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WILLIAM PITT SOTHEBY'S - GT BARRINGTON
$599,000
4 BD | 3 BA
Residential - Single Family

A Berkshire landmark ready for its next chapter. Once home to the beloved BONDHU and Mill on the Floss restaurants, this multi-use property offers endless opportunity -- from a charming single-family residence to a live/work haven, a boutique inn, or a luxury destination dining experience reborn. The second-floor living quarters feature four bedrooms, including a primary suite, plus an open living and dining area. A chef's kitchen with granite countertops and high-end stainless steel appliances completes the space. Perfectly situated along the scenic Route 7 corridor between Williamstown and Pittsfield, this one-of-a-kind property invites vision and imagination to bring it to life once again. Call today for a private tour!


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HELEN MULLANY REAL ESTATE, LLC
$599,000
2 BD | 1 BA
Residential - Single Family

Within walking distance to Main Street, this adorable home has been lovingly cared for. Immaculate condition, wood floors throughout, cozy fireplace and a detached garage. A sweet place to call home in a convenient location.


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WILLIAM PITT SOTHEBY'S - LENOX
$600,000
3 BD | 2 BA
Residential - Single Family

Enchanting Egremont! Set atop a private drive on 5.3 acres in Egremont, this thoughtfully designed residence offers a rare balance of seclusion and accessibility. Surrounded by nature and positioned for easy access to the Taconic State Parkway, the property captures the essence of Berkshire living. At the heart of the home is a dramatic living and dining room defined by a soaring two story ceiling, skylights, an interior balcony, and a wood-burning fireplace. Filled with natural light, the space creates a striking setting for both everyday living and entertaining.


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PAULA MCLEAN REALTORS INC.
$615,000
3 BD | 4 BA
Residential - Single Family

This beautifully positioned Berkshire retreat offers the perfect blend of privacy, comfort and natural beauty. Nestled on a peaceful country road, this inviting home is surrounded by scenic woodlands and mountain views while remaining conveniently close to the cultural attractions, outdoor recreation, and vibrant communities that make Berkshire County so desirable. Inside, you'll find warm and welcoming living spaces, ideal for both everyday living and entertaining. Enjoy a quiet morning coffee overlooking the views or simply unwinding after a day of hiking, skiing, or exploring the Berkshires, this property delivers the lifestyle buyers search for. An oversized heated workshop/garage with artist loft & half bath is simply magnificent for a multitude of occupations or hobbies. Incredible


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RED HORSE REAL ESTATE, LLC
$615,000
5 BD | 2 BA
Residential - Single Family

Enjoy the beauty of the Berkshires in your own country home on a dead end road. Thirty acres of privacy with possible views to the east. Roof was done in 2011 and foundation was redone in 1991. This nearly 100 yr old home has been loved for many years by one family. The 31' x 50' great room with large stone fireplace has seen generations come and go playing games and warming by the crackling fire. The oil furnace is not working, but the original duct work is in place for a new unit to be installed. This home will be sold as is, where is. Most contents will remain. There is a drilled well. Septic will be inspected. New electric breaker panel. Chimney was repointed. With some love and care, this colonial will become a delightful home for years to come!


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COMPASS MASSACHUSETTS , LLC GB
$619,000
3 BD | 2 BA
Residential - Single Family

ANTIQUE CENTER HALL COLONIAL ON NEARLY AN ACRE in the charming village of Southfield. Built in 1799, this spacious historic home has high ceilings, wideboard floors, and many original details. The first floor has a living room with a wood-stove, bedroom with adjacent full bath, den/office with a wood-stove, and a large, open kitchen/dining area. Glass doors lead to a porch overlooking nearly an acre of gorgeous land and gardens. A pantry area leads to an attached studio perfect for an artist/workshop. Upstairs, are two bedrooms which share a full bath, and unfinished attic space with tremendous potential. A stone's throw from The Southfield Store, a cafe serving breakfast, lunch, and sometimes dinner. 8 minutes to York Lake for swimming and hiking. 20 minutes to Great Barrington.


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THE KINDERHOOK GROUP
$645,000
2 BD | 2 BA
Residential - Condo/Townhouse

Welcome to your beautiful condo at Cable Mills, a thoughtfully reimagined historic mill set along the banks of the Green River. Designed to embrace both privacy and tranquility, each residence reflects the natural beauty and light of its surroundings.This exceptional unit features two private bedroom suites positioned on opposite ends of the condo, offering an ideal layout for comfort and separation. One of the full baths features a steam shower. The open-concept living, dining, and kitchen area is filled with character, showcasing soaring ceilings, exposed brick and beams, and dramatic floor-to-ceiling windows. The sleek galley kitchen offers abundant storage, and the convenience of in-unit laundry adds to the ease of everyday living. Carefully curated furnishings may be purchsed.


