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SIGNATURE ASSOCIATES
$260,000
4 BD | 2 BA
Residential - Single Family

Well maintained 4 bedroom home. with screened in front porch, Large Outdoor Shed with electricity (2006), Double Glazed Windows, 2 Mini-splits (2022), Water Heater (2016), Backup Generator (2012) that runs on Natural Gas with Transfer Box, Whole House Water Filter, 30 year Roof (2005). Boiler (2005), New Sinks and Cabinets (2017), Kithen SInk and Counter tops (2009), Front & Back Doors and insulated storm door (2010), and More!


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LANCE VERMEULEN RE, INC
$299,900
1 BD | 1 BA
Residential - Single Family

Great things come in small packages! Unique, sweet bungalow on one acre close to downtown Great Barrington and Housatonic. This home is bursting with personality and charm. Situated on a private acre with lush greenery, it feels like a little escape from daily life. Lofted ceilings and large windows fill the space with light and air. Vintage features, such as an enameled kitchen sink, Ming green bathroom fixtures, and a breakfast nook made out of a 1960's trailer, make this a place like no other. Outside, there is a barn/workshop with power, a stone fire pit, ornamental grasses and beautiful established peonies and lilacs. Come and see this little gem!


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MONARCH REALTY, INC.
$339,900
3 BD | 2 BA
Residential - Single Family

THE BERKSHIRES! ADAMS! Built in 2000 this 1-level house offers a country feel just 1.5 miles from town with town water/sewer and a sidewalk to downtown! Features include 1st-floor laundry, an attached garage & open living space with vaulted ceilings. The dining area leads to back deck, while the kitchen overlooks beautiful backyard views. Enjoy the large level yard with a garden, apricot trees, and a shed for tools. Solar panels (currently $90/month) add efficiency. Quiet and private yet close to town--don't miss this gem! Located smack in the center of cultural activities - Mass MoCA to the North, West Stockbridge to the west & Northampton to the South, Greylock Glen, 14-mile bike Trail & many hiking trails!


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MOCKINGBIRD REAL ESTATE
$349,900
5 BD | 2 BA
Multi-Family

Charming Historic Two-Family Flat with Timeless Appeal! Step into history with this beautifully maintained two-family flat, built in 1825 and bursting with character. Nestled on a generous .59 acre lot, this property features a classic brick exterior that exudes charm and curb appeal. Inside you'll find spacious, meticulously cared-for units - perfect for owner occupants, extended families, or savvy investors. Each unit boasts unique architectural details, high ceilings and an inviting layout that reflects the home's rich heritage while offering comfortable modern living. A detached garage offers ample storage and office or workshop potential, and the expansive yard provides room to relax, garden or entertain.


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RED HORSE REAL ESTATE, LLC
$359,000
3 BD | 2 BA
Residential - Single Family

A Cabin In The Pines! A great weekend getaway or fulltime home. Screen porch, deck, three bedrooms, two full baths. Located within the 900 acre Becket Woods community whose amenities include a pond & beach, tennis & basketball courts, and an extensive trail system. Interior features include: the living room with cathedral ceiling, slider to the deck & recently updated pellet stove; an eat in kitchen with a passthrough to the living room and slider to the screen porch; the primary bedroom with slider to the deck, a full bathroom, and a laundry closet. The upper level includes two bedrooms; separated by a loft with an office space and a second full bath. A full basement and large shed are available for work space and storage.


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WILLIAM PITT SOTHEBY'S - GT BARRINGTON
$360,000
2 BD | 1 BA
Residential - Single Family

Recent New Build- log home offering 2 bedrooms with bonus loft and 1 full bathroom near North Adams and all the Berkshire attractions yet steps from the Mohawk Trail giving you access to your outdoor playground with hiking, fishing, white water activities on the Deerfield River within 15 minute and downhill / X-Country skiing and snow shoeing for the winter months less than 20 minutes away. Walkout basement with washer and dryer with expandable space. Call today.


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WILLIAM PITT SOTHEBY'S - GT BARRINGTON
$435,000
3 BD | 2 BA
Residential - Single Family

Welcome to the highly sought-after Leisure Lee community, where the idyllic beauty of nature meets the comforts of modern living. Situated amidst the serene landscapes of the Berkshires, this community offers an unparalleled lifestyle enriched by the pristine waters of Goose Pond.Residents of Leisure Lee enjoy exclusive access to a private beach on Goose Pond, a 225-acre mountain lake divided in two, lower and upper Goose Pond, renowned for its refreshing cool waters and stunning clarity. Boating enthusiasts will delight in the opportunity to explore one of the finest lakes in the Berkshires, perfect for sailing, kayaking, or simply soaking up the sun on the tranquil waters. ...


