W.E.B. Du Bois Regional Middle School, MA Homes for Sale
Prime Commercial / Residential / Multi-Family Space in Downtown Housatonic! A chance to create a central hub for commerce and discover the endless possibilities with a versatile commercial space. Spanning 2,950 square feet, this property offers a unique opportunity to breathe new life into the area and create a thriving business hub. Ready to be transformed into a cozy coffee shop, a vibrant meat market, an eclectic antique shop, or a handy bike repair shop. The space is a blank canvas, ready for your innovative ideas and entrepreneurial spirit to put Housatonic back on the map.
W.E.B. Du Bois Regional Middle School, MA Homes for Sale
Luxury Living in the Heart of the Berkshires nestled on a picturesque cul-de-sac with access to community pool, this stunning new construction spans 4200 sf, located less than a mile from downtown Great Barrington. The home welcomes you through a covered portico into a soaring cathedral great room, bathed in natural light from a wall of windows overlooking lush woodlands and a screened porch. The open-concept layout seamlessly connects the living, dining, and kitchen areas, perfect for both entertaining and everyday living. The gourmet kitchen features top-of-the-line appliances, quartz countertops, and a spacious island. A split-bedroom design ensures privacy, with a luxurious primary sui
W.E.B. Du Bois Regional Middle School, MA Homes for Sale
This beautifully renovated 3-bedroom, 2-bathroom Craftsman home combines timeless charm with modern updates. Located in a desirable in-town location, this property offers a perfect balance of convenience and character, complete with a fenced-in yard, a detached 2-car garage, and town water/sewer. The stunning craftsmanship is immediately evident with a gorgeous wrap-around porch featuring elegant mahogany decking & beautiful masonry details. The porch provides a perfect place to relax and entertain. The homes historic charm blend seamlessly with the newly updated kitchen and bathrooms. The kitchen is a true highlight, boasting sleek countertops, modern cabinetry, and high-end applianc
$719,000
3 beds2 baths1,638 sq ft
19 Gilmore Ave, Great Barrington, MA 01230
0.52 acre lot • 2 garage spots • Somewhat walkable
W.E.B. Du Bois Regional Middle School, MA Homes for Sale
OUTSTANDING GB ''ON THE HILL'' LOCATION AT A GREAT PRICE ! Use your creativity to make this terrific property all that it can be. The attractive kitchen/dining area features high ceilings, plenty of natural light, and easy access to a private back deck. The living room is spacious and has a little library off of it. Almost all of the first floor windows have been updated. The second floor consists of a primary bedroom with two big closets, a full bathroom and two additional bedrooms. Extra large hall closets provide exceptional additional storage areas. Finally, the lower level can be enhanced to yield very useful added living space, office space, home work space, studio, etc. Your vision c
W.E.B. Du Bois Regional Middle School, MA Homes for Sale
A fantastic opportunity to own a 7-unit apartment building with a very popular and storefront with terrific exposure on Main Street in downtown Great Barrington. Mostly rented month to month, this building has been a very popular rental for both short and long-term tenants. There's some parking behind the building and more on the street. The apartments range from two one-bedroom, four efficiency two-room apartments, and one studio. A 2022 high-efficiency boiler heats the building and there's high-speed internet and wifi throughout, just steps from the center of the village. The offering could include a turn-key thriving shoe repair business for an additional sum to be discussed with the sel
W.E.B. Du Bois Regional Middle School, MA Homes for Sale
One level living on corner lot with Mountain Views. This is a major renovation/update. Great private spot. Good size back yard for gardening. Well worth the investment. Attached one car garage that could be easily be turned into more living space. No basement. just a concreate slab.
W.E.B. Du Bois Regional Middle School, MA Homes for Sale
Contemporary home totally renovated and ready for your enjoyment or incredible income potential through short term rental market when you are not in the Berkshires. Main living/dining space is open and bright with soaring two-story ceilings and a wall of glass on the southwest side, a fireplace keeps a cozy feeling. Brand new kitchen, seller moved to the front of the house with a slider to the new deck. Upstairs there are 4 bedrooms and two full baths with an interior balcony over the great room. Primary has its own balcony and ensuite. Pool mechanicals have been overhauled and heater converted to propane.
