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44 Photos
WILLIAM PITT SOTHEBY'S - LENOX

Dottie's Coffee Lounge & Dorothy's Estaminet, a beloved staple in the heart of Berkshire County, is now presenting a rare opportunity for new ownership. Renowned for its commitment to sustainability and locally sourced offerings, this legendary establishment has served as a community hub for food enthusiasts, coffee connoisseurs, and art and music lovers alike. This ethos has cultivated a loyal customer base and contributed to a sustainable community that values the connection between local produce, culinary excellence, and culture. This is more than a business transaction; it's a chance to carry on a legacy that has been an integral part of Berkshire County's fabric. *Sale is for the business & fixtures only-does not include real estate.


48 Photos
RED HORSE REAL ESTATE, LLC
$499,000
3 BD | 3 BA
Residential - Single Family

: Renovated 3 bedroom 3 bathrooms, 1875 historic colonial house on two acres, detached garage, big sunroom, deck for entertaining, bubbling brook on property, 5 min to Red Lion Inn/Stockbridge center, 5 min to Lee's Main Street, private, abutting Beartown Mountain Preserve/State Forest, minutes to trails, ski, golf, lakes, restaurants, supermarket, outlets, Tanglewood, Jacobs Pillow, Shakespeare Theatre Company, museums, Housatonic River and more.


7 Photos
BURNHAM GOLD REAL ESTATE, LLC

22 Pristine Acres Along the North Branch of the Hoosac River. Discover a remarkable opportunity to own 22 pristine acres in an idyllic setting. Nestled along the north branch of the Hoosac River, this property boasts level terrain off the road, gently sloping towards the water, and dramatic easterly views of the surrounding mountains. With approximately 970 feet of frontage along Route 8, the property offers both accessibility and privacy. Currently enrolled in Chapter 61A, it provides favorable tax benefits. The land is mostly cleared, presenting a blank canvas for your vision--whether you dream of a serene retreat, agricultural pursuits, or a custom-built home. Ready for your imagination to bring it to life, this is a rare find in a stunning location.


30 Photos
STONE HOUSE PROPERTIES, LLC
$499,000
3 BD | 2 BA
Residential - Single Family

Perfectly situated with distant views on a private but not isolated lot, this meticulously maintained home has exceptional charm. The beamed living room has a gorgeous pine ceiling, a wood-burning fireplace with distinctive natural stone surround and mantle, and a delightful ''musician's balcony.'' The spacious,, beautifully renovated kitchen opens to both a screened and an open-air porch overlooking the large backyard. On the lower level is an inviting guest unit, with large separate kitchen, full bath, and a private entrance. A new 3 bedroom septic system was installed this past year. Some furniture is available for separate purchase. Just a 5 minute drive from the West Stockbridge village, this is truly a move-in condition home, ready for its next lucky owner.


42 Photos
COLDWELL BANKER COMMUNITY REALTORS
$499,000
3 BD | 2 BA
Residential - Single Family

Charming c.1825 Colonial-style home perfectly situated on a quiet country lane lined with majestic old maple trees, offering the quintessential New England homestead setting. This picturesque property rests on 3.75 mostly open acres, idea for gardening and animals or to continue the ''Cut Your Own'' Christmas Tree family tradition. The lovingly maintained home, updated over the years, offers a warm and comfortable living environment featuring four decorative fireplaces, nice woodwork and beautiful wood floors. The spacious eat-in kitchen includes a Garland gas cooking range, ample cabinetry, and a pellet stove for added warmth. The first floor also offers a living room, dining room, full bath, laundry, and an entry area currently used as an office. Upstairs, there are three bedrooms,


22 Photos
WILLIAM PITT SOTHEBY'S - GT BARRINGTON
$499,000
4 BD | 2 BA
Residential - Single Family

This recently renovated 1890 Colonial offers four bedrooms and two full bathrooms on 38 private acres in Otis. The home features a wood-burning fireplace, updated kitchen and bathrooms, and a first-floor bedroom addition with vaulted ceilings. It is connected to town sewer and has a private well. A detached garage and several outbuildings provide extra space for storage or projects. This home awaits your finishing touches. The property combines historic character with modern updates and plenty of outdoor space for year-round or seasonal living.


