Great Barrington MA Real Estate & Homes for Sale

Tullar Farm represents a rare opportunity to own a piece of history where timeless elegance meets modern comfort amidst the serenity of South Egremont's charming landscape. With its rich architectural heritage, generations of proud stewardship, and unrivaled natural beauty, this distinguished estate stands as a testament to the enduring legacy of its past and the promise of the future for generations to come. Set on 67 +/- park-like acres this property offers 3 unique residences, a mature specimen tree farm, a spring-fed pond, wooded walking trails, and captivating views of the distant mountains all just a stone's throw away to restaurants and shops. At the heart of the estate stands The Tullar House; a well-preserved and substantial 6-bedroom 5,000+ sq ft antique Dutch Gambrel dating back to 1761, reported to be the 2nd oldest house in Egremont. Retaining much of its original charm and detail, this historic jewel boasts ample-sized rooms for gatherings and entertaining, a renovated chef's kitchen, a formal dining room, 3 grand fireplaces, 2 primary suites, and plenty of room for guests. Enjoy sweeping views of the grounds from the porch laid with locally sourced marble or relish in the shade of 'The Champion', a 250+-year-old Black Walnut Tree standing as the oldest in the state and serving as a living testament to Tullar Farms' rich past. The exterior is a sight to behold with ornate and symbolic details that capture the attention of all who pass by.

GRACIOUS IN-TOWN LIVING IN THE SOUTHERN BERKSHIRES This gracious vintage home has been thoughtfully renovated and lovingly maintained by the current owners for over 20 years. High ceilings, wonderful light, spacious rooms, a ''walk to everything'' in town location, and residential/commercial zoning provide comfort and unlimited possibilities. A 1,000 sq. ft. outbuilding with water & electric service adds more potential. Beautiful period detail combines with with modern updates-crown molding, soapstone counters, farmer's sink, cherry cabinets, a built in hutch, wood & tile flooring, a South facing bay window, French doors, a large 1st floor Laundry Room, new water heater, and new septic are just the beginning. The large, private room above the Garage is an ideal Studio or Office. There is so much to enjoy here-come see for yourself!

Minutes to Great Barrington, this 300 acre wilderness provides waterfalls, stream frontage, pond frontage and something for every outdoor enthusiast. Own your own mountain with trails throughout for hunting, hiking and camping. Build your dream house overlooking a stocked pond and classified trout stream while staying in the 3 bedroom 3 bath caretakers house. The possibilities are endless. Swim all summer in your own pond. Pull a trophy buck in the fall. Hike to the peak and back country ski down in the wintertime. Be the first to catch a trout in your own private trout stream.

Attention investors! Nestled on a peaceful 1-acre lot, this 2 bedroom, 2 bath Cape provides warmth, character, and opportunity! A spacious kitchen, with adjoining pantry, and dining area provides plenty of room for gathering. The inviting living room features exposed beams and a brick hearth, perfect for a wood or pellet stove. The first floor includes a bedroom, laundry and full bath, while upstairs boasts a large bedroom, another full bath and a versatile landing area. Outside you will find an oversized shed with ample storage, perfect for tools, equipment or hobby space. With major updates already done by the owners of 23 years, this home is ready for your personal touch. A little vision and TLC can transform it into the perfect starter home, cozy getaway or AirBnB! A short drive to Great Barrington. Don't miss out! Newly adjusted price.

