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luxury houses for sale Great Barrington, United States

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39

House Great Barrington (United States)

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. Nearby you can enjoy wonderful Berkshire attractions such as Kripalu, Tanglewood, Shakespear and Company and the Botanical Gardens.

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$475,000
3bedrooms
2bathrooms
land  971

By William Pitt Sotheby's International Realty

50

Property with pool and garden Great Barrington (United States)

Custom built salt box home situated at the end of town dirt road on 32 acres. Bear Town State forest abuts the property. Heated Inground pool, stunning views of Monument Mountain, established landscaping including apple orchard. Main house with living room, library, dining room eat in kitchen, laundry, powder room, screen porch, access to oversized two car garage. Second floor with 4 bedrooms, 2 baths, large primary bedroom with views, third floor with two additional bedrooms and full bath. Lower level is finished with space for gym, screening room, pool table.. New oil-fired boiler and HWH. Free standing 3 bedroom caretakers house with additional 2 bedroom apartment. A little piece of heaven! Minutes to Great Barrington and Stockbridge. If you seek privacy .....we have it here!

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$3,100,000
7bedrooms
6bathrooms
land  13ha

By William Pitt Sotheby's International Realty

29

House Great Barrington (United States)

Discover the epitome of privacy and 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 and 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 and skylights. The spacious primary suite offers a sitting room and 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 entertainment and dining options. The fully completed lower level includes 2 spacious bedrooms with separate entrances with 2 full baths and a hosting entertainment area complete with wood burning stove and pool table. The downstairs opens to a private patio featuring an included hot tub and gas grill. Constructed with 2 x 6 solid framing with a log exterior, this home is a testament to durability and energy efficiency. This home offers the rustic charm of a cabin combined with luxurious quality living. Just minutes from all the cultural attractions of the Berkshires including Tanglewood, Jacob's Pillow Dance Festival and other performing arts and music venues for jazz, classical, ballet, theatre and more. Only a short drive to 3 skiing mountains, 3 local golf courses, lakes, rivers and trails or walk out your back door and enjoy hiking on your own 2.5 acres up the western side of East Mountain. Town water and sewer services are included plus Hillside Avenue is being completely repaved and a new water main installed.

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$649,000
4bedrooms
4bathrooms
land  1ha

By William Pitt Sotheby's International Realty

20
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House with garden Great Barrington (United States)

225 Acre 18 hole Golf Course / Horse Ranch in the heart of the Berkshires. Former Egremont Country Club. Build your dream home with seclusion and privacy assured. Enjoy mountain views, spring fed ponds, endless pastures, and serene forested trails. An escape from the world and yet only minutes to town and a little over 2 hours to NY City & Boston.

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$3,900,000
2bedrooms
2bathrooms
land  91.1ha

By William Pitt Sotheby's International Realty

43
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House with garden and terrace Great Barrington (United States)

