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60 Photos
ROBERTS & ASSOC. REALTY, INC
$1,650,000
4 BD | 5 BA
Residential - Condo/Townhouse

Prepare to be wowed when you visit this luxury condo at Stockbridge Terrace! The details, custom features and craftmanship are second-to-none! Seeking one-level living? Literally just bring your suitcase as furnishings can be available in this well-appointed one-owner home. Entertain in style with open floor plan. The living/great room's centerpiece is the stone fireplace, oversized windows and cherry floors. Enjoy the formal dining room or savor summer dining on the spacious screened porch. Bedrooms are thoughtfully placed to ensure maximum privacy. Primary suite is on the first floor with jetted tub and oversized shower. along with custom outfitted walk-in closet. On the upper level you'll find two additional bedrooms each with ensuite baths. The family room includes custom


47 Photos
HOUSATONIC REAL ESTATE
$1,675,000
12 BD | 7 BA
Multi-Family

Step into a piece of history with the once Iconic Card Lake Inn Tavern, now transformed into a stunning residential haven in the heart of downtown West Stockbridge. This property offers not only a prime location but also an exceptional living experience, combining modern amenities with charming historic character. The building houses six completely renovated high-end apartments, each thoughtfully designed to meet the needs of modern living. These units feature elegant wood floors and come equipped with all necessary appliances, including dishwashers and in-unit laundry facilities. Central air conditioning ensures comfort year-round, while tiled double-sink bathrooms add a touch of luxury. Ample storage space is available in each unit, allowing residents to keep their living areas tidy.


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Compass Massachusetts, LLC
$1,695,000
4 BD | 4 BA
Residential - Single Family

Nestled in East Mountain State Forest on a private road yet minutes from downtown and Ski Butternut, this meticulously maintained home is move-in ready. A heated sidewalk leads to a foyer mudroom with radiant heat. Cathedral ceilings with a wood-burning fireplace and large windows in the living room, overlooking a wonderful patio with a fire pit. An open kitchen with eat-in granite counter, formal dining room, screened porch with additional gas fireplace; powder room, two ensuite bedrooms plus an additional bedroom upstairs; another ensuite bedroom at garage level, with a laundry room and huge basement storage space. Two-car attached garage, HVAC system plumbed for oil, propane, or solar. Hike miles of wooded trails accessible from the back yard. Some furnishings are available separately.


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LANCE VERMEULEN RE, INC

Discover a lucrative investment opportunity with this contemporary 8000+ square foot dental building boasting two long-term leased suites and a strong cap rate. Equipped with an elevator and situated in a high-traffic commercial district, this property ensures stable rental income and convenient accessibility. With modern renovations and amenities, well laid out operatories, waiting rooms, reception stations, offices and ample parking, this building has it all. Secure this asset for a promising return on investment and future growth potential.


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WILLIAM PITT SOTHEBY'S - GT BARRINGTON
$1,750,000
4 BD | 2 BA
Residential - Single Family

Two Dwellings on almost four acres.Just a very special property. Located between the Rockwell Museum and the Botanical Garden. You are moments from Tanglewood. Equidistant from Lenox and Great Barrington providing easy access to the Berkshires wonderful restaurants. The main house has four bedrooms and two baths , while the guest cottage adds another bedroom, bath, and large living room. The main house has central A/C while the guest cottage has mini splits. Gracious grounds are beautifully landscaped. Adorable play house for little ones. Several outbuildings. Garages for at least 5 cars. First floor primary bedroom with sunroom. Perfect site for a pool. Abuts protected land.


34 Photos
WILLIAM PITT SOTHEBY'S - GT BARRINGTON
$1,785,000
5 BD | 6 BA
Residential - Single Family

Handsomely built with modern comfort and amenities. Meet Guests on the covered porch and welcome them into the first floor open kitchen and great room with stone fireplace. On the first floor is also the dining room, office, den, mudroom and breezy screened porch for summer drinks. First floor primary suite with sparkling ensuite bathroom and sitting room with fireplace is its own hideaway. Upstairs, three more large ensuite bedrooms for the crew. One-car garage located off the first floor for easy access to the kitchen, two oversized garages below. Located at the end of a shared private drive with similar homes, and maybe some new friends, this retreat will be home base for all of your Berkshire adventures.


