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 option for renovation or rebranding or to convert to housing. 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.

A rare opportunity to acquire an established 11.90± acre campus in Lenox, Massachusetts, with substantial existing institutional infrastructure and educational use permitted by right within the property's R1A residential zoning district. At its center is Overlee, a distinguished Berkshire estate built in 1903 for Samuel Frothingham and designed by Adams & Warren in an Elizabethan/Jacobean Revival style. The historic mansion has served as the academic and administrative center of the Hillcrest Educational Center, with classrooms, offices, and gathering spaces accommodated within its substantial footprint.

349 Old Stockbridge Road and 40 Frothingham Crossing together represent a rare 16.76± acre contiguous institutional campus and redevelopment opportunity in the heart of Lenox--one of the Berkshires' most established and sought-after destination markets. At the center of the offering is Overlee, a distinguished Berkshire estate built in 1903 for Samuel Frothingham and designed by Adams & Warren in an Elizabethan / Jacobean Revival style. Over time, the estate evolved into a fully integrated campus, thoughtfully organized around the original mansion and supported by a collection of dormitory residences, academic and administrative buildings, dining infrastructure, and recreational facilities.

Set on over 36 scenic acres in the heart of the Berkshires, a rare opportunity to own a thriving hospitality property including a stately, welcoming historic country inn. With it's blend of pastoral charm, history, and modern amenities, the property delivers a solid bottom line income with exceptional upside for future growth. The property includes two parcels with the Inn and Owner/Manager Home, and large Barn. The inn features 11 guest units, including 5 suites, 5 guest rooms, and a lovely private cottage. All accommodations have updated baths, some rooms with soaking tubs, and fireplaces. Generous guest common space inside and out including a lovely in ground pool and lovely walking path through a three season field of wildflowers. The Inn website is: www.devonfield.co

East Hill Farm is a complete 1798 estate, a working farm if one wants. Generations of gardens, a pool, tennis court, trails, pond and pasture abut state forest and protected land. The farmhouse's 5,000 sf core is museum-quality restored, gracious, not precious. A 1790s barn moved from Amherst and rebuilt here, and a 1930s Arabian horse barn turned into four duplex guest residences with 4 kitchens, 10 bedrooms, and ceilings to 20 feet over 6,668 sf, sit on 227 acres. Five minutes from the Southfield Store, six from Gedney Farm and the Old Inn on the Green, eighteen from Great Barrington, its setting suits weddings, retreats, wellness, and hospitality. Any commercial, non-agricultural use is subject to the issuance of a special permit by the Town of New Marlborough.

The Wheatleigh: Former 5 Star Forbes Travel Property and 'Leading Hotel of the World', this Gilded Age masterpiece sits on over 21 acres overlooking Stockbridge Bowl. Designed in 1893 by Peabody & Stearns, this 16th-century Florentine palazzo features stunning grounds by Frederick Law Olmsted. At Tanglewood's doorstep, this 25,000+SF architectural sanctuary marries timeless grandeur with 21st-century luxury. The majestic layout boasts a soaring Great Hall, Parlor, 3 formal Dining Rooms, Wine Cellar (6,500-bottle cap.), meeting rooms, Gym, and 19 Guest suites. Breathtaking porticos frame panoramic vistas, while rolling lawns and mature gardens present paths to the Pool and Tennis Court. This iconic Inn offers utmost privacy, a deeply rich cultural heritage, and unmatched Berkshire elegance.