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33 Photos
LANCE VERMEULEN RE, INC
$895,000
4 BD | 5 BA
Residential - Single Family

Once in a lifetime opportunity to own a Berkshire landmark, Smiley's Pond! Situated on over 121 pristine acres, this amazing home is a nature lover's paradise. A 1940's Adirondack style chalet, with panoramic views of Mount Washington, overlooks your own pastures, woods, and trails. This unique home has no shortage of character, and the possibilities are endless. Three spacious levels are anchored around 2 amazing field stone fireplaces. Built-in cabinetry, original pine paneling, and storage abound in this truly one of a kind vintage home. A partially finished 2 story barn, and large covered garage guarantee the space you need to store your boats, tractors, ATV's, you name it! A large deck and screened porch invite you to sit outside and enjoy the views. Start living the dream!


41 Photos
LANCE VERMEULEN RE, INC
$895,000
3 BD | 4 BA
Residential - Single Family

This bright, spacious, one-of-a-kind home overlooks 30 acres of meadow, pond, and woods. The dramatic great room feels like a pristine white barn, featuring fireplace, exposed steel structure, and picture windows that frame the beautiful pastoral setting. Large, open spaces are balanced by comfortable nooks in dining room, den, master bedroom and kitchen. Radiant heated bathrooms, kitchen, dining, area. Walk-out lower level, with attached garage.There are many features of this special house. Whether relaxing with a book by one of 3 fireplaces, or entertaining friends & family inside, or basking on the huge deck outside, this property is pure magic. 10 minutes to the Old Inn on the Green and Cantina 229. You will fall in love with this idyllic retreat.


72 Photos
ALDEN COUNTRY REAL ESTATE SERVICES
$895,000
3 BD | 4 BA
Residential - Single Family

Designed by noted architect Hugh Hardy as a personal family retreat, this one-of-a-kind property embodies a rare interplay of structure and nature through a thoughtful assemblage of interior and exterior spaces. The main house offers both large gathering areas and intimate corners blended with both whimsy and practicality. The house leads naturally to the outdoor living areas and across the expansive yard to the pool and guest house, offering its own relaxed vibe and unique spaces. Moving outdoors, the gardens also explore both traditional and modern forms at play with the stunning surroundings and unique landscape. An ideal property for entertaining, inspiring creativity, and introspective retreat. Please do not enter property unaccompanied, see links for virtual tours & floor plans.


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BARNBROOK REALTY, INC.
$895,000
5 BD | 6 BA
Residential - Single Family

This exceptional and gracious custom built Scholz design home located in the premier gated community of Woodmonte Estates boasts every interior and exterior amenity imaginable, plus a separate building lot for additional space and privacy. The welcoming entry captures the essence of this home's features; including soaring ceilings, walls of windows, gorgeous natural light throughout, and the unparalleled ability to entertain family & friends in the many gathering spaces that flow seamlessly with one another. Masterfully engineered and built to the highest standards, tranquil in essence, yet stunning and grand. Boasting a fabulous Chef's kitchen, with oversized Island, top of the line appliances & granite countertops. Kitchen opens to Dining area & Family Room with wood burning fireplace.


52 Photos
WHEELER & TAYLOR REALTY CO., INC.
$899,000
4 BD | 2 BA
Residential - Single Family

THREE HOUSES FOR SALE ON 11.6 PARK LIKE ACRES .1910 CONVERTED ANTIQUE BARN is now a warm and welcoming MAIN HOUSE with 4+ bedrooms, 2 full baths, large stone fireplace, cherry wood paneling, lots of windows, 2+ car garage .TWO ADDITIONAL RANCH STYLE HOUSES have a separate driveway and privacy. Perfect GUEST COTTAGE and CARETAKERS properties. Unique opportunity in a desirable area in Stockbridge.


82 Photos
FAIRGROUND REAL ESTATE, INC>
$949,000
4 BD | 4 BA
Residential - Single Family

Custom built river front farmhouse on 4.62 acres with your own private Green River swimming hole. 4 bedrooms, 4 1/2 baths, cathedral ceilings, and fireplace. A generous kitchen with cherry cabinets, honed granite countertops, and stainless appliances Open to living room but separated from the formal dining room. There is a den/office and an incredible screen porch. The first floor primary bedroom has an en-suite bath, and a jet tub. There is a guest apartment Over the garage, one bedroom with a great room. Mahogany decks and porches surround, patio in the back, and an attached oversize three car garage completes this luxurious Egremont property.


38 Photos
HELEN MULLANY REAL ESTATE, LLC
$995,000
6 BD | 3 BA
Residential - Single Family

Gracious 1890 residence with carriage barn income property, graces the charming main street of Stockbridge. The main house is comprised of 4 bedrooms, double parlors w/fireplace, formal dining room, country kitchen and the most delightful screened porch. An attached 2 bedroom apartment with separate entrance, is ideal for extended family and guests. Distanced from the main house by a circular drive, the converted carriage barn sets behind, housing three apartments. Mature landscaping, perennial gardens, stone patios, and a 3 bay garage complete this idyllic compound. Red Lion Inn, Stockbridge Golf Club and theatre nearby.


