The Jewel of New England... Offered for the first time in four decades, this 85 acre Berkshire mountainside campus awaits your imagination. This ...more »
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. ...more »
Contemporary masterpiece beautifully situated on 120 acres offers privacy, tranquility, and breathtaking views in every season. The Main House and the...more »
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 ...more »
Breathtaking Tri-State views from this light filled, 12,000 sq. ft masterpiece featuring gourmet kitchen, huge library, wine cellar, indoor pool with ...more »
Nestled on a ridge offering magnificent views of the mountains both to the east and west this quietly elegant contemporary home has been fully ...more »
Unsurpassed 19th Century Queen Anne Style Berkshire Lenox ''Cottage'' restored and reinvented for today's most discriminating family wishing for an ...more »
RARE WATERFRONT OPPORTUNITY ON THE STOCKBRIDGE BOWL: A PARADISE FOR YOUR FAMILY. 11 Acres on the beautiful Bowl. Over 400 feet of pristine lake ...more »
Best of the Berkshires. Truly one of the most gracious homes exquisitely restored for modern life with family and friends. Designed by Boston ...more »
Wind up the gated drive through the expansive lawn to this private and classic/contemporary residence. From the car park, enter a gracious and ...more »
Cookledge, is a sprawling contemporary compound spread over mountain top glacial outcroppings, with awe-inspiring views south over Connecticut and ...more »
Exquisite in every detail, this home graces more than an acre of prime Berkshire property! In a league of it's own as part of the Pinecroft subdivsion...more »
We all know it: we have one life to live; one home of our heart; one family retreat in which all may thrive...YOURS may be available now for you in ...more »
Proudly presenting this newly refurbished 10 Bedroom, 9 and half bath, privately owned, walk to town, historic Lenox ''Cottage''. Lovingly named ...more »
April Hill, a meticulously restored Greek Revival with privacy, guest house, swimming pool and spectacular views. See the supplement for details. more »
Perfectly sited at the crest of its thirteen acre property, this stunning architectural masterpiece evokes thoughts of a serene refuge from the ...more »
Applegate Farm...Country residence with both formal and informal common spaces to accommodate a few or many with five fireplaces, two master suites ...more »
Prominently sited on 18 acres to offer views, privacy, and dramatic sunsets.A gentle sprawling lawn and private wooded background surround this custom...more »
SPACIOUS CONTEMPORARY WITH OPEN LIVING PLAN, POOL, TERRACES & GIANT VIEWS: Set on 13 plus acres, this 5800 SF home features 5 en suite bedrooms, ...more »
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 ...more »
RARE WATERFRONT OPPORTUNITY: A SUMMER PARADISE FOR YOUR FAMILY. Build your dream home. There are beautiful renderings of possibilities on this nearly ...more »
RUSTIC ELEGANCE AND COMFORT. Extraordinary restoration and transformation of a colonial farmhouse set on 18+ acres with protected views of rolling ...more »
''High Meadows'' is a grand and luxurious 20 acre estate with spectacular sweeping views of October Mountain. Set high upon a private knoll, the ...more »
Magnificent turn-key, sun filled contemporary close to downtown Lenox, Tanglewood and the Berkshires' world class cultural attractions. Canyon Ranch ...more »
With magnificent views of New York's Taconic range to the west, Vermont's Green Mountains to the north and Mount Greylock and its glorious foothills ...more »
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...more »
Living is easy in this impressive Stockbridge contemporary located on a fantastic plot of land with western view, blazing sunsets and heated pool all ...more »
Colonial, Historic, NE Farmhouse, Post and Beam, Timber Frame
44.42 Acre(s)
MORNINGSIDE, TYRINGHAM A spectacular estate dating back to the Tyringham Shakers. This is an extraordinary, & unique opportunity to own a part of ...more »
Tranquility with privacy, 900 feet of water frontage on beautiful Lake Windermere, amazing tennis court, walking trails and sprawling lawn surround ...more »
Tucked away in the Lake Garfield community of Mt. Hunger Estates. This home has style and elegance for the most discerning buyer. Cozy warmth to ...more »
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 ...more »
Quintessential Berkshire Lodge.View of Lake Garfield and distant mountain ranges from every room, on more then 16 acres. Enter this home through ...more »
This 38-acre property - with a handsome, modern take on the American Farmhouse, sited on a hillside with landscaped lawns, hayfield and a pond - ...more »
