Found 99 Listings

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68 Photos
BURNHAM GOLD REAL ESTATE, LLC
465 Stratton Rd
Berkshire - North
Williamstown > MA > 01267
$1,995,000
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


44 Photos
WILLIAM PITT SOTHEBY'S INTERNATIONAL REALTY
11 Londonderry Dr
Berkshire - South
Great Barrington > MA > 01230
$1,999,000
8 BD | 10 BA
Residential - Single Family

Extraordinary home, minutes from Great Barrington and all Berkshire activities. Expansive Living Room with Bar and Fireplace. Large Dining Room w/gourmet Kitchen that boasts 2 refrigerators, 2 dishwashers, 2 ovens and a large granite prep area. Master bedroom suite on the main floor with huge Master Bath and plenty of storage. Two guest wings offer 6 additional Bedrooms and 5 full Baths. 2 Laundry rooms, one the main floor and one on the second floor. Square Footage includes a Lower level that features a Home Gym, Billiard Room, office, play area and additional Bedroom w /2 full Baths. The yard features an in-ground Pool with Pool House and Basketball Court. All have been carefully woven into the natural surroundings with mountain views.


65 Photos
BROCKMAN REAL ESTATE, LLC
135 Fiddlehead Trail
Berkshire - South
Sheffield > MA > 01257
$2,150,000
5 BD | 5 BA
Residential - Single Family

NEWLY CONSTRUCTED POST & BEAM WATERFRONT PARADISE ON 168-ACRE LAKE WITHIN A 1,000 ACRE PROTECTED WILDLIFE AREA. Striking views & fabulous amenities includinga soaring great room, 5+ bedrooms, heated swimming pool, outdoor hot tub, movie theater, bar, game room & gym, radiant heat, central a/c, solar panels and much, much more - all on a true treasure of a lake that is virtually unknown. Astonishing privacy and wildlife - you will most often be the only one fishing or kayaking on the lake, watching the Great Blue Heron, or relaxing with no jet skis or power boats to disturb you - yet you're just 12 minutes to Guido's in Great Barrington. Control all systems remotely. Painstakingly built for optimal casual comfort, low maintenance, and as your own private waterfront Berkshire resort.


56 Photos
BROCKMAN REAL ESTATE, LLC
137 Jerusalem Rd
Berkshire - South
Tyringham > MA > 01264
$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. Overlooking Tyringham valley, Morningside is set on 44 acres with a circa 1800 Manor House originally constructed by the North Family of the Tyringham Shaker community, pool, pool house, swim pond, & stunning gardens. The permanently protected U.S. Appalachian Trail borders the land to the south. 16 rooms include a large kitchen, 7 bedrooms, one a palatial master suite, and 4 full and 2 half baths. A large 3-car carriage barn has a large vaulted room and full bath above. The setting is both spectacular & quiet, without being isolated. You are in the heart of the Berkshires with Tanglewood only 10 miles away. Add'l land & homes avail.


52 Photos
COHEN & WHITE ASSOCIATES
8 Stone Hill Rd
Berkshire - South
Stockbridge > MA > 01262
$2,240,000
5 BD | 7 BA
Residential - Single Family

Living is easy in this impressive Stockbridge contemporary located on a fantastic plot of land with western view, blazing sunsets and heated pool all minutes from Tanglewood. Three levels of thoughtful living spaces with soaring two level Great Room open to informal dining and gourmet kitchen make the perfect gathering space around the fireplace on cool fall days while taking in the view from the walls of glass. Wander out to the extensive decking on those warm fall days that overlook the heated pool and look forward to making memories of Berkshire summers. The master bedroom, with "His & Her" baths, are on the main level; guests have their own floor. Lower level family room with fireplace and galley kitchen with bar make this wonderful family space most convenient for exercising,


47 Photos
BERKSHIRE PROPERTY AGENTS
21 Prospect Hill Rd
Berkshire - South
Stockbridge > MA > 01262
$2,250,000
5 BD | 6 BA
Residential - Single Family

Exquisitely renovated late 1700 antique home w/ perfect proportions & amazing grounds. High ceilings, multiple fireplaces & historic details, flooded with light. Beautifully sited on over 9 acres on one of the most prestigious roads in the county. Barn, apple orchard, specimen trees, masterful stonework. Secluded and private heated Gunite pool w/ classic pool house & adventurous boardwalk. Please check out the virtual tour.