W.E.B. Du Bois Regional Middle School, MA Homes for Sale
Experience the perfect blend of historic charm and modern comfort in this stunning Antique Stockbridge Eyebrow Colonial! Nestled on nearly an acre, this 4-bedroom, 3.5-bath gem welcomes you with timeless elegance and contemporary upgrades. Step into a warm, inviting kitchen—the heart of the home—highlighted by gorgeous exposed vintage brick and seamless flow to the sunlit south-facing patio, perfect for entertaining or relaxing. The spacious living room features a striking Malm wood stove and breathtaking 1800s cathedral wood ceilings, while the cozy den offers a gas fireplace insert for ultimate comfort. The main floor boasts a luxurious primary suite with skylit bathroom, a co
W.E.B. Du Bois Regional Middle School, MA Homes for Sale
The iconic Wainwright Inn, built in 1766, is ideally located on Main Street in Great Barrington, the largest town & hub of the famous Berkshires vacation destination in Western Massachusetts. The Inn consists of a main house with 9 guest suites & a spacious owner's suite, & a carriage house with an apartment & two additional guest suites. In pristine condition, the current owners have improved the property significantly to include: AC system, new kitchen, structural upgrades, new parking lot and landscaping. Solid income and occupancy history. Known for its beauty, the Inn features spacious public rooms with high ceilings, fireplaces and historical details intact, and
W.E.B. Du Bois Regional Middle School, MA Homes for Sale
Very unique duplex in the heart of Housatonic! This very cool house combines antique charm, contemporary style, and a convenient village location to suit many uses and lifestyles. Currently configured as two leased 2 br/1ba apartments, it could easily be converted back to a single-family residence or provide income to an owner-occupant. Each unit offers a bright & cheery eat-in kitchen, living area, 2 bedrooms and bath. Each unit has separate utilities with oil heat, propane hot water, & 100 amp electric. Private & spacious back yard on almost half an acre. Walking distance to shops & restaurants in Housatonic, 10 minute drive to downtown Great Barrington or West Stoc
W.E.B. Du Bois Regional Middle School, MA Homes for Sale
Whether the perfect place to downsize to or as a weekend get-away, this comfortable home delivers! The sensible floor plan flows nicely. The main living area opens to a Great Room with tall ceilings, skylight and custom wood work. Relax, Dine & Entertain on the expansive deck, while enjoying the peaceful surroundings. Carefree and manageable one story living. With 7.5 Acres, there is plenty of room for gardens, play and pets. Ideal location, walking distance to Waldorf School, minutes to Great Barrington & Egremont town centers , Ski Butternut and Catamount.
W.E.B. Du Bois Regional Middle School, MA Homes for Sale
Unique property with potential for a wide range of educational, recreational, residential or other potential re-development uses. Formerly part of an residential school facility, the property consists of over 11 acres with extensive road frontage on both sides of Route 23. The buildings include: 1) 10,560 sq. ft. gymnasium w/ levels of office/conference rooms, 750 lb elevator, 4 bathrooms, and extensive mechanical infrastructure. 2) Former administrative/dining hall/office building offering 7,597 sq. ft. of adaptable space over 3 levels. Located in Residential (R-4) zoning area. Priced well below assessed value. Virtual tour & floor plans available.
W.E.B. Du Bois Regional Middle School, MA Homes for Sale
Charming Dutch Colonial on the prettiest piece of land. On the first floor is a bedroom, dining room with wood fireplace, eat-in kitchen with large pantry, half bath. Upstairs are two large bedrooms with full bath. Partially finished basement with two usable rooms and laundry in the utility room. Breezeway/mudroom to attached 2-car garage. Outside is a pool, barn and children's play shed. Views of Monument Mountain from the back of the land. Solar panels provide electricity. Title V has passed.
