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25 Photos
BERKSHIRE PROPERTY AGENTS
262 West Rd
Berkshire - South
Alford > MA > 01266
$935,000
3 BD | 3 BA
Residential - Single Family

Where a deer may roam, where a turkey may trot...this home encompasses the joy of living in Alford Valley yet conveniently located to Great Barrington. The house is set back from the road for privacy on 14 acres with the Alford Brook running through it.The light and sunny expanded cape includes 3 bedrooms and 3 baths, a large family room with a distinctive stone floor, living room with bar, large eat in kitchen, screened in porch. There is a 10 x 20 heated in ground pool with liner.


39 Photos
VANTAGEPOINT REALTY
391 County Rte 5A --
Outside Berkshire New York
New Lebanon > NY > 12125
$965,000
4 BD | 4 BA
Residential - Single Family

Beautiful 20th Century Grand Lady! Set back off the road, overlooking Lebanon Valley, this 1900 Victorian gem is everything and all things Country! The original home has been renovated many times, a Sunny Family Room has been added with a playroom above that guarantees happy memories of holidays and sleep-overs. 4 more Bedrooms up. Plenty of space to roam, over 44 acres with land on both sides of the road. Up the hill is the in=ground pool, with a Pool House and Patio for sunning and partying. Magically available for that extra Bedroom for Friends and Family. Just out behind the garage is the Tennis Court, waiting for a little TLC, but waiting non the less. The Home is obviously super well maintained, the owner's Love shows as you literally wander through the rooms and wide hallways.


29 Photos
WILLIAM PITT SOTHEBY'S INTERNATIONAL REALTY
89 Dunmore Ct
Berkshire - South
Lenox > MA > 01240
$975,000
5 BD | 4 BA
Residential - Single Family

Spacious, custom-built home with lovely high-end features, large eat-in kitchen, five bedrooms, four full baths, and large finished lower level family room. The expansive second-floor master suite features a sitting room, bedroom with bath, and walk-in closet. Privately set, with a beautiful deck, gunite pool, and hot-tub, on 1.86 acres, at the end of a cul-de-sac, close to all the amenities of Lenox village.


49 Photos
BERKSHIRE HATHAWAY HOMESERVICE BARNBROOK REALTY
57 Art School Rd
Berkshire - South
Monterey > MA > 01245
$1,090,000
6 BD | 5 BA
Residential - Single Family

This expanded custom stone Contemporary Post and Beam home, is sited in a private meadow on 8.94 acres in the beautiful Monterey countryside. A half mile +/- to the beach at Lake Garfield. The 5-bedroom, 4500 square foot residence has a high level of craftsmanship in a classic Berkshire Post and Beam vernacular designed for modern living. The large chef's kitchen has an open floor plan with soaring ceilings and a wall of windows overlooking the Gunite pool and lush acres. The rooms transition in size from intimate dining and office to the large great room, and include full wet bar. The first floor master has two walk in closets and a bath you dream about. A recreation area with family room, exercise area, and game room are on the lower level with another bedroom and full bath.


38 Photos
WILLIAM PITT SOTHEBY'S INTERNATIONAL REALTY, LENOX
56 Goodrich Hollow Rd
Outside Berkshire New York
Stephentown > NY > 12168
$1,195,000
6 BD | 3 BA
Residential - Single Family

The lifestyle opportunities are many at Shadowbrook Farm. This complete country offering would work perfectly as a weekend gentleman's farm, or as a gracious second home with stunning acreage and room for many friends and family. It is also well suited for a full on farming business, or as a retreat destination. This six bedroom, historically rich, soulful farmhouse with 170+ acres will support you with whatever your country living dreams may be. The description of this property is long but a few of the key features are: stunning chef's kitchen, geothermal and solar, four season indoor/outdoor poolroom, casita with kitchen and bath, spring fed pond, crop and grazing fields, and spectacular views from upper fields. If an authentic country lifestyle is calling, Shadowbrook Farm is not to be