Welcome to Meadow Wood This elegant property on a secluded reach of the Green River epitomizes the concept of indoor/outdoor living. The graceful and meticulously maintained 30 acre estate features specimen trees, established gardens, a lilypond, terraces, pastoral views, and wonderful privacy. The custom home, built by one of the region's premiere builders, has been featured in design magazines, garden tours, and has received a Garden Club of America award for its ethos and thoughtful use of building materials. The house was constructed using sustainable and recycled low maintenance building materials designed to last a lifetime. In addition to the light-filled main house, the property includes the gardens, fenced fields, a 2 car garage with potting room and a studio/guest space/office above. This space overlooks the courtyard and a walled garden. The Gunite pool is surrounded by an espaliered apple tree fence and a generous Goshen stone terrace with space to dine and lounge. The large screened pool house includes a half bath, outdoor shower, kitchenette, and massive two chimney fireplace. Further from the house is the barn complex consisting of a 2 bedroom apartment with yard and patio, a separate studio apartment and four garage bays. A hay/storage barn, cutting gardens, and a separate private drive complete this part of the estate. Hidden from the road, the main house is approached by a long drive lined with mature Scarlet Oaks and masses of daffodils in the spring. A courtyard filled with specimen crabapple trees, stone walls and a meandering walkway creates the welcome entry to this one level home. The exterior walls are planted with climbing hydrangea that blur the lines between structure and nature—a common motif throughout the property. The setting is both well designed and peaceful. The grand entry foyer sets the tone for the house. It connects to an enfilade of rooms filled with southern sun that run the length of the house. The south facing rooms have large windows and french doors that welcome both the light and warmth from the sun on a winter's day and open onto exterior terraces in the fair months. All the rooms have extensive garden and pastoral views. On the east side of the entry is the living room with high, coffered ceilings and a fireplace made with grand tour columns. Adjacent to the living room is the primary suite with doors to a private terrace, shower, and lawn. The velvet covered walls create perfect silence, a jewel box of a room. Dual bathrooms and closet areas with a steam shower and a large soaking tub with views complete the suite. West of the entry hall is the large eat-in kitchen with high ceilings, and coveted AGA range. The kitchen's french doors open onto a blue stone patio with the large lily pond, a view of the fields, and cherry trees which shade an outdoor dining space. The kitchen/service area includes a butler's pantry with extensive storage, and a mudroom that leads to the back door and basement. (The basement consists of laundry room, 2 storage areas, cedar closet, wine room, and a huge finished room with box beds, TV and its own internet. The utility room is spacious and contains the furnace, boiler, the controls for the radiant heat and other mechanicals.) Returning upstairs, the far west end of the house, with perfect evening light, has a cozy sitting room. Adjacent to this is the smaller of the two office/library spaces, another library is located between the guest room and the larger office/sitting room. Both library areas have custom floor to ceiling bookshelves. The larger office has french doors that open to a private and romantic courtyard garden with espaliered peach trees and colorful blooms to attract pollinators. Western windows have views of a fenced field and plantings. This room could easily be reconfigured as a family room or another private sitting area. Steps away from the southern facing terrace, perched majestically on a small rise, is the Parthenon-like pool house, a focal point of the outdoor areas. The adjacent heated pool uses copper ionization instead of chlorine. All the pool services are located in a bunker that allows the outdoor areas to stay completely quiet. Meadow Wood was designed for maximum flexibility. There is space for family, visitors, staff, animals, parties large and small, gardening and potting, and farm equipment. Its magic extends into the impeccable gardens and the woods and fields around it. Step into a world of enchantment and be transported to a realm of natural beauty and tranquility. The intimate spaces and thoughtfully curated common areas throughout the property create an environment that is as classic and timeless as it is fun and whimsical. It is truly a home that seamlessly integrates its beautiful interior with the curated natural beauty that surrounds it.

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$6,850,000
5bedrooms
4bathrooms
land  12.5ha

By William Pitt Sotheby's International Realty

87 listings near Great Barrington

Nearby
15

Property Egremont (United States)

Enjoy every season in this 4 bedroom 3.5 bath Victorian farmhouse with wrap-around porch. Updated in 2017 this home is conveniently located 3 miles from Great Barringtons Main Street and a short walk to the Berkshire Waldorf School and the Green River. The eat-in country ''chef's'' kitchen features an English AGA cooker, Subzero fridge, soapstone countertops and cherry cabinets. Views from the kitchen take in the treed backyard and bucolic views. Main level includes a living room with Jotul gas stove, den , powder room. There are 3 bedrooms on the second level 2 baths with claw foot tubs.

