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48 Photos
WILLIAM PITT SOTHEBY'S - GT BARRINGTON
$2,600,000
5 BD | 4 BA
Residential - Single Family

Shadowbrook: This breathtakingly beautiful European-style estate has been completely updated, renovated, and enhanced to be the ideal country retreat. Comprising 29 very private, secluded acres, its centerpiece is a gorgeous 5BR mansion, set amidst lush landscaping, stone patio and walls, Normandy barn, gunite swimming pool, paddock with run-in, chateau de poulet, field, stream, woods, and secret chanterelle grove. Exquisite taste, meticulous workmanship and attention to detail are evident throughout, in the seamless matching of original Philippine mahogany woodwork, the elegant staircase, new roofs, windows, systems, kitchen, and baths. Seasonal mountain views; possible higher vantage point on the property; abutting conservation land; close to town and amenities. Furnishings available.


70 Photos
WILLIAM PITT SOTHEBY'S INTERNATIONAL REALTY
$2,895,000
6 BD | 8 BA
Residential - Single Family

Recent $1m plus renovation on this private Green River Waterfront Property on pastoral 9+ acres. 6 ensuite bedrooms (4 in main house / 2 in carriage house), 2 half baths, exercise space with indoor Endless Pool, 4 car garage with workshop, 2 home offices and a hobby/art space. Radiant floors. Outdoor patios, beautiful screen porch, and private primary suite deck with awning. Lush gardens, rock walls, rolling lawn to the river with level areas for play. Outdoor shower. Incredible sunrises and wildlife viewing. Two story water side primary suite with separate closets. A charming and comfortable home for gatherings and entertaining. Significant income potential from Carriage House. F/O internet. Walk to 100 acre town park, trails, the village shop, GB & area attractions. See supplement.


52 Photos
BERKSHIRE PROPERTY AGENTS, LLC
$3,100,000
5 BD | 6 BA
Residential - Single Family

Cookledge, is a sprawling contemporary compound spread over mountain top glacial outcroppings, with awe-inspiring views south over Connecticut and west to the Taconic Range. Nearby the Southfield Store Cafe, drive up the long romantic winding drive to this sensitively sited and quality built home with huge windows and glass doors that draws one outside from almost every room to the truly stunning views. Large airy rooms with high ceilings, tall doorways, hardwood floors, multiple fireplaces, along with separate master and guest bedroom wings, all with ensuite baths, flow easily throughout the main house. The heated three-car garage has a Tesla charger and a guest or caretaker apartment above, with a fireplace and deck. Total seclusion, trails to a stream gorge, and magnificent serenity.


46 Photos
WILLIAM PITT SOTHEBY'S - GT BARRINGTON
$3,400,000
9 BD | 9 BA
Residential - Single Family

Spectacular landscaping surrounds the gracious main home of this historic property in Lenox. With a sympathetic melding of the old and the new, the original house was built in the 1830's and added to throughout the years. Today it is a large and comfortable home for gathering and entertaining family and friends or just escaping the stress of today's world. Six bedrooms, 5.5 baths. Brick paths meander through lovely gardens , to the artfully converted barn/guest house and the 20'x 40'pool/hot tub area - far enough from the main house for privacy but close enough for conviviality. Highlighted by a fabulous cone-shaped window the 'barn' has large living spaces, a kitchen, bar, three bedrooms, 2.5 baths. A magnificent property.


22 Photos
WILLIAM PITT SOTHEBY'S INTERNATIONAL REALTY
$3,500,000
5 BD | 8 BA
Residential - Single Family

This outstanding private and spacious estate is set on 12.1 beautifully landscaped acres offering just over 14,000 square feet of quality living area. The unique 5 Bedroom, 5 full bath/3 half bath main house includes an in-law guest quarters and an Olympic sized indoor/heated, pool. Top grade appliances are another important feature. Dark walnut hardwood flooring runs throughout the main house as does a state-of-the-art radiant heating system. Other special features include Vantage Lighting, an indoor/outdoor intercom system, a security system, a large game room and home office, a steam shower and overflow tub in the master bath, a humidification system, and a full house commercial generator. The horse barn also includes a three bedroom apartment as well as a fireproof walk-in vault


57 Photos
BERKSHIRE HATHAWAY HOMESERVICE BARNBROOK REALTY
$3,950,000
4 BD | 4 BA
Residential - Single Family

BEAUTIFUL HOUSE ON A HILL. An opportunity to own a unique and special property consisting of 93 acres with thousands of acres of conservation abutting. You can hike to VT. A gated mile long paved drive meanders to the site of this beautiful Post and Beam home. Privacy abounds and nature is at your doorstep. Open plan with window walls and soaring ceilings overlook the stunning view of Richmond Pond, meadows, and mountains.. It is the perfect mixture of rustic charm and modern amenities inside and out. The beautiful pool area also has a hot tub for year round enjoyment. There is a three car attached garage plus a two story heated barn. The beautiful land offers the opportunity for an additional home or family compound. Seller may build 5th bedroom for the right offer it is an easy task.


50 Photos
WILLIAM PITT SOTHEBY'S INTERNATIONAL REALTY, LENOX
$4,600,000
7 BD | 8 BA
Residential - Single Family

Options abound for a lifestyle change at what is now known as The Inn at Richmond and The Berkshire Equestrian Center. This magnificent 27 acre property includes a charming Colonial era 7 bedroom inn, 5 cottages, 2 event barns, 1 Shaker horse barn, 26 horse stalls, 15 grazing paddocks, a 16,000 sf multi-purpose heated indoor arena with offices and a two bed apartment with spa, 1 outdoor arena, and the possibility to develop three building lots. With its casual elegance and charm, this Colonial equestrian estate will allow your long held passion to blossom whether you use the property as a stunning family compound, an event destination, and/or a first class equestrian facility. The prime central Berkshire County location will graciously support your new found lifestyle,


29 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.


54 Photos
BERKSHIRE PROPERTY AGENTS
$9,500,000
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.


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.

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