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60 Photos
COHEN & WHITE ASSOCIATES
$3,995,000
5 BD | 7 BA
Residential - Single Family

SUNSET MOUNTAIN VIEWS, PRIVACY & WONDERFUL AMENITIES IN YOUR OWN PRIVATE HOME RESORT.......Architect designed 5 br, 6 bath Contemporary with spacious open common living, stunning main level primary bedroom en suite, office w/built-ins, guest rooms & baths for all, media room w/separate game room, classic Adirondack guest/pool house, in-ground heated pool, turf sports tennis/basketball/lacrosse complex, incredible gardens with mature landscaping and extensive stone work, hiking trails on 55+ acres with river frontage for kayaking and fishing.....and should you ever want to leave this magical property, it is located within minutes of fine and casual dining, skiing, zip lining, boutique shopping and a short driveto the movie theatre and Berkshire cultural venues .....perfect in every way!!!


44 Photos
WILLIAM PITT SOTHEBY'S - GT BARRINGTON
$4,400,000
5 BD | 5 BA
Residential - Single Family

Gracious and stately New England colonial farmhouse on 230 acres.Antique barns and outbuildings, pool with amazing views. A babbling brook runs near the house and into a small pond bringing sound and nature into view. This comfortable home has had numerous additions through the years making it even more appealing to today's living. First floor primary bedroom with double baths. Screened porch overlooking the brook. Flagstone patio. Woodland party cabin reached by a passable 'road' up the mountain. Beautiful views from the house and the possibility of huge views from mountain sites.Blooming shrubs abound throughout the gardens. Maples for sugaring in the woods. Lots of frontage for anyone interested in division. a really magical property that has it all.


22 Photos
LANDVEST, INC.
$4,500,000
4 BD | 6 BA
Residential - Single Family

When the Interior Design Hall of Famers were commissioned to build a family compound in the beautiful Berkshires, they first started by getting acquainted with the land. Calvin Tsao and Zack McKown walked the many acres of open fields often to take in the magnificent views from all angles. The almost 18 acres was on the slope of the hill with the Berkshire hills in the distance and forefront. To capture the postcard panorama, they designed the 7000' house to follow the sun with angles and very large windows. The end result is a C configuration. The winding 1/2 mile drive is lined with a long allee of trees and mature landscaping leading to the house. Stone walls delineate the lawn from the woodlands. Views looking out to the Mountains are visible even at ground level.


60 Photos
STONE HOUSE PROPERTIES, LLC
$4,500,000
5 BD | 5 BA
Residential - Single Family

Sitting atop 100 tranquil acres consisting of fields, woods and expansive views, the home was built in 2006, is 7000+/- sqft, with 5 bedroom and 5 bath has everything one could want in either a full time residence or get away retreat. Miles of trails encompass the property perfect for hiking, biking or ATV's. Tennis court, treehouse, Basketball court, and large patio surround a nearly 3 acre spring fed swimming pond. Inside one will find the kitchen with top of the line appliances and informal dining area. Library and sitting room parallel each other on either side of the first floor with a billiard room and exterior doors leading to the patio located in the north west corner. The second floor is accessed from the central hall with two bedrooms sharing a full bath on one end and primary


54 Photos
WILLIAM PITT SOTHEBY'S - GT BARRINGTON
$4,750,000
4 BD | 5 BA
Residential - Single Family

The property, anchored by a 200 year old copper beech, runs along the crest of Prospect Hill. Magnificent unspoiled views to the south and west create interest at all hours of the day and at sunset in particular.Rumored to have been the first of the large 'cottages' on Prospect Hill. A cornerstone dated 1823 still exists although the house has undergone numerous renovations. A wraparound glass porch overlooks the walled sunken garden. Three floors of living spaces with almost every room open to the views. beautiful detailing with marble fireplaces and antique woodwork. Four bedroom and four and a half baths. A large game room with full bath occupies the third floor. There is a Gunite pool. Golf tee/driving area. Several building lots totaling 15 acres plus an additional garage.