47 Photos
PAULA MCLEAN REALTORS INC.
$1,050,000
4 BD | 4 BA
Residential - Condo/Townhouse

This exquisite home offers soaring ceilings and window walls that enhance the natural light and beauty within. Each level features en-suite bedrooms that afford privacy for owners and guests alike. A first floor den is the ideal work from home office space. The beautiful floor to ceiling stone fireplace, inviting screen porch and oversized deck beckon one to enjoy the quiet location, privacy and great outdoors. Nearby, Wyndhurst Manor & Club amenities, located within the new Miraval Berkshires include fitness, pools and tennis for a minimal annual investment. World class golf, restaurants, quaint Lenox & Stockbridge village centers and Berkshire Cultural venues merely a stone's throw away. An ideal offering for Berkshire living at its best, priced perfectly. Call for private tour.


42 Photos
STONE HOUSE PROPERTIES, LLC
$1,150,000
4 BD | 5 BA
Residential - Single Family

This gorgeous rustic contemporary boasts light, bright, open spaces for all to enjoy and views from nearly every room. Two fabulous stone fireplaces grace the upstairs living room and lower level family room. The beautiful kitchen with ample cooking and prep spaces, commercial grade appliances, and custom cabinetry will delight any cook. 4 bedrooms, 3 full, and 2 half baths, professional home gym, formal dining room OR home office overlooking the spectacular heated in-ground pool with waterfall and Goshen stone patio surround. Huge two story barn, goshen stone walls, regulation baseball field, and an additional 4 shared acres of conservation land whereby you can hike, snowshoe, ATV, and horseback ride the trails to Pittsfield State Forest. THIS IS A SPECTACULAR PROPERTY!


46 Photos
FAIRGROUND REAL ESTATE, INC>
$1,200,000
3 BD | 3 BA
Residential - Single Family

698 Algerie Road at Hidden Pond is the perfect blend of natural serenity with modern luxury. Never has there been so poignant a time to retreat into nature, without losing touch with the world. Algerie Road at Hidden Pond is a three bedroom, three bath home, built in 2008 by a local builder and craftsman. The house orients you to be immersed in the view of Hidden Pond, an 85 acre preserve, alive with native flora and fauna. While spacious and luxurious, the house is tastefully sited in complete harmony with nature.


31 Photos
WILLIAM PITT SOTHEBY'S - GT BARRINGTON
$1,300,000
5 BD | 6 BA
Residential - Single Family

ONE OF A KIND IN LENOX! Beautiful three bedroom main house and a two bedroom guest house that is attached. Live in one home while using the other as a rental, home office, or in-law apartment. This magnificent, park-like setting, minutes to Tanglewood and Canyon Ranch, has dock rights to Laurel Lake, plus shared indoor and outdoor pools, sauna, hot tub, exercise room and tennis courts, all independently maintained by nearby resort! You can add your own pool.


35 Photos
BROCKMAN REAL ESTATE, LLC
$1,395,000
5 BD | 4 BA
Residential - Single Family

MT. WASHINGTON FARMHOUSE ON 40 PASTORAL ACRES + 21st CENTURY FIBER BROADBAND This Berkshire farm, dating to the 1800's is beautifully set on 40 acres on both sides of a seldom-travelled road with fields + forest, epitomizes comfort & heritage, and evokes the feeling of the CotswoldsThis property has the true feel of an evolved farm, with a large kitchen, open to a Great room with walls of glass overlooking the large deck, swim pond & the meadow beyond on one end and a fireplace at the other. There's a covered front porch, library, 5 bedrooms + more. Become the next stewards of this farm with a classic New England farmhouse, large post & beam barn + outbuildings & guest house, with all the incredible bonuses that living in pristine & largely unknown Mt. Washington can offer


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BERKSHIRE HATHAWAY HOMESERVICE BARNBROOK REALTY
$1,399,000
5 BD | 4 BA
Residential - Single Family

50 Acres with frontage on the Umpachene River in low tax New Marlborough comes with this fabulous Contemporary home. Top quality everywhere from radiant heat to the 400 AMP service. Open plan living with fireplace, separate dining room ,a large heated sun rooms, five bedrooms two with dressing rooms, first floor primary bedroom suite, a family/game room and a separate one bedroom guest apartment. A large deck with beautiful stonework and a great back yard.


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WILLIAM PITT SOTHEBY'S INTERNATIONAL REALTY
$1,400,000
4 BD | 3 BA
Residential - Single Family

This remarkable Euro-Industrial retreat offers chic, modern country living, with layered spaces, roof decks, top quality construction, and incredible views. Here is sweet seclusion, on 26 acres with a pond, grassy meadow & woods nestled into Mohawk State Forest, just 12 minutes to MassMoCA and 25 minutes to Williamstown. The main house features a living room, kitchen, scullery & pantry, a library/office, first-floor guest suite, & second-floor master suite, while the guest house comprises a living room, two bedrooms, kitchen & bath. A work barn could be become an artist's studio. With unsurpassed attention to detail, the design, materials, and construction incorporate European woodstoves, imported windows & fittings. An incredibly stylish property for the aesthetically discerning buyer.


