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33 Photos
WILLIAM PITT SOTHEBY'S INTERNATIONAL REALTY
$1,975,000
4 BD | 2 BA
Residential - Single Family

400+ 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) and her husband Parke Godwin. 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. Now ready to ...


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BROCKMAN REAL ESTATE, LLC
$1,995,000
5 BD | 5 BA
Residential - Single Family

NEWLY CONSTRUCTED POST & BEAM WATERFRONT PARADISE ON 168-ACRE LAKE WITHIN A 1,000 ACRE PROTECTED WILDLIFE AREA 10 MINUTES TO GUIDOS IN GREAT BARRINGTON!Striking views & fabulous amenities includinga soaring great room, 5+ bedrooms, heated swimming pool, outdoor hot tub, movie theater, bar, game room & gym, radiant heat, central a/c, solar panels and much, much more - all on a true treasure of a lake. Astonishing privacy and wildlife - you will most often be the only one fishing or kayaking on the lake, watching the Great Blue Heron, or relaxing with no jet skis or power boats to disturb you.. Control all systems remotely. Painstakingly built for optimal casual comfort, low maintenance, and as your own private waterfront Berkshire resort.


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COHEN & WHITE ASSOCIATES
$2,050,000
5 BD | 4 BA
Residential - Single Family

Tranquility with privacy, 900 feet of water frontage on beautiful Lake Windermere, amazing tennis court, walking trails and sprawling lawn surround this dramatic contemporary. Gracious open common spaces, very large screened porch with view of the lake, three fireplaces and passive solar unique design.


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WILLIAM PITT SOTHEBY'S INTERNATIONAL REALTY
$2,200,000
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.


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BROCKMAN REAL ESTATE, LLC
$2,200,000
8 BD | 7 BA
Residential - Single Family

MORNINGSIDE, TYRINGHAM A spectacular estate dating back to the Tyringham Shakers. This is an extraordinary, & unique opportunity to own a part of Berkshire history. Overlooking Tyringham valley, Morningside is set on 44 acres with a circa 1800 Manor House originally constructed by the North Family of the Tyringham Shakers. Pool, pool house, swim pond, & stunning gardens. The permanently protected U.S. Appalachian Trail borders the land to the south & east. 16 rooms include a huge kitchen, 7 bedrooms, one a palatial master suite, and 4 full and 2 1/2 baths. A large 3-car carriage barn has a large vaulted room & full bath above. The setting is both spectacular & quiet, without being isolated. You are in the heart of the Berkshires with staggering views. Add'l land & homes available.


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BERKSHIRE PROPERTY AGENTS
$2,250,000
5 BD | 6 BA
Residential - Single Family

Exquisitely renovated late 1700 antique home w/ perfect proportions & amazing grounds. High ceilings, multiple fireplaces & historic details, flooded with light. Beautifully sited on over 9 acres on one of the most prestigious roads in the county. Barn, apple orchard, specimen trees, masterful stonework. Secluded and private heated Gunite pool w/ classic pool house & adventurous boardwalk. Please check out the virtual tour.


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THE KINDERHOOK GROUP - STOCKBRIDGE
$2,350,000
4 BD | 3 BA
Residential - Single Family

''High Meadows'' is a grand and luxurious 20 acre estate with spectacular sweeping views of October Mountain. Set high upon a private knoll, the chic and newly renovated 4 bedroom contemporary home features a gorgeous great room, wine cellar, game room, exercise room, billiards room, sun room, 3 fieldstone fireplaces and new outdoor bar/kitchen to mention just a few.A 27 head sprinkler system services meticulous specimen landscaping with master gardens, pear and apple orchards. There are also groomed walking trails and perhaps best of all, not only a lovely gunite pool/spa area, but a crystal clear 2 acre swimming and trout pond with a sophisticated pump system! Call for a private tour.


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BERKSHIRE HATHAWAY HOMESERVICE BARNBROOK REALTY
$2,395,000
5 BD | 5 BA
Residential - Single Family

Take in the unparalleled beauty and majestic views of this 24-acre riverfront property. This 5-bedroom well-appointed home and private guest house create the perfect luxury retreat. With airy open-plan living, the Craftsman-style main house offers 4,500+ sq. ft., 3 fireplaces, panoramic views and a private 1st floor master wing. Entertain family and friends throughout the 1st floor or unwind in the spacious informal living room on the 2nd floor. Explore the property on well- maintained walking trails or cool off in the tranquil Williams River, the perfect spot to fish, kayak or swim. Outdoor living spaces abound, including a large screened porch with fireplace and adjacent stone patio, ideal for watching a beautiful Berkshire sunset. Minutes to Great Barrington and Tanglewood.


