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16 Photos
HELEN MULLANY REAL ESTATE, LLC
$2,950,000
5 BD | 6 BA
Residential - Single Family

A grand Berkshire estate on 25 acres with far reaching views, meadows, stonewalls and sugar maples, in need of complete restoration or rebuild. Sunken gardens, heated indoor pool, guest house. Total seclusion and privacy. Bucolic countryside with the mountains in the distance, a truly beautiful, serene setting. Uncover the beauty!


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SCOT COHEN REALTY
$2,995,000
3 BD | 5 BA
Residential - Single Family

Expansive views from every window - Taconic Range and the Bash Bish Gap to the east & Stissing Mountain to the south. Floor to ceiling windows in main living area. Custom cabinetry throughout. 3 bedrooms. 4.5 baths. Sleeping loft. Large office with full bath (could be guest suite). Sauna. Movie theatre. Large gym/playroom with full bath. Heated, in-ground pool. Firepit. Extensive decking & covered porch. Fenced yard with fruit trees. 2 car attached garage. 13.92 acres.


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LANCE VERMEULEN RE, INC
$2,995,000
5 BD | 5 BA
Residential - Single Family

Custom-built five-bedroom Timbercraft home on 8+ acres. Private tennis/basketball court, in-ground Gunite heated pool. Pennsylvania Stone and cedar shake exterior, three-sided fireplace and Timberframe truss ceiling in great room. Large state-of-the-art kitchen and breakfast nook tower. Plenty of deck areas to enjoy the outdoors. Lower level equipped with workout room, sauna and plenty of room for games. First-floor bedroom suite with full bath and gas fireplace. High-speed internet allows you to work remotely, and a large studio space above the garage make it perfect for private office or guest quarters. Don't miss out on this opportunity to have your own retreat in the Berkshires.


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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.


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STONE HOUSE PROPERTIES, LLC
$3,350,000
3 BD | 4 BA
Residential - Single Family

Nature becomes art when framed by walls of glass in this one-level minimalist masterpiece. Flawless transition from interior living space to the spectacular outdoors with breathtaking mountain views. Elegance and sophistication throughout in the clean modern lines and consistent palette of materials and fixtures. Designed by the award winning and internationally acclaimed Res4 architects using systematic design methodology leveraging existing prefabrication methods to produce custom modern homes (see ''more''). Open kitchen living with custom cabinetry and Stuv fireplace. Media room with retractable screen and surround sound. Two versatile guest bedrooms with custom Murphy beds allowing easy transition to office space. Interior courtyard with Wolf outdoor grill. Heated screened in porch.


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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 4 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 in-law guest quarters as well as a fireproof walk-in vault.


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BERKSHIRE HATHAWAY HOMESERVICE BARNBROOK REALTY
$3,500,000
3 BD | 2 BA
Residential - Single Family

RARE WATERFRONT OPPORTUNITY ON THE STOCKBRIDGE BOWL: A PARADISE FOR YOUR FAMILY. 11 Acres on the beautiful Bowl. Over 400 feet of pristine lake frontage looking across the ''belly'' of the Bowl. Two beautiful site specific modern style plans have been drawn with walls of windows from every room facing the lake. Amazing mountain and water views in every season. Build one private home or a family compound. Three home sites with existing structure for rare opportunity to have your dream home within 71 feet of the lake. Minutes to Tanglewood, Kripalu, and Canyon Ranch.


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LANCE VERMEULEN RE, INC
$3,750,000
5 BD | 6 BA
Residential - Single Family

Surrounded by magnificent pastoral views over protected land, this historic home is a gem. Once part of the adjacent farm, then home to an opera diva, it has been transformed into a wonderful, light-filled sanctuary with a clean, simple aesthetic. Antique character has been highlighted, modern conveniences added, and high-efficiency updates made. Each room is delightful. The sleek eat-in chef's kitchen with access to deck and screened porch. The dining room with antique fireplace, custom bar and wall of built-in shelving. The extraordinary great room, once a barn, now a dramatic space with a fireplace at one end, and spectacular view window on the other. The primary bedroom suite with exquisite bathroom & dressing room. The gracious first floor guest suite with sweet ceiling detail...


