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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 ...


38 Photos
WILLIAM PITT SOTHEBY'S INTERNATIONAL REALTY
$1,995,000
7 BD | 5 BA
Residential - Single Family

Quintessential Berkshire Lodge.View of Lake Garfield and distant mountain ranges from every room, on more then 16 acres. Enter this home through double glass doors to a vaulted beam ceiling living room with stone fireplace. French doors to deck overlooking lake and views. Main floor consists of dining room for 10, open gourmet kitchen with granite counters, family room with wood burning fireplace and screened dining porch. Master bedroom wing, includes fireplace and spacious bath with jet tub and free standing shower. Wood paneled library w/fireplace. Separate guest wing with 2 bedrooms, full bath, powder room, laundry room. 2 car garage.Separate guest floor include family room and full kitchen, firepl. 4 bedrooms, hobby room, 2 full baths, second laundry.Whole house auto generator.


38 Photos
WILLIAM PITT SOTHEBY'S INTERNATIONAL REALTY
$1,995,000
5 BD | 7 BA
Residential - Single Family

Bright & Open Contemporary Home on 16+ acres. Open floor plan with easy flow from room to room. This 6,800 SF home owes it charm to the architectural details of homes in the Hamptons. Wooded setting with scenic mountain and field views. 5 Bedrooms all with en suite baths, including first and second floor master suites. Great room with chef's kitchen, dining area and living room. Library, formal dining room & computer room/office on first floor. Pantry and Bar area. Fitness/Playroom. Professional Home Theatre on lower level. Craftsman finishes throughout. Large open yard, mahogany front porch, stone patios, established perennial gardens and room for a pool. Custom stone fire pit. Oversized 2 car plus garage. Convenient to the Taconic Parkway and downtown Great Barrington. Agent owned.


46 Photos
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.


56 Photos
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.


59 Photos
WILLIAM PITT SOTHEBY'S INTERNATIONAL REALTY, LENOX
$2,250,000
8 BD | 8 BA
Residential - Single Family

A stunning renovation and restoration has elevated this historic Arts & Crafts home to a new level, where elegance and simplicity reign. Sited on 2.78 acres, this magnificent country compound is an alchemy of superb design and the finest quality materials and workmanship. Ideally suited to large-scale entertaining, it totals 7,215sf of living space in the main house, guest house, and suite over the garage, and offers seven to eight bedrooms, seven and one-half baths, a gourmet kitchen, spacious light-filled rooms for large parties, intimate fireplace rooms for quiet conversation, a colonnaded terrace with a glorious mountain view, and a generous three-season room that overlooks a lovely landscaped patio and heated in-ground pool. Beyond the pool and patio, bluestone walls and walkways


42 Photos
WILLIAM PITT SOTHEBY'S INTERNATIONAL REALTY
$2,295,000
5 BD | 7 BA
Residential - Single Family

Magnificent turn-key, sun filled contemporary close to downtown Lenox, Tanglewood and the Berkshires' world class cultural attractions. Canyon Ranch membership is also available, with Canyon Ranch access via a groomed walking trail behind the property. The gourmet, state-of-the-art, eat-in kitchen & spacious great room make this home ideal for entertaining family & guests. Open floor plan, separate sleeping wing for family & guests, top of the line finishes throughout. The property is beautifully landscaped & the home is on town sewer & water & natural gas. Don't miss this dream opportunity live in the lap of luxury, in the heart of charming Lenox!


50 Photos
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.


25 Photos
LANDVEST, INC.
$2,435,000
4 BD | 5 BA
Residential - Single Family

Windy Ridge Farm is an elegant country estate on 140 acres with views to Mt Greylock and the valley to the south. The location off a 1/4 mile long tree lined drive offers privacy in a bucolic setting, yet is only a 15 min drive to Williamstown, 8 minutes to Jiminy Peak, and 25minutes to Tanglewood.. There is so much to enjoy at home! The fabulous gunite pool with water fountain and surround sound, and the tennis court are favorites for the summer. The wine entertaining area is used for pre-dinner cocktails and dining is either seasonally in the 3-season gazebo with 360-degree views or the formal dining room with a roaring fire. The sunken living room with 20' ceiling, fireplace and balcony is ideal for entertaining. Open fields suitable for Agriculture, horse farm.