This extraordinary 182 acre property includes a 20 acre/2200 tree mixed variety apple orchard , 15 acres of meadow and balance of the acreage in ...more »
Privately situated on a beautiful Egremont hillside, this gracious Berkshire residence is one-of-a-kind. From the grand rotunda entry to the living ...more »
Stunning, craftsman-built home with relaxing views over Marsh Pond to Mt. Washington. It features plenty of bright, open living spaces for family ...more »
Magical, secluded compound set oh-so-privately amongst birch groves down a winding country lane ... simply stunning views surround this impressive ...more »
Unit #8. Enjoy the ultimate luxury of the wellness lifestyle in this residence at Canyon Ranch, Lenox, one of the nation's premier spas. One of only ...more »
Rare opportunity to own a Berkshire Landmark. Known as ''the Antique Shop'' in Norman Rockwell's Main Street Painting, this iconic Building is famous ...more »
A private road leads through an allee of tall trees and away from road traffic and noise, to a gracious, totally restored, 1910 home that was once the...more »
''Chelsea Woods''..The most private spot with 98+ acres of stunning landscaping; perennial gardens, woods, walking trails, Cone Brook has created a ...more »
Long Pond Farm - Set on almost 80 acres of rolling hills and verdant woods, this historic property is a rare Berkshire gem. In addition to the antique...more »
This magical property is an ideal blend of country comfort with hip chic style. The ease and elegance were designed for those desiring a casual ...more »
Architect designed, Frank Lloyd Wright inspired, mountain lodge-style home with park like grounds is situated to capture the changing seasonal light ...more »
A picture perfect home in a stunning location. Minutes from the iconic Shaker Village museum, Tanglewood and multiple cultural activities. This ...more »
Luxurious lakefront living in Central Berkshire County. This spectacular home boasts well appointed upper and lower kitchens, 4 bedrooms, 5 full and 2...more »
Stunning Circa 1850's renovated five bedroom five and a half baths Classic Greek Revival with strong lines and lovingly preserved details; three ...more »
Elegant Retreat in the Heart of the Berkshires, with Pool and attached Professional/Studio Building. Grand entry leads to Living Room w/Fireplace. ...more »
604 Hartsville New Marlboro Rd, New Marlborough, MA
11 Bedroom
Colonial, Gambrel/Dutch
18.00 Acre(s)
Historic New Marlborough farm comprises of two houses, barns, wholly unique garden house, and an antique ice house. Surrounded by 18 acres of pastures...more »
1900's colonial totally renovated with modern amenities. This home is cozy, bright and so inviting. Entry brings you to the heart of the home where ...more »
Long Pond Farm - Set on 63 acres of rolling hills and verdant woods, this historic property is a rare Berkshire gem. In addition to the antique ...more »
This remarkable Euro-Industrial retreat offers chic, modern country living, with layered spaces, roof decks, top quality construction, and incredible...more »
Evoking the best of South Berkshire County in style and proportion. A Thoughtful reproduction Saltbox architecturally designed for a modern lifestyle...more »
Modern renovated 4 bedroom home on Baldwin Hill in South Egremont. Located at the end of a long driveway overlooking abutting farmland and distant ...more »
MT. WASHINGTON EVOLVED COLONIAL FARM ON 40 ACRES with 21st CENTURY FIBRE BROADBAND This Berkshire farm is beautifully set on 40 acres on both sides of...more »
Classic Post and Beam Barn in the scenic town of South Egremont. Light and bright open floor plan. The most desirable area on 5 acres of land with ...more »
With winter comes the opportunity to own this stunning Contemporary with incredible living/entertaining spaces both inside and out. Gather around the...more »
Unit #1. Enjoy the ultimate luxury of the wellness lifestyle in this residence at Canyon Ranch, Lenox, one of the nation's premier spas. One of only ...more »
Stockbridge contemporary with a BIG western view from every room masterfully combining architecture with nature. The moment you enter this ''comfort ...more »
Unit #2. Enjoy the ultimate luxury of the wellness lifestyle in this residence at Canyon Ranch, Lenox, one of the nation's premier spas. One of only ...more »
Colonial, Cottage, Dome, Post and Beam, Shingle Style
3.78 Acre(s)
**UNDER-ASSESSED VALUE** ''Fairy tale'' Residential & Commercial country retreat, nestled in the luscious green hillsides of the Berkshires. Reside in...more »
NEW REDUCED PRICE! Your Berkshires paradise awaits. Set on approximately 8.5 splendid acres w/ beautifully manicured gardens, orchards, mature ...more »
The house and landscaping for this home have been lovingly and meticulously restored by the same family for over 30 years. Land is owned on 2 sides of...more »
