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38 Photos
PIRETTI REAL ESTATE
$949,000
8 BD | 10 BA
Residential - Single Family

A stunning transformation from The Candlelight Inn to a warm and inviting HOME! This 8 BR, 8 Bath home has beautiful common spaces including the original bar, that is now a fabulous entertaining space w/FP, plus large Formal DR w/FP, living room w/FP and FR doors to the Game Room, light filled Solarium and gorgeous new kitchen/great room.PLUS 3 bay carriage barn. See https://youtu.be/dBmPf6KSAYI


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WHEELER & TAYLOR REALTY CO., INC.
$975,000
7 BD | 6 BA
Residential - Single Family

Circa 1930, ''Greenwich Colonial'' located on one of the most exclusive areas ''on the hill'' is available for the first time in fifty years. This classic home has good bones and is quite livable as it is; with some updating it could be extraordinary. The 5.288 square foot, main house built by a hotelier, has seven bedrooms, five full baths, two half-baths, located on 3.25 acre park-like parcel near Fairview Hospital. Separate two car garage with chauffeur apartment. Downtown walkable.


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BERKSHIRE PROPERTY AGENTS, LLC
$975,000
4 BD | 3 BA
Residential - Single Family

Renovated and added onto numerous times since the 1700s, Hollenbeck House is steeped in history. Located on one of the prettiest roads in the area, in a storybook setting with a cascading brook running next to the house, the property, much of it in conservation, abuts the Appalachian Trail and forever-protected land. The charming house flows from a modern kitchen through formal and informal public rooms with three fireplaces, a master suite with a back stairway and its own fireplace, and three guest rooms. A former art studio serves as a family game room. The deck off the back views the mature landscape with pastures and woodland, while the land climbs up the mountain to the AT. The second floor has central AC. Two-car attached garage. Call us to tour this historic property.


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BISHOP WEST REAL ESTATE
$980,000
4 BD | 4 BA
Residential - Single Family

This stunning Post & Beam home has been meticulously maintained and designed with comfortable living in mind. Enjoy complete privacy on almost 10 acres while being centrally located. Only minutes from Tanglewood, Lenox, Richmond, Lee, cultural venues and outdoor recreation. The main level boasts a spacious open living/dining area, vaulted ceilings, stone firepace, maple floors. cooks kitchen with Thermador appliances and granite countertops. Master bedroom with newly renovated en suite, 2 additional bedrooms, 2 full baths and a private family room/office. Enhanced by a beautiful wall of windows, the living area opens to a patio overlooking beautifully landscaped grounds with an amazing lake view. The second floor offers a guest suite with kitchen, living area, bedroom and full bath.


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BERKSHIRE HATHAWAY HOMESERVICE BARNBROOK REALTY
$995,000
6 BD | 5 BA
Residential - Single Family

Historic 1790 gentleman's post and beam farmhouse,restored and updated on 12 acres. Distant views to the Catskill Mountains in the West. 1 mile country walk to a 12,000-acre state park with full access including a 35 acre freshwater, non -motorboat lake. Over 3400 sqft of living space on three levels. Main level is immaculate with eat in kitchen, dining, livingroom with fireplace, den and the most fabulous screened porch. Second floor has three spacious bedrooms and two baths. Third floor is bedrooms, bathroom and large bunk room/bedroom. Lower level has ability to be a wonderful guest space, living space, full bath with sauna and bedroom with private terrace. The gardens, the pond, the orchard, the views. The property is so special.


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BROCKMAN REAL ESTATE, LLC
$995,000
8 BD | 3 BA
Residential - Single Family

NEW TO MARKET! First time offered in 50 years! Circa 1840 colonial farmhouse & barns ready for restoration. Truly incredible & exceptionally rare land with the perfect combination of open fields and forest gradually sloping up the mountainside with a South & West exposure. Even rarer, this colonial-era farm borders what is now 12,000 acre Beartown State Forest with the Appalachian Trail and the Knox Trail a relatively short hike away, as well as ponds within the State Forest. Often these large tracts of land that remain are in the distant hill towns, but this historic Monterey farm is just 10 minutes and 6 miles from the dining, and shopping of downtown Great Barrington, named the 'Best Small town in America'' by Smithsonian Magazine. 8 Bedrooms, rich character, very low Monterey taxes!


