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46 Photos
COHEN & WHITE ASSOCIATES
$795,000
3 BD | 2 BA
Residential - Single Family

A rare offering! MAIN RESIDENCE WITH STUNNING GUEST COTTAGE. A long, winding driveway slowly reveals the serene, unspoiled elegance of this gracious c. 1840 colonial home: Moved to its present location in 1980, the house rests privately far back from the road, nestled among stately trees and sloping lawn, overlooking the Williams River. Beautiful antique floors, huge country kitchen with sitting area, stately wood-burning fireplace and spacious screened porch; the Guest Cottage includes 1200+- sq. ft of open common spaces, one bedroom, one full bath, an airy loft, and its own screened porch. Elegantly landscaped throughout, with raised beds, mature plantings and in ground pool. Located just minutes from Downtown Great Barrington and all the very best of the Berkshires!


23 Photos
STONE HOUSE PROPERTIES, LLC
$795,000
4 BD | 5 BA
Residential - Single Family

Potential to renovate into a $Million plus property! Perfectly situated on its own private promontory w/ expansive sunset views from almost all rooms, this home is actually 2 houses in one; a 2 bed/2.5 bath house plus a 2 bed/2 bath guest wing. Well separated yet easily accessed, the wing is reminiscent of a resort chalet, with dramatic indoor pool w/ sliding glass walls, Swedish sauna, kitchenette, multiple bonus rooms, & the 3rd story Tower Room, sporting the most stunning view of all! Grandchildren have grown up happily splashing in the distinctive, octopus decorated year-round pool & snowboarding down the sloping front yard, now it's your turn! All this is within a short drive to Tanglewood, Kripalu, multiple ski areas, and the charming village of West Stockbridge.


30 Photos
BERKSHIRE HATHAWAY HOMESERVICE BARNBROOK REALTY
$825,000
4 BD | 2 BA
Residential - Single Family

An iconic 200 year old farmhouse on 5 acres with a separate 20 acre building lot included. Farmland and forest, with the Alford Brook running through the edge of the property. Most of the original wide plank floors,doors and trim all remain. First floor master suite and bath with fireplace and radiant cherry floors. Two story barn currently used as workshop/storage is waiting to be converted to guest or studio space. Fiber Optic has be installed. Low taxes


29 Photos
BERKSHIRE HATHAWAY HOMESERVICE BARNBROOK REALTY
$829,000
5 BD | 5 BA
Residential - Single Family

Check out the 3D virtual tour link below. This lovely-immaculate 1 acre home is in a coveted Lenox location, a short walk to the village center's galleries, boutiques, restaurants, cafes and parks. A stone fireplace is the center of the living room which flows into a great room where your family will gather, a combined chefs kitchen with solid surface counter, double ovens, a gas cook-top, breakfast bar, pantry, dining area and family room. The main house has two master suites with two additional bedrooms and a total of three and a half baths, a spacious first floor office, plus finished lower level. Entertain guests, house a nanny, or create extra income (20K+/yr) in the immaculate executive apartment with separate entrance.


32 Photos
WILLIAM PITT SOTHEBY'S INTERNATIONAL REALTY
$869,000
3 BD | 4 BA
Residential - Single Family

Inspirational Views to Mt. Greylock. This house is a gem! This California Contemporary offers an open Living Room w/ Fireplace and sleek wood cabinetry, a Solarium and outdoor private deck with endless views of the Berkshire hills. The first floor master suite has generous closets. a walk-in slate shower and indoor Pool (yes, an indoor Pool). Upstairs, 2 additional Bedrooms and a full bath. The Lower Level is a walk-out with a large living area and second kitchen. Private stream and landscaped gardens abound. 3 bay Garage and bonus room completes this ideal retreat. Minutes from Downtown West Stockbridge and close to Tanglewood and Berkshire attractions.


54 Photos
STONE HOUSE PROPERTIES, LLC
$875,000
5 BD | 5 BA
Residential - Single Family

Breathtaking! Secluded! Sweeping mountain and water views. 46.7 acre property bordered by 2,000+ acres of State preserve. Expansive nature pond and stream. Beautiful and meticulously maintained large 12 yr old farmhouse w/atrium & over-sized attached 2 car garage. This stylish and spacious 4/5 bedroom, 4.5 bath home is perfect for entertaining w/bright open living spaces, walls of glass and separate guest areas. Elevated deck, screened porch and two brick/bluestone patios overlook the vast pond and distant hills. Spacious hillside walk-out lower level with huge sunlit family room and media room/office, and full bath and lg. storage. Stroll to the large pristine nature pond where you can canoe, kayak or row, and explore the woodlands and 2,000 foot long stream-front, and beyond.