$589,000
3 beds1 bath1,672 sq ft
278 Great Barrington Rd, West Stockbridge, MA 01266
W.E.B. Du Bois Regional Middle School, MA Homes for Sale
Welcome to this beautifully updated home with frontage on the serene Williams River, just a short drive from downtown Great Barrington. Renovated in 2017, this home delivers modern convenience with cozy charm. Step inside to a bright, open kitchen featuring granite countertops, stainless steel appliances, a farmhouse sink, and Kraftmaid cabinetry. The first-floor primary suite offers peaceful morning views, an en-suite bath, and laundry at your fingertips. The great room, with soaring cathedral ceilings, flows into a three-season sunroom—perfect for unwinding or hosting friends. Upstairs, two additional bedrooms share a stylish, modern bathroom. With updated systems, including a heati
W.E.B. Du Bois Regional Middle School, MA Homes for Sale
Experience luxurious living at Powerhouse Square! This stunning, newly-built 2-bedroom, 2-bathroom condominium in the heart of downtown Great Barrington offers the perfect blend of style and convenience. Just steps away from shopping, theaters, and top-rated eateries, you'll enjoy the best of what this vibrant area has to offer. Featuring high-end finishes, a spacious open-concept kitchen, dining, and living room with beautiful wood flooring, and French doors that open to a charming Juliet balcony, this unit is designed for both comfort and elegance. The large primary bedroom includes a walk-in closet and a spa-like en-suite bathroom with a double vanity. A second bedroom and guest bath pro
W.E.B. Du Bois Regional Middle School, MA Homes for Sale
Nestled in East Mountain State Forest on a private road yet minutes from downtown and Ski Butternut, this meticulously maintained home is move-in ready. A heated sidewalk leads to a foyer mudroom with radiant heat. Cathedral ceilings with a wood-burning fireplace and large windows in the living room, overlooking a wonderful patio with a fire pit. An open kitchen with eat-in granite counter, formal dining room, screened porch with additional gas fireplace; powder room, two ensuite bedrooms plus an additional bedroom upstairs; another ensuite bedroom at garage level, with a laundry room and huge basement storage space. Two-car attached garage, HVAC system plumbed for oil, propane, or solar. H
W.E.B. Du Bois Regional Middle School, MA Homes for Sale
Immaculate and sparkling home within walking distance to downtown. Easy care with 4 bedrooms, 2.5 baths, open plan, gleaming wood floors, high ceilings, loads of light, updated chef's kitchen with brand new appliances, fireplace in large living room, family room, first floor laundry, ensuite spacious primary. The walk out lower level has a work out room or office and a two car garage. Quiet neighborhood, sunny lot. Lovely home with town water, town sewer and natural gas. New washer, dryer, furnace and water heater.
W.E.B. Du Bois Regional Middle School, MA Homes for Sale
Charming 3-Bedroom Cape in the Heart of West Stockbridge Just steps from the quaint center of West Stockbridge, this cozy 3-bedroom, 1-bath Cape is the perfect getaway or year-round residence. With the mostly open kitchen, living and dining, it provides a seamless flow through the first floor. The home's central location provides easy access to Tanglewood and all the cultural and recreational offerings of the Berkshires. Previously rented to Tanglewood performers during the summer season, this property offers excellent rental potential. Information can be provided for those interested in continuing this successful tradition. Enjoy the charm of small-town living while being close to all Ber
W.E.B. Du Bois Regional Middle School, MA Homes for Sale
Custom Built Craftsman Contemporary Home nestled in a beautifully landscaped property with an orchard, gardens and path to a seasonal brook. Inside this well appointed home you will find large rooms, radiant floor heat throughout & forced air, Vaulted ceilings, whimsical lighting, Fireplaces, Indoor pool, hot tub and sauna. Two primary suites on main floor and 2/3 more bedrooms in the lower walkout portion of the home. Large Timber Frame screen porch and deck overlooking rear of the property. Media room and recreation room with more space for added entertainment. A 4+ car plus heated garage with an ample unfinished area above for storage or a creative mind. Bonus Option (not included
W.E.B. Du Bois Regional Middle School, MA Homes for Sale