20 Photos
STONE HOUSE PROPERTIES, LLC
90 Dorland Rd
Outside Berkshire New York
Old Chatham > NY > 12136
$1,299,000
4 BD | 4 BA
Residential - Single Family

Experience this captivating, 4-bedroom, 3.5 bath mint condition contemporary home, flooded with natural light. This serene 26-acre retreat is located on a seldom-traveled country road. Start your mornings off with coffee on the screen porch overlooking your parklike grounds. The open kitchen/dining area--which includes a chef's kitchen with stainless appliances and radiant-heated slate floors - provides the perfect year-round space for entertaining guests or hanging out with family. Gather in the living room and relax in front of the wood stove on chilly nights. Lounge by the in-ground pool on hot summer days. Walk the woods to the gentle creek out back. And sit by the outdoor fire-pit and reflect on the crystal-clear stars. This impeccable home has it all in a fantastic outdoor setting.


58 Photos
MCLEAN REALTORS
1 Devon Rd
Berkshire - South
Stockbridge > MA > 01262
$1,390,000
6 BD | 6 BA
Residential - Single Family

The Historic General Williams House circa 1795, has been lovingly restored and improved and now provides modern day comfort in quintessential Stockbridge MA. Featuring 6 inviting bedrooms, 5.5 modern baths, 6 elaborate wood burning fireplaces, two cook's kitchens, spacious dining and living areas, a sparkling new in-ground pool and separate ''Ice House'' that is ideal for group gatherings with it's own kitchen and full bath. Ideally situated on 4 acres this delightful residence is only 2 miles from Rockwell's famous Stockbridge Main Street and only 5 miles to Lenox township and Tanglewood Music Center. Bask in the Berkshire sunshine poolside, invite friends to chat on one of the stone terraces, or simply rock the afternoon away on a tree top porch.One can enjoy this grand property as a


58 Photos
COHEN & WHITE ASSOCIATES
265 East St
Berkshire - South
Lenox > MA > 01240
$1,395,000
4 BD | 4 BA
Residential - Single Family

East Elm Farm located in Lenox just minutes from the village & Tanglewood. This circa 1800's historic colonial has been meticulously renovated for today's lifestyle while retaining classic architectural detail. This special offering has it all...renovated 2 bedroom guest cottage, completely restored barn, in-ground pool & clay tennis court, stone walls & stunning perennial gardens on 5 + acres of privacy & mature trees and much much more...


47 Photos
STONE HOUSE PROPERTIES, LLC
151 Bristol Rd
Outside Berkshire New York
Canaan > NY > 12029
$1,395,000
4 BD | 5 BA
Residential - Single Family

Handsome center hall Colonial (c. 1810) on 150+ scenic acres with extensivegardens, fields and woodlands with four bedrooms, three full baths and two halfbaths. The living room with wood-burning fireplace leads to a lovely library. Thesun room has large south-facing picture windows overlooking gardens and fields.From the outdoor covered porch, past the trellis-lined grape arbors is a 20'x40' in-ground, concrete heated pool. There is a three-car garage, workshop/studio withskylight, carriage shed and two-room studio apartment with bathroom, FranklinStove and stunning views of open fields. Across the road is a large, classic, wellmaintained hay barn and a cozy two-bedroom ranch house with updated appliancesand full unfinished basement, ideal for guests, tenants or caretaker


26 Photos
LANDVEST, INC.
205 7 Bridges Rd
Outside Berkshire New York
Old Chatham > NY > 12136
$1,450,000
5 BD | 6 BA
Residential - Single Family

Wind down the quiet dirt road, over the six country bridges and arrive at this rare, perfectly restored 1760's farmhouse sited on 28+/- pastoral acres. The meticulously maintained residence features a 2009 addition designed in the tradition of the original home. The authenticity of the restoration and addition belies the 21st century amenities which make it an ''antique house that has it all''. Seven Bridges' pastoral acres features a heated pool and babbling stream The farm enjoys privacy as it abuts a 500+/- acre estate. The house contains five bedrooms and five baths, and 6 wood-burning fireplaces, perfect to cozy up near. The heated pool is privately located on the upper field with broad views overlooking the open fields and adjacent paddocks. Barns and paddocks may be offered separately.