It's no wonder why this property is the home of Berkshire county's oldest elm tree! The abundant sunshine, quietude and peace would make anybody want to set down roots and stay a while. This light filled home has refinished wood floors throughout the main level. Kitchen has granite counters, ample cabinet space, pantry and large island. As part of the open floor plan there is a bright dining room and living room area that opens to an expansive composite deck. The great room has endless mountain views, river views and a welcoming fireplace. The lower level also has a main floor bedroom, laundry, office and lots of closet space. Upstairs is the spacious primary bedroom with private bathroom and exterior balcony overlooking horse pastures. There is a third full bath, two additional bedrooms and bonus room. This property really comes alive outside! The two stall barn is in excellent condition. Stalls are 12x12 with electric and frost free hydrant, tack/feed room. Exterior access to two private paddocks that open into a lush pasture. Barn also includes equipment area, workshop and RV parking space or use this space as a run in for livestock. The home is surrounded by mature gardens and hardscapes. Walkout basement has slider to a stone patio area and a fireplace. Could be spectacular extra living space. Home is complete with an invisible fence system for your pups and whole house generator. Horse property, waterfront and views this property is it!

Classic 3-Bedroom Cape with Pool Perfectly positioned between NW Connecticut and Sheffield, MA in the Berkshires. Sheffield is the oldest Town in Berkshire County - the township was purchased in 1724 from Chief Konkapot and other Stockbridge Native Americans. This bright, lovely 3-Bedroom Cape features a beautiful, heated pool, a Bedroom and Full Bath on the Main Floor, 2 Bedrooms and another Full Bath on the Second Floor, a light and bright Living Room with stone fireplace, Kitchen with large island, Dining Room, and a 2-bay Garage with loft. Tall lilacs trees frame the pool on this 1-acre parcel. Close to private schools, skiing, the Appalachian Trail, and Twin Lakes. A sweet spot to make your home whether for year-round living or part-time relaxation.

The post-and-beam residence showcases soaring ceilings and expansive windows that frame the spectacular landscape while highlighting the architectural character throughout. Natural materials-including local woods, native stone, and artisanal steel elements-create a sophisticated dialogue between interior spaces and the surrounding countryside. The heart of the main level features a grand Great Room anchored by a floor-to-ceiling stone fireplace, flowing seamlessly into a gourmet Chef's Kitchen with double islands and custom cabinetry. An elegant staircase serves as a natural divider between living areas, while French doors open to a spacious patio overlooking the pastoral grounds, historic barns, and mountain vistas beyond. The thoughtful floor plan includes a main-level with 3 en suite bedrooms, a library, and formal sitting room accessible from the gracious entry hall. A classic New England mudroom provides practical transition space for all seasons. The second level offers 2 primary bedroom suites plus two charming office spaces with northwestern mountain views. A custom steel staircase ascends to a serene meditation loft, creating a private retreat. The finished lower level opens directly to the landscaped side yard, featuring fieldstone walls that echo the property's agricultural roots. Several outbuildings, including a substantial barn, await their next chapter and offer a blank slate for the country hobbiest.

A remarkable opportunity to combine residencial on the second floor with commercial on the main floor in an excellent location with plenty of private parking. The kitchen is set up for the discerning chef , a large dining room, a bedroom/office and living room with a propane fireplace completes the first floor. The gorgeous hardwood floors throughout the house have just been finished and the house is in pristine shape for the next owner. Finally, there is central air on the second floor to complete the full package!

Clarion Farm is an iconic French Country Estate & Horse Property in Salisbury, CT. It is a serenely private retreat with a 4-bedroom main house, a Studio on 16.25 acres, and a Horse Property on 30.72 acres for a total of 47 acres only a few minutes from the village of Salisbury and 15 minutes into Great Barrington. This exquisite property seamlessly blends tranquility with sophistication, creating an unparalleled living experience. Every aspect has been thoughtfully crafted to ensure maximum comfort and well-being, making it a true haven of peace and French Country Casual Luxury. All rooms are generously sized and flow beautifully into one another. The stunning private stone-walled pool courtyard is perfectly situated on the professionally landscaped property. Clarion Farm has a 12 Stall Horse Barn, a 6 Stall Barn, an Indoor 80 x180 Indoor Riding Ring, a 100 x 200 Outdoor Riding Ring, 6 Paddocks, and a 2 Bedroom Barn Apartment. Ideally situated near the many private & public schools, Catamount Ski Area and Aerial Park, and the villages of Salisbury, CT, Millerton, NY, Great Barrington, MA, and Wassaic Train Station. This listing includes two parcels: 10 N. Beaver Dam Road (Parcel ID: 2408134) and 471 Undermountain Road (Parcel ID: 2769378), with acreage and taxes reflective of both properties.

