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34 Photos
PREFERRED COUNTRY PROPERTIES
$1,350,000
4 BD | 3 BA
Residential - Single Family

This c.1770 Federal protected by 27 acres retains much of the elegance and charm of 250 years ago.. set in a protected valley with other historic buildings, you experience the past while enjoying the present .. enter the maple lined driveway until the classic buildings greet you .. 3,415 sq-ft home plus 4-stall 2-story horse barn, corn crib, garden house, 2-car garage .. to delight the senses a heated inground pool surrounded by meadowy fields, paddocks and a winding brook by shade trees .. spend your days walking your evergreen woods, sitting by the brook, dining in the outdoor room with its bluestone floor surrounded by ancient barn foundation walls. In addition to the restful serenity of this exceptional property, you will enjoy nearby Berkshire Cty attractions. 1st time avail 52yrs.


64 Photos
LANCE VERMEULEN RE, INC
$1,350,000
4 BD | 3 BA
Residential - Single Family

This impressive New Marlborough property offers spectacular views from almost every room. With the perfect blend of country charm and modern living, this sprawling 4 BR, 3 BA home sits on over 3 acres, and is a sanctuary of peace and serenity. Step inside to discover pristine comfort that flows effortlessly, with every detail meticulously curated. Natural light streams through the windows - filling the spacious kitchen and sunlit rooms with warmth. The thoughtful layout includes a kitchen with granite countertops, stainless steel appliances, fresh, updated cabinets, eat-in kitchen area and adjoining dining room. The main floor also includes a spacious living room with gas fire place, office space and sliders to the lovely and peaceful bluestone patio. The second floor includes the


39 Photos
EQUINE HOMES REAL ESTATE, LLC
$1,375,000
1 BD | 2 BA
Residential - Single Family

Welcome to this winery and tasting room located in the beautiful southern Berkshires! This business/farm is located right on Rt 7 which is considered the ultimate New England road trip. Capture tourists year round with nearby Tanglewood, the botanical gardens, Butternut ski resort and so much more! This spacious post and beam building consists mainly of two large rooms both with lofts. One, currently a tasting room with a wrap around loft, floor to ceiling windows for abundant light, a dramatic center staircase and french doors leading to the patio and outdoor space. The second room is currently an event center with loft. The tiled lobby has access to storage and a handicapped bathroom. The opportunity exists to live on site with the attached apartment; kitchen, full bath, small


51 Photos
LANCE VERMEULEN RE, INC
$1,395,000
4 BD | 3 BA
Residential - Single Family

This delightful 18th century farmhouse transports you to a more simple and carefree time. Comfortable, bright spaces abound, both inside and out. A large living room features a beautiful fireplace and a wall of windows overlooking the property. The tasteful, modern kitchen integrates beautifully with the home's lovely historic details. Charming dining room with windows on two sides. A wonderful screened porch runs the length of the north wing, overlooking the lovely 6+ acre grounds with colorful gardens and lawns that roll down to the Roe-Jan Kill, known for its trout fishing. On first level, there's an en suite bedroom, plus a guest suite with sitting room and its own separate entrance. Upstairs, two more inviting bedrooms share a hall bath.


46 Photos
STONE HOUSE PROPERTIES, LLC
$1,395,000
6 BD | 6 BA
Residential - Single Family

In the heart of the Berkshires, nestled on 21 picturesque acres, you'll find this grand Estate steeped in rich history and meticulously restored with an unwavering commitment to preserving its original character and splendor. Comprised of handcrafted European textiles that blend seamlessly with modern appointments and luxurious amenities sure to appeal to the discerning tastes of contemporary living. Marvel at the grand foyer with intricate moldings, gleaming hardwood floors, and a sweeping staircase. The formal living and dining rooms exude refined elegance and lend itself to gracious entertaining. The stunning library with its handsome woodwork is the embodiment of what one would expect in a fine home. The gourmet kitchen is the heart of the home, and a culinary haven boasting SubZero


10 Photos
BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY
$1,444,250
1 BD | 2 BA
Residential - Condo/Townhouse

Canyon Ranch Living Unit No. 1 is now available for purchase. A stunning one bedroom condominium residence located within the gated property of Canyon Ranch in Lenox, MA, The Berkshires. Enjoy sophisticated country living with the added benefits of all that Canyon Ranch has to offer - fitness, health services, nutritious fine dining, outdoor activities, salon / spa. No.1 offers an open plan, a chef's kitchen with honed Marble counters, beautiful bright living room with a marble fireplace, a second fireplace graces the large bedroom with a gorgeous en-suite bath, plus a powder room and a private patio with a view of the peaceful courtyard. Hardwood floors, stone elements, and luxe design finishes come together to create an exceptional living space. The finest the Berkshires has to offer.


