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44 Photos
WILLIAM PITT SOTHEBY'S - LENOX
$2,250,000
3 BD | 3 BA
Residential - Single Family

Set just off the shoreline of Onota Lake and accessed by a private bridge, this approximately 1.25-acre island offers a kind of ownership that is seldom available in the Berkshires.Surrounded by water, the property creates a natural sense of separation and calm, with broad lake views and a level of privacy that is difficult to replicate without sacrificing accessibility. Here, the experience is distinctly your own, yet the mainland is always within easy reach.The existing residence is positioned to take full advantage of the setting. A vaulted living space with a loft above, two fireplaces, and expansive windows and sliders bring in light and water views throughout the day. A covered porch extends directly toward the lake, offering a simple, immediate connection to the outdoors.


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COMPASS MASSACHUSETTS , LLC GB
$2,250,000
4 BD | 6 BA
Residential - Single Family

A completely transformed barn renovated into a chic home with every modern convenience. Located in the desirable town of Egremont and just minutes from Great Barrington, this delightful property offers long-range pasture views with the Green River just beyond.Thoughtful living spaces for every walk of life featuring a roomy primary suite on the first floor, an additional primary suite that occupies the entire third floor, and inviting spaces for guests and gatherings. Key features include top brands like Waterworks, Wolf, Schluter, Graff, Bertazzoni, and Kohler, along with Danby marble, Italian stone, and oak floors. Every window offers views of the expansive 13.5 acres, fully fenced and lush, with endless possibilities for nature lovers, hobby farmers, or equestrians. Super low taxes.


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BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY
$2,390,000
6 BD | 5 BA
Residential - Single Family

Own a Living Masterpiece. Meticulously curated by the current stewards since 2006. This Colonial Revival offers rare fusion of 18th-century authenticity and cutting-edge modern comfort. Designed for both grand-scale entertaining and intimate family life, this c1930, 7,894 sq. ft., Colonial Revival offers 6-bdrms & 4.5-baths. The interior is a treasure of artisan craftsmanship from the formal dining room with its magnificent shell-carved cove, to original cabinetry with rare wood inlays, hand-carved bookshelves, a classic butler's pantry, multiple stately fireplaces anchor the formal living spaces. Enjoy panoramic views and privacy from the grand porch overlooking 4 pristine acres. a state-of-the-art kitchen featuring Wolf and Sub-Zero, and no expense spared Geo-Thermal heating/cooling.


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HOUSATONIC REAL ESTATE
$2,495,000
5 BD | 5 BA
Residential - Single Family

Originally built in the 1700s, this historic post-and-beam barn has been thoughtfully renovated over time while maintaining its unique character and charm. A recently installed solar energy system allows for highly efficient living with the potential for an off-grid lifestyle.The home features an open floor plan filled with natural light from numerous oversized windows. A chef's kitchen adjoins the dining area, creating an ideal space for entertaining. With three full floors of living space, the home offers four ensuite bedrooms plus an additional bedroom, providing comfort and privacy for family and guests. Enjoy seamless indoor-outdoor living with a screened porch off the main level leading to spacious decks and a hot tub. The lower level includes a media room and sauna for relaxation


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WILLIAM RAVEIS - BERKSHIRE
$2,495,000
5 BD | 4 BA
Residential - Single Family

Nestled on the top of a hill overlooking rolling meadows, this exceptional property boasts over 30 acres of stunning natural beauty, with panoramic 360-degree views that will take your breath away. A true oasis of tranquility, this estate offers the ultimate in luxurious country living. The grand foyer invites you into this warm, inviting home. With over 6,000 square feet of living space, it offers plenty of room to entertain and relax. The large cook's kitchen is perfect for preparing meals for large gatherings, while the heated sun room provides a cozy spot to enjoy your morning coffee and take in the stunning views of the surrounding fields. This home also features 5 spacious bedrooms (primary with en-suite, four jack-and-jill), each with their own unique charm and character.


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WILLIAM RAVEIS - BERKSHIRE

Seize this rare opportunity to complete a 55-unit expansion within an existing condo association. With a majority of infrastructure in place and high demand in the area, this semi-completed development offers exceptional return potential. Originally approved in 2002 as a 40B development, this project is ready to be picked back up where it left off. All current permits, site plans, and engineering documents on hand shall be transferred as part of sale, providing a streamlined path for completion. Don't miss the chance to capitalize on this ready-to-go project in desirable Great barrington.


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Compass Massachusetts, LLC
$2,595,000
5 BD | 5 BA
Residential - Single Family

This exquisite single-family home spans an impressive 4,300 square feet, offering an unmatched blend of elegance and modern comfort. With 5 spacious bedrooms and 4.5 beautifully renovated bathrooms, every detail has been meticulously crafted to perfection. Walking distance to downtown Great Barrington's shops and restaurants, the house is in one of the quietest areas of ''The Hill''.12 rooms including a formal dining room, a sophisticated library/den, and a versatile media/recreation room. The chef's kitchen, featuring premium counters, a WOLF range, a Sub Zero refrigerator, a wine cooler, and a butler's pantry for seamless entertaining.The home is filled with natural light. Comfort is ensured year-round with air conditioning and central heating on every floor.


