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55 Photos
WILLIAM PITT SOTHEBY'S - GT BARRINGTON
$1,395,000
5 BD | 4 BA
Residential - Single Family

Executive colonial sited on over 1.3 acres bordering 17 acres of conservation lands. Hike off your property on Parsons Brook Conservation area or relax in your professionally landscaped backyard with fire pit, waterfalls, 35/70 yd tee boxes w/ synthetic putting greens and 18x36 inground saltwater pool and pool house w/ kitchen. The expansive main residence offers a balance between open concept entertaining, yet offering quiet, cozy areas when needed. Bonus spaces include a 4-season sunroom, home gym, media room and for the ultimate in game day gatherings, the third floor has an expansive entertainment room with custom 8-person wet bar, three tv's, and pool table. High level technology with Solar, 17kw backup generator, 52 speakers in/out Sonos system and whole property security system


49 Photos
Compass Massachusetts, LLC
$1,395,000
3 BD | 3 BA
Residential - Single Family

This custom built post and beam home was thoughtfully constructed by a craftsman; sited on the west slope of the property with views of Mt Everett. The main floor offers a free flowing open plan with high ceilings and good gathering space; large kitchen with island, living with fireplace, dining area and nook. There is also a bedroom and full bath near the entry mud room. Upstairs you reach a landing, also facing the view. A few more steps takes you to the primary suite with walk-in closets, shower and soaking tub. Tucked up in the top is another room with a view. Lower level has a den, workspace, laundry, another guest bedroom and bath that open out to the patio. New HVAC, new roof with solar and Tesla battery, frontage on the Whiting River; this property transports you away from it all.


40 Photos
THE KINDERHOOK GROUP - PITTSFIELD
$1,590,000
11 BD | 13 BA
Residential - Single Family

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 large suites, each with a bathroom. A short walk to the many restaurants & shops of the town & minutes to Tanglewood.


47 Photos
HOUSATONIC REAL ESTATE
$1,675,000
12 BD | 7 BA
Multi-Family

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. Ample storage space is available in each unit, allowing residents to keep their living areas tidy.


52 Photos
Compass Massachusetts, LLC
$1,695,000
4 BD | 4 BA
Residential - Single Family

Situated on 2.4 acres, this gorgeous home is a short walk from Lake Garfield's public beach and close to the Berkshires' top attractions. Inside, 12-foot ceilings and an open floor plan create a lofty feel in the oversized kitchen and living area. A wide panoramic door (with a screen) leads to a massive deck, ideal for outdoor entertaining. The primary suite offers a large walk-in closet and luxurious wet room for a private retreat. On the opposite side, two additional bedrooms, a shared bathroom, and laundry provide convenience. The finished lower fully walkout level includes a family room with a bar, a fourth bedroom, and a full bath - ideal as an in-law suite. An oversized two-car EV-ready garage connects directly to the suite. Energy efficient with a solar-ready roof and central AC.


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Compass Massachusetts, LLC
$1,695,000
4 BD | 4 BA
Residential - Single Family

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. Hike miles of wooded trails accessible from the back yard. Some furnishings are available separately.


55 Photos
WILLIAM PITT SOTHEBY'S - GT BARRINGTON
$1,750,000
4 BD | 2 BA
Residential - Single Family

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.


63 Photos
WILLIAM PITT SOTHEBY'S - GT BARRINGTON
$1,795,000
5 BD | 4 BA
Residential - Single Family

Take this opportunity to own a dream brick home on a mountain top in Westhampton.Revel in privacy with stunning views inside and out. You can see Mt.Snow from the expansive ipe wood decks, which are perfect for relaxation and entertaining. The sunlit living room with a fireplace flows into an office space with deck access. The first-floor owner's suite is a retreat, featuring a jacuzzi, walk-in closet, and a double-sided fireplace. Enjoy the additional deck off of the kitchen. The home boasts of a formal dining room and a spectacular grand family room with cathedral ceilings. This property is more than a home; it's a statement of luxury and tranquility, all within reach of the cultural vibrancy of Northampton and the esteemed Five Colleges


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WILLIAM PITT SOTHEBY'S - GT BARRINGTON
$1,800,000
4 BD | 4 BA
Residential - Single Family