35 Photos
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.


41 Photos
WILLIAM PITT SOTHEBY'S INTERNATIONAL REALTY
$2,499,000
6 BD | 4 BA
Residential - Single Family

An exceptional Berkshire estate, The Paddocks is peacefully private on 65+/- acres of pastoral countryside. Harmonizing with the natural setting - nestled among towering pines - the sun filled contemporary farmhouse overlooks the picturesque brook-fed wildlife pond, paddocks, and woodlands. Large windows bring the outdoors into this airy 5-bedroom, passive-solar-heated residence featuring a vaulted living room with fireplace. At the heart of the equestrian complex, the expandable 11-stall stable with tack room adjoins a large indoor riding arena, seen from the lounge/viewing room with wet bar. Across the stable yard is a garage/workshop with caretaker's apartment. The fenced paddocks are accompanied by an outdoor arena with fibar footing. Two antique cottages and an antique barn.


30 Photos
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.


46 Photos
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.


51 Photos
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.


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.


49 Photos
COHEN & WHITE ASSOCIATES
$3,600,000
8 BD | 8 BA
Residential - Single Family

Unsurpassed 19th Century Queen Anne Style Berkshire Lenox ''Cottage'' restored and reinvented for today's most discriminating family wishing for an understatedly elegant, 'cool' and comfortable Twenty-First Century lifestyle. See attached document for all details. Shown by advance appointment only.


65 Photos
STONE HOUSE PROPERTIES, LLC
$3,895,000
5 BD | 8 BA
Residential - Single Family

Nestled on a quiet ridge offering magnificent views of the mountains both to the east and west this quietly elegant contemporary home has been fully renovated, restored and expanded to the highest standards. Encompassing over 20-acres, the long drive leads to both formal and family entries. Gorgeous gardens and terraces abound, including organic vegetable gardens and orchard. The pool area west of the house is a destination in itself - exquisitely landscaped and perfectly relaxing.The main house flows graciously throughout. Every room on the first floor offers views intimate and large, beautifully framed as well as access to the outdoors at every turn. Flawlessly constructed and maintained with meticulous attention to every detail this gorgeous Egremont home offers


41 Photos
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,


44 Photos
WILLIAM PITT SOTHEBY'S INTERNATIONAL REALTY
$9,500,000
13 BD | 15 BA
Residential - Single Family

Built in 1915 believed to be the last of the Berkshire Cottages. This stunning home on 58.8 acres is just minutes to the village of Stockbridge MA. Restored to its original splendor with black and white marble floor entry, curved marble staircase, loggia with painted ceiling and fountain. The library includes book shelves flanking 3 walls and two fireplaces. The room is used as an office/family space with Tv and electronics hidden behind custom doors. Main salon with fireplace and views of the terrace and eastern light. Dining room with fireplace custom table seats 14 easily. Modern kitchen with Corian topped island and comfortable table spaces. A work area as well as tv space off of kitchen. Nine bedrooms. six baths on second and third floors. SEE ADDITIONAL INFO


44 Photos
WILLIAM PITT SOTHEBY'S INTERNATIONAL REALTY
$12,900,000
6 BD | 8 BA
Residential - Single Family

Set apart by its extraordinary scope, beauty, and privacy, this property stretches across 350A+/- acres of idyllic land in the Berkshire Hills, presiding over a mountaintop realm in the midst of vast rolling woodlands and open meadows which provide the setting for its various residences and comprehensive equestrian facilities. This one-of-a-kind estate creates a gathering place for family and friends to enjoy the relaxation and sporting life of this worlds-away natural paradise, glorious in every New England season, also offering an excellent opportunity for potential subdivision or expansion on numerous sites of the acreage. Winding its way through the sylvan landscape, highlighted by a tranquil pond, a mile-long drive arrives at the mountaintop main residence, designed

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