Looking for a move-in ready home that features expert craftsmanship and includes a large outbuilding with tons of potential? This property is the winning ticket! This 3-bedroom/3-bath 2,563 sq/ft home was built in approximately 1997 by the owner, who happens to a fine home builder and cabinetmaker! Meticulous attention to detail and craftsmanship can be found in every room, whether it's the antique paneling in the dining room, the antique stained glass found throughout the house, or the brand-new kitchen full of custom cabinetry and countertops - this house just oozes craftsmanship. This wonderful farmhouse features a large living room with fireplace, dining room, office/family room, and
W.E.B. Du Bois Regional Middle School, MA Homes for Sale
A thoughtfully renovated former farmhouse on The Hill, within walking distance of Lake Mansfield and the town center. Flooded with light, the home features an eat-in kitchen with marble counters and Liebherr and Bosch appliances, open to a fully glassed family room and second dining area overlooking the backyard. With four bedrooms, two full baths, and the possibility for a first-floor primary suite, this charming home is located in a friendly and coveted neighborhood. Enjoy the backyard four-season studio with French doors leading to a patio. It could be a home office or guest space, as well. The property includes AC and new metal roofs on both buildings. Furnishings are available. Please
W.E.B. Du Bois Regional Middle School, MA Homes for Sale
Step into a piece of history with the once Iconic Card Lake Inn Tavern, now transformed into a stunning residential haven in the heart of downtown West Stockbridge. This property offers not only a prime location but also an exceptional living experience, combining modern amenities with charming historic character. The building houses six completely renovated high-end apartments, each thoughtfully designed to meet the needs of modern living. These units feature elegant wood floors and come equipped with all necessary appliances, including dishwashers and in-unit laundry facilities. Central air conditioning ensures comfort year-round, while tiled double-sink bathrooms add a touch of luxury. A
W.E.B. Du Bois Regional Middle School, MA Homes for Sale
Meticulous and charming and recently renovated 4 bedroom, 4 bath antique cottage situated in a private story book setting along the banks of the Kampoosa Brook in a desirable Stockbridge location. Thoughtful attention to detail at every turn creates a perfect marriage of old and new, making this jewel box a delightful surprise, and well suited for modern living. The house offers several cozy places to sit by the fire, overlook the garden and enjoy the sounds of the babbling brook. Exposed beam ceilings, original oversized fireplace and wide floor boards are just a few of the nods to the original roots of the house. The unique layout of the house provides two potential options for either
W.E.B. Du Bois Regional Middle School, MA Homes for Sale
Tucked in the hills of Great Barrington, Massachusetts sits this 2 bedroom 2 bath Riverside cottage. Set on . 89 of an acre with extensive stonework, terraces, grottos and garden space. Mature hedges make a nice barrier for privacy and a barrier from the road. The Cottage has been taken down to the timber frame and redesigned with open spaces and great use of natural lighting. There is all new electrical, plumbing, sheathing, siding windows, insulation and sheetrock. The cottage has a nice fresh, modern feel. The house is equipped with a 40 panel leased solar system that provides adequate power to run the household plus more. Having renovations near completion, offered for sale ready to be
W.E.B. Du Bois Regional Middle School, MA Homes for Sale
Welcome to your slice of the Berkshires. This beautiful three-bedroom, two-bathroom home is nestled at the end of a quiet dead-end street, offering peace and privacy in a serene setting. Step inside to discover a cozy interior with a warm and inviting atmosphere. The spacious living area is perfect for relaxing or entertaining guests, while the spacious open kitchen features ample counter space for your culinary creations. Outside, you'll find yourself surrounded by fantastic landscaping that enhances the natural beauty of the property. Enjoy the tranquility of the backyard as you unwind on the deck or gather around the fire pit on cool evenings. Conveniently located close to town, this hom