29 Photos
STONE HOUSE PROPERTIES, LLC
14 Monument Valley Rd
Berkshire - South
Great Barrington > MA > 01230
$1,490,000
5 BD | 5 BA
Residential - Single Family

63 incredible acres of forest and ponds surround this home that has been in one family for several generations. The land extends to the top of the mountain where there are cross country skiing and hiking trails. A stream runs almost all year and empties into two ponds. Off the very large kitchen is a screened-in porch and deck. The living room which was the original part of the house and built in an A frame, has great character and leads to a family room overlooking the pool and backyard. The master bedroom is on the first floor and overlooks the pool and deck as well. Two more bedrooms occupy the opposite end of the 1st floor and incorporate a small utility kitchen. The property also includes a two level barn; one part currently is a wood shop, other part was formerly housing horses


39 Photos
WILLIAM PITT SOTHEBY'S INTERNATIONAL REALTY
27 Town House Hill Rd
Berkshire - South
Egremont > MA > 01230
$1,495,000
5 BD | 5 BA
Residential - Single Family

Your Berkshires paradise awaits! Set on approximately 8.5 splendid acres w/ beautifully manicured gardens, orchards, mature plantings, heated gunite pool w/ bluestone patio & huge deck. This turn-key home features a large, eat-in chef's kitchen; super cozy year-round sunroom; luxurious library & stunning master bedroom suite w/ huge his & hers walk-in closets. Perfect for entertaining family & friends or relaxing amidst the natural splendor or in front of 1 of the 4 wood burning fireplaces. Ideal location - minutes to vibrant downtown Great Barrington, very close to Ski Butternut and Catamount Ski Area and close to Tanglewood & so many of the Berkshires' premier cultural attractions. Don't miss this gem!


34 Photos
BERKSHIRE HATHAWAY HOMESERVICE BARNBROOK REALTY
54 Rannapo Rd
Berkshire - South
Sheffield > MA > 01257
$1,495,000
4 BD | 4 BA
Residential - Single Family

A rare blend of timeless New England design, craftsmanship and world-class finishes, this stunning home combines post & beam construction and the highest level of reproduction detail from every angle. The house was originally built in 1984 and in 2003 was given a stunning makeover and added level of refinement that is rare to find. The 7.7 acres are privately situated on of the prettiest 'best-kept-secret' roads of the southern Berkshires and offer elegant yet manageable cottage-style gardens, heated pool, two-car over-sized garage with bonus space and classic barn.


24 Photos
COHEN & WHITE ASSOCIATES
343 West St
Outside Berkshire New York
New Lebanon > NY > 12125
$1,495,000
5 BD | 5 BA
Residential - Single Family

West Acres....Located in Shaker Country this stately Colonial Revival greets you with a circular drive and porte-cochere. Once you enter the foyer you immediately get a sense of openness washed with natural light and high ceilings in the spacious rooms, original moldings and a sweeping view of the valley and Berkshire Hills beyond. Beautifully sited on a hill surrounded with mature landscaping, gardens and trees on 5 + acres, this property has it all; 5 br main residence with wonderful common rooms, stunning sun room, eat-in country kitchen, 3 br, 2 bath guest house, 4 bay garage/workshop, tennis court and in-ground heated pool w/spa and pool house. Easy access to fine dining, boutique shopping and the cultural and recreational venues in both Columbia and Berkshire County...a must see!


32 Photos
BERKSHIRE PROPERTY AGENTS
651 Hayes Hill Rd
Berkshire - South
New Marlborough > MA > 01230
$1,549,000
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.