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WILLIAM RAVEIS - BERKSHIRE
$649,000
3 BD | 2 BA
Residential - Single Family

Set on a private, sun-filled parcel in Otis, this well-maintained contemporary offers four-season Berkshire living with easy access to nature and culture. The open main level features vaulted ceilings, abundant light, and a warm living area with a gas fireplace. Two bedrooms and a full bath complete the main floor. The finished lower level adds a spacious media/game room, third bedroom, full bath, and laundry. Built by a premier local builder in Harrington Woods and owned by the original owners, it features Andersen windows/doors, two-zone HVAC, and excellent insulation. Minutes to Jacob's Pillow and near Tanglewood, Shakespeare & Company, The Mount, Norman Rockwell Museum, and Berkshire Theatre Group. Close to Otis Ridge, Butternut, and Jiminy Peak skiing.


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STONE HOUSE PROPERTIES, LLC
$649,900
5 BD | 5 BA
Residential - Single Family

Grand, timeless, & beautifully situated in one of Pittsfield's most beloved neighborhoods, this classic 5-bedroom, 5-bath home offers the perfect blend of elegance, character, & space. Its stately presence, gracious proportions, & inviting warmth are just exceptional. Inside, spacious living areas, beautiful architectural details, & abundant natural light create an atmosphere that feels both sophisticated & welcoming. With room for everyone & ideal spaces for entertaining, working from home, or simply enjoying everyday life, this home is as functional as it is beautiful. The sweet, tucked-away location offers privacy & tranquility while remaining close to all the Berkshires has to offer. A rare opportunity to own a truly classic home filled with charm, character & endless possibilities!


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PAULA MCLEAN REALTORS INC.
$650,000
4 BD | 4 BA
Residential - Single Family

Completely renovated New England farmhouse offering the perfect blend of historic charm and modern convenience. Thoughtfully remodeled throughout with updated kitchen, baths, systems, and finishes while preserving the character and warmth of a classic Berkshire home. Bright, inviting living spaces, abundant natural light, and quality craftsmanship create a move-in-ready residence with potentially two primary suites, one up and one down.. Conveniently located near Gt Barrington's shops, restaurants, Berkshire County cultural attractions and ski/outdoor recreation. A rare opportunity to enjoy modern living in a beautifully restored farmhouse with lush private setting and fenced yard. A garden level pergola with seating area invites conversation with family and friends in complete privacy.


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WILLIAM PITT SOTHEBY'S - LENOX
$650,000
5 BD | 4 BA
Residential - Single Family

Set in one of Southeast Pittsfield's most desirable neighborhoods, this very sunny and impeccably maintained home offers the perfect balance of gracious living, flexible space, and effortless entertaining. Lovingly cared for by its current owner, the home unfolds with elegant formal rooms, hardwood floors, and a warm wood burning fireplace anchoring the living room. The heart of the home is an open concept kitchen and family room with cathedral ceilings, where sliders lead seamlessly to a large rear deck overlooking a spacious, flat, and fenced backyard; ideal for gatherings, play, or quiet relaxation amid mature landscaping and beautiful gardens.


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REALTY STREET, LLC
$674,000
3 BD | 3 BA
Residential - Single Family

Welcome to 4 Birch Hill Rd. By appointment only. This private retreat set on over 44 acres is the perfect fit for the Auto enthusiast, woodcraft, cabinet making, Hobby farm, the options are endless!Live off the grid with solar power. The owner has not had an electric bill in over 10 years. There is an Eversource credit as well as quarterly renewable energy credits that transfer with the property. The wood furnace will heat the house and Steel garage. There is also oil and propane. Live the easy life in the 3/4 bedroom home with a beautiful three season room to enjoy your morning coffee, Hot tub on the back maintenance free Trex deck to savor the beautiful starry sky and peaceful nights.The owner of this home is the original builder. Pride in homeownership is evident throughout.


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STONE HOUSE PROPERTIES, LLC
$674,000
4 BD | 4 BA
Residential - Condo/Townhouse

Custom-designed Lenox Woods townhome with direct access to Kennedy Park! This beautifully maintained, one-owner residence offers 4 bedrooms, 3.5 baths, and an exceptional blend of comfort, quality, and convenience. Thoughtfully upgraded throughout, the open-concept main level features a stunning kitchen with custom cabinetry, granite countertops, tile flooring, stainless steel appliances, a walk-in pantry, and an expansive breakfast bar that flows seamlessly into the dining area and Great Room. A striking stone gas fireplace serves as the heart of the home, while the adjacent screened porch opens to a private patio surrounded by professionally designed native pollinator gardens and the natural beauty of Kennedy Park beyond. The first-floor en-suite bedroom provides ideal one-level living


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BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY
$675,000
3 BD | 2 BA
Residential - Single Family

This charming New England farmhouse is located in the heart of West Stockbridge Village. You'll feel right at home in this updated, open-floor-plan, 3 bedroom, two bath home featuring beautiful hardwood floors throughout. The modern kitchen with newer appliances, butcher block island, and breakfast bar is perfect for entertaining as well as enjoying quiet home-cooked meals. Relax on your spacious seasonal front porch and back deck as additional living spaces. Gather around the new propane fueled fireplace in the living area for a cozy evening during chilly days. The end of driveway sidewalk leads you to local shops, restaurants, entertainment and the Williams River/Shaker Mill Pond - just a just a block away.