9 Photos
Berkshire Business Properties
$4,900,000
12 BD | 7 BA
Residential - Single Family

Terrific lifestyle opportunity. Gather year-round with family and friends on this one-of-a kind estate, including 2 houses, 4 historic barns, and the Berkshire's finest 9 hole golf course! 161 acres with stunning views, mountain paths, and Jim Kelly's stunning giant stonewalls throughout. Gorgeous New England marble stone farmhouse built in 1780, with modern addition featuring vaulted ceiling and massive windows which flood the dining and kitchen area with light. Enormous custom built hearth and fireplace, mahogany full bar, artisan-made bookcases, wrap-around deck. Close to Williams College and Jiminy Peak. The property offers swimming in two private ponds, and potential helipad on site. 6 bay carriage barn with second floor for offices/studios. 184 adjacent acres also available.


45 Photos
WILLIAM PITT SOTHEBY'S - GT BARRINGTON
$4,900,000
4 BD | 4 BA
Residential - Single Family

A rare estate offering in the Berkshires. Breathtaking southern and western views from this historically important Great Barrington estate. Designed by Charles Platt for Charles Freer of the renowned Freer Gallery in DC, and constructed of stone quarried from the property, this one floor layout was well ahead of its time. The main house has a large, comfortable living room with views from massive windows, a library, a gracious dining room, all with fireplaces. The property encompasses a stable and riding ring, pool, orchard, vineyard and two fully equipped guest houses and a caretaker's home. This is a rare opportunity to own a unique nearly 50 acre estate with magnificent views - all close to Great Barrington.


61 Photos
COHEN & WHITE ASSOCIATES
$4,935,000
8 BD | 7 BA
Residential - Single Family

HIGHWICK FARM MANOR HOUSE is nearing its 3 year restoration/renovation in time for the Summer of 2021. Meticulously preserving and restoring the magnificent original details of this Berkshire cottage from the infrastructure to the doorknobs, while renovating it with only the finest of materials for the sought after amenities of a modern lifestyle today, makes this distinctive Lenox home shine in its original grandeur, designed to be luxurious yet cozy and unpretentious. Generously proportioned rooms with walls of windows flooding the house with natural light and taking in the view, with open flow from room to room and the spectacular kitchen/family room not often seen in homes of this era. Perched high above the country road taking in the sweeping southern vista of Parsons Marsh and


59 Photos
STONE HOUSE PROPERTIES, LLC
$5,900,000
4 BD | 6 BA
Residential - Single Family

This exquisite new construction timber frame home with Greek Revival elements is nearing completion. Perfectly crafted using traditional architectural details and techniques, state of the art materials and craftsmanship. The open plan is filled with natural light. Lovely views and vistas from the windows, porch, terrace and pool. 4 bedrooms, 5.5 baths, central AC. Paths wind through the 44 acres of beautiful meadow and woods. The rare early 1800's ''swing beam barn'' has been meticulously reconstructed on site and has its own special view to the hills. The location on a quiet country road is superb with the centers of Great Barrington, West Stockbridge and Stockbridge within about 5 miles. Additional land available. MASKS REQUIRED.


54 Photos
BERKSHIRE PROPERTY AGENTS, LLC
$7,950,000
7 BD | 6 BA
Residential - Single Family

Unparalleled 134 acre estate fronted on Copake Lake and adjacent to the Copake Country Club. Spacious, 7 Br 6 Ba stone & wood home surrounded by dramatic stonework and lush landscaping. Great room with fireplace, chef's kitchen and 4 season sun-room. Grotto-like Swimming pool with multi-level terraces and outdoor kitchen. Tennis court is beyond a wooden foot bridge. Past the stocked pond are the Horse stables with a fenced in pasture, & a 3,600 square foot heated Hangar, perfectly suited for an artist's work space, recording studio or a classic car collection. Several dramatic building sites have been thoughtfully cleared revealing jaw-dropping panoramic views of the Hudson Valley and the Catskills & some w views of lake. 2,200 ft of lake frontage & trails throughout the wooded hillside.


