What We Love

  • The buildings have hosted the Boston Symphony summer educational arts program (DART) from 2010-2018. Lucky kids!
  • The view is protected! How? Lots of folks worked hard to put conservation restrictions for surrounding land into place.
  • It was originally home to a “Berkshire Cottage” built in 1900 by J. Fredrick Schenck.
  • Walk, bike, hike, run, and play on thousands of acres of public land surrounding the property.
  • You can see 3 states from the property.

Valleyhead is a 12 acre elevated parcel with long views and brimming with potential from its former use as a school with dormitory housing and classrooms to a completely reinvented use.  The acreage has open fields and rolling hills and is adjacent to the miles of trails of Kennedy Park across the road. The views extend over protected and conserved lands which makes the setting ideal for a single grand residence or subdivision with up to 7 lots . Select lots available separately.  

Current Uses:

Summer camp, retreat center, Educational year round residential facility , dormitory residences for staff, visiting performers. Yoga center, therapeutic rehab center, community living.


residential development for up to 7 lots, community living, investment property with cash flow positive tenant(s), family compound.

Select buildings could be taken down for new residential construction or clearing for lots. The tennis court could remain for exclusive use of the owner. With a location that is only minutes away from Tanglewood and downtown Lenox, big views and privacy, the entire parcel or lots can command premium pricing.

  • 6 buildings on the property
  • 4 of the buildings are Dormitory/mixed use and classroom.
  • 1 building is classroom space.
  • All buildings are heated and suitable for year round use.
  • The fully equipped commercial kitchen has a walk-in refrigerator, freezer and all
    needed amenities. The adjoining dining area can seat 100.
  • There are enough beds to sleep 75.
  • There is cable TV and strong cell service as well as a tennis court.

Property Details


Interior (More Info)

Select a Point of Interest and Radius from the form above.