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$595,000
4bedrooms
4bathrooms
land  2,833

By William Pitt Sotheby's International Realty

Nearby
50

Property Egremont (United States)

Newly renovated family compound offers an abundance of living spaces across 2 distinct houses. The main house impresses with 6 ensuite bedrooms, a grand living room with a fireplace and an ambiance steeped in 1800s charm. The revamped kitchen and large dining room provide a perfect setting for cooking and gathering. Beautiful wide plank, vintage wood floors throughout main and cottage houses. The main house has a first floor primary and office area. Upstairs there are 5 more ensuite bedrooms and an additional sitting area. Connected by a stone courtyard with trellis, the separate cottage has a mudroom entry with half bath and laundry. Step into a sweet kitchen with stylish breakfast nook. The back of the cottage has a sizable area for lounging and dining. Upstairs are two bedrooms and one shared bath. Set on 0.4 of an acre, there is a flat, side yard for kicking around the soccer ball. The outdoor space features a hot tub, sauna, solo stove, as well as a spacious stone patio for year round outdoor enjoyment. This turn key home has a successful rental history, low taxes, and is close proximity to skiing and downtown Great Barrington.

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$1,050,000
8bedrooms
11bathrooms
land  1,619

By William Pitt Sotheby's International Realty

Nearby
Contract pending
35

House with garden Egremont (United States)

Handsomely built with modern comfort and amenities. Meet Guests on the covered porch and welcome them into the first floor open kitchen and great room with stone fireplace. On the first floor is also the dining room, office, den, mudroom and breezy screened porch for summer drinks. First floor primary suite with sparkling ensuite bathroom and sitting room with fireplace is its own hideaway. Upstairs, three more large ensuite bedrooms for the crew. One-car garage located off the first floor for easy access to the kitchen, two oversized garages below. Located at the end of a shared private drive with similar homes, and maybe some new friends, this retreat will be home base for all of your Berkshire adventures.

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$1,785,000
5bedrooms
5bathrooms
land  1.4ha

By William Pitt Sotheby's International Realty

Nearby
31

Property Monterey (United States)

On the Water in Monterey! This one owner Colonial styled residence is now on the market for the first time in 27 years. As part of the Steven's Lake private association, you can enjoy swimming and kayaking without the constant noise and the disruption of power boats. Although listed as a 3 bedroom home, there are 5 distinct sleeping areas and the screened porch and open area deck are idyllic for your own relaxation or for entertaining guests. With a little updating here and there, the investment in this home will pay very handsome dividends. Opportunities like this one do not come along very often.

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$1,450,000
4bedrooms
4bathrooms
land  1.2ha

By William Pitt Sotheby's International Realty

Nearby
38

House West Stockbridge (United States)

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. Solar panels provide electricity. Title V has passed.

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$589,000
3bedrooms
1bathroom
land  2ha

By William Pitt Sotheby's International Realty

Nearby
Contract pending
36

House West Stockbridge (United States)

Sanctuary! Modern contemporary home, bathed in natural light, nestled on 5 acres. This 3 bedroom, all with ensuite baths, and a 1st floor half bath residence is perfect for outdoor enthusiasts-whether you're a hiker, birder, or gardener. Conveniently located less than 10 minutes from Great Barrington, West Stockbridge, Stockbridge and Lenox, this property offers both seclusion and accessibility. The mature gardens, meticulously maintained, are featured in the book ''Great Gardens of the Berkshires''. Extensive hiking trails begin right outside your back door, allowing you to lose yourself in nature. A Koi pond with a cascading waterfall adds a serene touch to the land scape.

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$1,095,000
3bedrooms
4bathrooms
land  2ha

By William Pitt Sotheby's International Realty

Nearby
50

House New Marlborough (United States)

1790 Colonial restored for 2024 living. Located on the well loved Konkapot River and on a quiet country road this home has been completely revamped to today's standards. Large recently expanded living room with fireplace, plus large windows to views of Beartown Mountain. First floor primary suite with private sitting room with fireplace. Gracious formal dining room with adjacent Butler's Pantry. Spacious eat-in kitchen. Library also on the main floor. The second floor has four bedrooms, two baths plus spaces for additional offices. The property includes a fenced pool, patio and garage. As an extra bonus there is an additional lot at Lake Buel with a storage Garage and access to a private entry to the lake.