25 Photos
LANDVEST, INC.
60 Old Cheshire Rd
Berkshire - Central
Lanesboro > MA > 01237
$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's Clark Art Institute, MASSMoca, 8 minutes to Jiminy Peak Skiing, and 28 minutes to Tanglewood and Lenox. 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 an oversized Christmas tree. Guests are


12 Photos
LANDVEST, INC.
720 West Rd
Berkshire - Central
Richmond > MA > 01254
$2,450,000
4 BD | 4 BA
Residential - Single Family

Absolutely one of a kind, Do you remember when you were 10 and would escape to your tree house to enjoy no sound other than the relaxing rustling of leaves in the breeze? You can have that wondrous feeling again with the absolute quiet and privacy of the 5 bedroom, 4 baths, 3 story Treehouse set on 100+/- acres just 3 miles from Tanglewood. Designed by famed architect David Sellers, who was twice named as one of the top 100 architects of the world, and noted for bringing the "outside in"; the Treehouse is fully constructed with trees. The property offers both open and high ceiling common rooms along with cozy spaces. Heavy use of natural materials with tree beams and stone gathered from the site for the main massive fireplace Multiple balconies on all 3 levels with possible 360 degree views


30 Photos
STONE HOUSE PROPERTIES, LLC
2650 Swamp Rd
Berkshire - Central
Richmond > MA > 01254
$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.


61 Photos
LANCE VERMEULEN RE, INC
299 Ashpohtag Rd
Outside Berkshire Connecticut
Norfolk > CT > 06058
$2,595,000
11 BD | 9 BA
Residential - Single Family

Exceptional Estate - price lowered and ready to sell. Two homes on the property include original saltbox farmhouse built in late 1700s + new estate house built in 2002 with exquisite, timeless finishes throughout. Features include a stone tower, a jewel of an indoor pool with full spa, yoga room, outdoor chapel, rock-bordered spring-fed pond, orchards, mountain views, mature landscaping and the most charming guest house with stone patio, main floor master suite plus so much more... please see supplement for additional notes and details. Square footage, total rooms, etc., are for both homes.


46 Photos
COHEN & WHITE ASSOCIATES
260 Northwest Hill Rd
Berkshire - North
Williamstown > MA > 01267
$2,850,000
4 BD | 5 BA
Residential - Single Family

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 Williamstown! A Home of comfort, harmony and created with an unprecedented level of thoughtful attention to every detail from the perfectly aligned and matched Brazilian cherry flooring to the unsurpassed stone mason's craftsmanship of fireplace design; the Lazure hand painted walls; and perfection-achieved quality evident in every niche and corner of every room. Set perfectly on 27 private acres of lawns, patios and pool; woodlands, and extensive all season gardens opening onto magical views of hills and sky beyond. This is a home where life is inspired. This is a home for a most-fortunate family....perhaps it's yours! See Supplement....


22 Photos
NON-MEMBER
108 Raup Rd
Outside Berkshire New York
Chatham > NY > 12037
$2,900,000
3 BD | 4 BA
Residential - Single Family

Day-O Farm is the complete Hudson Valley estate, located in perfect privacy just minutes outside the village of Chatham. Available for the first time in nearly 30 years, Harry Belafonte's former Columbia County retreat is magical at every turn. Grandly sited, the 1792 main house is a purist's dream, and also offers a main floor master wing with fireplace. The adjacent original carriage house offers a guest suite and beamed ceiling game room, in addition to three car bays. Through the gardens, on the hillside overlooking the main house, is the spacious two bedroom guest house with sauna. The terrace overlooks the oversized gunite pool and pond, with path to the tennis court. Follow the trails through the woods to a one bedroom loft-style hunting cabin. Many tax savings options available.


24 Photos
NON-MEMBER
192 Burnt Hill Rd
Outside Berkshire Other MA
Charlemont > MA > 01339
$3,300,000
7 BD | 8 BA
Residential - Single Family

Exquisite craftsmanship and thoughtful design of this exceptional property, creates an environment of casual elegance and sophisticated style for the most discerning buyers. The main house features 3+ bedrooms each with en suite bathrooms, open concept granite kitchen, family room, formal living and dining rooms with stunning windows to bring in amazing natural light, making the expansive views an integral interior feature. Originally a family compound, there are over 100 acres of hiking trails and open fields along with a Gunite pool and full-featured pool house. Enchanting gardens and patios are designed to take in distant views in the awe inspiring setting. The 4 bedroom guest house overlooks an open field on 1.5 acres offering rustic modern design.