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WHEELER & TAYLOR REALTY CO., INC.
$995,000
3 BD | 3 BA
Residential - Single Family

Beautiful timber frame home with extensive outbuildings, acreage, privacy & views galore! This open-plan home has 2 custom-built outbuildings with garaging for 7 vehicles. The buildings are located about 800 feet off a quiet country road nestled on 24 acres and perched on the western side of Lenox Mountain. The property enjoys 180-degree views from Perry Peak to the north to Maple Hill to the South. Open floor plan incorporates living room, dining & kitchen into a large space containing a 2-story fieldstone fireplace w/cathedral ceilings. Vermont Castings woodstove radiates warmth into open kitchen & dining area. The house contains 1 bedroom on the 1st floor with an en suite bathroom.


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BERKSHIRE PROPERTY AGENTS, LLC
$1,045,000
6 BD | 5 BA
Residential - Single Family

1964 Modernist home and two guest houses with long and panoramic southerly views, designed by noted Bauhaus designer George Giusti along with architect Crane De Camp. Integrating a variety of natural materials that link the house to the surrounding pastures and woods, the two created the low rectangular house high on a hillside overlooking the rolling hills of southern Massachusetts and northern Connecticut. The compound, known as Meadowtop, consists of the main two-bedroom house, a three bedroom, two-bath guest cottage, a cabin bunkhouse and an in-ground pool with the same remarkable views. There's a hidden pasture and an outdoor stone BBQ area for sunset gatherings. A rare offering of mid-century architecture in a magical setting, convenient to both Berkshire and Litchfield counties.


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HELEN MULLANY REAL ESTATE, LLC
$1,149,000
4 BD | 3 BA
Multi-Family

A gracious Main Street property with four rental apartments, a main house with four bedrooms, double parlors, country kitchen, two full baths, a wonderful screened porch and a three bay garage. The yard has nice out door spaces for the residents, and all a short walk to everything the town offers. Perfect for an investor owner occupier.


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HELEN MULLANY REAL ESTATE, LLC
$1,149,000
6 BD | 3 BA
Residential - Single Family

Gracious 1890 residence with carriage barn income property, graces the charming main street of Stockbridge. The main house is comprised of 4 bedrooms, double parlors w/fireplace, formal dining room, country kitchen and the most delightful screened porch. An attached 2 bedroom apartment with separate entrance, is ideal for extended family and guests. Distanced from the main house by a circular drive, the converted carriage barn sets behind, housing 3 fully rented apartments. Mature landscaping, perennial gardens, stone patios, and a 3 bay garage complete this idyllic compound. Red Lion Inn, Stockbridge Golf Club and theatre nearby.


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COHEN & WHITE ASSOCIATES
$1,170,000
7 BD | 7 BA
Residential - Single Family

Rated #2 in the country in 2018 and #16 in the world, Seasons on Main is a nationally recognized top rated 1862 Greek revival B&B in the center of Stockbridge and has been lovingly restored to its original grandeur and maintained with the utmost care.This is your opportunity to own a turnkey business with a proven record of success, or to have as your own exquisite homestead.


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BURNHAM GOLD REAL ESTATE, LLC
$1,190,000
5 BD | 6 BA
Residential - Single Family

Originally part of Hopkins Memorial Forest this property is rich in Williamstown history. Once home to the Memorial Forest's farm manager, this house has gone through extensive renovations over time and is now the perfect combination of original history with modern flair and top of the line amenities. This property offers the perfect opportunity to live on Bulkley Street, one of Williamstown's most sought after neighborhoods offering complete privacy while being just around the corner from Williams College and the Williamstown Theater Festival yet so close to Hopkins Memorial Forest and great hiking trails. The home is complete with a beautiful kitchen with a Viking stove, double ovens, a wet bar and cathedral ceilings opens to a family room and can be over looked by an above loft.


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BERKSHIRE HATHAWAY HOMESERVICE BARNBROOK REALTY
$1,195,000
4 BD | 4 BA
Residential - Single Family

The house and landscaping have been lovingly and meticulously restored by the same family for over 30 years. The Umpachene River runs 1000 ft through it. There are 2 landscaped ponds, one with fieldstone steps to a patio area with a firepit, fountains and waterfall. The outside creates a spa like feel with the soothing sound of water flowing. Garden aromas intoxicate and enchant you. More land avail.


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BERKSHIRE PROPERTY AGENTS, LLC
$1,195,000
4 BD | 3 BA
Residential - Single Family

A truly unique home on 'The Hill' with panoramic westerly views to Ski Catamount and the Taconic Hills, and adjacent to a 100 acre land trust with a trail to the Green River. Walls of windows and French doors from the open great room with a loft above, to the spacious kitchen and large three season room, this truly is an entertainers dream offering everything you would expect from a contemporary home. The oversized heated garage would make any car collector envious, along with the large workshop/studio. The first floor master bedroom offers privacy from the guest rooms and has a deck facing the view. The guest bedrooms access the yard, and the media room with a bar is the perfect place to spend the evening with family and friends. A walk to town, yet a world away from the bustle.


