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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!


32 Photos
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.


22 Photos
NON-MEMBER / RECIPROCAL
$632,000
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.


52 Photos
RED HORSE REAL ESTATE, LLC
$639,000
4 BD | 4 BA
Residential - Single Family

There's room for everyone in this four bedroom contemporary cape set on 13+ acres. Designed by the owner for one level living, the lower and upper levels feature full baths, additional bedrooms and a second living area. Highlights of the main level include a private office, screened porch, deck, laundry & attached garage. The main floor living area incorporates a living room with gas fireplace, a defined dining area, the kitchen with granite counters, stainless steel appliances, an island with breakfast bar and a pantry. French doors open on to the deck, a hallway leads the primary bedroom suite with walk in closet. A few minutes walk to the Harrington Woods inground swimming pool and tennis/pickleball court, less than one mile to downhill skiing at Otis Ridge.


8 Photos
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.


31 Photos
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.


15 Photos
FRANZ J. FORSTER R. E.
$649,000
3 BD | 1 BA
Residential - Single Family

Discover a truly exceptional opportunity to own a spacious 3-bedroom seasonal cottage on 1.3 acres of uniquely private land in one of the Berkshires' most desirable lakeside enclaves.Nestled in the serene and exclusive Beachwood community on Stockbridge Bowl, this property offers the perfect balance of natural beauty, privacy, and cultural access. Residents enjoy steps to a private beach, tranquil surroundings, and proximity to the region's finest cultural destinations.The home's inviting open-concept layout features a bright kitchen, dining, and living area centered around a cozy fireplace. Cathedral ceilings, updated appliances, and thoughtful upgrades throughout add modern comfort to this classic retreat


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.


12 Photos
LAMACCHIA REALTY, INC

This approximately 155-acre Berkshire nature preserve has enough frontage on Johnnycake Hill Road to accommodate four building lots. Nestled in the beautiful corner of the world where the Pioneer Valley meets the Berkshire Hills, the property is ideal for a myriad of outdoor uses including horseback riding and cross-country skiing. The land contains well over a mile of logging trails and old roads, past old house and school foundations, wells, and stone walls enclosing abandoned sheep pastures. The property is up the hill from the Chester Theatre, and within easy reach of many cultural venues including Jacob's Pillow, the Mahaiwe, Tanglewood, Mass MoCA, and the vibrant four college community. This peaceful hardwood forest offers a natural wildlife habitat,and significant timber value


43 Photos
FAIRGROUND REAL ESTATE
$650,000
3 BD | 2 BA
Residential - Single Family

WONDERFUL CONTEMPORARY HOME '' ON THE HILL'' IN GB. CONSIDERED ONE OF GB'S MOST DESIRED AREAS. ENJOY THE CONVENIENCE OF BEING CENTRALLY LOCATED TO SHOPPING, RESTAURANTS, AND ENTERTAINMENT ARE JUST WALKING DISTANCE TO ONE OF NEW ENGLAND'S BEST DOWNTOWN AREAS.THIS OPEN CONCEPTED HOME OFFERS GREAT NATURAL LIGHT AND THE ABILITY AND OPPORTUNITY TO COMMUNE AND ENTERTAIN.THREE BEDROOMS- MAIN BEDROOM OFFERS EN SUITE FULL BATHROOM. ADJACENT IS A GOOD-SIZED BEDROOM WITH CLOSET AND SKYLIGHT. ACROSS THE HALL IS A FULL BATHROOM WITH LAUNDRY FACILITIES. THE THIRD BEDROOM IS HUGE WITH LOFT AREA WHICH COULD EASILY DOUBLE AS A DEN, STUDY, TV ROOM OR MEDITATION AREA.

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