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$1,875,000
7bedrooms
5bathrooms
land  1.2ha

By William Pitt Sotheby's International Realty

Nearby
Contract pending
41

House Alford (United States)

This charming Alford home offers a First-floor Primary suite with a walk-in closet and beautiful westerly views of Tom Ball Mountain. Nestled on several acres, it features 3 bedrooms, 2.5 baths and a bright, airy atmosphere throughout. The spacious kitchen boasts a beautiful island, perfect for gatherings. A two-car garage provides convenience, and the second floor holds potential for a second Primary Suite. Alford is known for its low taxes, making this home an even more attractive opportunity. Ready for your personal touch, this property is waiting to become your dream home!

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$969,900
3bedrooms
3bathrooms
land  2.3ha

By William Pitt Sotheby's International Realty

Nearby
40

House Stockbridge (United States)

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 convenient laundry room, and a half bath. Upstairs, discover a second main suite with a spa-like bath, including a classic clawfoot tub and walk-in shower, along with two additional guest bedrooms sharing a full bath. With its exposed timber accents, durable metal roof, and central air conditioning, this one-of-a-kind property offers both character and convenience. Don't miss your chance to own this extraordinary home where classic charm meets modern luxury!

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$1,275,000
4bedrooms
4bathrooms
land  3,804

By William Pitt Sotheby's International Realty

Nearby
50

House West Stockbridge (United States)

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.

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$3,250,000
5bedrooms
5bathrooms
land  10.3ha

By William Pitt Sotheby's International Realty

Nearby
49
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House with pool and garden Stockbridge (United States)

One of the Berkshires' finest residences, basking in the idyllic mountain scenery. Designed and crafted to meticulous standards, this distinguished 6.2 acre compound is surrounded by captivating, protected vistas far and wide. In the enduring tradition of the regions iconic estates, this extraordinary residence is a place for life to the fullest, providing an endless source of enjoyment in exquisite indoor /outdoor spaces. Fine millwork and 9 fireplaces underscore the comfortably elegant environment. Lower-level entertainment (media) room, wine cellar, fitness studio. elevator, computerized systems. 9,339 SF with 5 bedrooms,6 full/3half baths. Wraparound tiered terraces feature pool with pool house. Glorious terraced gardens and formal gardens with fountain. Separate 3 bedroom guest house

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$9,950,000
5bedrooms
9bathrooms
land  2.5ha

By William Pitt Sotheby's International Realty

Nearby
50

House Stockbridge (United States)

Two Dwellings on almost four acres.Just a very special property. Located between the Rockwell Museum and the Botanical Garden. You are moments from Tanglewood. Equidistant from Lenox and Great Barrington providing easy access to the Berkshires wonderful restaurants. The main house has four bedrooms and two baths , while the guest cottage adds another bedroom, bath, and large living room. The main house has central A/C while the guest cottage has mini splits. Gracious grounds are beautifully landscaped. Adorable play house for little ones. Several outbuildings. Garages for at least 5 cars. First floor primary bedroom with sunroom. Perfect site for a pool. Abuts protected land.

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$1,750,000
4bedrooms
2bathrooms
land  1.5ha

By William Pitt Sotheby's International Realty

Nearby
45
Video

House Hillsdale (United States)

Now You Can See Around Corners: Discover this extraordinary one-of-a-kind 1,700-sf octagonal contemporary barn home, conceived and built by its visionary owner, architectural designer Angela Patterson, and tucked away on more than four acres of woodlands on one of the most desirable streets in Columbia County. Boasting huge, pivoting picture windows that invite a flood of natural light and beautifully frame the natural surroundings, this one-level architectural gem offers a unique blend of modern elegance and rustic charm and truly re-defines country living. Inside, a soaring ceiling crowned by a cupola, as well as radiant-heat polished concrete floors enhance the airy, open-plan design. There's also an expansive floating propane-fired fireplace, a fully equipped designer kitchen that flows seamlessly into the living spaces, two loft-like bedrooms and two glass-and-stainless steel baths. This home is perfect for modern and sophisticated living and entertaining and is situated to provide ultimate privacy while being minutes from the charming Hillsdale hamlet, Hudson, and the cultural hubs of Egremont and Great Barrington in the Berkshires. A mere 2.5 hours to either NYC or Boston, this residence is an ideal full-time or weekend retreat for those seeking luxury, relaxation, tranquility, and convenience.