36 Photos
WILLIAM PITT SOTHEBY'S - GT BARRINGTON
$499,000
4 BD | 2 BA
Residential - Single Family

Don't miss this charming 4-bed, 2-bath home with 2 first-floor bedrooms and a full bath! Offering nearly 2,100 sq. ft. of living space and almost 1 acre of flat, dry land, this home provides plenty of room to grow. The breezeway connects the 2-car garage with newer doors and electric openers. Outside, enjoy a private patio, stone wall, and a shed for extra storage. The home has also just had the exterior fully painted. Gorgeous flowering crabapple trees grace the front yard. This beautiful home blends comfort, convenience, and outdoor charm--schedule your visit today!


17 Photos
SIGNATURE ASSOCIATES
$499,000
2 BD | 1 BA
Residential - Single Family

Log Cabin in Stockbridge! Tucked away at the end of a country road, this charming log home offers warmth, privacy, and convenience - and it's close to Tanglewood. Beautifully maintained inside and out, it sits on two wooded acres with a welcoming front porch. Inside you will find a cozy retreat - a living room with cathedral ceilings, pine floors, and a working fireplace. The updated kitchen features stainless Whirlpool appliances and generous cabinet space. Loft-style bedroom with wide pine floors, updated bath with tub and shower. Spiral staircase leads to a lower level with slate floors, office or hobby room, laundry with GE washer/dryer, and walkout to the backyard. Move right in and enjoy your own Berkshire hideaway.


61 Photos
LAMACCHIA REALTY, INC
$499,000
4 BD | 3 BA
Residential - Single Family

Welcome to this beautiful custom-designed Colonial set on 7.01 peaceful acres in scenic Washington, MA. Need more? An additional 7.01-acre abutting parcel (Land MLS# 247018) is available for even more privacy or expansion potential! This spacious 4-bedroom home combines classic style with modern efficiency, featuring a high-efficiency heating system with central air and a desirable southern exposure--perfect for adding solar.Inside, you'll find a gorgeous kitchen with granite countertops, hardwood floors, and an open layout ideal for everyday living and entertaining. The luxurious primary suite offers a private retreat with an ensuite bath and walk-in closet. Highlights include three additional bedrooms, bright and airy living spaces, and a convenient two-car attached garage.


10 Photos
360BERKSHIRE REALTY GROUP

Commercial property located at 4 way lighted intersection. Directly across the street from MASS MoCA. Close proximity to downtown North Adams and the Porches Inn. Marshall Street Traffic Count: 6904


39 Photos
COLDWELL BANKER COMMUNITY REALTORS
$499,000
3 BD | 2 BA
Residential - Single Family

Welcome home to this charming and updated c.1850 Cape set on 18 picturesque mostly open and level acres. The property offers extensive road frontage and endless opportunities for growing your own food, raising animals, creating the ideal homestead for true country living. Situated across from the 532 protected acres known as the Kenneth Dubuque Memorial State Forest and close to a variety of recreational and cultural activities. Inside, you'll find a 10 room welcoming and spacious interior with versatile layout. The first floor includes a kitchen, dining room, sitting area with fireplace & french doors leading to a stone patio, a family room, full bath, large living room with a fireplace and attached potential shop space. Upstairs features three bedrooms, an office or sitting room,


3 Photos
HELEN MULLANY REAL ESTATE, LLC

APR PRESERVED AND PROTECTED LAND, WITH VIEWS, OPEN MEADOWS, WOODS AND BARN IN BUCOLIC TYRINGHAM. MULTIPLE PARCELS.THE ORIGINAL HOMESTEAD ON 2.3 ACRES, WITH BARNS IS ALSO AVAILABLE.


62 Photos
BISHOP WEST REAL ESTATE
$499,900
4 BD | 3 BA
Residential - Single Family

Nestled in the heart of rural Pownal, this beautifully renovated 4-bedroom, 3-bath home offers the perfect blend of modern comfort and peaceful countryside living. Set on 12.1 picturesque acres, the property features a mix of open level land and serene wooded areas, ideal for hobby farming, equestrian use, or simply enjoying nature. Inside, you'll find a spacious and thoughtfully designed layout with generous living spaces, a contemporary kitchen featuring quartz countertops, and elegantly updated rooms throughout. The sunny breakfast nook opens via French doors to a large newer deck, perfect for entertaining or relaxing. There's ample room to build a barn, raise animals, or create expansive gardens. If you are looking for a tranquil turn key homestead.... Welcome Home!


