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21 Photos
ALDEN COUNTRY REAL ESTATE SERVICES

An exceptional opportunity awaits at this high-visibility location in the heart of Sheffield. With decades of history as a landmark restaurant with a proven track record, this versatile space is perfectly suited for a variety of business ventures. Whether you envision a casual dining establishment, gastro-pub, brewpub, farm-to-table concept, takeout hub, or catering operation, this property offers the ideal setting. With steady traffic and strong community presence, 650 N. Main St. is ready for its next chapter--bring your vision to life in this sought-after location.


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RED HORSE REAL ESTATE
$625,000
3 BD | 4 BA
Residential - Single Family

Stunning contemporary high-tech home. Custom built. Ideal for entertaining and large gathering. The spacious living room flows into an open dining and large kitchen with stainless & granite. Primary bedroom and full bath along with a 2nd bedroom and full bath plus laundry are all on the first floor. 3rd bedroom and full bath are in the loft and 2 extra rooms; full bath and a huge family room are downstairs. This also would be a perfect Air B & B. Charging station, fiber optics. Beautiful creamy wood floors and vaulted high ceilings, custom shaped windows throughout the house bring in beautiful day light. Two Ponds for kayaking & swimming are walking distance. Central A/C, propane heat. Circular driveway, Southern exposure. Roof solar system owned. MUST SEE.


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RE/MAX TRANSITIONS
$625,000
4 BD | 2 BA
Residential - Single Family

Experience the ultimate in lakeside living with this stunning 4-bedroom, 2-bath home in the coveted Otis Wood Lands community. This property offers a perfect blend of comfort and entertainment, featuring spacious sun-filled rooms and a sprawling deck ideal for relaxation and gatherings. Enjoy the convenience of a fully furnished home, complete with game room favorites like pool and air hockey tables. Modern amenities include energy-efficient heat pumps, remote-controlled security systems, and Alexa-compatible features for added convenience. Step outside only seconds away to discover the private beach and swimming area, perfect for launching your canoe or kayak. The community boasts a wealth of recreational options, including a great lodge for social events, a fitness center, tennis and


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STONE HOUSE PROPERTIES, LLC
$625,000
4 BD | 3 BA
Residential - Single Family

Set on 3 private, beautifully landscaped acres in the heart of Richmond, Massachusetts, 1772 Swamp Road offers the perfect blend of space, comfort, and potential. This 4-bedroom, 2.5-bath home provides a solid foundation, flexible floor plan, and updates in all the right places including a newer furnace, metal roof, and whole-house generator giving you peace of mind and room to make it your own.Inside, a bright, spacious layout welcomes you with multiple living areas that offer flexibility for everyday living, entertaining, or working from home. The large living room features a propane insert, while a second wood-burning fireplace in the primary suite creates a cozy retreat. And the sunroom has the best Berkshire views! Upstairs, you'll find four comfortable bedrooms,


54 Photos
WILLIAM PITT SOTHEBY'S - GT BARRINGTON
$630,000
4 BD | 3 BA
Residential - Single Family

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!


54 Photos
WILLIAM PITT SOTHEBY'S - GT BARRINGTON

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!


54 Photos
WILLIAM PITT SOTHEBY'S - GT BARRINGTON

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!


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LANCE VERMEULEN RE, INC
$630,000
4 BD | 3 BA
Residential - Single Family

Fantastic 4 BR Otis Wood Lands Contemporary situated at the end of a cul-de-sac close to all community amenities! This spacious home has great spaces for family and friends. Price includes furniture. Community amenities include pool, tennis/pickleball courts, fitness room, playground, lodge, lake and beach. New septic in 2023, new hot water heater 06/2025, new roof 2003. $4,000 reserve fund fee due from buyer at closing.


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NON-MEMBER / RECIPROCAL
$631,000
3 BD | 2 BA
Residential - Single Family

An exceptional 58.9-acre property along scenic Mohawk Trail in Charlemont! This unique property includes a spacious 7-room, 3-bdr, 2-bath ranch, plus a 2-family home with a 1-bdr apartment and a flexible 2-4-bdr unit. Potential to add a third property or a development. The property holds incredible development value, and the town is eager for new growth. Beyond the homes, enjoy river views, a private pond, and even your own mountain. Permitted uses include farming, livestock, solar, greenhouses, forestry, and accessory dwelling units. Convenient to campgrounds, inns, restaurants, retail, recreation, and more. Also rafting, skiing, biking, hiking, fishing, and snowmobiling right at your doorstep-plus Berkshire East Mountain Resort, rivers, and year-round attractions minutes away. Whether


43 Photos
STONE HOUSE PROPERTIES, LLC
$635,000
5 BD | 4 BA
Residential - Single Family

Large home with room for everyone! This 5 bed 4 bath (2 full/ 2 half-both half baths are on the first floor) home features 2 kitchens, 2 living rooms, and 2 dining rooms as it was once a 2 family home. 2 family potential or make it a seasonal rental, as the potential is there. It's spacious, bright, has a beautiful wrap around rocking chair porch, two enclosed porches, a big barn, just under 3.5 acres to farm or relax on. Sit by the fire pit at night, walk across the street to join the Corkscrew Rail Trail which extends all the way up through Stephentown! Very close to restaurants, brew pubs, and stores in town including a year-round farmer's market store and Woodlife. Minutes to Berkshire County, the TSP, about 30 minutes to Albany, @15 minutes to Jiminy Peak


51 Photos
BURNHAM GOLD REAL ESTATE, LLC

Welcome to a rare and exciting opportunity to own and operate a successful, fully established doggy daycare business--The Greylock Canine Club--situated on 17 acres of private, scenic countryside. This turnkey property combines residential comfort, commercial opportunity, and expansive natural surroundings, offering the perfect setting for a passionate pet care entrepreneur, investor or developer. Surrounded by hundreds of acres of abutting state-owned land, this property offers privacy, serenity, and room to grow--both personally and professionally. The land features a mix of open space, wooded areas, and well-maintained play zones designed specifically for canine care and enrichment.