47 Photos
STONE HOUSE PROPERTIES, LLC
$890,000
5 BD | 5 BA
Residential - Single Family

Two wonderful homes to enjoy sited on an extraordinary 3.48 acre parcel surrounded by conservation land and boasting fabulous year round mountain views. The recently constructed Bunkhouse, designed by Architect Dana Bixby, is stunning w/ its vaulted wood ceilings, loads of natural light, expansive views, and open floor plan. The first floor bedroom and bath is both practical and chic, and the second floor master suite offers a private retreat. Enjoy your morning coffee on the patio and take in the breath taking vistas. Follow the covered walkway to a classic and tastefully updated NE Farmhouse with eat in kitchen, 2.5 bathrooms, fireplaced living room, formal dining room, family room, and 3 bedrooms. Two original rustic barns/outbuildings complete the traditional country feel.


28 Photos
COHEN & WHITE ASSOCIATES
$895,000
6 BD | 7 BA
Residential - Single Family

This well built contemporary home offers easy access to all the cultural attractions of the Berkshires, including Tanglewood, and is within easy walking distance to the art galleries, shops and restaurants in historic Lenox. 1st floor: Large, gracious entrance immediately makes visitors feel welcome and features a wide staircase leading to a mezzanine library, marble tiled powder room, expansive living room with extra-high ceilings and skylights, Family room/den, both with doors to the huge back deck. Pocket doors to formal dining room. Cook's kitchen with granite countertops, sub-zero fridge, and Viking range. Two bedrooms including an enormous master suite, hall bathroom, laundry area. 2nd floor: Wide hallway with skylights, 3 oversized bedrooms, each with an en suite bathroom and large


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

1780's colonial on beautiful property. Few like this left in the Berkshires. Originally a Stagecoach stop between Hartford and Albany, this spacious home has those special details not found in modern buildings today. Built in cabinets, wide plank floors and fireplaces, one complete with bread ovens and usable hanging cooks pot. Dutch door looking out to lovely view. Recently updated kitchen leads into a greenhouse with fountain and radiant floors for year round use. Dining room table is the original to the home & is included in the sale to be passed onto the next family to make their own memories. There is a separate guesthouse with a full open kitchen, LR, bath, laundry room & loft. Several outbuildings including Tack room, chicken coop/playhouse, & much more. Can be sub-divided.


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

Set on 6 beautiful acres this Mike Shiels built home bathed in sunlight and absolutely private. Tasteful finishes and a great floorpan - one floor living for one or two people with the remaining bedrooms (each with private bath) on the lower lever. Large guest suite is substantially separate from the rest of the house. Large kitchen opens to the deck. Set on 6.65 acres with an additional 20 subdividable acres available. Perfectly located central to all the venues that make the Berkshires great.


47 Photos
BERKSHIRE HATHAWAY HOMESERVICE BARNBROOK REALTY
$895,000
5 BD | 5 BA
Residential - Single Family

Southern Facing Mountain Views In Alford. This Contemporary home sits on 15 acres, 6000 sqft of living space. Separate In law apartment with additional building lot. Designed for entertaining. A gourmet chef's kitchen with butlers pantry. Fabulous 3 seasoned screened porch with mahogany floors to enjoy the outdoors. A generous living room with fireplace and many built ins.


53 Photos
BERKSHIRE HATHAWAY HOMESERVICE BARNBROOK REALTY
$895,000
5 BD | 4 BA
Residential - Single Family

Perched above downtown Great Barrington on one of the most coveted streets in town, this architectural gem awaits you. With stunning Westerly views abutting protected town land you will truly enjoy each season through the generous size windows from your open floor plan living.You will find 3 bedrooms on the first level with 2 full baths. Also a large cheffs kitchen and a den with fireplace for those chilly winter nights. Upstairs there is a master bedroom and bath and one additional bedroom. An in law suite is found at the south end of the home with a kitchen and full bath. The basement is partially finished with another fireplace. A brand new Boderus Oil Furnace was installed this year. You wont want to miss this one.


59 Photos
REAL LIVING REALTY PROFESSIONALS
$939,000
6 BD | 7 BA
Residential - Single Family

Many opportunities await the fortunate buyer of this home. Currently one of the finest B & B's in Berkshire county along with a 2 bedroom, 2 bath apartment which is rented full-time. This property provides as an income base with a track record of use as a B & B along with outside space for a small wedding venue. Large enough to provide for a family, extended family and friends. The 5+ acres are landscaped and abut State Forest. Plus 50 feet of waterfront with a dock in a quiet cove just across the road on the Otis Reservoir. So if it's a grand home for a large family, an income driven property or both, this is a must see!