53 Photos
COHEN & WHITE ASSOCIATES
$1,495,000
7 BD | 9 BA
Residential - Single Family

Stunning Circa 1850's renovated with seven bedrooms and nine full baths. Classic Greek Revival with strong lines and lovingly preserved details; three period fireplaces, generous gourmet eat-in cook's kitchen and the comfort and style of today's living in the perfect location just a short drive to Tanglewood and in between Stockbridge and Lenox!! This property offers gracious common spaces and six en-suite guest bedrooms. New first floor guest suite with separate entrance


50 Photos
WILLIAM PITT SOTHEBY'S INTERNATIONAL REALTY
$1,499,000
5 BD | 4 BA
Residential - Single Family

Refined Rustic, Antique Farmhouse with Guest / In-Law quarters attached.An iconic multi generation farmhouse dating back to the 1800's known so well to so many in the 5 College area now being offered publicly for the first time in almost as many years as acres that the original horse farm once had. The current owners grandfather once raised horses until the landmark poultry farm, known in the early 1900's as ''Old Crow Hill'' thrived. The pedigree runs deep and rich in history. The entire home has been completely remodeled from the antique timbers inside to exterior trim. Electrical to heating and cooling with modern day conveniences like the whole house WiFi surround system, Granite kitchen with custom cabinetry yet the warmth of antique floors remain. Welcome home.


17 Photos
WILLIAM PITT SOTHEBY'S INTERNATIONAL REALTY
$1,625,000
4 BD | 2 BA
Residential - Single Family

297 Acre, fourth generation working family farm with Impeccable views of the Westfield River Valley and beyond. Located in rural Western Massachusetts in the town of Cummington, this picturesque setting is equidistant to the Berkshires and Northampton areas for most of what anyone could ever desire. Very rich in history, this one of kind property is part of the original William Cullen Bryant farm and estate dating back to the 1800's. The upper Bryant farm was built in 1871 by William Cullen Bryant for his eldest daughter Frances (1822-1893). In most recent years, the current owners have begun renovating the 5000+ sqft antique home with a new roof, siding and trim, windows, kitchen, bath, and the caretaker's quarters started. Welcome home.


65 Photos
WILLIAM PITT SOTHEBY'S - LENOX
$1,890,000
4 BD | 4 BA
Residential - Single Family

Leave it all behind to start anew in the bucolic Berkshire Mountains.Open the gates and retreat to this exclusive Home Resort/Business Compound set on over 10 rolling acres of residential/agricultural land where you can create your own way of life in the magical Berkshires! Custom built with precision and care, this ranch style home is finished with hickory and maple, has an open living floor plan which maximizes light and space and creates the optimal environment for entertaining. Enjoy drinks, dinner or relax in the sun-room and marvel at the fastidiously planned and orchestrated, four season blooming landscape. Settle in on the expansive, covered front porch, splash and slide in the sparkling heated in-ground pool, or cozy up to the alluring mountainside fire pit. Party and dance


42 Photos
STONE HOUSE PROPERTIES, LLC
$1,895,000
3 BD | 4 BA
Residential - Single Family

Historic Concord Farm. Set back and overlooking 134 acres of rolling fields, this classic 1840 Greek Revival farmhouse captures that luminous sense of place we call rural life.This authentically restored homestead features 3-4 bedrooms, 3 fireplaces, rocking chair front porch, 9 ft ceilings, large eat-in kitchen with charming kitchen garden, state of the art mechanicals and original hardwood floors.19th century post and beam barn adds additional 3,000 sf of finished space including a workshop/studio with radiant heat on 1st level. On the second level is a private three-room guest space, work-at-home office, or rental.Land suitable for organic farming, horses (4 bay horse barn), or cattle grazing (cattle + utility barns). Frontage on 2 roads for possible sub-division.


41 Photos
BERKSHIRE PROPERTY AGENTS, LLC
$1,975,000
5 BD | 6 BA
Residential - Single Family

HISTORIC EXPANSION - A 12.4 ACRE ESTATE YOU CAN MOVE RIGHT IN TO. Take the New England concept of original house, new house, back house, guest house, pool and barn- This 1780 Colonial has grown to reflect the needs of this owner's generational family. New additions include a first floor open flowing gourmet kitchen w/ two dishwashers, living-dining room, master suite, library, bathrooms, screened porch, laundry, new wood floors and windows, new roof, heating system & so much more. Original section has a dining room, front parlor, 3 upstairs bedrooms, 3 fireplaces, 2 bathrooms. The Guesthouse has 1 bedroom, 2 baths w/its own open living, porch and laundry. A huge 2 story barn w/ a garage and gym. The heated gunite pool is central to all the structures; pergola, patios and an outdoor shower

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