33 Photos
WILLIAM PITT SOTHEBY'S INTERNATIONAL REALTY
1 Pinecroft Dr
Berkshire - South
Lenox > MA > 01240
$3,450,000
6 BD | 6 BA
Residential - Single Family

Enjoy the ultimate luxury of a turn-key residence, steps from the Canyon Ranch resort and all of its wellness lifestyle amenities. Offered fully furnished, this extraordinary home features a beamed great room with stone fireplace, formal dining room, gourmet eat-in kitchen, fabulous lower level space with vintage soda fountain, screening room, wine room and sauna, six bedrooms, five full baths, deck, patio, heated swimming pool, and poolhouse containing a guest suite and full kitchen for outdoor entertaining. You'll appreciate its exquisite detailing, from the heated courtyard to Venetian-plaster walls. Ideally located near Lenox shops and restaurants, Tanglewood, Shakespeare & Company, and all of the cultural, culinary, and recreational amenities for which the Berkshires are renowned.


46 Photos
BERKSHIRE PROPERTY AGENTS
20 Berkshire Heights Rd
Berkshire - South
Great Barrington > MA > 01230
$3,850,000
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.


21 Photos
LANDVEST, INC.
115 Purple Mountain Pass Rd
Berkshire - North
Williamstown > MA > 01267
$5,300,000
5 BD | 8 BA
Residential - Single Family

''Jackson Hole in the Berkshires'' has a commanding mountain presence on 72+/- lush acres with views to Vermont, Williamstown proper and Mt. Greylock. To add to the ultimate privacy, the property is surrounded by the 2600+/- acre Hopkins Memorial Forest owned by Williams College. While offering the utmost in privacy and tranquility, the house is minutes down the hill to the burgeoning North County cultural and recreational amenities fueled by MassMOCA, Williams College, Williamstown Theatre Festival, the Clark Art Museum and Jinny Peak. Designed by a famed Jackson Hole architect and constructed with beams hand hewn in Montana and shipped to Williamstown, the 10,000+/- ft* residence has two levels, a first floor Master bedroom and 4 other bedrooms, all with baths ensuite.


22 Photos
LANDVEST, INC.
278 Hillsdale Rd
Berkshire - South
Egremont > MA > 01230
$5,950,000
6 BD | 7 BA
Residential - Single Family

From the 1300' elevation amidst the 60+/- acres of open fields, the views from this contemporary are 360 degrees: to Catamount, to the Taconic Crest and to the Catskills extending as far as Hunter Mtn 43 miles away!The residence is as large and engaging as the views. The over 7,000 +/- sq.ft. main house has 11 rooms, 6 bedrooms and 6 full baths. The Barn/ 2 bedroom Apt and 33' long Art studio (or auto display) adds 3500'. The dining room can seat 20 and the entire glass wall opens to the patio with a stone grill. The coffered ceiling living room spans the width of the house and opens to the patio seating with outdoor fireplace.


27 Photos
LANDVEST, INC.
119 Center Rd
Berkshire - South
West Stockbridge > MA > 01266
$6,950,000
6 BD | 8 BA
Residential - Single Family

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 influenced country home, her first step was to select the best of settings in the heart of the Berkshires, MA. The chosen 68+/- acres, accessed by a long and winding drive leads to a hilltop with commanding views and privacy. Exceptionally designed, the home is both grand and family friendly. The kitchen, by the famed designer herself, is a prime gathering area to cook together, set against an elevated field stone fireplace. This magnificent property offers a 1st floor master and 5 add't bedrooms upstairs, all with baths ensuite. The pool is adjacent to a pool house with full scale kitchen and laundry. All set on beautifully landscaped grounds.


30 Photos
NON-MEMBER
250 Long Pond Rd
Berkshire - South
Great Barrington > MA > 01230
$8,750,000
9 BD | 10 BA
Residential - Single Family

Contemporary masterpiece beautifully situated on 120 acres offers privacy and breathtaking views in every season. Main House and Guest House were designed by Steven Haas, recognized by Architectural Digest as one of the world's foremost architects. Sorpetaler sliding glass walls and expansive decks create a harmonious interplay with nature. Beautiful barn adds to allure of this unique property. Outdoor features include 25-meter heated saltwater lap pool, hot tub, outdoor showers, stone fire pit, exquisite rock outcroppings, sweeping lawn, hiking trails and access to Williams River trout stream. Quintessential Berkshires setting off private road just minutes from vibrant town center of Great Barrington, selected in 2012 by Smithsonian Magazine as #1 of The 20 best small towns in America.

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