52 Photos
COHEN & WHITE ASSOCIATES
$1,475,000
4 BD | 4 BA
Residential - Single Family

This Alford property has it all.....a stunning contemporary Colonial with separate guest quarters, high speed fiber optic, a free standing heated barn with finished workspace & storage, a beautiful orchard all surrounded by 3+ acres on a country road minutes from Great Barrington, around the corner from scenic hiking trails, just over the hill from Catamount Skiing & zip lining, a 20 minute drive to Tanglewood & Alford's low property tax rate. This impeccably maintained home welcomes you with a stylish kitchen, open common spaces washed with natural light, 3 bedrooms and a separate fully equipped guest quarter with bedroom, bath, living room & kitchen...a must see property!


48 Photos
WILLIAM PITT SOTHEBY'S - GT BARRINGTON
$1,495,000
3 BD | 4 BA
Residential - Single Family

This timeless and well-loved residence offers 3 spacious bedrooms and 3.5 luxurious bathrooms, all set against the backdrop of breathtaking views and spectacular sunsets. The beautifully landscaped property features a large variety of flora and charming stone walls and details, creating an inviting and serene atmosphere. Step inside the main living area, where you'll find a convenient mudroom with a half bath. The open-concept kitchen, dining, and living room boast a big glass wall that floods the space with natural light, complemented by the warmth of a wood stove. The den, with its elegant French doors, opens onto a large deck and a screened porch, perfect for entertaining or enjoying quiet moments outdoors.Upstairs, the main bedroom is a true retreat with big views, featuring..


12 Photos
BISHOP WEST REAL ESTATE
$1,500,000
4 BD | 3 BA
Residential - Single Family

Discover a luxurious lifestyle in this yet-to-be-built, stunning two-story home spanning over 3,100 square feet. Situated on an expansive one-acre lot, this property offers both space and serenity.As you enter this thoughtfully designed residence, you'll be captivated by the spaciousness and elegance. With 9' ceilings throughout, the home exudes an open and airy ambiance, creating an inviting atmosphere for yourself and guests alike. The impeccable craftsmanship and quality finishes found throughout the home are a testament to the attention to detail.The Four well-appointed bedrooms provide ample space for relaxation and privacy along with the three stylishly designed bathrooms offering modern convenience which add to the overall sophistication of the home.


55 Photos
WILLIAM PITT SOTHEBY'S - GT BARRINGTON
$1,600,000
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


54 Photos
LANCE VERMEULEN RE, INC
$1,650,000
4 BD | 5 BA
Residential - Single Family

At the end of a long tree lined driveway, you'll find a fabulous 4 bedroom, 5 bath Dutch Gambrel with detached garage only minutes to Great Barrington. This spacious home is set on almost 5 sunny acres, which include a possible abutting building lot. This place has it all - great entertaining spaces, perfect cook's kitchen, fireplaces and private and peaceful outdoor gardens, along with a lovely screened-in porch to take in the gorgeous landscaping. Home built in 1989 with 2004 and 2019 renovations. A luscious hi-beamed master suite is on the first floor. Meticulously maintained so you can move right in!


40 Photos
LANCE VERMEULEN RE, INC
$1,650,000
5 BD | 4 BA
Residential - Single Family

Pristine, custom-built home in a lovely Lenox neighborhood. Close to downtown, this beautiful one-owner home on a corner lot has plenty of space to relax and enjoy the peaceful setting. Three beautifully appointed levels, with high-end finishes throughout, are thoughtfully laid out to include five bedrooms and four full baths. A true primary suite, with a luxurious soaking tub and expansive walk-in closet add to the comfort and convenience of the home, while the soaring ceilings and light-flooded rooms provide the wow factor. This home makes quite an impression the moment you walk in. A chef's kitchen overlooks a beautiful family room, with a gas fireplace and picture windows framing the view of the partially wooded lot. The dining room is also open to the kitchen, giving


49 Photos
WILLIAM PITT SOTHEBY'S - GT BARRINGTON
$1,675,000
11 BD | 12 BA
Residential - Single Family

Poised proudly on Main Street, Great Barrington, a few blocks from eateries, shops, and performance venues, this marvelous place affords an unparalleled residential and income opportunity. Purpose-built as an inn, its main house features nine bedrooms and a studio suite, while its carriage house contains two apartments. The sellers have rebuilt porches and staircases, added AC, installed insulation, refreshed cosmetics, remodeled the kitchen and public spaces, and added parking and gardens. Gracious spaces, high ceilings, light-welcoming windows, fireplaces, and architectural details create the ideal setting for a new owner's tastes and ideas. As a residence, this property in the heart of the Berkshires has the potential to support itself!


