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36 Photos
WILLIAM PITT SOTHEBY'S INTERNATIONAL REALTY
$2,550,000
5 BD | 4 BA
Residential - Single Family

Spacious 1800's Colonial tastefully updated on 8 acres of land with 296 ft of waterfront on Stockbridge Bowl! A private dock for your boat. A secluded flat grass area for picnics and sunbathing. Swim from the sandy water front. The house offers 4 or 5 bedrooms, 4 updated baths, expansive eat in kitchen with butcher block counters, an island, stainless appliances and walk in pantry/laundry room. The kitchen opens to the cozy family room with French doors to a covered porch and views of acres of fields. The living space includes a 25 ft living room with fireplace, large dining room currently being used as a pool room! Time for a game? Enjoy out door living in style; porches, decks, gardens, stone walls, gorgeous lawn and basketball court. More than enough space for pool and or tennis!


22 Photos
BERKSHIRE HOMES AND CONDOS
$2,600,000
10 BD | 10 BA
Residential - Single Family

Proudly presenting this newly refurbished 10 Bedroom, 9 and half bath, privately owned, walk to town, historic Lenox ''Cottage''. Lovingly named Osceola after the dramatic view of Osceola Mountain on the Yokun Ridge experienced upon entering the columned and balustraded front porch. Osceola Mansion was designed by world renowned architects Rotch and Tilden in 1889 and commissioned by Sarah Pollock Livingston. Today, this comfortable and beautifully appointed home features an entry foyer with a fireplace to warm your hands and toes after a winter's sleigh ride. Enter the Grand Hall which invites you into the Living Room to your right or draws your attention to the unique Oval Dining Room to your left. Straight ahead is the picturesque outdoor covered 80 feet in length Veranda


44 Photos
ELYSE HARNEY REAL ESTATE
$2,600,000
3 BD | 4 BA
Residential - Single Family

CIRCLE Z 348 plus acres, stunning home, stable with 5 stalls, garages, acres of pasture, VIEWS, forest, streams, trails with endless possibilities for a private estate, Equestrian facility, private club, upscale housing, energy farm and more. The home is beyond stunning, with the finest craftsmanship, solid oak floors, doors and trim. Indoor pool with steam shower, multiple bedrooms and baths, 2 massive stone fireplaces, a rare Massive KACHELOFEN stove fills a wall. Covered porch with views of estate.


41 Photos
REAL LIVING REALTY PROFESSIONALS
$2,699,000
5 BD | 5 BA
Residential - Single Family

Welcome to Big Pond - The hidden gem of waterfront living! Your family and friends will find themselves in awe from sunrise to sunset. As you approach the winding circular driveway, you soon realize the placement and fine quality construction of detail left no stone unturned. See Supplement.


61 Photos
BERKSHIRE HATHAWAY HOMESERVICE BARNBROOK REALTY
$2,895,000
6 BD | 7 BA
Residential - Single Family

ONCE IN A LIFETIME IT COMES ALONG: a modern renovation. Every detail is thoughtful, the rooms offer height and grace, its magnitude gives space without being overwhelming. Built on the top of Great Barrington's Hill. Peering down on the town, within walking distance on 3 +acres. Built by a local craftsman and designed with easy living in mind. The open kitchen/great room, has a soaring ceiling, will gather you with family and friends in front of the stone fireplace or relaxing at the granite island while meals are prepared in the chef quality kitchen with Calcutta marble counters. Clean modern lines, meticulously chosen materials, two master suites, a modern open stairway concept with metal balusters, outdoor kitchen, spa pool. Light and Bright in law/Nanny suite. Kosher Kitchen.


51 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.


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

Wind up the 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. More acreage available.


49 Photos
BERKSHIRE PROPERTY AGENTS, LLC
$3,350,000
6 BD | 7 BA
Residential - Single Family

Best of the Berkshires. Truly one of the most gracious homes exquisitely restored for modern life with family and friends. Designed by Boston architects in the 1880's the unparalleled flow and understated charm of this home function as beautifully today as then. In superb condition, with excellent systems throughout. Large, caretaker apartment or home office too. Beautifully sited gunite swimming pool and mature gardens add to the sense of elegance, ease and privacy. , Ideally located in Lenox one can walk to town, Tanglewood or hike in Kennedy Park and the numerous preserved woodlands. See documents for additional information and details.


28 Photos
COPAKE LAKE REALTY CORP.
$3,750,000
6 BD | 7 BA
Residential - Single Family

Welcome to White Oak on the exclusive, gated Island at Copake Lake. This 6700+ sf Adirondack style home on 1.27 waterfront acres was designed to comfortably host family and friends. There are six bedrooms, four of them en-suites. Let's take a tour. The entrance perfectly aligns with the oversized windows and transoms, which frame the lake's beauty and your pathway to the water's edge. The main level is where you will find the great room with a floor-to-ceiling fireplace and bespoke iron and rope chandeliers. The open floor plan allows the kitchen, dining area and great rooms to blend into one. The kitchen has Caesarstone counters with custom white oak cabinetry and top-of-the-line appliances. There are two en-suites with lofts and a powder room on this floor as well. Adj


52 Photos
COHEN & WHITE ASSOCIATES
$5,600,000
6 BD | 8 BA
Residential - Single Family

''Skyline''... A magical Estate built on 60+ private acres on the ridgeline capturing panoramic vistas of the Catskill Mountains to the West, the northwestern hills of CT, the Berkshire Hills to the East with the bonus of Catamount Ski Slope to the South. The architecturally designed main residence is a blend of the owner's ancestry - New England and Eastern Europe. You feel welcomed immediately upon entering this casually elegant home with spacious common rooms, most with direct access to fabulous patios featuring a stone grill and an outdoor fireplace, home offices, fireplaces throughout the house, 6 bedrooms, 6 full baths with an elevator servicing all 3 floors. Each room has a uniqueness connecting you to the house, the view & nature while offering the amenities of today's lifestyle.


27 Photos
LANDVEST, INC.
$5,950,000
6 BD | 8 BA
Residential - Single Family

When New England Hall of Fame Interior Designer Dalia Tamari decided to devote 3 years to designing and building this 6,700+/- sq.ft. European influenced country home, her first step was to select the best of settings in the heart of the Berkshires, MA. The chosen 68+/- acres, accessed by a long and winding drive leads to a hilltop with commanding views and privacy. Exceptionally designed, the home is both grand and family friendly. The kitchen, by the famed designer herself, is a prime gathering area to cook together, set against an elevated field stone fireplace. This magnificent property offers a 1st floor master and 5 add't bedrooms upstairs, all with baths ensuite. The pool is adjacent to a pool house with full scale kitchen and laundry. All set on beautifully landscaped grounds.

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