Luxury Properties for sale in the Berkshire County (MA)

Brooke Astor's cobble house—Where Land, Light, and Legacy Converge The Valley That Time Forgot The drive through Tyringham Valley never fails to quiet the soul. Past stone walls...

Presented by John Burns | William Pitt Sotheby's International Realty

Just 3 miles from Tanglewood and moments from the heart of Lenox, this 36+ acre estate offers rare scale, privacy, and flexibility in one of the Berkshires' most sought-after...

Presented by Nick Geranios | William Pitt Sotheby's International Realty

High on a hilltop in the Southern Berkshires stands East Hill Farm. 227 cultivated acres encompassing pristine forest, a spring-fed pond, a striking barn, verdant pastures, formal...

Presented by Chapin Fish | William Pitt Sotheby's International Realty

Majestic 71 acre Tudor Estate atop Tom Ball Mountain in the quaint hamlet of Alford, ma. Enjoy total privacy and breathtaking views from nearly every room. The main house features...

Presented by Steven Weisz | William Pitt Sotheby's International Realty

Experience 225 years of preserved grandeur on Nodin Farm. Nestled on 130 sprawling acres of rolling countryside, this Greek Revival has been lovingly stewarded by only four owners...

Presented by George Cain | William Pitt Sotheby's International Realty

Located in Stockbridge, this historic General Williams House (circa 1795) has been restored and updated. Featuring 6 bedrooms, 5.5 bathrooms, 6 beautiful wood burning fireplaces,...

Presented by George Cain | William Pitt Sotheby's International Realty

Perfectly positioned on the border of Hancock and Williamstown, this striking Post and Beam contemporary estate offers a rare blend of architectural sophistication and rustic...

Presented by Diane Thorson | William Pitt Sotheby's International Realty

Set on over 12 private acres just minutes from the center of Great Barrington, this impeccably designed estate offers an extraordinary combination of luxury, privacy, and...

Presented by Karen Climo | William Pitt Sotheby's International Realty

This architectural gem has been carefully restored and enhanced to exceptional standards, preserving its storied heritage while seamlessly integrating contemporary conveniences....

Presented by Pat Melluzzo | William Pitt Sotheby's International Realty

Experience the pinnacle of refined living in this reimagined masterpiece, meticulously renovated by a premier local design/build firm, Wingate Ltd. Spanning three levels and 2,748...

Presented by John Burns | William Pitt Sotheby's International Realty

This architectural gem has been carefully restored and enhanced to exceptional standards, preserving its storied heritage while seamlessly integrating contemporary conveniences....

Presented by Leslie Chesloff | William Pitt Sotheby's International Realty

Exquisite private Tudor-style stucco estate set on more than 18 breathtaking acres with panoramic views and a winding approach that creates an extraordinary sense of arrival....

Presented by Stephen Schoenfeld | William Pitt Sotheby's International Realty