59 Photos
ALTON & WESTALL REAL ESTATE AGENCY, LLC
$1,750,000
2 BD | 3 BA
Residential - Single Family

Maya Lin Masterpiece. Evoking the serenity and simplicity of the Japanese courtyard aesthetic, this extraordinary home, Maya Lin's first residential conception, stuns in the purity of its design and materials, in the singular curvilinear articulation of its roofline, and in the liberal use of fieldstone, slate, cherry, maple and ash in restrained architectural elements yielding a rich yet exquisitely understated ambience. The graceful rooflines reflect the swells and hollows of the distant hills, and define as well the interior spatial configuration and elevations. Upon entering through the front door a glimpse of the lovely central courtyard hosting Japanese maples and koi pond lies ahead. The main living area opens both to this intimate courtyard and to a deck with the inspiring view.


55 Photos
HELEN MULLANY REAL ESTATE, LLC
$1,825,000
8 BD | 4 BA
Residential - Single Family

FOUR BROOKS FARM, owned by the De Kay Gilder Palmer Family since 1898, is now available. This exceptional property embodies idyllic country living in the heart of The Berkshires. This historic property consists of the Main House, Guest Wing, Barn with Tack Room, Roman Walled Garden with Sunrise/Sunset window, Stonewalls, Pastures, Trails & Views . Ready for restoration to former glory, many recent improvements have been completed.Some lots may be sold separately. Rolling meadows, gardens, stone walls and views! Rich in history, with so much potential to be a cherished Berkshire retreat. Close proximity to notable area cultural attractions . Reportedly visited by notables such as Mark Twain and Grover Cleveland...


48 Photos
MAPLE AND MAIN REALTY, LLC
$1,850,000
4 BD | 5 BA
Residential - Single Family

An outstanding rarity in Northampton - an exquisitely designed and built Contemporary hilltop residence with sweeping southeasterly views. With over 6000 sq. ft, 6+ acres of land with trails abutting 17 acres of conserved land, this property has it all - from a luxurious 1st floor primary bedroom suite with 2 walk in closets, jacuzzi tub and private deck overlooking the vista, to the gourmet kitchen that opens to the living room & masonry fireplace. Other features include a 2nd en-suite bedroom on the main level, a sun room and private office plus a loft used as an artist's studio. Downstairs there are 2 bedrooms with a bathroom suite, media room, game room, indoor Endless lap pool with state of the art ventilation system. The 3-car garage has an exercise room above. Outside you'll find


38 Photos
WILLIAM PITT SOTHEBY'S INTERNATIONAL REALTY
$1,875,000
4 BD | 4 BA
Residential - Single Family

Nestled three miles from the heart of downtown Great Barrington, this contemporary oasis offers a designer details and breathtaking 360-degree views. A wood burning stove invites warmth and comfort, beamed ceilings, designer lighting, and wide plank wood floors add a touch of elegance. Chefs kitchen and soaking tub beckon for indulgence, while the main floor primary bedroom with a wraparound deck offers a private retreat. A second primary bedroom on the second floor provides additional luxury.


87 Photos
FAIRGROUND REAL ESTATE, INC
$1,950,000
4 BD | 4 BA
Residential - Single Family

Location, location Location heated pool and tennis courtPerched on one of Hillsdale's most bucolic and quiet roads, everything about this 1800s cedar shingled property says, Welcome home.'' Its owners painstakingly transformed the center hall colonial, bringing more brightness to the first floor. The airy kitchen has granite counters, and includes a Viking stove and Miele dishwasher, and opens to a three-season porch with a Vermont Casting propane stove. The four bedroom home has 3.5 baths (including a 5x6' Whirlpool tub in primary bath, conveniently located on main floor with a door that leads to a quiet patio). The stately living room has a working fireplace, as does the primary bedroom. The meticulously maintained property includesd tennis court and heated swimming


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.


54 Photos
BERKSHIRE PROPERTY AGENTS, LLC
$2,350,000
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.

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