Spectacular setting and residence compound on the waterfront of very desirable Goose Pond. Updated kitchen to satisfy the needs of family chefs. ...more »
LEED rated custom home on a quiet country road with painterly views over rolling sheep pastures to mountains beyond, yet just minutes to downtown ...more »
Nestled in the tranquil hillside is this Circa 1760's gentlemen's horse farm. This estate offers graceful country living, quiet beauty and is steeped...more »
A Perfect Light Filled Family Home, On The Hill. Within walking distance to Lake Mansfield and downtown restaurants, shops, and movies. A dream ...more »
Federal, Greek Revival, Historic, NE Farmhouse, Post and Beam, Victorian
53.00 Acre(s)
ELMWOOD, A STRIKINGLY ORIGINAL HOME ON 53 BEAUTIFUL ACRES, THAT MIRRORS THE HISTORY OF THE BERKSHIRES & AMERICA - SWEEPING PASTORAL AND MOUNTAIN VIEWS...more »
LUXURY LAKE LIVING on the sought after Otis Reservoir...a most special offering for the discriminating buyer. Designed for modern day living for a few...more »
A truly unique home on 'The Hill' with panoramic westerly views to Ski Catamount and the Taconic Hills, and adjacent to a 100 acre land trust with a ...more »
The interior spaces were masterfully designed around a dramatic three-story wall of windows bathing the interior w/ light. It has the perfect layout ...more »
The house and landscaping have been lovingly and meticulously restored by the same family for over 30 years. The Umpachene River runs 1000 ft through ...more »
Originally part of Hopkins Memorial Forest this property is rich in Williamstown history. Once home to the Memorial Forest's farm manager, this house...more »
Rated #2 in the country in 2018 and #16 in the world, Seasons on Main is a nationally recognized top rated 1862 Greek revival B&B in the center of ...more »
Gracious 1890 residence with carriage barn income property, graces the charming main street of Stockbridge. The main house is comprised of 4 bedrooms...more »
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 ...more »
Single Story light and bright open concept home with gorgeous views of East Mountain. Soaring ceilings and adjoining spaces make this a wonderful ...more »
BERKSHIRE WATERFRONT TURN-KEY PERFECTION, LAKE GARFIELD, MONTEREYUndeniably Charming! Filled with light.A pristine lakefront home on 3 levels. The ...more »
1964 Modernist home and two guest houses with long and panoramic southerly views, designed by noted Bauhaus designer George Giusti along with ...more »
Charming Gilded Age Mansion on 5.4 acres in Dalton with new 400 amp service and new gas steam boiler are just a few of recent updates to this one of a...more »
Imagine almost 200 acres at the end of a quiet country road with dynamic views looking down over the village. Bordered by over 5,000 acres of ...more »
New Construction... 5 Bedroom, 4 Full Bath, 2 Half Bath, Shingle Style Cape Cod home, with attention to detail in the heart of Ashley Falls Village. ...more »
Enjoy all that the Berkshires and the Hudson Valley have to offer from this centrally located, beautifully renovated, 3,400 SF home with 19 magical ...more »
New Construction... 4 Bedroom, 3 Full Bath, Shingle Style Cape Cod home, with attention to detail. This Spacious Open Floor Plan home features walls ...more »
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 ...more »
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 ...more »
Colonial, Greek Revival, Historic, NE Farmhouse, Post and Beam
102.00 Acre(s)
NEW TO MARKET! First time offered in 50 years! Circa 1840 colonial farmhouse & barns ready for restoration. Truly incredible & exceptionally rare ...more »
Beautiful timber frame home with extensive outbuildings, acreage, privacy & views galore! This open-plan home has 2 custom-built outbuildings with ...more »
This extraordinary home and horse barn is perfectly situated on just under 25 pastoral acres. With amazing westerly views over-looking Catamount ...more »
This stunning Post & Beam home has been meticulously maintained and designed with comfortable living in mind. Enjoy complete privacy on almost 10 ...more »
Renovated and added onto numerous times since the 1700s, Hollenbeck House is steeped in history. Located on one of the prettiest roads in the area, in...more »
Circa 1930, ''Greenwich Colonial'' located on one of the most exclusive areas ''on the hill'' is available for the first time in fifty years. This ...more »
A stunning transformation from The Candlelight Inn to a warm and inviting HOME! This 8 BR, 8 Bath home has beautiful common spaces including the ...more »
This sophisticated Contemporary is one of seven free standing homes in the private association enclave of Gleneagles abutting the Cranwell golf course...more »
