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60 Photos
ROBERTS & ASSOC. REALTY, INC
$1,650,000
4 BD | 5 BA
Residential - Condo/Townhouse

Prepare to be wowed when you visit this luxury condo at Stockbridge Terrace! The details, custom features and craftmanship are second-to-none! Seeking one-level living? Literally just bring your suitcase as furnishings can be available in this well-appointed one-owner home. Entertain in style with open floor plan. The living/great room's centerpiece is the stone fireplace, oversized windows and cherry floors. Enjoy the formal dining room or savor summer dining on the spacious screened porch. Bedrooms are thoughtfully placed to ensure maximum privacy. Primary suite is on the first floor with jetted tub and oversized shower. along with custom outfitted walk-in closet. On the upper level you'll find two additional bedrooms each with ensuite baths. The family room includes custom


45 Photos
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.


69 Photos
WHEELER & TAYLOR REALTY CO., INC.
$1,700,000
3 BD | 3 BA
Residential - Single Family

Expansiveness & spectacular views into CT! This contemporary cedar home is an idyllic setting in a dream location featuring a hilltop swimming pool w/ stone patio, 36' x 60' horse barn with plenty of room for horses, koi pond w/ bridge, mature landscaping, and beautiful stonework throughout. The spacious interior of this light-filled home with soothing earth tones & warm woods includes 3 BRs, 2.5 bathrooms, open concept floor plan, private office space, central A/C, jetted tub, screened porch, gas fireplace, skylights, and incredible views both inside & out. Gather year-round with friends & family at this spectacular retreat!


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.


34 Photos
WILLIAM PITT SOTHEBY'S - GT BARRINGTON
$1,785,000
5 BD | 6 BA
Residential - Single Family

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.


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


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.....


40 Photos
BIRCH PROPERTIES
$1,925,000
4 BD | 3 BA
Residential - Single Family

Nestled just north of Stockbridge, MA, this elegantly expanded brick Federal estate offers a harmonious blend of historic charm and modern design on 13+/- acres (9 conserved.) Originally built in the 1830s, the Carter Estate has been artfully expanded and renovated and boasts over 5,400sf of light-filled, luxurious living space, ideal for those seeking a private yet gracious lifestyle.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--perfect for painting or relaxing. The estate is oriented towards cultural and natural beauty with walking trails


42 Photos
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.


63 Photos
ALTON & WESTALL REAL ESTATE AGENCY, LLC
$1,950,000
4 BD | 4 BA
Residential - Single Family

Exceptional custom-built contemporary home with magnificent views. Featuring multi-level living including a beautiful great room/living room with floor-to-ceiling stone wood burning fireplace, expansive well-appointed kitchen with large breakfast area and walk-in pantry, and a formal dining room. The first floor also offers a primary suite with walk-in closets, an office with laundry room, a mudroom, and a half bath. The second floor has two bedrooms, one bathroom and an office overlooking the great room. The lower level offers a large family room, bedroom (currently used as an exercise room) a bath, and a two-room workshop. There is a separate screened porch on the wraparound porch and a hot tub to take in all the amazing views.


43 Photos
BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY
$1,975,000
5 BD | 5 BA
Residential - Single Family

A luxurious home on one of the most scenic roads in The Berkshires, surrounded by 15 pastoral acres, with picturesque mountain views. Enter a sun-drenched living room with a soaring cathedral ceiling and an elegant fireplace centerpiece. Enjoy an expansive 3-season porch, with panoramic windows and classic mahogany floors. A recently updated eat-in kitchen features Sub Zero appliances and a beautiful butler's pantry. Relax in the newly renovated family room with wall-to-wall casement windows. This 5 bedroom home offers a bonus game room and home office equipped with fiber internet and a spacious private master bedroom with ensuite bath. An additional wing features a separate guest suite with living room, kitchen, dining area, full bathroom and 2 bedrooms. In Alford, renowned for low taxes


44 Photos
WILLIAM PITT SOTHEBY'S - GT BARRINGTON
$1,980,000
4 BD | 4 BA
Residential - Single Family

Escape to the serene countryside, where this stunning New England farmhouse beckons with its picturesque setting on 10 acres. This property boasts a pool, pool house, garage and barn, offering endless possibilities for enjoyment and relaxation. Step inside this beautifully renovated home(2017), where modern amenities blend seamlessly with classic charm. The 4 bedrooms and 3.5 baths provide ample space for comfortable living. This home is sure to impress with its impeccable design and attention to detail. Outdoor living is a true delight at this property, with plenty of space to roam and explore. The in-ground pool is a refreshing spot to cool off, while the pool house provides a convenient place to relax and unwind. Garage and barn offer storage space for all of your outdoor essentials


40 Photos
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.


20 Photos
THE KINDERHOOK GROUP - PITTSFIELD
$1,995,000
5 BD | 2 BA
Residential - Single Family

Welcome to Camp Mohawk, a pristine lakefront property in the heart of the Berkshires. Located on Cheshire Reservoir, a virtually uninhabited lake, located just off the main north-south artery of Berkshire County. Once a summer camp, the existing main house and barns are listed on the National Register of Historic Places, and date to the late 1700's. Would make a lovely family compound, or could be developed as a spa/resort, corporate/wellness retreat, condominium/single family and retirement housing,


64 Photos
WILLIAM PITT SOTHEBY'S - GT BARRINGTON
$1,995,000
4 BD | 6 BA
Residential - Single Family

Tucked in the Berkshires of Western Massachusetts, this Williamstown contemporary boasts over 7,000 sq. ft. of undeniable form and function mixed with the highest degree of finishes. It's been said that homes can be duplicated anywhere, but a setting with unique and rare attributes cannot. Gently Sited amidst a spectacular 34-acre backdrop bordering 8,000 +/- acres of protected land is incredibly rare. Architecturally designed to contour with the natural topography of the site greatly reduced disturbance when built. This multi-tiered footprint affords picturesque sunset views of the village below and Berkshire hills beyond. Watch a soccer game at Cole field from your Gunite pool, walk to the village for dinner or go hiking on Chestnut/Pine Cobble Trails right off your property...


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.

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