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.

Beautiful early 1900's colonial farm house with deeded agricultural and horticultural rights offering 2,104 sq ft of classic charm on a picturesque 2.3-acre lot. Spacious 4-bedroom, 2-full-bath home is close to the state forest with access to mountain biking and hiking trails. Main level includes a bright living room, formal dining room, and a generous kitchen with great storage. High ceilings, original details, and large windows bring warmth and character throughout. Upstairs are four well-sized bedrooms and a second full bath, plus bonus unfinished space in the attic ideal for an office, studio, or playroom. Enjoy the expansive private yard with pastoral views and a pond. The back deck is perfect for outdoor dining or relaxing. Very private but also close to downtown. Motivated sellers

Historic village living at its finest. This expansive Turn-of-the-Century Sheffield home is rich with original detail, from its warm wood floors to a magnificent fieldstone fireplace. The property boasts a large, private yard, offering ample space for gardening, recreation, or outdoor entertainment. A substantial barn on the property provides excellent potential for a workshop, studio, or extra storage. Inside, enjoy abundant natural light in the glassed-in sunroom or relax on the multiple porches and decks. A key feature is the large, private in-law apartment, perfect for multi-generational living or rental income. Ideally located in the heart of Sheffield village, you'll enjoy the comforts of downtown just steps from your doorstep.

Historic village living at its finest. This expansive Turn-of-the-Century Sheffield home is rich with original detail, from its warm wood floors to a magnificent fieldstone fireplace. The property boasts a large, private yard, offering ample space for gardening, recreation, or outdoor entertainment. A substantial barn on the property provides excellent potential for a workshop, studio, or extra storage. Inside, enjoy abundant natural light in the glassed-in sunroom or relax on the multiple porches and decks. A key feature is the large, private in-law apartment, perfect for multi-generational living or rental income. Ideally located in the heart of Sheffield village, you'll enjoy the comforts of downtown just steps from your doorstep.

A Berkshire landmark ready for its next chapter. Once home to the beloved BONDHU and Mill on the Floss restaurants, this multi-use property offers endless opportunity — from a charming single-family residence to a live/work haven, a boutique inn, or a luxury destination dining experience reborn. The second-floor living quarters feature four bedrooms, including a primary suite, plus an open living and dining area. A chef's kitchen with granite countertops and high-end stainless steel appliances completes the space. Perfectly situated along the scenic Route 7 corridor between Williamstown and Pittsfield, this one-of-a-kind property invites vision and imagination to bring it to life once again. Call today for a private tour!

A Berkshire landmark ready for its next chapter. Once home to the beloved BONDHU and Mill on the Floss restaurants, this multi-use property offers endless opportunity — from a charming single-family residence to a live/work haven, a boutique inn, or a luxury destination dining experience reborn. The second-floor living quarters feature four bedrooms, including a primary suite, plus an open living and dining area. A chef's kitchen with granite countertops and high-end stainless steel appliances completes the space. Perfectly situated along the scenic Route 7 corridor between Williamstown and Pittsfield, this one-of-a-kind property invites vision and imagination to bring it to life once again. Call today to schedule your private tour!

A Berkshire landmark ready for its next chapter. Once home to the beloved BONDHU and Mill on the Floss restaurants, this multi-use property offers endless opportunity — from a charming single-family residence to a live/work haven, a boutique inn, or a luxury destination dining experience reborn. The second-floor living quarters feature four bedrooms, including a primary suite, plus an open living and dining area. A chef's kitchen with granite countertops and high-end stainless steel appliances completes the space. Perfectly situated along the scenic Route 7 corridor between Williamstown and Pittsfield, this one-of-a-kind property invites vision and imagination to bring it to life once again. Call today to schedule your private tour!

Have you been dreaming of fun on Stockbridge Bowl? The time is now! Built in 2011, this lovely home is directly across the street from the beloved town beach and affords water views from most windows. Offering 4 seasons of single-level living, 3 BR, 1 full BA, a well appointed kitchen and gracious living spaces. The unfinished walk-out lower level is the perfect place to store your kayaks, and could be finished to offer more living space. There is plenty of off-street parking above and below the home. You are mere moments to Tanglewood's Lions Gate and the very best of the Berkshires. Would make a great rental, or a wonderful family retreat to make memories for years to come. Town sewer, private well, radiant heat, and energy efficient construction, all in a location that can't be be beat!

Don't miss this one. Prime downtown Great Barrington. Over 5000sq ft, land with building. Can be expanded. Private Parking. Ready for your finishing. Why rent- invest.

Move-in ready and filled with upgrades, this southeast Pittsfield colonial home offers five bedrooms and flexible living space. The first floor includes a bedroom and full bath, while the second floor features a primary ensuite plus three additional spacious bedrooms. Enjoy a beautifully landscaped, very private backyard with an above-ground pool and convenient access from the kitchen deck--perfect for summer entertaining. The finished basement recreation room w/660 sq.ft. is included in total sq.ft. Centrally located, the home is approximately 10 minutes from major shopping centers and less than 10 minutes to Lenox center and Tanglewood.