Charming 5-Bedroom Village Colonial in the Heart of North Canaan Located in a desirable sidewalk neighborhood, this beautifully renovated Village Colonial combines classic charm with modern updates. The home features newly updated electrical and plumbing systems, replastered and lathed walls, freshly refinished main-level floors, all-new bathrooms, and a fully remodeled kitchen. Freshly painted throughout, it is ready for you to move right in. From the spacious front porch, enter into a gracious foyer and enjoy an open, airy layout perfect for family living and entertaining. Large, sun-filled rooms lead to a modern kitchen with direct access to a deck and lower patio, ideal for outdoor dining. A versatile first-floor study creating a great home office space. The walk-up attic provides potential for additional living space or a creative studio. The beautifully landscaped backyard is a private oasis with a lawn, gardens, mature fruit trees, and year-round flowering plants. Conveniently located close to ski resorts in Massachusetts and within walking distance to local amenities like the pharmacy, post office, library, grocery stores, playgrounds, and a lifeguarded town beach, this home can be both a tranquil retreat and easy access to everything you need. Make this charming home yours today! The owner has completed beautiful renovations throughout the home, enhancing both its charm and modern functionality. Room sizes are approximate. New furnace installed 1/15/25

Embrace the pinnacle of grand lakeside living in this Salisbury residence, where Adirondack inspiration meets modern sophistication on the edge of East Twin Lake. This home is a testament to visionary design and impeccable craftsmanship, nestled on 2 acres with a private sandy beachfront. The expansive Great Room, with its walnut floors, oak paneling, and regal coffered ceiling, is a celebration of artisanal detail and serene lake views. The second floor is a retreat of luxury, offering a grand Primary suite, two additional ensuite bedrooms, and a laundry room for utmost convenience. The third floor extends the living space with a flexible area for entertainment or guest quarters. The outdoor experience is enhanced by a gazebo with a fireplace and an infinity spa, all set against the dramatic backdrop of the lake and mountains. This home's grandeur is matched by its robust infrastructure, ensuring a legacy of beauty and comfort, all within easy reach of superior private schools and only two hours from NYC. Full Bath included with the flex space on the third floor. The basement has approx. 2500 sq ft of partially finished space with a full bath, laundry connections, and a boat garage. Sale of house is on 2.0 acres. 24 hour minimum notice required for showings. Buyer POF required in advance for showings. Video/Audio surveillance in use.

Enter through the Mahogany front door to the 1st floor featuring Fir wood floors, crown molding, and 11' ceilings setting the tone for this luxury home. The living room offers a fieldstone wood-burning fireplace, coffered ceilings, and sliding glass doors to a Lakeview porch. Adjacent is a kitchen with Shaker cabinetry, quartz countertops, a tiled backsplash, high-end appliances, and a central island. The butler's pantry adds convenience with an ice maker, dishwasher, and extra storage. Outdoor spaces include a dining porch with a fireplace, a screened porch, and an expansive open-air porch with Mahogany decking and stainless-steel railings. Upstairs, two serene primary suites feature lake views, vaulted ceilings, walk-in closets, and luxurious en-suite baths with soaking tubs, oversized showers, and quartz vanities. A media room and two additional en-suite bedrooms with lake views and elegant finishes complete the 2nd level. The finished lower level includes a mudroom, laundry room, game room, multipurpose space, and full bath, with walk-out access to the lake and a state-of-the-art, salt water, self-cleaning, heated gunite pool. Additional features include a boat launch and lakeside gazebo on Twin Lakes. The property also boasts a heated two-car attached garage as well as a 4-bay detached garage, perfect for your car collection, the ultimate party barn or sports or court venue. 13 heat zones, 6 cooling zones, radiant heat throughout, granite accents, & an irrigation system.

