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

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.

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.

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.

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.

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.

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.

Fully renovated, well-maintained, multi-use building in prime location with sparkling retail space, offices and more! The current showroom is bright & sunny with a large quartz sales counter, display shelves, spot lights, fresh paint & modern pendant lighting. All four floors are finished, creating an ideal setup for a live-work opportunity. Highlights include: large parking lot, handicap accessible ramp, handicap 1/2 bath on main floor, & finished attic. Finished basement w/ vault & video security system has ample room for storage. The metal roof, boiler, emergency generator & mini splits were all installed in 2019. The building's total of 3000 sq ft is based upon renovations. (See floor plans in documents.) B2 zoning offers many options for permitted use! (See GB bylaws in documents

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

Beautiful two bedroom, two bath condo perfectly situated in the center of Lenox, Massachusetts-the cultural heart of the Berkshires. Enjoy high Ceilings, beautiful wood floors, large windows, and abundant natural light throughout. The spacious layout features a gas fireplace, granite countertops, and a gas stove in the modern kitchen. The inviting living room opens to a private balcony, perfect for relaxing outdoors. the primary suite includes an ensuite bath. Additional highlights include in unit washer and dryer, on-demand hot water, natural gas heat, and a large storage unit, your own parking space behind the building and access to a beautiful Exercise room for all condo owners. A rare combination of comfort, style, and convenience in one of the Berkshires most desirable towns.

Investors zoom in on this property, we have an income producing property. 3 of the 4 units are rented and all tenants are all current. The 4th unit is open for one more tenant. Property has been remodeled, we have a new roof with warranty, foundation work to reinforce this property, new floors in all the units, bathrooms are renovated, the entire interior has been repainted, Kitchen remodel, New stove and refrigerator, New heating circulator pumps installed for all units, necessary plumbing upgrades throughout.

1.8 acre site. Zoned Commercial/Industrial. Several buildings on the site.

Step into this beautifully updated 3-bedroom, 3-bathroom retreat nestled in one of Jiminy's most family-friendly neighborhoods. 2 bedrooms and 2 Full baths on the 1st floor. The open-concept living area features floor-to-ceiling windows that flood the space with natural light, highlighting the elegant hardwood flooring and cozy fireplace. The gourmet kitchen boasts quartz countertops and top-of-the-line stainless steel appliances, perfect for entertaining. The primary suite offers a spa-inspired bathroom with a walk-in shower. Outside, the meticulously landscaped, fenced-in patio provides a private sanctuary, complete with plenty of room for al fresco dining. Enjoy the convenience of being just a short walk from the slopes and local shops. This captivating property won't last long.

Beautifully updated 4-bedroom, 2.5-bath colonial located on a quiet dead-end street with easy access to both Lenox and Pittsfield. This home offers a perfect blend of classic design and modern comfort. The kitchen features an expansive island with granite counter tops and stainless-steel appliances which flows seamlessly into the informal dining room, family room, and sunroom--ideal for everyday living and entertaining alike. Formal living and dining spaces are filled with natural light from oversized windows. Upstairs, the spacious primary suite is highlighted by a stunning designer bath with radiant heat and a walk-in shower. Three additional generously sized bedrooms share a beautifully finished full bath.

Charming in-town farmhouse enhanced by a modern addition offering the perfect blend of character and contemporary living. The addition features a primary bedroom with walk-in closet & en-suite bath, a second full bathroom, and a bright open-concept kitchen, living, and dining area ideal for everyday living and entertaining. The former main house hosts a den area with access to the enclosed front porch, office space with 2 bedrooms & half bath on the second floor. The home is filled with natural light, highlighted by four sliding glass doors that open directly to the deck and backyard, creating seamless indoor-outdoor living. Enjoy a sunny, in-town location, situated on an over-sized lot, just minutes from Williamstown Elementary School, Williams College, and the bike trail.

Set within the region's most celebrated mill conversion, Loft 207 at Greylock WORKS is a beautifully scaled 1BR | 1.5BA + Study Berkshires residence offering 1,250 SF of luminous, corner-exposure living. With 12.5-foot ceilings, expansive proportions, and oversized windows drawing natural light from two sides, this refined home blends industrial authenticity with contemporary design, creating a generous and distinctly modern loft environment.The open kitchen and the generous living and dining area showcase the architectural character of the original mill: gorgeously restored hardwood floors, hand-burnished structural elements, and regionally sourced schist countertops selected by the project's architects to elevate the building's historic textures.

Discover the timeless allure of 'The Turning Point,' a quintessential Berkshire retreat nestled in the hills of Great Barrington. Originally a 1800's stagecoach stop, this enchanting 3600-square-foot property boasts a rich history as a thriving inn, short-term rental and home, offering 7 bedrooms and 6.5 bathrooms. Immerse yourself in its New England charm, complete with a wood stove, propane fireplace, wide plank floors, large kitchen, first floor bedroom, office and a welcoming floorplan emanating warmth and comfort. Perfectly situated mere moments from Butternut Basin (one of the Berkshires top ski destinations) and a short drive from vibrant downtown Great Barrington, this charming sanctuary invites you to experience the best of Berkshire living.

Tucked into the rolling hills of Great Barrington, The Turning Point has been welcoming travelers for more than two centuries. In the 1800s, stagecoaches once paused here--horses rested, stories were traded, and journeys quietly shifted direction. That spirit of arrival still lingers.Now spanning 3,600 square feet, this historic Berkshire retreat has lived many lives: a bustling inn, a beloved home, a place where people gathered, stayed a while, and never quite forgot how it made them feel. With 7 bedrooms and 6.5 baths, the house unfolds with an ease that invites connection and retreat in equal measure.The bones are here--wide-plank floors, glowing fireplaces, generous rooms, and a layout designed for connection. What it needs is someone who sees beyond what it is today and imagines

Location, location, location - one of the nicest roads in the county, more bicycle riders than cars. Classic NE Farmhouse with many recent updates Energy Efficient Heat and Cooling Electric Pumps, Solar Panels ($114/month), newer kitchen appliances, a cook's designed kitchen with stainless steel counters, two sinks, high ceiling, lots of glass and light overlooking a stream in the back yard, wildlife. 1st floor master bedroom, bath and laundry offering main floor - no step living. Old Barn for additional storage, work shop.