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COHEN & WHITE ASSOCIATES
$3,895,000
5 BD | 8 BA
Residential - Single Family

The Birches.......welcome to your new oasis in the Berkshires where every season is memorable. This magical family compound has all the modern amenities a buyer wants to live, play, relax and work from, surrounded by twenty plus acres of privacy and far reaching views in all directions. Architecturally redesigned and renovated using the finest materials this stunning contemporary has big open common areas for gathering, first floor master en suite, guest bedrooms en suite and a private two bedroom guest quarters with kitchenette, all offering plenty of space for a large crowd or intimacy for a few. Just arrive with your suitcase and enjoy all this impeccably maintained estate has to offer; beautiful gunite heated pool with waterfall surrounded by expansive stone patio


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ELYSE HARNEY REAL ESTATE


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ELYSE HARNEY REAL ESTATE

BIRDSEY HALL 1802 Classic Brick Federal Georgian offering stunning period detail throughout the 6,000 sq. ft. home. There are 6 bedrooms, 8 fireplaces, grand private and public rooms. Numerous amenities. Simply unbelievable. A guest house offers double living quarters and views. A second 1773 Garrison Colonial is virtually original.A large barn offers stalls for horses with acres of open pasture. Rare pool and lush grounds.


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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,


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COHEN & WHITE ASSOCIATES
$4,850,000
5 BD | 8 BA
Residential - Single Family

CASA TRAMONTI.....House of the sunset...life's reminder that whatever happens every day can end beautifully, says it all for this sophisticated Contemporary, built by one of Berkshire's premier builders. Offered for the first time, it has the necessary amenities of Broadband fiber optic & great cell phone service. From the approach this home captures stunning westerly views to the Catskills, keeping the viewer mesmerized with walls of glass. The sleek & sophisticated design of a most comfortable and ''livable'' space features open common living, decking for 80*, 5 br's en suite, an amazing sunroom & screened porch with waterfall sounds. A home theatre, gym & specimen plantings, organic vegetable garden, a multiple fruit orchard & fire pit to gather around.....reason to never leave home!!


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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 reknowned 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.


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COMPASS CONNECTICUT, LLC
$5,900,000
13 BD | 11 BA
Residential - Single Family

Set on 31 acres overlooking two mountain ridges, this 26 room, 11,700+ sq. ft. stately English Manor home is one-of-a-kind in so many ways. Generously proportioned and graceful rooms with exceptional architectural details throughout such as exquisite moldings & period marble carved fireplaces. First floor includes an elegant living room, library paneled in rare Purpleheart wood from the Amazon rainforest, banquet sized dining room, family room with original faux bois panelling, cocktails room, cooks kitchen, breakfast room, catering kitchen & staff office. 7 principal bedroom suites, most with fireplaces & private baths. 6 additional bedrooms. perfect for offices, etc. Third floor is generous with several rooms for fun, play or fitness. 2 berm guest house on separate parcel.


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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.


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COHEN & WHITE ASSOCIATES
$12,500,000
11 BD | 7 BA
Residential - Single Family

The Jewel of New England... Offered for the first time in four decades, this 85 acre Berkshire mountainside campus awaits your imagination. This property offers an atmosphere for breakout creative expression with great potential for an enterprise for retreats, wellness center, writers/ artists workshops, educational endeavors or your family's private estate. The property consists of 12 buildings; conference halls, dining/ meeting facilities, lodging accommodations, offices and an historic Queen Anne manor house sitting on a knoll with breathtaking views. 40 years of stewarding this campus where thousands of participants made life long memories, the owners are ready to pass it on. Let their growth be your opportunity. For details & digital brochure please see jewelinnewengland.com


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BERKSHIRE PROPERTY AGENTS, LLC
$12,500,000
13 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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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.


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ELYSE HARNEY REAL ESTATE
$17,950,000
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.

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