27 Photos
JIMINY REALTY
$499,900
3 BD | 2 BA
Residential - Condo/Townhouse

Looking for a corner unit at JJ's lodge? This 3 bedroom 2 full bath unit is literally steps away from the private locker room and walk out to the Berkshire Express. Beautiful distant Mountain vistas and views of the bunny hill where you can watch your kids learn how to ski and snowboard all from your private balcony! Multiple beds for family and friends. The unit has central AC and Heating with an electric fireplace for ambiance and looks. This unit is close to all the amenities like the summer pool, winter slopes, hiking trails, bars and restaurants. This one will not last long...


41 Photos
ALTON & WESTALL REAL ESTATE AGENCY, LLC
$499,900
4 BD | 3 BA
Residential - Single Family

Nestled in one of Bennington's most sought-after neighborhoods, this elegant 4-bedroom, 2.5-bath center-hall Colonial offers space, privacy, and timeless charm--all just minutes from downtown Bennington, SVMC Hospital, walking paths, and the Bennington Area Trail System(BATS). The first floor welcomes you with gleaming hardwood floors, a spacious kitchen, a formal dining room, and a gracious living room featuring a wood-burning fireplace and French doors that open to a private deck overlooking the park-like backyard. A separate study offers space for work or reading, while a dedicated laundry room, half bath, and entry to the attached two-car garage add convenience.


6 Photos
LANCE VERMEULEN RE, INC

A premier commercial development opportunity awaits at 185 State Road. Positioned directly on the bustling Route 7, this property guarantees maximum brand exposure with a daily traffic count exceeding 16,000 vehicles. Superior site logistics include an oversized curb cut for easy ingress and egress, along with ample space for on-site parking. This versatile property is engineered for success, offering a generous footprint for a new building envelope, with an additional building site also available for an additional fee. The site is ideal for a high-volume business such as a drive-through (QSR, bank, coffee), retail store, or professional offices. Leverage the robust, year-round economy of the Berkshires, a premier destination for tourists and residents.


6 Photos
LANCE VERMEULEN RE, INC

A premier commercial development opportunity awaits at 185 State Road. Positioned directly on the bustling Route 7, this property guarantees maximum brand exposure with a daily traffic count exceeding 16,000 vehicles. Superior site logistics include an oversized curb cut for easy ingress and egress, along with ample space for on-site parking. This versatile property is engineered for success, offering a generous footprint for a new building envelope, with an additional building site also available for an additional fee. The site is ideal for a high-volume business such as a drive-through (QSR, bank, coffee), retail store, or professional offices. Leverage the robust, year-round economy of the Berkshires, a premier destination for tourists and residents.


6 Photos
LANCE VERMEULEN RE, INC

A premier commercial development opportunity awaits at 185 State Road. Positioned directly on the bustling Route 7, this property guarantees maximum brand exposure with a daily traffic count exceeding 16,000 vehicles. Superior site logistics include an oversized curb cut for easy ingress and egress, along with ample space for on-site parking. This versatile property is engineered for success, offering a generous footprint for a new building envelope, with an additional building site also available for an additional fee. The site is ideal for a high-volume business such as a drive-through (QSR, bank, coffee), retail store, or professional offices. Leverage the robust, year-round economy of the Berkshires, a premier destination for tourists and residents.


6 Photos
LANCE VERMEULEN RE, INC

A premier commercial development opportunity awaits at 185 State Road. Positioned directly on the bustling Route 7, this property guarantees maximum brand exposure with a daily traffic count exceeding 16,000 vehicles. Superior site logistics include an oversized curb cut for easy ingress and egress, along with ample space for on-site parking. This versatile property is engineered for success, offering a generous footprint for a new building envelope, with an additional building site also available for an additional fee. The site is ideal for a high-volume business such as a drive-through (QSR, bank, coffee), retail store, or professional offices. Leverage the robust, year-round economy of the Berkshires, a premier destination for tourists and residents.


11 Photos
LANCE VERMEULEN RE, INC

Settle into the quiet charm of the Windemere Lake community with this 6.607-acre building lot. Tucked away on a peaceful road and embraced by natural woodland, the property offers a sense of seclusion while remaining part of a thoughtfully maintained private enclave. Though it doesn't sit directly on the water, owners enjoy shared access to Windemere Lake--a pristine, non-motorized lake perfect for kayaking, swimming, and unwinding in nature. Build your dream home in a setting where sunsets glow through the trees and the pace of life slows to match the stillness of the lake.

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