72 Photos
STONE HOUSE PROPERTIES, LLC
1 Lahey Crossroad --
Berkshire - South
Stockbridge > MA > 01262
$1,589,000
5 BD | 5 BA
Residential - Single Family

Total privacy on 22 acres. Within a couple of miles you will find fresh baked bread, a pub, the Norman Rockwell Museum, the Berkshire Botanical Garden and Chesterwood. Within 6 or 7 miles you'll be at the boat ramp at Stockbridge Bowl, Kripalu Yoga Center, Tanglewood and downtown Great Barrington. A wonderful setting with mature trees, landscaped gardens, extensive stonework and in-ground pool. Southwest and southeast VIEW sheds to Mt. Everett and Beartown Mt. have been professionally laid out for clearing. The house is gorgeously designed and crafted with exceptional attention to detail and quality. Great flexibility with the 1,500 sq. ft. guesthouse/studio/office. Take a stroll through this FABULOUS place to live at https://berkshire3dsolutions.com/3d-model/1-lahey-crossroad/skinned/


56 Photos
WILLIAM PITT SOTHEBY'S INTERNATIONAL REALTY
35 & 35A Baldwin Hill East West --
Berkshire - South
Egremont > MA > 01230
$1,600,000
5 BD | 9 BA
Residential - Single Family

Extraordinary country compound comprising two homes and barns on 15 acres with gorgeous rural and mountain views. The 5BR main house is a magnificent Queen Anne Victorian, with three floors of living space, an elevator, a renovated kitchen with high-end appliances, beautiful architectural details, sleeping porch, and wonderful views from every window. The 4BR/2128sf guest house is a Federal period post-and-beam. Both homes have been maintained lovingly and well. A fabulous barn (two, actually), a lovely in-ground pool, flagstone terrace, pergola, and sweet children's playhouse complete this truly idyllic place. In a prime location, minutes from Main Street, Great Barrington, convenient to the Taconic Parkway, etc.


55 Photos
COHEN & WHITE ASSOCIATES
280 DIVISION St
Berkshire - South
Great Barrington > MA > 01230
$1,700,000
7 BD | 6 BA
Residential - Single Family

Affording the perfect combination of privacy and luxury, this fabulous Contemporary is an outstanding choice for the Berkshires. It's stunning interior with 7 bedrooms, 5 baths and powder room, includes a guest wing with separate entrance, UNIQUELY SUITABLE FOR A PROFESSIONAL OFFICE The luxurious master bedroom features his and her bathrooms en suite. Situated on beautiful, professionally landscaped five plus acres, spacious decking and a dramatic gunite pool, this home is just a few short miles from town and is a convenient location for all the Berkshires offers.


32 Photos
KELLER WILLIAMS BERKSHIRE
479 Peru Rd
Berkshire - Central
Hinsdale > MA > 01235
$1,749,000
4 BD | 7 BA
Residential - Single Family

Luxurious lakefront living in Central Berkshire County. This spectacular home boasts well appointed upper and lower kitchens, 4 bedrooms, 5 full and 2 half bathrooms. Within the fenced patio you have an in-ground pool, BBQ island and plenty of room for seating. Take a bounce on the built-in trampoline on your way down to the private dock on Lake Ashmere. The lake is motor boat friendly. This home is an entertainers paradise!


39 Photos
WILLIAM PITT SOTHEBY'S INTERNATIONAL REALTY
236 Bulkley St
Berkshire - North
Williamstown > MA > 01267
$1,900,000
3 BD | 4 BA
Residential - Single Family

Designed by legendary Bauhaus architect Marcel Breuer, this Mid-Century Modern masterpiece is a rare, iconic work of art. Here, Breuer's bi-nuclear floor plan, sculptural butterfly roof, brilliant use of stone, glass, wood and steel, and wonderful indoor-outdoor flow exemplify the luxury of great modern design. Interacting beautifully with its surroundings, ''The Robinson House'' is privately set on 42.5 acres, the focal point of an estate with 900sf guest house, swimming pool, frontage on the Hoosac River, and private access to Hopkins Forest conservation land. It is convenient to Williams College, Clark Art, the Williamstown Theatre Festival, restaurants and shops, and poised to take full advantage of cultural and recreational amenities in Berkshire County and Southern Vermont.

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