Mary Naylor

I am proud to call Great Barrington, Massachusetts home, a place that has shaped both my personal life and professional journey. After college, I began a 34-year career in international aviation with Pan Am World Airways and later United Airlines, an experience that allowed me to live abroad for a decade and play a role in opening international bases in Tokyo, London, and Paris. Along the way, I built a family and gained a deep appreciation for different cultures and communities.

That global perspective led me naturally into real estate, where I spent 18 successful years in Naples, Florida with John R. Wood Christies, specializing in luxury properties and earning multiple top honors. In 2017, I felt drawn back to the Berkshires, built my home in Sheffield, and returned to the community I love, maintaining my Florida license while earning my Massachusetts license.

Now with William Raveis Real Estate, I combine local insight, integrity, and a genuine passion for helping clients find not just a home, but the right fit for their next chapter. Helping people navigate meaningful life transitions is what continues to inspire me every day.