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BIRCH PROPERTIES
$2,649,000
6 BD | 7 BA
Residential - Single Family

Just seconds not minutes from the main gates of Tanglewood, this stunning contemporary estate is tucked into a sunlit site surrounded by woodland, offering a rare blend of proximity and seclusion. In a region renowned for its natural beauty, it's almost unheard of to find a home this close to the cultural heart of the Berkshires that also feels so entirely removed.Perfectly positioned for four-season enjoyment of the Berkshires lifestyle--Tanglewood, Lenox village, farm-to-table dining, ski slopes, hiking-this custom-built 2017 home was fully reimagined and entirely updated in 2020 by master craftsmen. Every detail has been elevated to support both elegant entertaining and relaxed daily living.Dramatic ceiling heights and a sun-drenched upper gallery define ... see more


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THE KINDERHOOK GROUP
$2,750,000
5 BD | 2 BA
Residential - Single Family

Welcome to Camp Mohawk, a pristine lakefront property in the heart of the Berkshires. Set on Cheshire Reservoir--a serene, largely uninhabited lake--the property offers both privacy and convenient access just off Berkshire County's main north-south route.Once a summer camp, the estate features an existing main house and barns listed on the National Register of Historic Places, dating back to the late 1700s. There are also numerous sleeping cabins that could be restored.Ideal as a private family compound or for development as a spa or resort, corporate or wellness retreat, or condominium, single-family, or retirement community--the possibilities are truly endless. Can be subdivided.


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THE KINDERHOOK GROUP

Welcome to Camp Mohawk, a pristine lakefront property in the heart of the Berkshires. Set on Cheshire Reservoir--a serene, largely uninhabited lake--the property offers both privacy and convenient access just off Berkshire County's main north-south route. Once a summer camp, the estate features an existing main house and barns listed on the National Register of Historic Places, dating back to the late 1700s. There are also numerous sleeping cabins that could be restored. Ideal as a private family compound or for development as a spa or resort, corporate or wellness retreat, or condominium, single-family, or retirement community--the possibilities are truly endless. Can be subdivided.


51 Photos
COUNTRY LIFE REAL ESTATE LLC
$2,750,000
6 BD | 5 BA
Residential - Single Family

A rare opportunity to own a masterfully reimagined circa-1861 post-and-beam barn, transformedinto a one-of-a-kind luxury estate set on 89 pristine acres in the heart of Columbia County.Surrounded by sweeping pastoral views, open fields, and tranquil natural beauty, thisexceptional property offers privacy, scale, and timeless craftsmanship.The residence spans approximately 6,000 square feet across two levels, seamlessly blendinghistoric character with modern sophistication. Soaring ceilings, exposed beams, and wide-plankwood floors milled from trees harvested directly from the property*create an authenticconnection to the land and the home's heritage.At the heart of the home is a dramatic great room, ideal for entertaining or quiet evenings


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STONE HOUSE PROPERTIES, LLC
$2,750,000
2 BD | 3 BA
Residential - Single Family

Fabulous Property with ponds, rushing streams, huge acreage & a gem of a house. The 220 acres abuts state forest and beautiful Walker & Spark Brooks both run through the property. The 2BR/2.5B home has lovely views of the pond & hills beyond, and was totally renovated to the highest standards in 2023 & 2024. Native stone fireplace, heart pine floors, new kitchen, baths, heating, mahogany decks, outdoor shower, windows & insulation. There is a large post & beam barn plus stone foundations from an earlier barn. The fishing is great and trails have been cleared for hiking and horseback riding. Conveniently located near Tanglewood, Jacobs Pillow and most other Berkshire cultural attractions as well as state forests and wildlife management areas. Under 3 hrs. to NYC, 2.5 hrs. to Boston


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BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY
$2,840,000
4 BD | 4 BA
Residential - Single Family

PRISTINE LAKEFRONT SANCTUARY: Perfectly sited with generous frontage on the shores of Lake Windemere, this sprawling post and beam residence offers lakefront views from every room, with four bedrooms and three and a half baths, blending rustic elegance with timeless comfort. Windmere Lake is a privately owned lake flanked by homes tucked away along the waterfront. Designed for gathering and gracious living, the home provides expansive spaces for family and friends to come together while embracing the natural beauty that surrounds it. Whether enjoying peaceful mornings by the water or hosting memorable evenings in the warm, inviting interiors, this is country living at Enjoy four of the best restaurants the Berkshires has to offer just minutes away.