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$1,335,000
2bedrooms
2bathrooms
land  1.7ha

By William Pitt Sotheby's International Realty

Nearby
12

House Hillsdale (United States)

Imagine your own private getaway. Noble Lodge is a playground for nature walks, all-terrain vehicle and snow mobile adventures, swimming and paddleboarding, and hosting the grandest of parties. Have it all, on almost 300 acres in one of the prettiest places in the Hudson Valley and have the rare opportunity to design and develop your own perfect farmhouse or modern marvel. You will be enchanted with the charm of this highly sought-after hamlet and the close-knit community of Hillsdale, nestled in the hills near the Massachusetts boarder. All the locals meet up at Roe Jan Brewery, a wonderful brew pub located in a restored mercantile building that dates to 1850, and shop at the Hillsdale Country Store, an old-time country emporium. The focal points of Noble Lodge are the pond with its own little island where mallard ducks relax, and the creek that runs through the property. Cross the bridge and find the perfect site to build your dream home. The property includes a nicely appointed, 4-bedroom ranch, that is the perfect place to congregate with friends to plan your day of fun. Noble Lodge is only 15 minutes from Great Barrington and 35 minutes from Hudson, offering the best of everything. 300 acres in the Hudson Valley is an exceptional opportunity.

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$1,575,000
4bedrooms
3bathrooms
land  114.5ha

By Four Seasons Sotheby's International Realty

Nearby
41
Video

House Sheffield (United States)

Welcome to 856 Barnum. This home is a collaboration between a skilled photographer & Debora K. Reiser, a renowned New York architect. Once a humble Cape Cod, it's now a modernist delight. The front exterior features clean lines, dark paint, and copper accents. The side profile shows multi-dimensional lines and a dramatic turret. Inside, the grand room has a vaulted ceiling and expansive windows, blending the countryside into the living space. Multiple closets along the front wall offer ample storage. This area is perfect for dining and entertaining. The back wall centers around a fireplace flanked by built-in bookshelves. Large glass doors flood the living area with natural light. Skylights and vaulted ceilings add modern dimension and shape, making this space ideal for both lounging and dining. Adjacent to the grand room, the custom kitchen is both functional and stylish. It offers ample storage, open shelves, and stone countertops. High-end appliances complete this innovative kitchen. A cozy breakfast nook with surrounding windows provides serene views of the country road, perfect for enjoying your morning coffee. Ascend three steps from the grand room to the primary suite wing. This suite features vaulted ceilings, skylights, built-in closets, and sliders to a private terrace. The primary bathroom is a luxurious retreat with an all-glass wall and a dramatic soaking tub. Off the kitchen, the architectural turret houses a handmade spiral staircase leading to the second bedroom. The room has a dormer window, a slender picture window, and interesting lines, exuding a bright, loft-like vibe. A full bathroom with a shower is conveniently located off this bedroom. The lower level has another bedroom suite with glass sliders, offering direct access to the backyard. This level includes a living area, office space, and a fieldstone fireplace. The bedroom features a full bathroom with a shower. The laundry room and a heated garage with ample storage are also on this level. Situated on over 2 acres of tranquil land, this property is on a quiet dirt road with lovely mountain views from the back of the house. This phenomenal property is a blend of modern design and natural beauty.

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$1,100,000
3bedrooms
3bathrooms
land  8,134

By William Pitt Sotheby's International Realty

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