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35 Photos
WILLIAM PITT SOTHEBY'S INTERNATIONAL REALTY
$2,450,000
5 BD | 7 BA
Residential - Single Family

SPACIOUS CONTEMPORARY WITH OPEN LIVING PLAN, POOL, TERRACES & GIANT VIEWS: Set on 13 plus acres, this 5800 SF home features 5 en suite bedrooms, including 1st floor master suite with sitting room. Gourmet kitchen, formal dining, great room & fitness/playroom with built in bunks. 4 fireplaces, central a/c & oversized 2 car garage. Gunite pool with hot tub. Extensive flagstone terraces and pergola with sweeping mountain and pastoral views. Covered flagstone from porch for entertaining. Near NY Border, one of the first homes in Massachusetts. Close to Catamount Ski Basin, Great Barrington and all Berkshire attractions.


41 Photos
WILLIAM PITT SOTHEBY'S INTERNATIONAL REALTY
$2,499,000
6 BD | 4 BA
Residential - Single Family

An exceptional Berkshire estate, The Paddocks is peacefully private on 65+/- acres of pastoral countryside. Harmonizing with the natural setting - nestled among towering pines - the sun filled contemporary farmhouse overlooks the picturesque brook-fed wildlife pond, paddocks, and woodlands. Large windows bring the outdoors into this airy 5-bedroom, passive-solar-heated residence featuring a vaulted living room with fireplace. At the heart of the equestrian complex, the expandable 11-stall stable with tack room adjoins a large indoor riding arena, seen from the lounge/viewing room with wet bar. Across the stable yard is a garage/workshop with caretaker's apartment. The fenced paddocks are accompanied by an outdoor arena with fibar footing. Two antique cottages and an antique barn.


3 Photos
ISGOOD REALTY

This scenic 56 acre lake and nature sanctuary can be all yours! 250+ acres of pristine water and woods. Round Pond is a private lake only 5 miles from downtown Great Barrington! The park-like setting includes a pure, spring-fed lake, hardwood forest, lovely plantings, nature trails, and sandy beach. Spectacular lake and mountain views! It just doesn't get any better than this.


52 Photos
BERKSHIRE PROPERTY AGENTS, LLC
$3,200,000
4 BD | 5 BA
Residential - Single Family

Wind up the gated drive through the expansive lawn to this private and classic/contemporary residence. From the car park, enter a gracious and welcoming paneled foyer to striking views through the double-height living room overlooking the stone terrace, pool and grounds to Monument Mountain and the hills beyond. Unmatched attention to the creation of this estate by a noted architect and discerning owners is apparent throughout the home with its views, flow of public and private areas, proportion of design, attention to detail, custom finishes and elegant kitchen. Its attention to both comfort and style appeals to discerning buyers of all age groups with easy access to all rooms, as well as elevator to second story and attached garage. Offer includes two adjacent building parcels.


46 Photos
BERKSHIRE PROPERTY AGENTS, LLC
$3,250,000
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.


49 Photos
STONE HOUSE PROPERTIES, LLC
$4,999,000
4 BD | 6 BA
Residential - Single Family

Breathtaking Tri-State views from this light filled, 12,000 sq. ft masterpiece featuring gourmet kitchen, huge library, wine cellar, indoor pool with sauna and steam room, as well as an elevator connecting all the levels. This stunning property has been designed by NY architect Michael Schmitt and completely renovated by Peter Whitehead.Private guest wing with three bedrooms and two bathrooms. Fiber Connect for Internet. Close to 90 acres of privacy on one of the most sought after roads in Southern Berkshires.


22 Photos
LANDVEST, INC.
$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.


44 Photos
WILLIAM PITT SOTHEBY'S INTERNATIONAL REALTY
$12,900,000
6 BD | 8 BA
Residential - Single Family

Set apart by its extraordinary scope, beauty, and privacy, this property stretches across 350A+/- acres of idyllic land in the Berkshire Hills, presiding over a mountaintop realm in the midst of vast rolling woodlands and open meadows which provide the setting for its various residences and comprehensive equestrian facilities. This one-of-a-kind estate creates a gathering place for family and friends to enjoy the relaxation and sporting life of this worlds-away natural paradise, glorious in every New England season, also offering an excellent opportunity for potential subdivision or expansion on numerous sites of the acreage. Winding its way through the sylvan landscape, highlighted by a tranquil pond, a mile-long drive arrives at the mountaintop main residence, designed

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