45 Photos
BISHOP WEST REAL ESTATE
$980,000
4 BD | 4 BA
Residential - Single Family

This stunning Post & Beam home has been meticulously maintained and designed with comfortable living in mind. Enjoy complete privacy on almost 10 acres while being centrally located. Only minutes from Tanglewood, Lenox, Richmond, Lee, cultural venues and outdoor recreation. The main level boasts a spacious open living/dining area, vaulted ceilings, stone firepace, maple floors. cooks kitchen with Thermador appliances and granite countertops. Master bedroom with newly renovated en suite, 2 additional bedrooms, 2 full baths and a private family room/office. Enhanced by a beautiful wall of windows, the living area opens to a patio overlooking beautifully landscaped grounds with an amazing lake view. The second floor offers a guest suite with kitchen, living area, bedroom and full bath.


32 Photos
LANCE VERMEULEN RE, INC
$995,000
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!


28 Photos
BERKSHIRE PROPERTY AGENTS, LLC
$1,045,000
6 BD | 5 BA
Residential - Single Family

1964 Modernist home and two guest houses with long and panoramic southerly views, designed by noted Bauhaus designer George Giusti along with architect Crane De Camp. Integrating a variety of natural materials that link the house to the surrounding pastures and woods, the two created the low rectangular house high on a hillside overlooking the rolling hills of southern Massachusetts and northern Connecticut. The compound, known as Meadowtop, consists of the main two-bedroom house, a three bedroom, two-bath guest cottage, a cabin bunkhouse and an in-ground pool with the same remarkable views. There's a hidden pasture and an outdoor stone BBQ area for sunset gatherings. A rare offering of mid-century architecture in a magical setting, convenient to both Berkshire and Litchfield counties.


32 Photos
LANCE VERMEULEN RE, INC
$1,100,000
5 BD | 5 BA
Residential - Single Family

Imagine having a Relais & Chateaux, Forbes Five-Star Resort and an award-winning golf course as your neighbors. If you live on Fairway Drive, you enjoy the privacy of single-family living with full-service amenities like snow removal, weekly landscaping and private trash pickup. With over 4,000 square feet on one floor, this home has been meticulously cared for by the current owners over the last 25 years. As you step through the front door, you have a clear view all the way through the great room and out the glass doors to the large back patio. In every room large windows overlook botanical gardens and bring the outdoors in. There is ample space to entertain the whole extended family under one roof, or you prefer, simply close the door to the guest wing and enjoy two-bedroom living.


45 Photos
COHEN & WHITE ASSOCIATES
$1,100,000
4 BD | 5 BA
Residential - Single Family

This sophisticated Contemporary is one of seven free standing homes in the private association enclave of Gleneagles abutting the Cranwell golf course. All the work has been done for you in this perfectly ''remodeled to perfection'' home. Featuring high end finishes and designed to create fabulous indoor-outdoor living and entertaining areas you will enjoy three levels of living space that afford privacy and enjoyment for all. The Great Room with soaring ceiling & fireplace has easy access to the sleek and stylish kitchen that flows through to the dining room and spectacular dining/lounging double volume screened porch. Master en suite with private office & built-ins completes the main level living. The upper level has two guest br's, each with their own bath and open loft with cozy lounge


53 Photos
BERKSHIRE HATHAWAY HOMESERVICE BARNBROOK REALTY
$1,149,000
6 BD | 5 BA
Residential - Single Family

Historic 1790 gentleman's post and beam farmhouse,restored and updated on 12 acres. Distant views to the Catskill Mountains in the West. 1 mile country walk to a 12,000-acre state park with full access including a 35 acre freshwater, non -motorboat lake. Over 3400 sqft of living space on three levels. Main level is immaculate with eat in kitchen, dining, livingroom with fireplace, den and the most fabulous screened porch. Second floor has three spacious bedrooms and two baths. Third floor is bedrooms, bathroom and large bunk room/bedroom. Lower level has ability to be a wonderful guest space, living space, full bath with sauna and bedroom with private terrace. The gardens, the pond, the orchard, the views. The property is so special.


38 Photos
HELEN MULLANY REAL ESTATE, LLC
$1,149,000
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 3 fully rented 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.

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