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WILLIAM PITT SOTHEBY'S INTERNATIONAL REALTY
$2,450,000
5 BD | 7 BA
Residential - Single Family

SPACIOUS CONTEMPORARY WITH OPEN LIVING PLAN, POOL, TERRACES & GIANT VIEWS: Set on 13 plus acres, this 5800 SF home features 5 en suite bedrooms, including 1st floor master suite with sitting room. Gourmet kitchen, formal dining, great room & fitness/playroom with built in bunks. 4 fireplaces, central a/c & oversized 2 car garage. Gunite pool with hot tub. Extensive flagstone terraces and pergola with sweeping mountain and pastoral views. Covered flagstone from porch for entertaining. Near NY Border, one of the first homes in Massachusetts. Close to Catamount Ski Basin, Great Barrington and all Berkshire attractions.


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ALTON & WESTALL REAL ESTATE AGENCY, LLC
$2,500,000
4 BD | 5 BA
Residential - Single Family

Perfectly sited at the crest of its thirteen acre property, this stunning architectural masterpiece evokes thoughts of a serene refuge from the harried pace of everyday life. A truly breathtaking panorama unfolds before you as you approach, and you are immersed in peaceful quietude and utter privacy. Reminiscent of both old world grace and an agrarian past, and in homage to the New England add-on tradition, with its granite wing off its cupola-topped host, the residence invites you to slow down and indulge in the view. Light-filled and airy, the great room provides a soothing, restful ambiance and yet, as open to the kitchen, the opportunity for gatherings both intimate and grand. The serious cook's kitchen with center island and large butler's pantry is ideally suited for entertaining.


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STONE HOUSE PROPERTIES, LLC
$2,550,000
5 BD | 7 BA
Residential - Single Family

April Hill, a meticulously restored Greek Revival with privacy, guest house, swimming pool and spectacular views. See the supplement for details.


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BERKSHIRE HOMES AND CONDOS
$2,600,000
10 BD | 10 BA
Residential - Single Family

Proudly presenting this newly refurbished 10 Bedroom, 9 and half bath, privately owned, walk to town, historic Lenox ''Cottage''. Lovingly named Osceola after the dramatic view of Osceola Mountain on the Yokun Ridge experienced upon entering the columned and balustraded front porch. Osceola Mansion was designed by world renowned architects Rotch and Tilden in 1889 and commissioned by Sarah Pollock Livingston. Today, this comfortable and beautifully appointed home features an entry foyer with a fireplace to warm your hands and toes after a winter's sleigh ride. Enter the Grand Hall which invites you into the Living Room to your right or draws your attention to the unique Oval Dining Room to your left. Straight ahead is the picturesque outdoor covered 80 feet in length Veranda


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BERKSHIRE PROPERTY AGENTS, LLC
$2,995,000
6 BD | 7 BA
Residential - Single Family

Complete 2012 rebuild and seamless expansion of a gracious home on The Hill in Great Barrington, into a stunning timeless and modern Federal estate, perched on a notable parcel with a barn and private spa pool. No detail was overlooked inside or out from custom everything to geothermal heating and cooling. Too many amenities to list, including central A/C, full house generator, Pella true divided light windows throughout, Rocky Mountain hardware, Lutron lighting, spray foam insulation, double insulated floors, and most all of the house has radiant heated floors and of course state-of-the-art mechanicals. The three acres are beautifully landscaped and include a spa pool with a waterfall and auto cover, bocci court, invisible dog fence, a seasonal stream, and a barn. Walk to town.


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BERKSHIRE PROPERTY AGENTS, LLC
$3,100,000
5 BD | 6 BA
Residential - Single Family

Cookledge, is a sprawling contemporary compound spread over mountain top glacial outcroppings, with awe-inspiring views south over Connecticut and west to the Taconic Range. Nearby the Southfield Store Cafe, drive up the long romantic winding drive to this sensitively sited and quality built home with huge windows and glass doors that draws one outside from almost every room to the truly stunning views. Large airy rooms with high ceilings, tall doorways, hardwood floors, multiple fireplaces, along with separate master and guest bedroom wings, all with ensuite baths, flow easily throughout the main house. The heated three-car garage has a Tesla charger and a guest or caretaker apartment above, with a fireplace and deck. Total seclusion, trails to a stream gorge, and magnificent serenity.


