Chapin Fish

Chapin Fish

Associate Broker

Great Barrington

306 Main Street
Great Barrington, MA 01230

Lenox

26 Church Street
Lenox, MA 01240
  • Born In:
    Port Jefferson, NY
  • Live In:
    Sandisfield, MA
  • Languages Spoken:
    Swedish, German
  • Inspiration:
    my kids & my mom

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...

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.

 

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.

 

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My Listings

1373 Boardman St $2,500,000 link

1373 Boardman St

Sheffield, MA 01257 | Berkshire County
$2,500,000
4 Beds 4/1 Baths 3,100 Sqft 5.13 Acres

Step onto a property as striking as the Berkshires themselves—where innovative design meets natural splendor, creating an extraordinary canvas for your ideal lifestyle. The...

4
bed
4/1
bath
3,100
sqft
0 West St $385,000 link

0 West St

Sandisfield, MA 01255
$385,000
21.3 Acres

OWN THE ENTIRE NORTH SHORE OF a 10 ACRE POND. Tucked into the quiet SE corner of the Berkshires, this is a property where the pace of the world seems to slow. 21.3 acres in all,...

21.30
acre
58 Stanley Rd $99,500 link

58 Stanley Rd

Otis, MA 01253
$99,500
1.22 Acres

The Best of All Worlds: The building parcel offers distant Southwestern views and a large level elevated site to build on. Perc test has been completed and the building site has...

1.22
acre

My Sales

707 Stratford Rd $4,990,000 link

707 Stratford Rd

New Marlborough, MA 01230 | Berkshire County
$4,990,000
5 Beds 6/1 Baths 7,331 Sqft 7.3 Acres

Luxe lake living at its finest! Rarely does a large waterfront estate come to the Berkshires' market, let alone one recently built and exquisitely executed. 707 Stratford Rd...

5
bed
6/1
bath
7,331
sqft
113 Brush Hill Rd $3,710,000 link

113 Brush Hill Rd

Great Barrington, MA 01230 | Berkshire County
$3,710,000
4 Beds 4/1 Baths 5,800 Sqft 12.35 Acres

Spectacular Contemporary Atop the Berkshires Masterful architecture. Epic views. Coming to the market for the first time, this stunning contemporary fulfills every wish list....

4
bed
4/1
bath
5,800
sqft
137 Jerusalem Rd $3,550,000 link

137 Jerusalem Rd

Tyringham, MA 01264 | Berkshire County
$3,550,000
13 Beds 9/2 Baths 9,587 Sqft 119.56 Acres

MORNINGSIDE, TYRINGHAM A spectacular estate dating back to the Tyringham Shakers. An extraordinary, & unique opportunity to own a part of Berkshire history. Overlooking Tyringham...

13
bed
9/2
bath
9,587
sqft
3 & 7 Dellea Rd $3,525,000 link

3 & 7 Dellea Rd

Alford, MA 01266 | Berkshire County
$3,525,000
8 Beds 6/1 Baths 7,492 Sqft 91 Acres

Contemporary 5 BR estate home, reno'd 2014, pool, pool hse, & 3BR guest quarters over carriage barn. Incl. is 7 Dellea, a 2 bedroom ranch, 1,292 sf + finished basement rms. Pastoral...

8
bed
6/1
bath
7,492
sqft
3 Dellea $3,500,000 link

3 Dellea

Alford, MA 01266 | Berkshire County
$3,500,000
8 Beds 6/1 Baths 5,000 Sqft 10 Acres

AN EXQUISITE, FULLY REMODELED CONTEMPORARY HOME & ESTATE Rarely does a property come on to market that offers all the features today's discriminating buyer is seeking. This is...

8
bed
6/1
bath
5,000
sqft
1 Chanterwood Rd $3,200,000 link

1 Chanterwood Rd

Lee, MA 01238 | Berkshire County
$3,200,000
5 Beds 5/1 Baths 5,600 Sqft 12.3 Acres

CHANTERWOOD: BERKSHIRE WATERFRONT ESTATE ON GOOSE POND-ONE OF NEW ENGLAND'S FINEST LAKES! 300' of shoreline + private sandy beach, dock, privacy, & 12 acres divided into 3 parcels...

5
bed
5/1
bath
5,600
sqft
65 Shun Toll Rd $3,150,000 link

65 Shun Toll Rd

Egremont, MA 01230 | Berkshire County
$3,150,000
4 Beds 5/2 Baths 6,600 Sqft 26.57 Acres

Many dream of converting a historic barn into a country house. A barn tells a story, has a past, and the old beams, posts and boards have a patina and a magic which new construction...

4
bed
5/2
bath
6,600
sqft