Welcome to this beautifully maintained 3-bedroom, 1 full bathroom, 2 half baths home located in a well-established "Green Acres" neighborhood just minutes from town. With a freshly painted exterior, this home boasts great curb appeal and a warm, inviting presence. Newly painted exterior, new furnace installed in 2024, tons to offer. 19 miles to the Metro North Wassaic Train Station and just 14 miles to Great Barrington, MA. More professional photos to be updated middle of next week.

Unique Multi-Home Property on 4.22 Acres with Scenic Quarry Views Don't miss this rare opportunity to own two homes on one expansive 4.22-acre lot! The main residence offers 2,821 sq ft of living space and is complemented by a charming 1,368 sq ft converted barn-ideal for extended family, guests, or rental potential. The property features an in-ground pool (in need of repair), a pool house with outdoor shower, and a spacious 2-car garage with a workshop above. Enjoy the serene, park-like setting with a level yard and stunning views of the nearby limestone quarry. While the main home does need some TLC, well, septic, and home inspections have already been completed-giving you a head start on making this property your own.

PRICE REDUCTION! Motivated seller, bring all offers!!! Located on a quiet cul-de-sac this home is waiting for you! Green Acres Community is North Canaan's best kept secret! This 1987 spacious Saltbox with hardwood floors sitting on almost an acre has been recently updated with kitchen appliances, bathroom vanities and fixtures, new propane furnace, washer/dryer, hot water heater, water filtration system and home generator. The large living room could easily have a sitting area, office. The finished walk out basement has a half bath and laundry room and provides another space for a rec or family room or potentially a third bedroom/in-law suite. The wood stove adds warmth to your winter nights. Fiber optic ready for those that work from home. The large wrap around deck, 817 square feet, provides plenty of space for outdoor activities, grilling and get togethers. The quiet neighborhood is conveniently located to public and private area schools, main street shopping, and all of the entertainment that Great Barrington, MA has to offer. Nearby amenities include Amazing restaurants, Twin Lakes, Catamount Ski Area and Ski Butternut, and plenty of hiking along the Appalachian trail. 30 minutes to the train, 2 hours commute to the city. This home is move in ready. Come take a look and explore all that it has to offer. Make it yours. Motivated seller, bring all offers

Welcome to your potential new home in the charming town of Falls Village, Connecticut! This delightful house in Litchfield County combines a perfect blend of comfort and convenience, making it an ideal choice for those seeking a peaceful retreat with easy access to various amenities. As you step inside, you'll be greeted by an inviting entry foyer with a stylish tile floor and a stairway leading to the second floor. The fully equipped country kitchen is a dream come true for any home chef, featuring quality cabinetry, a convenient breakfast bar, and a pantry for all your storage needs. Whip up your favorite meals while chatting with family or entertaining guests in this warm and welcoming space. Adjacent to the kitchen, you'll find a cozy dining room that opens up to a delightful three-season room. This charming space boasts a vaulted wood-paneled ceiling, a ceiling fan for those warm summer days, and direct access to a beautiful bluestone patio. Imagine sipping your morning coffee while enjoying the serene outdoor views or hosting memorable gatherings with friends and family in this versatile area. This spacious home has four large bedrooms, providing ample room for family members or guests. The full basement, accessible from both inside and outside the house, affords additional storage or the potential for a future recreation area. Throughout the home, you'll appreciate the abundance of natural light that creates a bright and airy atmosphere.

