
349 Old Stockbridge Rd Lenox, MA 01240
31 Beds
29 Baths
38,415 SqFt
UPDATED:
Key Details
Property Type Single Family Home
Listing Status Active
Purchase Type For Sale
Square Footage 38,415 sqft
Price per Sqft $59
MLS Listing ID 250639
Style Historic
Bedrooms 31
Full Baths 14
Half Baths 15
Year Built 1903
Annual Tax Amount $88,477
Tax Year 2026
Lot Size 11.900 Acres
Acres 11.9
Lot Dimensions 2180x704x2297x88
Source Berkshire County Board of REALTORS®
Property Description
Beyond the main house, the campus includes two dormitory residences with approximately 24 bedrooms and shared common spaces, a separate multi-level building with commercial kitchen and dining facilities, classrooms, offices, library, conference and infirmary spaces, a substantial gymnasium, and additional support buildings. For a residential buyer, this unusual collection offers possibilities for guest and staff accommodations, studios and offices, recreation, wellness, or a multi-generational Berkshire estate, subject to applicable approvals.
The gymnasium offers particularly compelling recreational potential, with space adaptable for fitness, indoor tennis, pickleball, squash, or other private amenities. Existing infrastructure includes public water, multiple electrical services, commercial sprinklering in select buildings, mixed heating systems, central air in the dormitories and gymnasium, extensive parking, and established internal circulation.
Hillcrest Educational Center currently operates on the campus under a lease through June 2027 and presently anticipates vacating in February/March 2027.
This offering is for the 349 Old Stockbridge Road campus only. The property is also being marketed as part of a separate combined offering with 40 Frothingham Crossing. See MLS #249508.
For its next steward, Overlee offers the unusual chance to inherit not simply a house, but an entire Berkshire estate: a remarkable historic residence, expansive grounds, and a collection of buildings capable of supporting a deeply personal vision for how the property might live again.
Offered at $2,295,000.
Location
State MA
Area Middle Registry
Direction From Lenox: Old Stockbridge Road past Elm Court Estates. Property on left. From Lee/Stockbridge: Old Stockbridge Road, property on right.
Rooms
Basement Walkout, Interior Access, Full, Concrete Floor
Interior
Interior Features Alarm System, Backup Generator, High Speed Wiring
Heating Nat Gas, Oil, Boiler, Forced Air
Flooring Carpet, Ceramic Tile, Laminate, Linoleum, Wood
Appliance Built-In Gas Oven, Counter Grill, Dishwasher, Freezer, Microwave, Range, Range Hood, Refrigerator, Steam Oven
Exterior
Exterior Feature Pool - In Ground, Fenced-Partially, Patio
Parking Features false
Garage Description Off Street
View Seasonal, Scenic, Hill/Mountain, Distant
Roof Type Asphalt Shingles,Membrane,Metal
Porch true
Garage false
Building
Lot Description Paved Drive, Irregular Shape
Sewer Private Sewer
Water Public
Architectural Style Historic
Schools
Elementary Schools Morris
Middle Schools Lenox Memorial
High Schools Lenox Memorial