Modern Farmhouse - designers' own home, using locally sourced items and for creating a thoughtfully designed residence.High-end finishes and lighting, neutral Farrow & Ball paint throughout, as well as the gourmet kitchen with Subzero refrigerator, Wolf range, Bosch dishwasher, custom cabinetry, handmade walnut butcher blocker island, and radiant floors. Solid craftsmanship, woodwork, plaster walls and hand carved built-ins. New siding, insulation and copper drain pipes. This residence has six acres, a lovely steam, old growth trees, and beautiful gardens, bordering Stockbridge and Lenox, in the heart of the Berkshires. Close to the area's key attractions: Tanglewood, Jacob's Pillow, museums, great restaurants, parks, hiking, and lakes, and less than 10 minutes from the Red Lion Inn.


51 Photos
WILLIAM PITT SOTHEBY'S - GT BARRINGTON
$1,895,000
4 BD | 4 BA
Residential - Single Family

Immerse yourself in the epitome of elegance & seclusion in this immaculate estate, nestled on over 17 acres. This resplendent home is surrounded by an enchanting outdoor haven, boasting a pristine swim pond & meticulously curated gardens that explode with diverse flora. Drift through this botanical paradise or repose on the chic bluestone patio, an idyllic nook for serene contemplation or harvesting blooms.Spanning 4 bedrooms & 3.5 baths, the residence offers a quiet retreat in the country. The kitchen, adorned with sumptuous Cherry woodwork & harmonious hardwood floors, is anchored by a heartwarming wood-burning fireplace, radiating an inviting ambiance.See more.....


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COPAKE LAKE REALTY CORP.
$1,899,000
3 BD | 4 BA
Residential - Single Family

Modern Farmhouse/New Construction in Southern Columbia County, New York. Approximately two hours from NYC and 2.75 hours from Boston. Spacious 3600+ sf, 3+ bedrooms, 3.5 bathrooms modern farmhouse is designed to take in Copake's local beauty while considering the needs of today's living. The focal point is the open concept kitchen/dining/living spaces that includes a fireplace and ceiling to floor window over-looking forever farmland and your in-ground pool. The primary en-suite bedroom is on the main level. There are two bedrooms and a full bath on the second floor. Bonus rooms on the main level together with laundry and plenty of storage, lends to one-floor living at its best.Above the attached heated two-car garage is another bonus room and full bathroom. Ct'd


59 Photos
SIGNATURE ASSOCIATES
$1,900,000
6 BD | 6 BA
Residential - Single Family

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 StudioSparkling 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.


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WILLIAM PITT SOTHEBY'S - LENOX
$1,950,000
6 BD | 7 BA
Residential - Single Family

New World meets Old in this impeccably designed and elegant French Country inspired estate nestled perfectly on the hillside, affording gorgeous westerly mountain and sunset views. Situated on 3.76 acres, the home offers ample privacy, yet it is just a stone's throw from Tanglewood and downtown Lenox and West Stockbridge. Designed for hosting extended family and friends, it offers generously proportioned rooms and seamlessly blends indoor and outdoor entertainment for year-round enjoyment. With six bedrooms and seven bathrooms, including one primary suite and three additional en-suite bedrooms, this residence is designed for comfort and style. Entering through the wisteria draped antique door into the foyer, the discerning buyer will appreciate the impeccable craftsmanship throughout.


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BERKSHIRE BUSINESS PROPERTIES
$1,990,000
11 BD | 5 BA
Residential - Single Family

HISTORIC BERKSHIRE FARM Gather year-round with family and friends on this one-of-a kind estate, including 2 houses, 4 historic barns and maintenance building. 161 acres with stunning views, mountain paths, and Jim Kelly's stunning giant stonewalls throughout. Gorgeous New England marble stone farmhouse built in 1780, with modern addition featuring vaulted ceiling and massive windows which flood the dining and kitchen area with light. Enormous custom built hearth and fireplace, mahogany full bar, artisan-made bookcases, wrap-around deck. Close to Williams College and Jiminy Peak. The property offers swimming in two private ponds, 6 bay carriage barn with second floor for offices, studios., or storage.


