Restrict Covenants: No

Title V: Pass

Underground Oil Tank: Yes

Water: Public

Sewer: Private

Easement: Unk

Survey: Unk

Right of Way: Unk

Right to Farm Comm: Unk

Flood Hazard Area: No

Views: Distant; Hill/Mountain; Scenic; Seasonal

Lot Description: Irregular Shape; Paved Drive

Electric Type: 200 Amp; 400 Amp; Circuit Breaker; Individual Meter

Style: Historic

Interior Amenities: Alarm System; Backup Generator; High Speed Wiring

Internet Service: Cable Available

Exterior Amenities: Fenced-Partially; Patio; Pool - In Ground

Appliances Incl: Built-In Gas Oven; Counter Grill; Dishwasher; Freezer; Microwave; Range; Range Hood; Refrigerator; Steam Oven

Construction: 2x6 Walls; Concrete; Masonry; Wood Frame

Exterior Siding: Brick; Masonry; Stucco; Vinyl

Roof: Asphalt Shingles; Membrane; Metal

Basement: Concrete Floor; Full; Interior Access; Walkout

Floor: Carpet; Ceramic Tile; Laminate; Linoleum; Wood

Garage: Detached

Fuel: Nat Gas; Oil

Hot Water: Electric; On Demand

Insulation: Asbestos; Fiberglass

Lead Paint: Unk

Zoning: Residential

Seller Disc: No

Possession: Negotiable

Despite decades of institutional use, much of the character of the original country house remains. Handsome woodwork, substantial fireplaces, gracious rooms, and a beautiful ballroom recall Overlee's Gilded Age origins. Most recently used for classrooms and administrative functions, the mansion was originally designed as a residence, with bedrooms on its upper floors, creating an intriguing foundation for its return to residential use. 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.