Meticulously maintained and lovingly cared for, this spacious four-bedroom, two-and-a-half-bath home offers the perfect combination of comfort, quality, and location. Featuring generously sized rooms throughout, this home provides ample space for both everyday living and entertaining. Pristine wood floors lie beneath the carpeting, offering the opportunity to uncover their timeless beauty. Recent improvements, including a new roof, providing peace of mind, while gas heat and central air conditioning ensure year-round comfort. Set in one of the area's most desirable neighborhoods and within a highly sought after school district, this property offers a truly special connection to its surroundings.

Discover a prime investment opportunity at 110-118 Lincoln Street in Pittsfield! This well-maintained property features four spacious units, each offering three bedrooms and one bath--perfect for attracting reliable tenants. With separate utilities for each unit, managing expenses is seamless. Ample off-street parking ensures convenience for all residents, enhancing the living experience. Ideal for investors or those looking to enter the rental market, this property will be delivered vacant at closing, allowing for immediate occupancy or renovations. Don't miss out on this fantastic chance to secure this valuable asset.

Stunning and beautifully designed three-level end unit condominium with luxury finishes throughout. Enter into an open-concept main level, highlighted by gleaming hardwood floors, recessed lighting, and expansive windows that flood the space with natural light. The kitchen offers stainless steel appliances, granite countertops, and custom cabinetry. The spacious living and dining areas are perfect for entertaining, with easy access to a private screened in porch. Primary bedroom with en suite offers one level living if desired along with a walk-in closet with ample storage. Upper level includes oversized entry room that allows for a wide-range of functionality. Two additional bedrooms with large closets and a full bathroom. Finishing off in the lower level is a tremendous family room with

Stunning and beautifully designed three-level end unit condominium with luxury finishes throughout. Enter into an open-concept main level, highlighted by gleaming hardwood floors, recessed lighting, and expansive windows that flood the space with natural light. The kitchen offers stainless steel appliances, granite countertops, and custom cabinetry. The spacious living and dining areas are perfect for entertaining, with easy access to a private screened in porch. Primary bedroom with en suite offers one level living if desired along with a walk-in closet with ample storage. Upper level includes oversized entry room that allows for a wide-range of functionality. Two additional bedrooms with large closets and a full bathroom. Finishing off in the lower level is a tremendous family room with

Welcome to 551 Tamarack Road! A beautifully updated and maintained Cape-style home, nestled on 1.28 acres in picturesque Pittsfield, MA!This charming 4-bedroom,2-bath residence boasts a perfect blend of modern amenities and classic charm. Step inside to discover a spacious, light-filled living area, ideal for gatherings and relaxation.The eat in kitchen features contemporary finishes and ample storage, seamlessly connecting to the dining area. Enjoy the convenience of 2 well-appointed bathrooms and generously sized bedrooms, perfect for family and guests.Outside, the expansive yard offers endless possibilities for outdoor activities, gardening, or simply enjoying nature.Meticulously maintained and set in a peaceful setting, this home is a true gem just waiting for you to make it your own!

Step back in time at this remarkable 1768 antique Colonial set on approximately 7 acres in scenic Blandford. Formerly the Baird Tavern, was the home for the family for many years and more recently it was used as a bed and breakfast. Rich with character and historic charm, this 4-bedroom, 2.5-bath home offers approximately 2,920 square feet of living space, featuring original post-and-beam construction, wood and pine flooring, and three fireplaces. The property offers an exceptional opportunity for those seeking space, privacy, and the potential for a hobby farm or equestrian use, with a barn/stable, storage shed, and horses permitted. A new septic system with Certificate of Compliance to be installed prior to closing.

Discover the charm and character of this 1980\text{s}-built home in Windsor, thoughtfully constructed on an original stone foundation. Set on approximately 2.5 acres, the property offers a blend of historic detail, comfortable living space, and a scenic setting. The home features three bedrooms and three full bathrooms, along with a fireplace that adds warmth and character to the living area. The original stone foundation provides a distinctive architectural element, while the acreage offers room to enjoy the surrounding outdoor space. A unique opportunity to own a property with period appeal, flexible living space, and a generous Windsor parcel

Building has been used as an antique business for the last 50 years. Seller had previously lived in the upstairs apartment. Located across the street from Mend and Calgary's and .5 miles from downtown Great Barrington. Selling as is, business and inventory for sale separately - negotiable with owner.

An iconic Great Barrington landmark, the beloved ''Little Store'' offers a rare opportunity to own a high-visibility commercial property on Main Street in one of the Berkshires' most vibrant downtown corridors. Ideally positioned just a short stroll to the center of Great Barrington, this property enjoys steady foot traffic and exceptional exposure among restaurants, boutiques, galleries, and year-round community activity. Home to a well-established antique business for over 50 years, the space offers flexibility for a wide range of future uses — retail, gallery, studio, specialty food shop, office space, or a creative mixed-use concept (buyer to verify use). An upstairs apartment was previously owner-occupied, presenting potential for live/work convenience or additional income.

Little Acorn House - a warm and inviting Otis Wood Lands Contemporary with three bedrooms and three full bathrooms. The dappled morning light brightens the open kitchen/living/dining area. A spacious four-season room, bedroom and full bath complete the main floor. Second floor includes two bedrooms and a full bathroom. Walk-out lower level with great game room space, office/den and full bathroom. New roof 08/2026. Association amenities include pool, tennis/pickleball courts, fitness room, lodge, playground, beach, and lake for non-motorized boats. $4,000 reserve fund fee due from buyer at closing. Dishwasher does not work. Wood stove disconnected prior to closing.