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WOLCOTT REALTY
$435,000
3 BD | 2 BA
Residential - Single Family

Rustic Log Cabin nestled in the woods of Middlefield, MA. offering plenty of privacy and room to roam. 13.74 +/- acres with many trails for hiking, snow sports of all sorts, or just enjoying nature at its best. 3 bedrooms 2 bathrooms. Spiral staircase to second level loft bedroom overlooking lower level, bathroom with shower stall to 3rd bedroom. Main level Kitchen, dining area, Livingroom open floor plan, bathroom with shower stall to main level bedroom. Home has been well maintained. Kohler 14K generator, 3 car garage with power, sheds, new electric service 100 amp 3/27/25, roof shingled last year. 1562 square foot home built 1982, offered for sale for the first time. Property is in Chapter 61 recreational for tax savings.Schedule your showing today!!


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WILLIAM PITT SOTHEBY'S - LENOX
$439,000
3 BD | 2 BA
Residential - Single Family

Nestled in a tranquil setting in the hills of Heath, this stunning and well-maintained Post and Beam Contemporary home sits on approx. 24 acres of natural beauty. Upon entering the thoughtfully upgraded 2,117 square foot residence, you are welcomed into an open kitchen and dining area that offers ample space for gatherings and entertainment. The home features three bedrooms, two full bathrooms, and beautiful wood floors, providing comfortable accommodations for family and guests. Additional features include a professional workshop, a chicken coop, a spacious garage, and hiking trails throughout the property. The location is convenient, just minutes from Berkshire East, Mt. Snow, fly fishing, and white-water rafting or kayaking on the Deerfield River. It is also easily accessible from I-91


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WILLIAM PITT SOTHEBY'S - LENOX
$469,000
3 BD | 3 BA
Residential - Single Family

Located in the Historic District of the picturesque town of Heath, this former Artist loft has been thoughtfully maintained and expanded over the years. Large, expansive spaces greet you as you walk into the 3304 sqft. home with three bedrooms and three bathrooms. There is a separate sizeable bright kitchen wing with a great view of the large private yard, or you can enjoy the yard on the 2nd-floor deck. The home also has a 2-plus acre meadow with a small barn perfect for a hobby farmer or a horse enthusiast. This unique, comfortable house is set in a very private, peaceful setting, offering a tranquil escape from the hustle and bustle of everyday life.


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WILLIAM PITT SOTHEBY'S - GT BARRINGTON
$479,900
3 BD | 3 BA
Residential - Single Family

Perched on a sun-drenched knoll with distant views, this beautifully renovated New England farmhouse blends historic charm with modern comfort. Just minutes from Beartown State Forest, the Housatonic River, and a short drive to Stockbridge village, this home offers the perfect retreat for nature lovers and those seeking a connection to the Berkshires' storied landscape.Classic Beauty, Thoughtfully Updated Warm & Welcoming Spaces - Sunlight dances across hardwood floors, highlighting the home's classic charm. A front and back staircase nods to its history while enhancing the home's flow. Contemporary Kitchen . Designed for both function and style, with modern updates that complement the farmhouse aesthetic.


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WILLIAM PITT SOTHEBY'S - LENOX
$499,900
4 BD | 3 BA
Residential - Single Family

The home you've been waiting for is here. This classic colonial blends timeless charm with thoughtful updates, nestled on a quiet, tree-lined street in Southeast Pittsfield. From the start, gleaming natural woodwork and hardwood floors make an impression. The spacious living room stretches front to back, featuring a wood-burning fireplace and double doors leading to a heated, year-round sunroom. Vaulted ceilings and walls of windows frame views of the expansive fenced backyard--perfect for games, exploring, or simply relaxing under tall trees.The updated kitchen is efficient and bright, with island seating and a double oven. Host dinner parties or holiday meals in the elegant dining room with built-ins that add character. A tucked-away half bath adds convenience on the


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HELEN MULLANY REAL ESTATE, LLC
$510,000
3 BD | 1 BA
Residential - Single Family

Whether the perfect place to downsize to or as a weekend get-away, this comfortable home delivers! The sensible floor plan flows nicely. The main living area opens to a Great Room with tall ceilings, skylight and custom wood work. Relax, Dine & Entertain on the expansive deck, while enjoying the peaceful surroundings. Carefree and manageable one story living. With 7.5 Acres, there is plenty of room for gardens, play and pets. Ideal location, walking distance to Waldorf School, minutes to Great Barrington & Egremont town centers , Ski Butternut and Catamount.


