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38 Photos
WILLIAM PITT SOTHEBY'S INTERNATIONAL REALTY, LENOX
$990,000
5 BD | 4 BA
Residential - Single Family

This extraordinary home and horse barn is perfectly situated on just under 25 pastoral acres. With amazing westerly views over-looking Catamount Mountain and the Green River, you'll find the perfect amount of privacy and serenity. This country oasis is just minutes from the villages of South & North Egremont, Sheffield and downtown Great Barrington.The five-bedroom main house is an executive cape with two floors of living space and full, unfinished basement. The first floor includes a renovated eat-in kitchen with granite counter tops, formal dining room, family room, music room, master bedroom with updated bathroom, two additional bedrooms and a full bath. The second floor consists of two large bedrooms with wood floors and a full bath. Many updates throughout including a


32 Photos
LANCE VERMEULEN RE, INC
$995,000
4 BD | 5 BA
Residential - Single Family

Once in a lifetime opportunity to own a Berkshire landmark, Smiley's Pond! Situated on over 121 pristine acres, this amazing home is a nature lover's paradise. A 1940's Adirondack style chalet, with panoramic views of Mount Washington, overlooks your own pastures, woods, and trails. This unique home has no shortage of character, and the possibilities are endless. Three spacious levels are anchored around 2 amazing field stone fireplaces. Built-in cabinetry, original pine paneling, and storage abound in this truly one of a kind vintage home. A partially finished 2 story barn, and large covered garage guarantee the space you need to store your boats, tractors, ATV's, you name it! A large deck and screened porch invite you to sit outside and enjoy the views. Start living the dream!


41 Photos
BERKSHIRE HATHAWAY HOMESERVICE BARNBROOK REALTY
$1,375,000
3 BD | 3 BA
Residential - Single Family

Classic Post and Beam Barn in the scenic town of South Egremont. Light and bright open floor plan. The most desirable area on 5 acres of land with east and western views. There are stunning Goshen stone walls, fireplaces, patios, an outdoor shower, an orchard of fruit trees with your own peaches, pears, apples and so much more. Separate barn is used as heated studio/living space.


35 Photos
WILLIAM PITT SOTHEBY'S INTERNATIONAL REALTY
$1,395,000
5 BD | 5 BA
Residential - Single Family

NEW REDUCED PRICE! Your Berkshires paradise awaits. Set on approximately 8.5 splendid acres w/ beautifully manicured gardens, orchards, mature plantings, heated gunite pool w/ bluestone patio & huge deck. This turn-key home features a large, eat-in chef's kitchen; super cozy year-round sunroom; luxurious library & stunning master bedroom suite w/ huge his & hers walk-in closets. Perfect for entertaining family & friends or relaxing amidst the natural splendor or in front of 1 of the 4 wood burning fireplaces. Ideal location - minutes to vibrant downtown Great Barrington, very close to Ski Butternut and Catamount Ski Area and close to Tanglewood & so many of the Berkshires' premier cultural attractions. Don't miss this gem!


27 Photos
BERKSHIRE PROPERTY AGENTS
$1,395,000
4 BD | 3 BA
Residential - Single Family

Modern renovated 4 bedroom home on Baldwin Hill in South Egremont. Located at the end of a long driveway overlooking abutting farmland and distant mountains. Baldwin Hill is one of the premier country roads near the center of South Egremont. The property features mature trees, lawns and the house was built using low emissivity materials and is equipped with radiant heat, central air, an open layout, fireplace in the large living room with built-ins that opens to the dining area and kitchen. Two car garage. Very private and convenient.


56 Photos
WILLIAM PITT SOTHEBY'S INTERNATIONAL REALTY
$1,400,000
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.


57 Photos
BERKSHIRE HATHAWAY HOMESERVICE BARNBROOK REALTY
$1,595,000
4 BD | 5 BA
Residential - Single Family

Architect designed, Frank Lloyd Wright inspired, mountain lodge-style home with park like grounds is situated to capture the changing seasonal light and foliage. This tasteful and stately home, sports a contemporary interior with attention to detail and lends itself to many styles of furniture and artwork. All who visited love it, as you will. See supplement.


61 Photos
LANCE VERMEULEN RE, INC
$1,950,000
5 BD | 5 BA
Residential - Single Family

Privately situated on a beautiful Egremont hillside, this gracious Berkshire residence is one-of-a-kind. From the grand rotunda entry to the living spaces to the impressive cooks kitchen to four sumptuous en suite bedrooms, this 5,200 square foot home is both dramatic and comfortable. It features cherry floors and slate tile in the common spaces, radiant heat, high end appliances, LUTRON lighting, built-in sound system, and X10 home automation. You'll appreciate the fine materials like solid cherry doors, an abundance of custom cabinetry, crown molding, and beautiful stone and ceramic bathroom finishes. Three decks, a stone patio with decorative ponds, and a gazebo provide perfect perches for either entertaining or enjoying quiet moments.


38 Photos
WILLIAM PITT SOTHEBY'S INTERNATIONAL REALTY
$1,995,000
5 BD | 7 BA
Residential - Single Family

Bright & Open Contemporary Home on 16+ acres. Open floor plan with easy flow from room to room. This 6,800 SF home owes it charm to the architectural details of homes in the Hamptons. Wooded setting with scenic mountain and field views. 5 Bedrooms all with en suite baths, including first and second floor master suites. Great room with chef's kitchen, dining area and living room. Library, formal dining room & computer room/office on first floor. Pantry and Bar area. Fitness/Playroom. Professional Home Theatre on lower level. Craftsman finishes throughout. Large open yard, mahogany front porch, stone patios, established perennial gardens and room for a pool. Custom stone fire pit. Oversized 2 car plus garage. Convenient to the Taconic Parkway and downtown Great Barrington. Agent owned.


5 Photos
WILLIAM PITT SOTHEBY'S INTERNATIONAL REALTY

Wonderful and rare opportunity to own a large tract of land only 15 minutes from Great Barrington and 25 minutes from Hudson. 117+/- acres of privacy and peace. Expansive eastern views as well as a view to the south with several lakes in sight. Stone walls wander through the property. A very rare piece of land. Frontage for three large estate properties with spectacular views from many sites on the property. Or one large unique estate property. Roughed in driveway. Streams and potential pond site. Trails for riding and hiking. A convenient commute from NYC. Additional abutting properties available. Shared driveway potential to reach all three sites or potential access off a current shared drive.


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.


48 Photos
COHEN & WHITE ASSOCIATES
$2,500,000
5 BD | 6 BA
Residential - Single Family

Applegate Farm...Country residence with both formal and informal common spaces to accommodate a few or many with five fireplaces, two master suites and guest wing with tennis court all overlooking your own lake with a western mountain view for backdrop. 100 + acres of very special land located on the border of Egremont and Sheffield on a back country road.


65 Photos
STONE HOUSE PROPERTIES, LLC
$3,895,000
5 BD | 8 BA
Residential - Single Family

Nestled on a quiet ridge offering magnificent views of the mountains both to the east and west this quietly elegant contemporary home has been fully renovated, restored and expanded to the highest standards. Encompassing over 20-acres, the long drive leads to both formal and family entries. Gorgeous gardens and terraces abound, including organic vegetable gardens and orchard. The pool area west of the house is a destination in itself - exquisitely landscaped and perfectly relaxing.The main house flows graciously throughout. Every room on the first floor offers views intimate and large, beautifully framed as well as access to the outdoors at every turn. Flawlessly constructed and maintained with meticulous attention to every detail this gorgeous Egremont home offers


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.


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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