52 Photos
STONE HOUSE PROPERTIES, LLC
$2,050,000
3 BD | 3 BA
Residential - Single Family

This unique contemporary home sited on 24 wooded acres features a Frank Lloyd Wright inspired architectural design and offers a stylish and private Berkshire retreat with stunning views. Decks and patios off of every room seamlessly blend indoor and outdoor living to embrace the beautiful natural landscape. The living room features an array of windows w/ built in lighting and treatments, filling the space with natural light that brings out the warm tones of the cherry floors. The unique side roll desk showcases the master craftsmanship in the custom woodwork you encounter throughout the home. Lovely open kitchen with granite counters. The lower level features a sauna, screened porch and secret wine cellar. There is also room for guests in two additional bedrooms, full bath, and an


52 Photos
STONE HOUSE PROPERTIES, LLC
$2,050,000
3 BD | 3 BA
Residential - Single Family

This unique contemporary home sited on 24 wooded acres features a Frank Lloyd Wright inspired architectural design and offers a stylish and private Berkshire retreat with stunning views. Decks and patios off of every room seamlessly blend indoor and outdoor living to embrace the beautiful natural landscape. The living room features an array of windows w/ built in lighting and treatments, filling the space with natural light that brings out the warm tones of the cherry floors. The unique side roll desk showcases the master craftsmanship in the custom woodwork you encounter throughout the home. Lovely open kitchen with granite counters. The lower level features a sauna, screened porch and secret wine cellar. There is also room for guests in two additional bedrooms, full bath, and an


56 Photos
BERKSHIRE PROPERTY AGENTS, LLC
$2,150,000
5 BD | 5 BA
Residential - Single Family

An unusual and wonderful early barn conversion, originally built in the 1700s and converted to a house around 1910. The current owner has renovated and added onto it thoughtfully and completely. A large open space with lots of windows, a huge stone fireplace and a cathedral ceiling define the living a dining rooms. The kitchen was enlarged and remodeled in 2012 with Wolf and SubZero appliances, and Cherry cabinets. With five bedrooms and four and a half baths on two levels, all but one of the bedrooms are ensuite. The very creative and bright primary bedroom, up a few steps from the second floor, also has a cathedral ceiling and gorgeous built-ins. This romantic property contains a large field, lawns, woodland and huge ponds; a virtual national geographic display of bird and animal life.


29 Photos
WILLIAM PITT SOTHEBY'S - GT BARRINGTON
$2,200,000
4 BD | 3 BA
Residential - Single Family

This quintessential country property is what everyone wants. Located in the Southern Berkshires close to the towns of Great Barrington, New Marlborough and Southfield and Norfolk, CT. This sleek historic and beautifully restored home is conveniently located for skiing, hiking, arts and culture, restaurants and all other Berkshire offerings. This home is beautifully restored and includes a stunning 'party ' barn, and separate garage/storage shed. The house glows, filled with light and sun. A large living room with fireplace and several seating areas has views to fields and flowers. A cook's kitchen with a counter-height fireplace looks out onto a stone patio with fire pit. The library, tv/ media room and powder room complete the 1st floor.Four.bedrooms, 2.5 baths. Restored barn.


57 Photos
Compass Massachusetts, LLC
$2,215,000
4 BD | 4 BA
Residential - Single Family

Built in 1904 this historic home sits on a beautiful 1.4-acre lot, which offers privacy while being in the most coveted and accessible neighborhood of Great Barrington. High ceilings and adorned with oak and mahogany woodwork throughout, this home has been tastefully renovated while retaining its period charm. The spacious layout, with 4 bedrooms, 31/2 bathrooms and an expansive porch provide comfort and grace. A fully updated kitchen, new windows, central air and natural gas enhance the living experience with modern ease. The surrounding landscape is adorned with perennial beds, and mature specimen trees. Walkable to town's restaurants, shops and farmers market, this property offers laid-back charm along with convenience and style.


65 Photos
LANCE VERMEULEN RE, INC
$2,250,000
3 BD | 2 BA
Residential - Single Family

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 it is beautiful. Anchoring the property is a charming antique cape home,

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