Architectural Mountain View Estate on 39+ Acres and Infinity Pool Magnificent architectural gem showcases breathtaking Berkshire Mountain panoramas from nearly every room. Original hand-hewn beams and soaring ceilings with sophisticated entertaining spaces designed to maximize the spectacular sunrise vistas that define this exceptional Litchfield County estate. The thoughtfully designed main level features an open-concept great room with a living area, dining space with a wood-burning fireplace, and a well-appointed gourmet kitchen. The primary suite offers unparalleled luxury with a private porch, spa-inspired bathroom featuring a soaking tub and shower with mountain vistas, a spacious walk-in closet, and a second-floor office and den. The owner's retreat continues to the garden level with a private gym and a convenient half bath adjacent to the infinity pool area. Additional accommodations include an ensuite bedroom on the second floor and two garden-level bedrooms sharing a large recreational room and full bathroom. Outdoor living reaches its pinnacle with a heated gunite infinity lap pool with integrated hot tub, complemented by a tranquil pond. Privacy and proximity, situated just minutes from Salisbury's charming village center. Nearby amenities: :Lakeville Lake, Public Tennis, Hiking, Private & Public schools

Welcome to 100 Belden Street, a custom-built gem in charming Falls Village! This home is full of unique character and thoughtful craftsmanship - from real horseshoe door handles and pine/hemlock beams for added strength, to radiant floor heating with antifreeze and Andersen windows throughout. The kitchen boasts hickory cabinets, granite countertops, and included appliances. Bathrooms feature sinks made from stone mined in Mexico, real stone tile showers, and a rustic tub with a working well pump-style faucet. Upstairs offers a spacious open floor plan - easily convertible into 1-5 bedrooms and a bath - already framed and ready for your imagination. Only $1,000 more in taxes to finish the space, and the 1,250-gallon septic only needs to be upgraded to 1,500 if adding more bedrooms. White cedar throughout the home (never rots or molds), a maintenance-free metal roof, 26x26 garage, and generator-ready setup offer ease of living. Plus, a backyard 8x9x40 container adds extra storage or creative workspace. Just 15 mins to MA & NY and near the Appalachian Trail - this one is truly special! Embrace a lifestyle where craftsmanship meets comfort in this remarkable Falls Village home. Perfect for full time living or a weekender. Schedule a viewing today to experience firsthand the unique features and inviting ambiance of 100 Belden Street

Introducing: Florence. Welcome to the sought-after Lion's Head complex, where ease and elegance come together. As you enter this thoughtfully designed unit, a central staircase defines the space. To the left, the cozy living room features a wood-burning fireplace and custom built-ins-perfect for curling up on cool evenings. The kitchen is practical and open, connecting seamlessly to the living area and leading to a private stone patio. Step outside to enjoy tranquil views of mature willow trees, offering a peaceful natural backdrop. A recently renovated half bath with tasteful fixtures completes the first floor. The adjacent dining room, with its own built-in shelves, provides a lovely setting for hosting friends and family. Upstairs, the spacious primary suite offers a quiet retreat, complete with an en suite bath. The second en suite bedroom is filled with natural light and features additional built-ins, ideal for guests or a home office. Lion's Head residents enjoy access to premium amenities including a swimming pool and tennis courts, all within a beautifully maintained setting. Conveniently located in the heart of Salisbury, you're just minutes from everything Litchfield and Berkshire Counties have to offer. Don't miss the chance to make this special home yours-schedule your private showing today.

Introducing: Milly. Understated yet evokes a simple elegance. Tucked on a quiet in-town side street in sought after Salisbury, just moments from the White Hart. Completely updated and one story living makes it easy to say yes to this sweet abode. When you step into the living room you notice how this home has been meticulously maintained. Fresh, crisp white paint adorns the walls, the floors also just tastefully refinished. The dining room offers a large sliding door that provides ample light as well as access to additional entertaining spaces on the newly built deck and patio. The kitchen features all new appliances and freshly painted cabinets. The three bedrooms in the house share a recently updated full bath. One of a kind touches inside the home include custom doors with bohemian accents. Newly installed central AC makes the home even more comfortable. Welcome your friends to dine inside or out on the deck or beautiful stone patio. The mature landscaping attracts pollinators, watch hummingbirds from your stone patio. A darling chicken coop as well as a shed provide endless possibilities. The large basement provides ample storage. Close to all the Berkshires and the Litchfield Hills has to offer.