W.E.B. Du Bois Regional Middle School, MA Homes for Sale
ICONIC STOCKBRIDGE BRICK FEDERAL ESTATEElegantly expanded brick Federal estate offers a harmonious blend of historic charm and modern design on 13+/- acres (9 conserved. ) Built in the 1830s, the Carter Estate has been artfully expanded and boasts over 5,400sf of light-filled, luxurious living space. As you enter through classic stone walls and manicured hedgerows, you'll be welcomed by sweeping meadows and lush gardens. Time slows as you meander along stone pathways that lead to a charming red barn and a quaint stone summer cottage. Architectural details throughout the home reflect its historic Federal-style elegance, while modern updates ensure comfort and efficiency year-round. Gather by
W.E.B. Du Bois Regional Middle School, MA Homes for Sale
Welcome to Great Pine Farm, a once in a lifetime opportunity to own a stunning 200-acre horse farm, where unspoiled natural beauty meets functional equestrian amenities. A large portion of this land is thoughtfully protected by the Berkshire Natural Resources Council (BNRC), ensuring the preservation of its meadows, cornfields, woodlands, walking/riding paths and tranquil brooks. At the heart of the property is a custom-designed horse barn, featuring two horse stalls, a hay loft, and a heated tack room with water—providing convenience and comfort for both horse and rider. Additional garages offer ample storage for vehicles and equipment, ensuring that the property is as functional as
W.E.B. Du Bois Regional Middle School, MA Homes for Sale
Live in the center of Great Barrington with a private backyard of almost 3 acres on the river! This renovated farmhouse has an inviting kitchen with cozy wood stove, first floor primary suite and 2 bedrooms with a shared bath on second floor. Beautiful wide-plank floors and built-ins preserve this home's history while solar panels bring energy efficiency for today. Front porch, back deck, an attached greenhouse and two car garage with second story complete this in-town gem!
$495,000
3 beds2 baths1,992 sq ft
35 Mechanic St, Great Barrington, MA 01230
2.82 acre lot • 2 garage spots • Somewhat walkable
W.E.B. Du Bois Regional Middle School, MA Homes for Sale
This 1700s Dutch farmhouse is filled with history and was originally utilized for farming and wagon manufacturing. The residence boasts spacious, well-lit rooms with stunning wide plank wood flooring, offering a grand setting for gatherings and entertainment. The sizable kitchen and dining area, along with four bedrooms and two fully renovated bathrooms, provide ample living space. A highlight of the property is the beautiful sunroom that overlooks the backyard, complete with a heated gunite pool. Additional features include a workshop, seasonal living room, bonus room and studio within the carriage barn, offering potential for further customizable living spaces.
W.E.B. Du Bois Regional Middle School, MA Homes for Sale
Great starter home in town. Nice private back yard. Three bedrooms with one bath. Wood floors new carpets freshly painted. Empty and ready to go. Attic space could be finished for more space.
W.E.B. Du Bois Regional Middle School, MA Homes for Sale
This Stockbridge Colonial has it all. .. .location, separate guest suite and plenty of country chic design. This historic home boasts all the charm of yesteryear with fabulous wide pine floors, state of the art country kitchen that retains it's charm, formal dining room with fireplace, gracious banister to the second floor of guest bedrooms with renovated bath all while seamlessly blending with the open Great room for today's lifestyle living; a fabulous main floor primary bedroom with a wall of closets and an en suite renovated bath. From the spacious decking of the main house there is a romantic covered walkway that leads to separate guest quarters with a Great room, bedroom, bath and kit
W.E.B. Du Bois Regional Middle School, MA Homes for Sale
Charming property in a private setting! Newly refinished wood flooring on main level, higher ceilings and lovely natural light. Great room, dining and kitchen on the first level with a beautiful large front porch; two bedrooms, full bath and laundry on the second level. Third level offers character, separate room for storage and many possibilities. Gracious deck, out building, large yard and in ground pool with newer liner. Conveniently located near the NY thru way, Mass Pike and just over the hill to Tangelwood. Truly a must see!
