349 Old Stockbridge Road presents a rare opportunity to acquire a historic Berkshire estate and institutional campus in Lenox, one of the region's most recognized cultural and tourism destinations. Centered around Overlee, an architecturally significant estate originally constructed in 1903, the property offers a unique combination of historic character, established infrastructure, and future redevelopment potential. The campus includes multiple buildings supporting residential, administrative, dining, recreational, and educational functions. Existing improvements include dormitory-style accommodations, classroom and office areas, common gathering spaces, a gymnasium, internal roadways, parking areas, public water service, sprinkler systems, and substantial electrical capacity. The property's existing layout and infrastructure may support a variety of future uses, subject to local approvals. Located minutes from downtown Lenox, the property benefits from proximity to the Berkshires' renowned arts, hospitality, and recreation destinations, including Tanglewood, cultural institutions, lodging venues, and year-round tourism drivers. The setting combines accessibility with a campus-like environment characterized by mature landscaping, open grounds, and historic architecture. The offering provides investors, institutions, developers, and owner-users with the opportunity to reposition, redevelop, or repurpose a substantial property within one of Western Massachusetts' most established markets. Its combination of scale, existing improvements, historic significance, and location creates a distinctive opportunity for a wide range of potential uses.