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.

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.

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.

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,

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.

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!

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.

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

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.

In the heart of the Berkshires, this exceptional 50+ acre parcel presents a rare opportunity steeped in natural beauty and historical significance. With three approved building lots already in place, the property offers incredible potential--for development, investment, or the creation of a private multi-residence retreat. Bordering the picturesque Stevens Glen and abutting conserved lands, the site provides unmatched serenity and long-term preservation of its surroundings. Several elevated locations offer ideal opportunities with sweeping views across the valley.Perfectly situated for both privacy and convenience, this remarkable lot is just minutes to Tanglewood, downtown Lenox, Stockbridge, and the region's world-renowned cultural and recreational attractions. A legacy property!

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.

Significant Price Adjustment: Rare opportunity to locate your business in a prime downtown location close to North St., banking, grocery store, pharmacy and residential neighborhoods. At 5,496 sq.ft. this property offers a combination retail and warehouse with high ceilings and lots of natural light from the large windows located on the front of the building. Prominent signage options with high volume traffic counts. Off street parking lot provides plenty of options for customers and employees. Rear industrial door provides access with an interior caged pen for security. Owner financing can be considered. Zoned within the Downtown Creative District-see documents for more detail.

Nestled on a peaceful street, this inviting 3 bedroom, 1.5 bath home offers the perfect blend of comfort and convenience. Step inside to find a bright and welcoming living space filled with natural light, a cozy dining area, and a functional kitchen ready for your personal touch. The three bedrooms provide plenty of room for family, guests, or a home office, while the updated half bath adds extra convenience.Enjoy morning coffee on the front porch or unwind in the private backyard--ideal for relaxing or entertaining. With sidewalks leading straight to town, you'll love being just a short stroll from shops and restaurants, all while enjoying the tranquility of a quiet neighborhood setting.Move-in ready and full of charm, this home offers small-town living at its best.

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.