Luxury homes in the Berkshires

Southern Berkshire County pairs mountain scenery with world-class culture. Tanglewood, Jacob's Pillow and the Norman Rockwell Museum are all close by.

County
Berkshire, MA
From Midtown
About 2.5–3 hours
By rail
Amtrak to Hudson · Berkshire Flyer

The Region

Why the Berkshires

Great Barrington, Stockbridge and Lenox have become year-round communities rather than summer resorts, with excellent restaurants, independent schools and a strong creative scene.

The land is more varied than anywhere else we work: open valley farmland, wooded hillsides and lakefront, with long views across the Housatonic valley. This is the place for a house that is lived in through every season, and we design for long winters.

Towns

Where we look for land

  • Great Barrington

    A lively Main Street, skiing at Butternut and easy access to the Taconic.

  • Stockbridge

    The quintessential New England village and home of the Norman Rockwell Museum.

  • Lenox

    Tanglewood, Gilded Age “cottages” and the region's cultural heart.

  • Egremont & Sheffield

    Farmland and quieter country near Mount Everett and Bash Bish Falls.

Building Here

What to know before you build

  • Title 5 septic

    Massachusetts regulates septic systems under Title 5, which puts soil testing and system design early in any project.

  • Conservation commissions

    Under the Massachusetts Wetlands Protection Act, work near wetlands, streams and ponds needs local conservation commission approval.

  • Building for winter

    Higher elevations and colder winters call for excellent insulation, efficient heating and careful planning for snow, drainage and access.

  • Protected land

    Groups such as the Berkshire Natural Resources Council protect large areas of the region's hills and forests.

Requirements vary by town and parcel. We confirm them during feasibility, before you commit.

From the City

Getting there

The drive is about two and a half to three hours via the Taconic State Parkway. Amtrak's station in Hudson, New York, is about 45 minutes away by car, and the seasonal Berkshire Flyer runs between New York and Pittsfield on summer weekends.

Begin a Conversation

Looking for land or a home in the Berkshires?

Whether you're searching for a country house, own land you're considering building on, or want to invest alongside us, we'd like to hear from you.