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BISHOP WEST REAL ESTATE
$540,000
3 BD | 3 BA
Residential - Condo/Townhouse

Featured in The Boston Globe's ''8 Homes in the Berkshires for Your Ideal Winter Getaway'' -- this updated and move-in ready condo at Jiminy Peak is the ultimate four-season escape. Whether you're looking for a full-time home, weekend retreat, or high-performing rental, this property checks every box. Set along the slopes of Jiminy Peak Mountain Resort, this spacious unit offers easy access to the slopes--no car required. Inside, you'll find 3 generously sized bedrooms, 2.5 bathrooms, and an open-concept living area with beautiful mountain views. High-end finishes like granite countertops, hardwood floors, and a cozy stone fireplace bring a sense of warmth and quality.Beyond the slopes, enjoy resort amenities including an outdoor pool, fitness center, hiking trails, and on-site dining.


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LANCE VERMEULEN RE, INC
$545,000
3 BD | 2 BA
Residential - Single Family

THE CHALET IN THE PINES. Contemporary Chalet in Otis Wood Lands with three bedrooms and two full bathrooms located on a quiet cul-de-sac. Living room with cathedral ceilings open to kitchen and dining area. First-floor primary bedroom. Lower-level with family room, bedroom, full bathroom, utility room. Second floor loft bedroom. Wonderful deck, and spacious screened-in porch with hot tub. Great house in a great development! Community amenities include tennis/pickleball courts, swimming pool, fitness room, lodge, lake, beach and playground. Reserve fund fee of $4,000 due from buyer at closing.


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LANCE VERMEULEN RE, INC
$549,000
3 BD | 3 BA
Residential - Single Family

Opportunities and Potential abound. Set back on 6+- acres in Rural Ashley Falls. Presently Greenwoods Church, can now be yours to live and work from. The large bright and open main room is 42' x 70' with a concrete floor and forced air heat. Create the space you've envisioned for yourself and your business, the ideas are endless from continuing a place of worship, a grand home, a car collectors dream space. The original house is a 3 bedroom, 3 baths and 6000+- square feet to expand into.Continue to be a part of the positive energy that this property has shared over the years and many more years to come.


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NOCHER REALTY
$549,900
3 BD | 3 BA
Residential - Condo/Townhouse

A Dream retreat tucked away in Lee at the Village at October Mountain! This charming end unit condo boasts 3 bedrooms, 3 bathrooms, and an array of modern amenities and modern design for comfort, relaxation and style. New Wood floors lead you through the open-concept living space, that is flooded with natural light. The kitchen features granite countertops, sleek stainless appliances, and shaker style cabinets.With a convenient first-floor bedroom and bathroom, this home offers flexible living arrangements to suit any lifestyle. Fully finished lower level offering a large multi purpose room for any activity, office, game room, etc. Take advantage of a 3rd bath and large laundry room. Many community amenities, including two tennis courts, pool & outdoor non-motor boat storage.


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LAMACCHIA REALTY, INC
$579,000
3 BD | 3 BA
Residential - Single Family

Spacious raised ranch on a large lot, perfectly located near Goose Pond, Jacob's Pillow, the Mass Pike, and Lee Premium Outlets. This home offers an inviting layout with generous living spaces, abundant natural light, and an open-concept design. Enjoy a bright kitchen, comfortable bedrooms, and a lower level ideal for additional living or entertaining. The expansive yard provides plenty of room for outdoor activities, gardening, or simply relaxing in nature. Solar panels and radiant heat throughout provide comfort and affordability. A fantastic opportunity for year-round living or a Berkshire retreat with easy access to top cultural and recreational activities.


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WILLIAM PITT SOTHEBY'S - GT BARRINGTON
$585,000
3 BD | 2 BA
Residential - Single Family

Discover the perfect blend of contemporary style and natural beauty in this newly renovated riverfront home. With 1,600 square feet of living space, this residence features three bedrooms and two brand-new bathrooms.The hip, newly renovated kitchen is a true design statement and now opens to the great room, with its high ceilings and large windows that fill the space with natural light. The kitchen's Classic Retro appliances, including a 24'' gas range with convection oven and an energy-efficient refrigerator with LED lighting, add a touch of iconic nostalgia with modern functionality. White quartz countertops complete the sleek look.(See supplement for more details.)This riverfront retreat reimagines modern living with style and serenity.


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WILLIAM PITT SOTHEBY'S - GT BARRINGTON
$595,000
4 BD | 2 BA
Residential - Single Family

HISTORIC JABEZ BOSWORTH INN & TAVERN: AUTHENTIC BERKSHIRE COUNTRY LIVINGSet quietly in the heart of Sandisfield, Massachusetts, the historic Jabez Bosworth House & Inn, circa 1798, offers a genuinely rare opportunity to own an iconic piece of New England history just 14 miles from the vibrant town of Great Barrington. Originally home to Revolutionary War Captain Jabez Bosworth, this Federal-style home once served as a welcoming stagecoach inn on the Hartford-to-Albany route. The expansive living room stretching the width of the home, features a wood-burning fireplace, and provides an open palette to make the home your own. A thoughtfully designed country kitchen includes a charming breakfast nook with window seats overlooking the picturesque meadow.

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