← Berkshire Daily

September 27, 2026

Berkshire Daily: Home Design, Fall Performances & Housatonic Updates

A contemporary home spotlight, upcoming music and burlesque, and Housatonic cleanup updates lead today’s roundup, alongside a Pittsfield baseball reunion.

Real estate & housing

This week’s property coverage spotlights a contemporary home designed to bring an art collection and the surrounding natural setting into balance, with sweeping views featured in the presentation.

The September 25 real estate sales roundup covers transactions in Berkshire County, Massachusetts, as well as neighboring Litchfield County, Connecticut, and Columbia County, New York.

Local events

Looking ahead, Pretty Smart Burlesque returns to the Buttonball Barn on Wednesday, September 30. On Sunday, October 4, the Viano Quartet brings a program of Haydn, Janáček, Dvořák, and Mendelssohn to South Mountain.

The Southern Berkshire Chamber of Commerce celebrated Greenagers founder Will Conklin as its 2026 Business Person of the Year, recognizing his career at an event that also highlighted his affection for Berkshire County.

Pittsfield baseball history had a reunion of its own: former Major League Baseball player and Pittsfield native Tom Grieve joined teammates at the Baseball in the Berkshires museum Friday to mark the 60th anniversary of Pittsfield High School’s 1966 state championship.

Notable local news

EPA office hours in Lee on September 22 brought updates on the Housatonic Rest of River cleanup, including GE truck travel violations, the UDF’s status, a vernal pool study, and dust-control efforts. Residents had an opportunity to ask questions and share concerns about the remediation plan.

In Pittsfield, debate over a federal grant has put the police drone program under scrutiny, with surveillance, privacy, and civil rights at the center of the discussion.

On the soccer field, Mount Greylock held Pittsfield to a scoreless draw despite playing a man down for the final 28 minutes, with Ward Bianchi making nine saves. Williams also had a successful Saturday against Amherst, with Nick Appleton’s late goal helping secure a win as the Ephs swept the doubleheader.

Relocation tip from the team

Before moving to or from the Berkshires, build a checklist around your everyday routines. Map out work, errands, healthcare, and recreation near a prospective home, and visit the area at different times of day before deciding whether it fits your needs.

Thinking about a move in the Berkshires?

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Harmony Edwards

Team Lead, REALTOR®, Real Harmony & Associates

This daily roundup was written with AI assistance from the linked local news sources. Visit each source for full details.