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WILLIAM PITT SOTHEBY'S - GT BARRINGTON
$1,795,000
5 BD | 4 BA
Residential - Single Family

Take this opportunity to own a dream brick home on a mountain top in Westhampton.Revel in privacy with stunning views inside and out. You can see Mt.Snow from the expansive ipe wood decks, which are perfect for relaxation and entertaining. The sunlit living room with a fireplace flows into an office space with deck access. The first-floor owner's suite is a retreat, featuring a jacuzzi, walk-in closet, and a double-sided fireplace. Enjoy the additional deck off of the kitchen. The home boasts of a formal dining room and a spectacular grand family room with cathedral ceilings. This property is more than a home; it's a statement of luxury and tranquility, all within reach of the cultural vibrancy of Northampton and the esteemed Five Colleges


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WILLIAM PITT SOTHEBY'S - GT BARRINGTON
$1,895,000
4 BD | 4 BA
Residential - Single Family

Immerse yourself in the epitome of elegance & seclusion in this immaculate estate, nestled on over 17 acres. This resplendent home is surrounded by an enchanting outdoor haven, boasting a pristine swim pond & meticulously curated gardens that explode with diverse flora. Drift through this botanical paradise or repose on the chic bluestone patio, an idyllic nook for serene contemplation or harvesting blooms.Spanning 4 bedrooms & 3.5 baths, the residence offers a quiet retreat in the country. The kitchen, adorned with sumptuous Cherry woodwork & harmonious hardwood floors, is anchored by a heartwarming wood-burning fireplace, radiating an inviting ambiance.See more.....


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COPAKE LAKE REALTY CORP.
$1,899,000
3 BD | 4 BA
Residential - Single Family

Modern Farmhouse/New Construction in Southern Columbia County, New York. Approximately two hours from NYC and 2.75 hours from Boston. Spacious 3600+ sf, 3+ bedrooms, 3.5 bathrooms modern farmhouse is designed to take in Copake's local beauty while considering the needs of today's living. The focal point is the open concept kitchen/dining/living spaces that includes a fireplace and ceiling to floor window over-looking forever farmland and your in-ground pool. The primary en-suite bedroom is on the main level. There are two bedrooms and a full bath on the second floor. Bonus rooms on the main level together with laundry and plenty of storage, lends to one-floor living at its best.Above the attached heated two-car garage is another bonus room and full bathroom. Ct'd


59 Photos
SIGNATURE ASSOCIATES
$1,900,000
6 BD | 6 BA
Residential - Single Family

Historic General Williams House circa 1795. This exquisite home has been restored and updated. Featuring 6 bedrooms, 5.5 bathrooms, 6 beautiful wood burning fireplaces, large dining and living spaces and 2 kitchens. ''Ice House'' features its own kitchen and bath, for family gatherings or as Artist StudioSparkling newer inground pool for your summer pleasure. All this and more in beautiful Stockbridge, close to Main Street Stockbridge, Norman Rockwell Museum, Tanglewood, and all the cultural amenities.Property could be used as investment and has been used as an Airbnb.


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BIRCH PROPERTIES
$1,925,000
4 BD | 3 BA
Residential - Single Family

Nestled just north of Stockbridge, MA, this elegantly expanded brick Federal estate offers a harmonious blend of historic charm and modern design on 13+/- acres (9 conserved.) Originally built in the 1830s, the Carter Estate has been artfully expanded and renovated and boasts over 5,400sf of light-filled, luxurious living space, ideal for those seeking a private yet gracious lifestyle.As you enter through classic stone walls and manicured hedgerows, you'll be welcomed by sweeping meadows and lush gardens. Time slows as you meander along stone pathways that lead to a charming red barn and a quaint stone summer cottage--perfect for painting or relaxing. The estate is oriented towards cultural and natural beauty with walking trails


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WILLIAM PITT SOTHEBY'S - LENOX
$1,950,000
6 BD | 7 BA
Residential - Single Family

New World meets Old in this impeccably designed and elegant French Country inspired estate nestled perfectly on the hillside, affording gorgeous westerly mountain and sunset views. Situated on 3.76 acres, the home offers ample privacy, yet it is just a stone's throw from Tanglewood and downtown Lenox and West Stockbridge. Designed for hosting extended family and friends, it offers generously proportioned rooms and seamlessly blends indoor and outdoor entertainment for year-round enjoyment. With six bedrooms and seven bathrooms, including one primary suite and three additional en-suite bedrooms, this residence is designed for comfort and style. Entering through the wisteria draped antique door into the foyer, the discerning buyer will appreciate the impeccable craftsmanship throughout.


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ALTON & WESTALL REAL ESTATE AGENCY, LLC
$1,950,000
4 BD | 4 BA
Residential - Single Family

Exceptional custom-built contemporary home with magnificent views. Featuring multi-level living including a beautiful great room/living room with floor-to-ceiling stone wood burning fireplace, expansive well-appointed kitchen with large breakfast area and walk-in pantry, and a formal dining room. The first floor also offers a primary suite with walk-in closets, an office with laundry room, a mudroom, and a half bath. The second floor has two bedrooms, one bathroom and an office overlooking the great room. The lower level offers a large family room, bedroom (currently used as an exercise room) a bath, and a two-room workshop. There is a separate screened porch on the wraparound porch and a hot tub to take in all the amazing views.