The key to this Hidden Charm is location, privately tucked away in a cozy area with in town access and bike path access, you have the option to venture to all the amenities offered close at hand. A cozy single level 2 bed, 1 bath, home on .67 acres has much for the owner with a vision. See the upside potential, resale value, and or rental value. Nestled in a desirable area of Salisbury, Ct. enjoy all the amenities offered. Close proximity to area private schools, 2 hours from NY City, as well as the arts and entertainment of Great Barrington, Ma. for the avid outdoors adventurist, Twin Lakes Marina, Hiking and Fishing is an outdoor weekend delight!

A wonderful Farm property with significant frontage along the Housatonic River; ideal for boat (no engines recommended), fishing, paddling-canoes or kayaks, Nature watching. A 36' x 110' (former cow) barn is now an IDEAL BASE for conversion into a SENSATIONAL home to be built, within. Or, ideal for personal social/recreational use. Exposure is Western giving wonderful views, great light, and great sunsets. This Property is IDEAL for personal family use: hunting (subject to any local and state laws), riding horses, or ATV's (subject to any municipal regulations IF in place, and more. It can also be farmed, with animals or crops. While in a flood plain according to maps, there is no recent knowledge of the land being flooded from any existing riverbank overflows. or other causes. See agent with any additional questions. Check with local authorities for any alternative information about the area.

Nestled in the heart of the Berkshires, this historic Richmond compound presents a rare blend of colonial charm and modern equestrian excellence. Spanning 11+ bucolic acres with sweeping pastoral views, the legendary c1776 estate boasts a meticulously maintained main residence, three enchanting cottages, and the potential to include the region's premier full-service equestrian facility (see related listing for $2.25m and ask for pictures). The main residence, a testament to time-honored craftsmanship, features 7 bedrooms and 7.5 baths, each room telling a story of centuries past. The inn's dignified presence is complemented by a dining room, entrance parlor, library, den, period greenhouse, and a well-appointed kitchen that cater to both intimate family gatherings and grand celebrations.

Meet Elizabeth: placed in the heart of Salisbury, this house is all about lifestyle. Situated in the center of town, this home offers both elegance and serenity in one effortless swoop. The wraparound porch beckons you to entertain behind a distinguished evergreen hedge, ensuring ultimate privacy. Upon entering, you are immediately struck by the home's beauty and understated elegance. The living room features a wood-burning fireplace adorned with artful hand-painted tiles, flanked by built-in bookshelves-providing ample space for your book and art collection. Wide-plank floors lead you into the kitchen, which was renovated in 2016. Designed for both function and efficiency, the kitchen boasts granite countertops, Wolf propane range,hewn beams, custom linen Roman shades, and ample pantry space. Adjacent to the kitchen is a generously sized laundry room with a sink. The dining room's most defining feature is its tall tray ceiling, which adds a sense of elegance and spaciousness. A Danish fireplace framed by stones sourced from a Brownstone in Lee, MA provides the perfect remedy for chilly New England days. A separate entrance connects the home to the studio (flex space), where tall ceilings and abundant light-both natural and track-create an inspiring atmosphere. Double doors lead outside to the manageable backyard, which is partially fenced and includes a meditation labyrinth. Recently renovated and thoughtfully maintained, this house includes 3 bedrooms and 2 full baths

Cozy Salisbury Edge-of-Town Farmhouse - This 3-bedroom Farmhouse with a Garage is in a Commercially Zoned edge-of-town location just down the street from the Scoville Memorial Library, the grocery market, restaurants and shops, and the Bike Path which runs from the east side of Salisbury to near Lakeville Lake. Town Water and Town Sewer provide this property with endless opportunities!