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THE KINDERHOOK GROUP
$675,000
3 BD | 2 BA
Residential - Single Family

Welcome to 6 Beacon Hill Rd. where Old world charm meets New world convenience. Antique touches add that history of the Victorian era. If you're lookingfor a quiet neighborhood, walking distance to town and filled with sunlight and style, come and take a look! Enter through the lovely glass enclosed front porch or around back through the muddroom. Get lost in the recent renovated kithen with vaulted ceilings. Great for entertaining. Open back door and it spills right out onto the oversized deck and gardens. Beautiful plantings are found throughtout the property. Outback you'll find an antique tiny house with a wood burning fireplace! and a shed for your garden equipment. A newly installed whole house water filtration system has been added as well as many other upgrade


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ASHMERE REALTY, INC.
$675,275
4 BD | 3 BA
Residential - Condo/Townhouse

Experience lakeside living at its best in this beautifully maintained stand alone condo set directly on Ashmere Lake. The main floor offers easy one level living with three bedrooms, two full baths, a welcoming great room with propane fireplace, a sunny breakfast nook, and a formal dining area. Step from the primary bedroom or great room onto the rear deck or relax in the three season porch overlooking Ashmere Lake. The finished lower level is perfect for guests or extended living, complete with a kitchenette, full bath, bedroom, large gathering space along with enclosed under-stair storage. Walk out access to the patio. Ashmere Landings amenities include a heated pool, Har Tru tennis court, pickle ball court, and lake access with kayak storage and dock. A rare blend of comfort, privacy,


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COMPASS MASSACHUSETTS , LLC GB
$680,000
4 BD | 2 BA
Residential - Single Family

Don't miss this rare opportunity to own this private, meticulously maintained waterfront sanctuary. The grounds feature a charming English garden, an expansive deck and a private dock for launching kayaks, offering outdoor living at its best. The main level features an eat-in kitchen with custom cabinetry, a living room, sunroom ideal for gatherings, an office, mudroom with laundry and a first-floor primary suite with full bath, providing convenient single-level living. This home includes central AC and a backup generator for year round comfort and peace of mind. With beautiful views and just moments from downtown, this property blends privacy, comfort and convenience in a truly special setting.


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WILLIAM PITT SOTHEBY'S - LENOX
$685,000
4 BD | 2 BA
Residential - Single Family

Welcome home! This magnificent 13.3-acre estate is rich in history and brimming with enchanting features. Nestled in a county setting, this property offers a connection with the outdoors for nature lovers and recreational activities. A low-maintenance wild garden of perennial flowers and shrubs produces a kaleidoscope of colors during the spring and summer seasons, while trails through the meadows and woods offer four season hiking and riding opportunities. A large, private office area with high-speed internet provides a productive ''work from home'' environment. The first floor features an eat-in country kitchen with an antique Glenwood stove. The formal living room, with its wood-burning fireplace, is ideal for cozy evenings.


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LAMACCHIA REALTY, INC
$699,900
4 BD | 4 BA
Residential - Single Family

Welcome to your private retreat in the Crystal Pond community, set on just over 2 acres of beautifully wooded privacy. This 4-bedroom, 3.5-bath residence blends refined comfort with natural serenity, offering a true Berkshire escape. Soaring cathedral ceilings, skylights, and expansive windows fill the home with natural light, highlighting rich wood plank flooring and a warm, elevated design throughout. The main living area features a fireplace, while a separate den is enhanced by a wood stove insert that provides efficient, comfortable heat and a cozy atmosphere. The thoughtfully designed layout includes generously sized bedrooms, including a second-floor bedroom with a private loft space, ideal for a reading nook, office, or creative retreat. Two upstairs bedrooms each enjoy access to


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MACCARO REAL ESTATE
$699,999
6 BD | 3 BA
Multi-Family

Rare opportunity to own a substantial two-family home with a potential bonus Airbnb cottage in one of the most desirable locations in the Berkshires. Overlooking meadows, sheep pastures, mountains, and Naumkeag, this special property is also just a short walk to Stockbridge Main Street. Each spacious unit offers 3 bedrooms, 1.5 baths, and hardwood floors throughout. The grounds are truly magical, with mature trees and a peaceful setting that feels tucked away while remaining close to everything. Currently fully tenant occupied, one unit will become vacant in September, creating the perfect opportunity for owner occupancy while generating rental income from the second side. Multi-family properties in this area are exceptionally rare. See Supplement

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