39 Photos
ELYSE HARNEY REAL ESTATE
$11,890,000
11 BD | 6 BA
Residential - Single Family

This spectacular 85+/- acre property is a destination Educational Center. It offers a magnificent 1880 Manor House, with spectacular distant Views, a Pond, and 11 additional buildings which house an Auditorium, Group Meeting Areas, Breakout Private Offices, a Fitness Center, Pondside Cottage, huge Dining Hall with Commercial Kitchen, and accommodations in over 56 Guest Rooms. The land is made up of 70+/- acres in the Southern Berkshires and 15+/- abutting acres in Salisbury, CT - the entire CT side runs along Sage's Ravine. There are walking trails throughout the land and access to the Appalachian Trail. You will be smitten by this property and totally taken with the possibilities... Building and property tax details are for the Main house ONLY. Please contact agent for more details.


56 Photos
BERKSHIRE PROPERTY AGENTS, LLC
$12,500,000
33 BD | 15 BA
Residential - Single Family

The Elm Court Estate retains the title of the largest American Shingle Style home in the United States. The extraordinary Gilded Age Berkshire Cottage was built by William Douglas Sloane and Emily Vanderbilt, (granddaughter of Cornelius Vanderbilt), along with architects Peabody & Stearns in 1886. The gardens and landscape were designed by Frederick Law Olmsted. In 1919, the Elm Court Talks held at the home ultimately led to the creation of The Treaty of Versailles and League of Nations. Outbuildings include Butler and Gardener cottages, carriage house & stable, greenhouses & Caretaker's house and two barns. Significant renovations were accomplished in the early 2000s and continued work is necessary with an additional 8,000 sq. ft. of unrestored living space.


50 Photos
ELYSE HARNEY REAL ESTATE
$15,750,000
9 BD | 14 BA
Residential - Single Family

Meticulously designed by Acheson Doyle Partners, beautifully landscaped and finished with the finest materials, the 9-bedroom main house is on more than 470 pristine acres and boasts unparalleled western views of the Berkshire Mountain Range. The entrance hall, with a grand staircase, opens to a dramatic 39-foot-long formal dining space with a soaring 32-foot-tall (3 story) glass atrium ceiling. Several living spaces on the main floor including a light-filled 47-foot great room, a handsome library as well as a spacious living room compliment an exceptionally appointed designer quality chef's kitchen with a large butler's pantry. The property also includes an expansive Outdoor Pool, a Spa (seats 15), Tennis Court, a Barn, a Warehouse, and Art Storage Building, and a rustic log cabin.


37 Photos
ELYSE HARNEY REAL ESTATE
$16,450,000
10 BD | 15 BA
Residential - Single Family

This extraordinary estate with a beautiful Georgian Federal-style home was designed by the American architect Allan Greenberg for world-renowned tennis legend Ivan Lendl. Ride through the gates passing horse paddocks, a barn, and up a long and meandering driveway to the impeccable stone house. A wood-paneled library, spacious living room, formal dining room, and family room, all with fireplaces and wide plank oak floors, as well as a trophy room/office and an eat-in chef's kitchen with state-of-the-art appliances and butler's pantry complete the 1st level. Outside there is a heated gunite pool with a cabana, tennis court, and play court. The attached 3 bay garage is complemented by a 3 bay detached garage with office space on the second floor. All of this, overlooking the CT foothills.


51 Photos
WILLIAM PITT SOTHEBY'S - GT BARRINGTON
$18,000,000
7 BD | 6 BA
Residential - Single Family

Enjoy seclusion, nature, and seamless indoor-outdoor living in this extraordinary private haven in the southern Berkshires near the Connecticut border. Atwater Pond comprises 321 acres, a private 33-acre lake, a chic mid-century modern main house poised on the water's edge, a guest house, Airstream, summer bunkhouse, boathouse, three docks, 4.5 miles of groomed trails, a helicopter pad, a paddock and run-in for horses, waterfall, overwater hammock and swing, and lakeside fire pit. Able to sleep as many as 20 guests, this magical retreat is close to award-winning restaurants and world-class cultural venues including Tanglewood and Jacob's Pillow, It is an easy drive from New York City, Boston, Great Barrington, and Bradley International Airport. Offered turn-key. See AtwaterPond.com.

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