Chapin Fish

Chapin Fish: A Legacy of Dedication and Excellence in Berkshire Real Estate

With over 20 years of experience and a reputation for outstanding results, Chapin Fish has become a trusted leader in Berkshire real estate. Formerly the Broker-Owner of Brockman Real Estate—a boutique firm synonymous with luxury properties in the Berkshires—Chapin is now proud to align with William Pitt Sotheby’s International Realty, the world's premier luxury real estate brokerage. This partnership combines his unparalleled local expertise and client dedication with Sotheby’s global reach and marketing power, reinforcing his commitment to delivering exceptional results.

Chapin’s approach is grounded in genuine care, active listening, and a dedication to his clients’ success. Over the years, his clients have chosen him not only for his expertise but also for his ability to navigate both the happiest and most challenging transitions with empathy and professionalism.

A Proven Track Record  

Chapin’s portfolio features an impressive array of transactions, including significant estates, waterfront retreats, historic homes, and complex land parcels. With nearly 400 transactions and over $218 million in sales, he ranks among the top brokers in the Berkshires. Yet, for Chapin, success is measured by the relationships he builds and the trust his clients place in him—not just the numbers.

A Foundation of Values  

Chapin credits his mentors, Bill Brockman and Jack Jefferson, for shaping his approach to real estate. Bill’s philosophy that "real estate is about listening to people and appreciating their needs" remains at the heart of Chapin’s work. These values have helped Chapin become one of the top-performing brokers in the region over the past two decades.

Deep Roots and Community Commitment  

A native of a historic maritime village on Long Island, Chapin’s life has been enriched by diverse experiences—from studying in Sweden to traveling across six continents. He holds a degree from Washington University in St. Louis and has pursued careers in both the travel industry and professional acting. Twenty years ago, Chapin returned to his New England roots, where his family’s history dates back to 1640, and settled in Sandisfield with his husband and three children.

Chapin is deeply committed to his community. He has served as a volunteer firefighter for nearly two decades, as a trustee of the Bidwell House Museum since 2008, and was a  President of the Berkshire County Board of Realtors. He and his family are also restoring the historic Monterey General Store, aiming to create a vibrant community hub that honors its 18th-century legacy while looking to the future.

A Life Built on Relationships  

At the core of Chapin’s career is a strong belief in fairness, decency, and generosity. His work is built on referrals and a reputation for integrity. Whether helping a family find their dream home or guiding a seller through a complex transaction, Chapin approaches each client with dedication and care, making him a partner you can trust in any real estate journey.