W.E.B. Du Bois Regional Middle School, MA Homes for Sale
This lovingly cared for classic New England Farmhouse boasts a wrap-around porch and picket fence that will return you to times gone by, but with all the modern conveniences. Situated at the end of a quiet street in the bucolic town of Housatonic sits this gem where you can walk out your back door to hike up Monument Mountain or walk down the street to the bakery or restaurants. Light and bright with many original details makes this home a must see! The kitchen and baths have all been updated, mini-splits added for heat and cooling throughout, the home is in move-in condition. Just a short 5 minute drive brings you to downtown Great Barrington known for its great dining and shopping. Nea
W.E.B. Du Bois Regional Middle School, MA Homes for Sale
Spacious, wood-sided ranch with two large bedrooms and three full baths, on a partially wooded, one acre lot located close to town and Butternut Ski area. Open plan living spaces with skylight above the dining and living area. Formal dining room or den adjacent to the living room area and a large screen room off kitchen connected via French doors. Large family room and a bonus room in basement.
W.E.B. Du Bois Regional Middle School, MA Homes for Sale
Historic General Williams House circa 1795. This exquisite home has been restored and updated. Featuring 6 bedrooms, 5.5 bathrooms, 6 beautiful wood burning fireplaces, large dining and living spaces and 2 kitchens. ''Ice House'' features its own kitchen and bath, for family gatherings or as Artist Studio Sparkling newer inground pool for your summer pleasure. All this and more in beautiful Stockbridge, close to Main Street Stockbridge, Norman Rockwell Museum, Tanglewood, and all the cultural amenities. Property could be used as investment and has been used as an Airbnb.
W.E.B. Du Bois Regional Middle School, MA Homes for Sale
Light, Bright, Immaculate Home. Completely renovated and updated 3 bedroom 2 bath Contemporary Cape Cod. Lovely sunny and level yard, brand new beautiful deck, attached garage Close to Butternut and Catamount Ski areas. 30 seconds to Guidos Marketplace and Berkshire Bagel shop. Sidewalk into downtown for shopping, art, coffee shops, and restaurants. A delightful home.
W.E.B. Du Bois Regional Middle School, MA Homes for Sale
New York style living in the Berkshires! Poised above Main Street Great Barrington, this Southworth Penthouse Condo offers 1,974 sq ft comprised of 2 bedrooms, 2 1/2 baths, kitchen, laundry, storage, dining and living rooms with high ceilings and, views of East Mt. Walk to the heart of town, shopping, Coop market, restaurants, movie theater and, The Mahaiwe Performing Arts Center and more! Elevator access. Interior will be newly constructed beginning in Fall 2024! Proposed finished interiors included in photos.
W.E.B. Du Bois Regional Middle School, MA Homes for Sale
Discover the epitome of privacy & convenience in this incredibly comfortable home with 3,200 SF of living space, complete with 4 bedrooms/4 full bathrooms. This serene mountainside retreat on the Westerly side of East Mountain is bordered by the state forest park offering seclusion & accessibility. The heart of this home is the renovated eat-in kitchen opening to the great room featuring the warmth of a rebuilt fieldstone wood fireplace & skylights. The spacious primary suite offers a sitting room & walk-in closet. From the great room/kitchen enjoy the covered deck offering westerly views of downtown Great Barrington and just a leisurely stroll to a variety of entert
W.E.B. Du Bois Regional Middle School, MA Homes for Sale
Follow a pastoral and tree lined driveway to a hidden gem in the heart of West Stockbridge. This light filled home in the park like setting offers plenty of room to entertain a crowd, and yet it is perfect for those seeking peace and quiet. Multiple levels offer 5+ bedrooms and/or sleeping areas, 4.5 bathrooms, home office, playroom and much more. Great room overlooks the heated in-ground gunite pool and it leads to three separate blue stone patios. Breathtaking views of Tom Ball Mountain in the distance. Situated on over 25 acres, this property also offers you your own tennis court, a small pond and plenty of mature landscaping.