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BERKSHIRE HATHAWAY HOMESERVICE BARNBROOK REALTY
$1,200,000
4 BD | 3 BA
Residential - Single Family

A Perfect Light Filled Family Home, On The Hill. Within walking distance to Lake Mansfield and downtown restaurants, shops, and movies. A dream kitchen with marble, Viking, Wolf, Subzero appliances, a solid brass sink, wine cooler, freezer drawers, pot filler and so much more. Room for kids to play inside and out. Plaster walls, 5 fireplaces, sun room, eat in kitchen, formal dining, office, four bedrooms, large family/game/media room and more. Beautiful back yard with room for a pool, to throw a ball, a stone patio for grilling and family parties, mature gardens and a beautiful glass conservatory or greenhouse. This is a truly unique and beautiful home with the best of everything.


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COPAKE LAKE REALTY CORP.
$1,275,000
3 BD | 3 BA
Residential - Single Family

There's No Place Like Home. Reborn in 2013, this 3 BR, 2.5 BA, 2800+ sf Copake Lake waterfront home was designed for entertaining. Open kitchen/dining/living rooms. Custom kitchen with granite counters. Thermador appliances. Glass doors to the lakeside deck. Wood-burning fireplace, vaulted ceilings and hardwood floors add to the ambiance.Main level master en-suite with 2 walk-in closets, bathroom with steam shower and radiant heat floor. Direct access to the deck. The lower level has 2 more bedrooms, bathroom, bonus room and family room that leads out to a patio, hot tub and the Lake. There are approved plans for the driveway to be closer to the house and also drawings for expansion.Come enjoy the sunrises over the lake and the sunsets over Copake Country Club. Continued


38 Photos
BERKSHIRE PROPERTY AGENTS, LLC
$1,290,000
4 BD | 5 BA
Residential - Single Family

LEED rated custom home on a quiet country road with painterly views over rolling sheep pastures to mountains beyond, yet just minutes to downtown Great Barrington. Built on the site of a former farmhouse and created with great thought, spirit and attention to detail, this timeless residence features large windows, high ceilings, reclaimed wood floors and cabinetry, a first floor master, guest suites, a private studio and a second-floor covered loggia with a gas fireplace facing the enchanting view. All possible means of smart eco and conservation practices were employed such as geothermal heat, solar arrays and high R-value panelized construction, to name a few. All while creating a very pretty, warm, comfortable living environment with international style, grounded by ancient trees.


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BERKSHIRE HATHAWAY HOMESERVICE BARNBROOK REALTY
$1,295,000
4 BD | 4 BA
Residential - Single Family

The house and landscaping for this home have been lovingly and meticulously restored by the same family for over 30 years. Land is owned on 2 sides of the road with the Umpachene River runs through the property. There are 2 ponds with extensive landscaping and one with field-stone steps leading to patio area with fire-pit fountains waterfall. The outside creates a spa like feel with the sound of water.


33 Photos
COHEN & WHITE ASSOCIATES
$1,350,000
4 BD | 5 BA
Residential - Single Family

With winter comes the opportunity to own this stunning Contemporary with incredible living/entertaining spaces both inside and out. Gather around the soaring fireplace while watching the snow fall outside through the walls of glass. When spring arrives you'll look through those same windows overlooking a private pond surrounded by beautiful gardens & mature landscaping.Luxurious first floor master bedroom en suite with three additional guest bedrooms en suites accommodate a few or many. Impeccably maintained and move in ready with the acreage/frontage for another potential building site....BERKSHIRE PERFECT!


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COHEN & WHITE ASSOCIATES
$1,350,000
5 BD | 5 BA
Residential - Single Family

Stockbridge contemporary with a BIG western view from every room masterfully combining architecture with nature. The moment you enter this ''comfort house'' you are immediately drawn to the panoramic view of the Berkshire Hills. The main level living with an expansive open floor plan, dramatic cathedral ceiling w/exposed beams & fp in Great Room flow beautifully to the dining/kitchen; all w/direct access to the spacious screened porch & stone patio making this a perfect home for entertaining. Separate wing for the MB en suite offers complete privacy from the guest BR's en suite. Site specific architecture of this home has captured the skyline of the Berkshires & offers the owner the opportunity to live in the moment from every vantage point in this special home minutes from Tanglewood!!

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