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STONE HOUSE PROPERTIES, LLC
$2,895,000
7 BD | 4 BA
Residential - Single Family

Set in the heart of Old Chatham, this classic Colonial rests on an exceptional 101-acre landscape of rolling pasture, woodland, and wide-open country views. From its elevated vantage point, the home looks out over a 2.5-acre swimmable pond, open fields, and a stretch of Hudson Valley scenery that changes beautifully with the seasons. Flooded with natural light, the seven-bedroom home offers generous space to gather and unwind with family and friends. At its center, the kitchen and living areas are designed for connection. The open kitchen and dining space flows easily into the main living room, where a stone fireplace anchors the room and creates a natural place to come together after a day outdoors. Stainless steel appliances and ample workspace make the kitchen as functional as it is


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STONE HOUSE PROPERTIES, LLC
$2,998,000
4 BD | 2 BA
Residential - Single Family

Welcome to a lakefront retreat where timeless charm meets breath taking natural beauty. This four bedroom, two bath cottage is perfectly positioned to capture stunning water views and an abundance of natural light throughout the day. Inside, you will find beautifully preserved, rare chestnut floors that add warmth and character, complemented by a cozy fireplace that creates the perfect gathering space year -round. The full kitchen opens to inviting living areas, ideal for entertaining or relaxing after a day on the lake. A screened-in porch offers a peaceful setting to enjoy morning sun or evening sunsets overlooking the water, Step outside to your private setting, complete with a removable dock for swimming, boating, and lakeside enjoyment Minutes away from all Berkshire attractions


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COMPASS MASSACHUSETTS , LLC GB
$3,250,000
6 BD | 6 BA
Residential - Single Family

Built in 1964, this Berkshires compound comprised of three homes set on over fifty acres with panoramic southerly views to the northern Connecticut hills. The main home, a modernist design collaboration between Bauhaus designer George Giusti and architect Crane De Camp, is a two-bedroom, three-and-a-half-bath masterpiece that features a gym, sauna, and gardens designed by a local landscape architect. For guests, they can choose between the three-bedroom, two-bath Cottage or the one-bedroom Cabin, both of which are intimate and offer plenty of privacy for family and friends. Whether it's poolside by day, trails in the afternoon, or hanging by the fire pit at night, there is something for everyone at this mid-century getaway set in the Berkshire hills and only minutes to Litchfield County.


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STONE HOUSE PROPERTIES, LLC
$3,325,000
4 BD | 8 BA
Residential - Single Family

Hawks Nest Ridge. Quiet privacy on 8.6 acres. Decks, patio, screened porch and pool all enjoy the view and the natural setting. Dramatic open floor plan with walls of windows to the views, soaring stone wood burning fireplace spanning three stories. Cook's kitchen with walk-in pantry. First floor primary suite with gas fireplace and dressing room all abutting library and office. 4 private bedroom suites in total each with their own sitting areas and additional sleeping options. Family room with wet bar and gas fireplace. Exercise room with steam shower. 3-bay garage. A very special retreat with plenty of room for guests and entertaining. Just a short jaunt to dining, shopping, recreational and cultural venues in West Stockbridge, Lenox, Stockbridge and Great Barrington.


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WILLIAM RAVEIS - BERKSHIRE

Position your business in the heart of the Southern Berkshires with this exceptional 84,380 square foot industrial facility situated on approximately 6.9 acres in Sheffield. This former plastic manufacturing building offers scale, flexibility, and functionality for manufacturing, warehousing, distribution, or specialized industrial operations.


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WILLIAM PITT SOTHEBY'S - GT BARRINGTON
$3,500,000
5 BD | 5 BA
Residential - Single Family

Incredible craftsmanship & wellness-forward design with in-town privacy.At the heart of the home, a completely rebuilt chef's kitchen makes a refined statement with honed dark gray granite counters, crisp white Shaker cabinetry, and matte black fixtures. Oversized divided-light windows flood the space with natural light, while a 48-inch Wolf range and paneled Sub-Zero refrigerator deliver top-tier performance. The generous center island anchors the space and flows seamlessly to the dining room and timber-framed great room.The dining room is bright and elegant, featuring wainscoting, a central masonry fireplace, and sliding doors to the outdoors. Beyond, the Lanoue-designed Timber Frame great room soars with exposed beams, dramatic ceiling height, and walls of glass revealing the


55 Photos
WILLIAM PITT SOTHEBY'S - GT BARRINGTON
$3,500,000
5 BD | 7 BA
Residential - Single Family

Set on over 12 private acres just minutes from the center of Great Barrington, this impeccably designed estate offers an extraordinary combination of luxury, privacy, and panoramic southern views of the Taconic Range, including the iconic silhouette of Mount Everett. Blending effortless indoor elegance with immersive outdoor living, this property captures the essence of Berkshire leisure.Inside, the home is thoughtfully designed to host both family and guests in complete comfort, offering five well-appointed bedrooms, six full bathrooms, and a half bath, providing privacy and ease for all. The first-floor primary suite serves as a true sanctuary, complete with two separate full bathrooms for an elevated sense of luxury.

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