home was sold. Jeffrey and Susan DeFeo
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Testimonials
Stephanie McNair went above and beyond expectations 1000 percent. We had a hard water front property to sell with all kinds of curve balls thrown at us. Stephanie either knew what to do or figured it out. She was always encouraging and she is so pleasant. And most of all she never gave up on us. I will recommend her all the way. She is one smart lady. She was definitely a pleasure to work with. Thank you Stephanie McNair Carleen Houser
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Testimonials
Sotheby's took a proactive role in marketing our property. They did not rely on traditional methods and constantly came up with new ideas. The video was fantastic. It told a story that no write up could convey easily. The new owner is settling in and could not be happier. We found someone who appreciates the serenity and craftsmanship as much as we did. Many thanks, Joan and Arnold Drucker
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Testimonials
Stephanie is a knowledgeable Berkshires agent who is easy to work with. She provided helpful advice throughout the whole process. Also, she was patiently responsive to questions and concerns.... ajjensen39
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Testimonials
Stephanie was a joy to work with. We purchased our 2nd home in an area we were not completely familiar with. In addition to her vast knowledge of the area, she was so helpful in finding us the perfect home in the perfect location. She was always available to us for our many questions, and made the process seamless. Best agent ever!!!! sissy0522
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Testimonials
Stephanie McNair has the advantage of being skilled in TODAY'S technology, Social Media Outlets and marketing savvy. She is well connected in the local Berkshire community. She is professional and tenacious, working above and beyond expectations. She is not easily rattled by roadblocks and deals with difficulties with the end result in her sight. I have personally dealt with and worked with many 'nice', qualified Realtors in Otis, MA. If you want a fresh, dynamic and results oriented Realtor that will absolutely sell your home, or find you the best deal, go to Stephanie. Old school tradition and talent meets today's cutting edge technology. This woman knows how to use today's technology. Stephanie first! mrdeaco
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Testimonials
My husband and I worked with Stephanie last year when we bought our first home. There was some construction needed to finish the house before we bought it, which made the purchase more complicated. We needed someone who could take us step by step through the process, provide expertise, and give us the kind of time and attention we needed as first time homebuyers. From start to finish, Stephanie was a true partner and delivered across the board. And, her sense of humor and warm personality actually made the process fun! She is passionate and excellent at what she does, and I agree with another reviewer who said that she makes you feel like her only client. I highly recommend Stephanie to new and experienced homebuyers alike. Kenly Elizabeth Brozman
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Testimonials
I had the pleasure of working with Stephanie for a few months looking at waterfront homes in the Berkshires. Not only is she extremely knowledgeable about the market, but she makes you feel as if you are her only client. She provided top notch service and she is an expert in her trade. I would recommend her to anyone. Michael Diotalevi

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  • Stephanie McNair

    Stephanie McNair

    Regional Brokerage Manager
    M.
    O.
    Great Barrington
    306 Main Street
    Great Barrington, MA 01230
    Chatham
    2 Park Row
    Suite 1
    Chatham, NY 12037

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