63 Photos
LANCE VERMEULEN RE, INC
$1,985,000
4 BD | 3 BA
Residential - Single Family

This custom built home is situated on a hilltop, offering a private and peaceful setting with scenic views. 4 bedrooms, 2.5 baths and a fully finished basement with a separate exterior entrance. A spacious living room boasts cathedral ceilings with a walk out patio for entertaining and taking in the views. In the kitchen, a butcher block island is surrounded by granite counters, with a cozy and quaint breakfast nook. Cathedral ceilings continue into the first floor primary suite featuring 2 walk in closets, a propane fireplace and large ensuite with a soaking tub. Upstairs, 3 additional bedrooms share a hall bath. This home includes central air conditioning, propane heating, underground electric and a full house generator for added convenience & comfort. The property spans over 35 acres.


40 Photos
BERKSHIRE BUSINESS PROPERTIES
$1,990,000
11 BD | 5 BA
Residential - Single Family

HISTORIC BERKSHIRE FARM Gather year-round with family and friends on this one-of-a kind estate, including 2 houses, 4 historic barns and maintenance building. 161 acres with stunning views, mountain paths, and Jim Kelly's stunning giant stonewalls throughout. Gorgeous New England marble stone farmhouse built in 1780, with modern addition featuring vaulted ceiling and massive windows which flood the dining and kitchen area with light. Enormous custom built hearth and fireplace, mahogany full bar, artisan-made bookcases, wrap-around deck. Close to Williams College and Jiminy Peak. The property offers swimming in two private ponds, 6 bay carriage barn with second floor for offices, studios., or storage.


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WILLIAM PITT SOTHEBY'S - GT BARRINGTON
$1,995,000
4 BD | 6 BA
Residential - Single Family

Tucked in the Berkshires of Western Massachusetts, this Williamstown contemporary boasts over 7,000 sq. ft. of undeniable form and function mixed with the highest degree of finishes. It's been said that homes can be duplicated anywhere, but a setting with unique and rare attributes cannot. Gently Sited amidst a spectacular 34-acre backdrop bordering 8,000 +/- acres of protected land is incredibly rare. Architecturally designed to contour with the natural topography of the site greatly reduced disturbance when built. This multi-tiered footprint affords picturesque sunset views of the village below and Berkshire hills beyond. Watch a soccer game at Cole field from your Gunite pool, walk to the village for dinner or go hiking on Chestnut/Pine Cobble Trails right off your property...


29 Photos
WILLIAM PITT SOTHEBY'S - GT BARRINGTON
$2,200,000
4 BD | 3 BA
Residential - Single Family

This quintessential country property is what everyone wants. Located in the Southern Berkshires close to the towns of Great Barrington, New Marlborough and Southfield and Norfolk, CT. This sleek historic and beautifully restored home is conveniently located for skiing, hiking, arts and culture, restaurants and all other Berkshire offerings. This home is beautifully restored and includes a stunning 'party ' barn, and separate garage/storage shed. The house glows, filled with light and sun. A large living room with fireplace and several seating areas has views to fields and flowers. A cook's kitchen with a counter-height fireplace looks out onto a stone patio with fire pit. The library, tv/ media room and powder room complete the 1st floor.Four.bedrooms, 2.5 baths. Restored barn.


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BERKSHIRE REAL ESTATE

A rare opportunity to own the most popular place in town. The iconic Hot Dog Ranch, an award-winning restaurant with decades of very profitable history, totally renovated building, large parking lot, full liquor license, lottery, seating for 99. ,fully staffed. Truly turnkey. With a menu that rivals the Berkshire finest restaurants, this is not your ordinary hot dog joint.


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BERKSHIRE PROPERTY AGENTS, LLC
$2,395,000
3 BD | 4 BA
Residential - Single Family

This 2017 waterfront home on Lake Garfield has seen very gentle use over the past six years. Featuring three bedrooms and four baths, it offers five sleeping rooms on three fully finished levels. The south-facing great room and the family room below both boast gas fireplaces, radiant heat, and air conditioning. The open kitchen is outfitted with premium SubZero, Wolf, and Asko appliances. Six rooms provide direct access to the deck and patio with stunning lake views. Additional features include fiber internet, a whole house generator, a private dock, an easy-care metal roof, and hardy-plank shingle siding. Lake Garfield, the premier recreational lake in the southern Berkshires, rarely has homes available on the market, making this a unique opportunity. Offered mostly furnished.


42 Photos
WILLIAM PITT SOTHEBY'S - GT BARRINGTON
$2,450,000
3 BD | 3 BA
Residential - Single Family

Discover waterfront living in this stunning contemporary residence, boasting an idyllic setting with direct lake access. Step inside to find an open-concept main level, where the kitchen, dining room and family room converge into an entertainer's dream. There is an additional family room with a wood burning fireplace on the main level. Transition effortlessly to the outdoors where the expansive lake view deck awaits. A hot tub offers a private oasis to unwind under the stars, framed by the tranquil sounds of the water's edge. Ascend to the second level where the primary bedroom serves as a personal retreat, complete with an ensuite bath designed for pampering. Two additional bedrooms offer comfort for family and guests, while a versatile bonus room provides space for your lifestyle needs.

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