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21 Photos
WILLIAM PITT SOTHEBY'S INTERNATIONAL REALTY
35 Undermountain Rd
Berkshire - South
Lenox > MA > 01240
$855,000
5 BD | 4 BA
Residential - Single Family

Buy now,Enjoy this summer and beyond.This spacious home is set on 2+ acres perched on a hill for privacy, yet affords every convenience the Berkshires has offer. An indoor wave lap pool for your winter and summer exercise and fun. Enough bedrooms to accommodate family and friends along with many public rooms to gather. Private office with bath has separate entrance, ideal for office or studio, Fireplaces, central air conditioning, over sized two car garage.Lovely perennial gardens and trees surround this home bringing brilliant colors all summer.A gem in the heart of the Berkshires assessed higher then list price.


24 Photos
WILLIAM PITT SOTHEBY'S INTERNATIONAL REALTY
20 Wright Ln
Berkshire - South
Great Barrington > MA > 01230
$875,000
4 BD | 3 BA
Residential - Single Family

This one-level contemporary home will transport you to a peaceful enclave with easy access to downtown Great Barrington. Set on 20 enchanting, private acres with lush greenery, a deck leading to secluded frontage on the Williams River, the open, sunny, floor plan has vaulted ceilings, a great room with fireplace, master suite with fireplace, second bedroom with fireplace and two additional bedrooms. Enjoy the private heated pool, patio and three unique outbuildings, in addition, to a small guest cottage/studio, enchanting custom tree house, and walking paths throughout the property.An absolutely magical place, truly one of a kind.


28 Photos
WILLIAM PITT SOTHEBY'S INTERNATIONAL REALTY
29 Mahkeenac Rd
Berkshire - South
Stockbridge > MA > 01262
$875,000
3 BD | 3 BA
Residential - Single Family

Stunning 3BR contemporary located in desirable Mahkeenac Terrace Stockbridge Bowl lake community. Deeded lake & boat access. Huge master suite, spacious great room with cathedral ceiling and loads of sunlight, 3 gas fireplaces. Large backyard w/ in-ground exercise pool, patio w/ built-in bbq. Less than 5 minutes to Tanglewood & close to the Berkshires' best cultural & recreational attractions. The ultimate year round country home. Don't miss this lake-living gem!


46 Photos
HARSCH ASSOCIATES
35 Bulkley St
Berkshire - North
Williamstown > MA > 01267
$895,000
4 BD | 4 BA
Residential - Single Family

Superbly designed and crafted late 1700s early 1800's reproduction colonial built in 2003 & 2004 offering privacy yet just a brief pleasant stroll to the Williams College campus, to the theater, to shops, the library and restaurants. Bordered on one side by the picturesque Hemlock Brook, this handsome, spacious, comfortable and abundantly detailed home offers 3.6 acres of privacy and choices not found in the heart of Williamstown. One approaches the home along a curving paved driveway and first notes the two sided covered porch harkening to the home's prior incarnation dating to the early 1900's. That first impression is quickly altered as you enter the house. Please continue reading by clicking on ''More'' link


34 Photos
WILLIAM PITT SOTHEBY'S INTERNATIONAL REALTY
10 Westwood Dr
Berkshire - South
Alford > MA > 01230
$895,000
4 BD | 4 BA
Residential - Single Family

Your Alford dream home awaits! Magnificent turn-key paradise set on 15 secluded acres. Home features state-of-the art eat-in chef's kitchen, spacious master suite w/ luxurious master bathroom, top of the line finishes throughout. Large, level backyard; beautiful gunite pool & patio. Perfect for entertaining family & friends or relaxing with your favorite book in front of 1 of the fireplaces. Superb location - only minutes from vibrant downtown Great Barrington, very close to Ski Butternut & Catamount Ski Area & close to many of the Berkshires' premier cultural attractions. Don't miss this gem!


48 Photos
G. FULS JR. REAL ESTATE CO.
295 Blair Rd
Berkshire - North
Williamstown > MA > 01267
$899,900
7 BD | 6 BA
Residential - Single Family

Can also be bought with additional acreage if more space needed! This historic estate is close to downtown while maintaining privacy and a peaceful setting. There is over 5,000 sq ft of living area with 7 bedrooms, 4.5 baths including a Master Suite at about 900 sq ft! 10 plus seat main kitchen with a 6 seat breakfast kitchen along with 3 wood burning and working fireplaces. The whole house is heated with renewable energy and plenty of room for solar panels.


34 Photos
LANCE VERMEULEN RE, INC
76 Middle Rd
Outside Berkshire New York
Austerlitz > NY > 12017
$930,000
4 BD | 3 BA
Residential - Single Family

Sunrise Mountain. This beautiful four bedroom Contemporary features a first-floor master suite and three second-floor bedrooms. Set on over 44 acres bordering a 1,300 acre state park, it enjoys stunning sunrises and spacious views of Mount Greylock and VT. It includes an open living/dining area with cathedral ceilings and a beautiful floor-to-ceiling stone fireplace with Brazilian Koa Wood floors. A custom built Gunite pool and spa with all the amenities including a stone patio, spacious decks, and unmatched privacy. 20 minutes to Tanglewood, and only miles away from Route 90, it's a great spot to enjoy all that the Berkshires offer and easily travel to NYC, Boston, or 35 minutes to Albany. This house is a nature paradise with luxurious definition.


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.


14 Photos
BERKSHIRE HATHAWAY HOMESERVICE BARNBROOK REALTY
149 Kinderhook Ln
Outside Berkshire New York
Chatham > NY > 12037
$995,000
4 BD | 3 BA
Residential - Single Family

Kinderbend Farm is an unique property located in northern Chatham in the Hudson Valley.The 125 acre property provides for a rural all year round retreat that is 2.5 hours from NYC, 2 hours from Boston and within a short drive to the Capital Region and the Berkshires. The property is on an acre of frontage and very private. The 1800's farm house has original floors and has had additional renovations to extend the home to a total of 3,500 square feet with 4 bedrooms and 2.5 baths.The master suite is on the first floor with a sauna. There are multiple water sources including access to the Kinderhook Creek, a spring fed pond with dock, and other smaller streams that run throughout the property. The property has hiking, riding, cross country ski and snow shoeing trails.


49 Photos
BERKSHIRE HATHAWAY HOMESERVICE BARNBROOK REALTY
57 Art School Rd
Berkshire - South
Monterey > MA > 01245
$999,999
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


68 Photos
BURNHAM GOLD REAL ESTATE, LLC
465 Stratton Rd
Berkshire - North
Williamstown > MA > 01267
$1,250,000
7 BD | 10 BA
Residential - Single Family

You just found your heaven on earth. High above the banks of the Green River you stand in awe. The mountain ranges before you go on for miles. Walking the 11.7-acre compound could take some time. You already know this setting is one in a million so you decide to explore the main house first. Stepping through the front door it is obvious that the unrivaled views were inspiration for the interior spaces. This home exudes superb quality and thoughtfully considered design. Indigenous materials reflect the world outside and are integrated with exacting care. The chiseled mortise and tenon joints prove that fine woodworking is not a lost art and discerning home owners are willing to pay for exquisite craftsmanship. The interior combines open, astutely scaled spaces, perfectly suited fo


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...


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!

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