52 Photos
BERKSHIRE PROPERTY AGENTS, LLC
$3,200,000
4 BD | 5 BA
Residential - Single Family

Wind up the gated drive through the expansive lawn to this private and classic/contemporary residence. From the car park, enter a gracious and welcoming paneled foyer to striking views through the double-height living room overlooking the stone terrace, pool and grounds to Monument Mountain and the hills beyond. Unmatched attention to the creation of this estate by a noted architect and discerning owners is apparent throughout the home with its views, flow of public and private areas, proportion of design, attention to detail, custom finishes and elegant kitchen. Its attention to both comfort and style appeals to discerning buyers of all age groups with easy access to all rooms, as well as elevator to second story and attached garage. Offer includes two adjacent building parcels.


49 Photos
STONE HOUSE PROPERTIES, LLC
$3,350,000
6 BD | 7 BA
Residential - Single Family

Best of the Berkshires. Truly one of the most gracious homes exquisitely restored for modern life with family and friends. Designed by Boston architects in the 1880's the unparalleled flow and understated charm of this home function as beautifully today as then. In superb condition, with excellent systems throughout. Large, caretaker apartment or home office too. Beautifully sited gunite swimming pool and mature gardens add to the sense of elegance, ease and privacy. , Ideally located in Lenox one can walk to town, Tanglewood or hike in Kennedy Park and the numerous preserved woodlands. See documents for additional information and details.


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BERKSHIRE PROPERTY AGENTS, LLC
$3,900,000
5 BD | 5 BA
Residential - Single Family

Mountaintop Shingle Style home and horse farm built to last with southerly helicopter views over the Berkshires to the Litchfield Hills beyond, abutting 12,000 acre state forest. Classic contemporary styling inside and out with four stone fireplaces a large entertaining kitchen, and gracious flow through public rooms, porches, terraces and guest rooms. First and second floor master suites have their own outdoor intimate lounges and views. The residence was built as sustainable and non-toxic as possible with Mahogany windows and doors, and stone excavated from the site. The barn below has gener stalls and a wonderful guest or caretaker suite above - would make a great pool house and the outdoor arena could easily be a tennis court. Secluded yet nearby, with forever protected views,


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LANDVEST, INC.
$3,950,000
12 BD | 10 BA
Residential - Single Family

The Old Chatham Sheepherders Estate dates back to 1790 and is a landmark property in Upper Hudson Valley, only 30 min from Albany Int'l Airport and Hudson's Amtrak. IDEAL AS A FAMILY COMPOUND, AGRICULTURAL ENTERPRISE OR LIVESTOCK/HORSE FARM, Available on all 207 acres with house, 4 accessory buildings and 42,000' barn complex for $3.95M. Also Historic Home on 30+/- acres for $2.5M or barn complex with 170 acres for $1.75M See OTHER MLS #s : see details in additional comments below


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

Tranquility reigns in this stunning setting on Stockbridge Bowl, where a spectacular, modern lakefront retreat, designed by award-winning architect R.J. McDonald for himself, affords the quintessential Berkshire lifestyle, replete with unparalleled lake access and stunning views. On 4.92 acres encompassing lawns, woods and stream, on land once part of the Astor estate, its roofed terrace and lakefront patio are a mere 30-50' from the shoreline. Framing ever changing lake vistas, floor-to-ceiling windows grace major rooms, while a first-floor open plan, five bedrooms, two fireplaces, and high quality details embody the finest design and construction. The large dock invites one to canoe, kayak, swim, or fish, and offers an ideal spot to watch Tanglewood's July and August fireworks. Perfect!


27 Photos
LANDVEST, INC.
$5,950,000
6 BD | 8 BA
Residential - Single Family

When New England Hall of Fame Interior Designer Dalia Tamari decided to devote 3 years to designing and building this 6,700+/- sq.ft. European influenced country home, her first step was to select the best of settings in the heart of the Berkshires, MA. The chosen 68+/- acres, accessed by a long and winding drive leads to a hilltop with commanding views and privacy. Exceptionally designed, the home is both grand and family friendly. The kitchen, by the famed designer herself, is a prime gathering area to cook together, set against an elevated field stone fireplace. This magnificent property offers a 1st floor master and 5 add't bedrooms upstairs, all with baths ensuite. The pool is adjacent to a pool house with full scale kitchen and laundry. All set on beautifully landscaped grounds.

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