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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.


41 Photos
STONE HOUSE PROPERTIES, LLC
234 Kemble St
Berkshire - South
Lenox > MA > 01240
$1,495,000
5 BD | 6 BA
Residential - Single Family

The interior spaces of this circa1888 barn on the former Cortlandt Field Bishop estate are masterfully designed around a dramatic three-story clerestory of windows. The beautifully equipped kitchen is perfect for gourmet cooking and family gatherings. The kitchen flows into the family room with fireplace and entertainment center. The dining room with a soaring ceiling opens to a stone patio. The gorgeous living room with fireplace is bathed in natural light and adjoins the library. The private master suite has an exterior balcony. The third floor has three charming bedrooms each with lofts and a gathering room. The guest areas are located with nice privacy on the first floor. The lovely landscaped pool area has access to a full bath, service bar and patio. Read more . . .


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!


39 Photos
WILLIAM PITT SOTHEBY'S INTERNATIONAL REALTY
236 Bulkley St
Berkshire - North
Williamstown > MA > 01267
$1,500,000
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. Exemplifying the luxury of great modern design are Breuer's bi-nuclear floor plan, sculptural butterfly roof, brilliant use of stone, glass, wood & steel, and superb indoor-outdoor flow. Interacting beautifully with its surroundings, ''The Robinson House'' is privately set as the focal point of a 42.5 acre estate with a swimming pool, 900sf guest house with bedroom, kitchenette & sleeping loft, Hoosac River frontage, and private access to Hopkins Forest conservation land. It is convenient to Williams College, Clark Art, Williamstown Theatre Festival, restaurants & shops, and the many cultural & recreational amenities in the Berkshires & Southern Vermont.


29 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.


55 Photos
COHEN & WHITE ASSOCIATES
280 DIVISION St
Berkshire - South
Great Barrington > MA > 01230
$1,550,000
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.


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.


13 Photos
BERKSHIRE HATHAWAY HOMESERVICE BARNBROOK REALTY
267 Long Pond Rd
Berkshire - South
Great Barrington > MA > 01230
$1,749,000
5 BD | 5 BA
Residential - Single Family

A True Berkshire Gem in a Premiere Location Over Looking Long Pond. Wow! Classic farmhouse on nearly 80 acres with a barn, orchard, pool, tennis court, play house, and gardens. All of this over looking open fields, Log Pond and Catamount. This is truly a spectacular setting with a large living/family room, formal dining, large eat-in kitchen and den. Second floor with bedrooms and third floor finished as studio space. Finished lower level room with full bath and outdoor shower for after swimming, tennis, gardening, or just playing. Come put your personal touch on this gem. A bit of work for a lot of gain.In 1987 additional land was purchased for $80,000. House sits on just 4+ acres but the entire lot is nearly 80 acres. Inscription in kitchen beams are from 1820.


62 Photos
BROCKMAN REAL ESTATE, LLC
11 Wellman Rd
Berkshire - South
Monterey > MA > 01245
$1,850,000
4 BD | 5 BA
Residential - Single Family

FIDDLETOP Do you desire the utmost privacy without isolation? A timeless, gracious & distinguished home? Do you seek broad views, mature landscaping & tranquility? Are you seeking a 'forever' home?There's a simple reason this iconic property has only had 4 owners since it was built in 1932. All 4 could have lived in any number of wonderful homes in the Berkshires, but they did not. They chose Fiddletop. From the legendary conductor Eugene Ormandy to the the virtuoso violinist Zino Francescatti.Experience Fiddletop, spend time sitting in the gracious rooms watching the light skim the walls with the glow of the wood burning in the fireplace, or the sun reflected back on the mountains, & imagine how you can make this your 'forever' home... you will know you want to stay for decade


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.


39 Photos
ELYSE HARNEY REAL ESTATE
158 North St
Outside Berkshire Connecticut
Litchfield > CT > 06759
$2,750,000
8 BD | 6 BA
Residential - Single Family

THE HOUSE WITH THE GREEN DOORColonial Federal with an unpredictable French feeling. Large estate with historic and famous home offering expansive and stunning formal rooms with fireplaces, 8 bedrooms 5 1/2 baths, large pool house with every ammenity, Carriage house, Greenhouse, lush open grounds back up to protected land, 3 blocks to center of historic Litchfield Village. See the video on youtube The House With The Green Door


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....


33 Photos
WILLIAM PITT SOTHEBY'S INTERNATIONAL REALTY
1 Pinecroft Dr
Berkshire - South
Lenox > MA > 01240
$3,250,000
6 BD | 6 BA
Residential - Single Family

Enjoy the ultimate Berkshire luxury lifestyle in this turn-key residence, with a preferred membership to Canyon Ranch resort, which is just steps away. This extraordinary home features a beamed great room with stone fireplace, formal dining room, gourmet eat-in kitchen, main-level master with fireplace & two walk-in closets, main level guest suite, four additional bedrooms, a lower level with vintage soda fountain, screening room, wine room & sauna, a deck & patio, heated swimming pool, & pool house containing a guest suite & full kitchen for outdoor entertaining. Impeccable details throughout, including a heated courtyard parking area; offered fully furnished. Ideally located near Lenox village & the cultural, culinary & recreational amenities for which the Berkshires are renowned.

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