Historic Berkshires Inn & Estate,+ Owner Home - 85 Stockbridge Rd

Lee, MA 01238

• Motel
• Hospitality for Sale
• $5,437,164 CAD
• 18,506 SF

• Pool
• Smoke Detector

Lee Hospitality for Sale

Listing includes two (2) adjacent parcels: 85 and 105 Stockbridge Road. Set on over 36 scenic acres in the heart of the Berkshires, this exceptional estate is a rare opportunity to own a thriving hospitality property with multiple components: a stately, welcoming country inn, a spacious owner/manager residence, and a profitable, versatile carriage house (priced and offered separately). With its blend of pastoral charm, New England heritage, and modern amenities, the property delivers a solid bottom line income with exceptional upside for future growth – whether through expansion, events, or enhanced guest offerings.

Contact:

Inn Advisors

Property Subtype:

Bed and Breakfast

Date on Market:

2025-10-26

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29 Main St

West Stockbridge, MA 01266

• Motel
• Multifamily for Sale
• $2,291,132 CAD
• 8,881 SF

West Stockbridge Multifamily for Sale

Step into a piece of history with the once iconic Card Lake Inn Tavern, now transformed into a stunning residential haven in the heart of downtown West Stockbridge. This property offers not only a prime location but also an exceptional living experience, combining modern amenities with charming historic character. The building houses six completely renovated high-end apartments, each thoughtfully designed to meet the needs of modern living. These units feature elegant wood floors and come equipped with all necessary appliances, including dishwashers and in-unit laundry facilities. Central air conditioning ensures comfort year-round, while tiled double-sink bathrooms add a touch of luxury. Ample storage space is available in each unit, allowing residents to keep their living areas tidy. This property has 12 parking spaces. Rent adjustments needed.

Contact:

Housatonic Real Estate

Property Subtype:

Apartment

Date on Market:

2024-10-08

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Pleasant Valley Motel - 42 Stockbridge Rd

West Stockbridge, MA 01266

• Motel
• Hospitality for Sale
• $764,623 CAD
• 12,488 SF

West Stockbridge Hospitality for Sale

Here's a rare opportunity to own a classic roadside motel with strong potential in a popular small-town tourist destination. This 17-room property, complete with an on-site owner's quarters, offers a solid foundation for renovation or rebranding. The motel has been operating for many years and continues to welcome repeat travelers, but it would benefit from fresh energy and cosmetic updates to reach its full potential. With steady local tourism and limited lodging competition, there's plenty of room to grow revenue through improved marketing, refreshed rooms, and updated amenities. Located near shops, restaurants, and popular area attractions such as Tanglewood, Edith Wharton House, Norman Rockwell Museum, and many others. The attached owner's quarters make it ideal for an owner-operator ready to bring new life to a proven business model. With 17 guest rooms in varying condition ready for upgrades with an on-site owner's living quarters for convenient management. Consistent occupancy with potential to increase rates and bookings complete with ample on-site parking and highway visibility. This property offers an ideal renovation or repositioning opportunity for hands-on owner or investor. This is your chance to acquire a well-located motel with plenty of upside  an affordable entry into the hospitality market with strong potential for return on investment once updated. Pool is not currently functional.

Contact:

Stone House Properties

Property Subtype:

Hotel

Date on Market:

2025-11-03

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