Berkshire Daily: Regional Home Sales and a Conservation Walk Ahead

Real estate & housing

The Berkshire Edge’s September 25 real estate roundup covers transactions across Berkshire County, Massachusetts, Litchfield County, Connecticut, and Columbia County, New York—a regional reading list for anyone following property sales across state lines.

This week’s featured home coverage also highlights a contemporary property presented by Leslie Chesloff of William Pitt Sotheby’s International Realty’s Great Barrington Brokerage. The design pairs space for an important art collection with an immersive connection to nature.

• Berkshire region real estate sales – September 25, 2026 · The Berkshire Edge
• Welcome to Real Estate Friday! · The Berkshire Edge
• Contemporary Architectural Masterpiece with Sweeping Vistas · The Berkshire Edge

Local events

Pretty Smart Burlesque returns to the Buttonball Barn on September 30. The Berkshire Edge spoke with Olivia Sblendorio about the venue, burlesque, and breaking barriers.

Looking ahead to October 4, Great Barrington Land Conservancy’s Champions Walk for Conservation will offer three trail options and a children’s scavenger hunt as part of its fundraiser.

The Southern Berkshire Chamber of Commerce also celebrated Greenagers founder Will Conklin’s career, recognizing him as its 2026 Business Person of the Year.

• Pretty Smart Burlesque to return to the Buttonball Barn, Wednesday, Sept. 30 · The Berkshire Edge
• Great Barrington Land Conservancy’s Champions Walk for Conservation set for Oct. 4 · The Berkshire Edge
• Southern Berkshire Chamber of Commerce celebrates Greenagers founder Conklin’s career in Business Person of the Year event · The Berkshire Edge

Notable local news

In Pittsfield’s West Side, Carlos Jefferson’s “Glory of the Berkshires” mural is showing deterioration just over a year after installation. Sections have detached from the wall, and the Eagle reports that funds are not available for repairs. The mural honors the historic 54th Massachusetts Infantry Regiment.

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

Support for local reporting is another community thread today: the Eagle says 370 donors have contributed nearly $190,000 to its Local Journalism Fund, supporting coverage of education, health, economic development, and arts and culture.

• 'Glory of the Berkshires' is deteriorating and there are no funds to repair it · The Berkshire Eagle
• EPA’s Sept. 22 office hours in Lee reveal GE truck travel violations, updates on status of UDF, Housatonic Rest of River vernal pool study, dust curtailment · The Berkshire Edge
• Readers rally behind The Eagle’s Local Journalism Fund · The Berkshire Eagle

Relocation tip from the team

Before moving to or from the Berkshires, make a checklist of what your next home needs to support: work space, internet service, outdoor upkeep, and access to everyday destinations. Ask about property-specific services and maintenance responsibilities early, and keep those questions handy during showings.