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BOOTSTRAPS REAL ESTATE

TAKE WHITE'S LANE ACROSS A BRIDGE SPANNING A STREAM. FOLLOW THE RISE OF TWO HILLS WITH VIEWS OF THE GREENWAY. PASS THROUGH A SMALL WOODS AND A STONE FENCE TO THE HOUSE SITE WITH BEAUTIFUL VIEWS OF SIX ACRES OF OPEN FIELDS, THE GREENWAY, AND A PANORAMIC EASTWARD VIEW OF EAST MOUNTAIN AND BEARTOWN STATE FOREST. PLEASE SEE SUPPLEMENT FOR MORE INFORMATION ABOUT THIS VERY SPECIAL ENVIRONMENT.


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Compass Massachusetts, LLC
$649,000
3 BD | 2 BA
Residential - Single Family

LOCATION LOCATION LOCATION! Nestled on a quiet dead-end street near the Great Barrington Food Co-op and River Walk, this beautifully maintained Victorian blends charm and convenience. Inside, you'll find many original details, including hardwood floors, classic moldings, and a welcoming wrap-around front porch. The updated kitchen features a cozy breakfast nook, and very recent improvements include a new roof, new gutters, refinished floors, and fresh interior paint throughout.A standout feature is the radiant-heated workshop/studio. The studio space offers two separate vaulted rooms (each approx. 12' x 12'), loft storage, a bathroom w/slop sink, and dedicated electrical service--ideal for creative pursuits.


55 Photos
LANCE VERMEULEN RE, INC
$649,000
5 BD | 3 BA
Residential - Single Family

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.


55 Photos
LANCE VERMEULEN RE, INC
$649,000
5 BD | 3 BA
Multi-Family

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.


34 Photos
COLDWELL BANKER COMMUNITY REALTORS
$649,000
3 BD | 2 BA
Residential - Single Family

Experience the best of log home living on this picturesque 112-acre countryside getaway, ideal for outdoor enthusiasts and nature lovers alike. Surrounded by stunning mountain views, the property features a network of wood roads, seasonal streams, and abundant wildlife creating a peaceful haven. Located just minutes from Berkshire East Resort, offering downhill skiing & mountain biking, or enjoy the scenic Deerfield River, known for excellent fishing and whitewater rafting. With endless opportunities for year-round recreation, this property is a true four-season retreat. Inside, the spacious great room welcomes you with a cathedral ceiling & sliding glass doors that frame breathtaking views. The open kitchen and dining area seamlessly connect to the living space and a generous deck,


57 Photos
LANCE VERMEULEN RE, INC
$649,000
3 BD | 4 BA
Multi-Family

Exceptional Multi-Use Property. Spacious commercial space complemented by a fully renovated two-bedroom apt. Strategically positioned in a high-traffic location - minutes to bustling Great Barrington - this 4,892 SF property has outstanding potential. Versatile main floor ideal for various commercial ventures, while the residential units provide excellent live/work opportunities. In addition, the property features a separate 1 BR apt. & 2 oversized detached garages, all of which have generated steady rental income. Recent upgrades (electrical, plumbing, HVAC, septic system, and most windows) ensuring modern efficiency. With a proven history of strong income across all units this property presents a great opportunity to run a business while leveraging rental revenue to support your vision.


74 Photos
LANCE VERMEULEN RE, INC

Exceptional Multi-Use Property. Spacious commercial space complemented by a fully renovated two-bedroom apt. Strategically positioned in a high-traffic location - minutes to bustling Great Barrington - this 4,892 SF property has outstanding potential. Versatile main floor ideal for various commercial ventures, while the residential units provide excellent live/work opportunities. In addition, the property features a separate 1 BR apt. & 2 oversized detached garages, all of which have generated steady rental income. Recent upgrades (electrical, plumbing, HVAC, septic system, and most windows) ensuring modern efficiency. With a proven history of strong income across all units this property presents a great opportunity to run a business while leveraging rental revenue to support your vision.


50 Photos
LANCE VERMEULEN RE, INC
$649,000
4 BD | 3 BA
Residential - Single Family

Check out this unique opportunity to own a historical gem in the heart of Colebrook. This beautiful antique Colonial sits on five fairly level acres which encompasses a pond, many fruit trees and berry bushes. Perfect for a growing family or someone looking for a country retreat with Norman Rockwell views. The ''Cooper House'' is a historical icon in this town; a perfectly located corner lot that is equal distance to Great Barrington, MA and Torrington, CT, and only minutes to Winsted and Norfolk, CT. Close to skiing, shopping, restaurants, town Community center, post office, town pond and newly renovated Colebrook Store. This charming town has a close community feel. Don't miss your chance to own a piece of history. Make sure to set up your showing today!


47 Photos
PAULA MCLEAN REALTORS INC.
$649,000
4 BD | 3 BA
Residential - Single Family

This one owner home has been a family treasure since 1981 and now it can be yours. Sited on nearly one level acre and abutting farmland the location is ideal. An inviting sunroom addition beckons you to relax. A family room with gas fireplace is open to the oak cabinet kitchen. Hardwood floors, 2 car attached garage, four bedrooms and 2.5 baths within. Brand new heating/cooling systems in 2025, central vac too! Plan a private viewing now.

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