Positioned in the center of downtown Great Barrington, this stand-alone commercial building offers an opportunity for medical, professional, or retail use. Fully renovated in 2019, the property features modern systems and finishes while maintaining strong curb appeal along busy Rt 7. Inside, the space is clean and flexible - ideal for a medical office, wellness center, or customer-facing business. Large display windows, prominent signage, and dedicated off-street parking make this property stand out in a high-traffic area. The layout is efficient and adaptable, allowing for private offices, open work areas, or treatment rooms as needed. Surrounded by shops, restaurants, and other service-based businesses, this is a location that offers high visibility, accessibility, and long-term value.

The opportunity of a lifetime! Absolutely breathtaking 360 degree views from this singular hilltop property! Situated at the turn of Stratton and Blair Roads, adjacent to 80+ acres of conserved land and close by and with access to hundreds more which ascend the flank of Mount Greylock Reservation's Prospect Mountain, this incomparable parcel is available for public sale for the first time in generations. A lovely 3 bedroom Cape graces the 2.51 acres with charm as the extraordinary panorama unfolds before it. Sharing an expansive space overlooking the Taconic Range and the setting sun to the west, the living/dining room, warmed by woodburning fireplace, offers hardwood flooring, strap ceilings, a bay window, and built-in shelving and cabinet. Adjacent to the first floor primary bedroom is

Luxe Mediterranean-inspired Home in Private Woodmonte EstatesNestled within the exclusive enclave of Woodmonte Estates, this lovely Mediterranean-inspired home (1995) offers a seamless blend of elegance, warmth, and modern convenience. Set against the picturesque backdrop of Pittsfield State Forest, outdoor enthusiasts will delight in direct access to hiking, skiing, and nature trails, making this an ideal home for all seasons. Located on the west side of Pittsfield recently listed as one of the top 10 places to retire by Forbes Magazine, the home is close to the city's bustling downtown, schools, renown Barrington Stage Theater and all the year-round delights of life in the Berkshires.

This unit is absolutely stunning! It has breathtaking views of the mountains and spacious open common areas filled with natural light. The main Great room has soaring ceilings, a cozy gas fireplace, wood floors, and direct access to your private screened porch and deck. The kitchen, dining area, and first-floor primary en-suite are all open and inviting. Additionally, there is a main level laundry room and an oversized garage with ample storage. The second level has an office/balcony, a second primary en suite, two guest bedrooms, and a full guest bath. The finished lower level walk out has a gracious family room, a bonus/media/exercise room, a guest bedroom, and a full bath. All conveniently located near the association pool.

Renovated beautifully in 2023, this contemporary home is on 3.31 acres , includes a .22-acre parcel on Lake Garfield. Built in 1987 this four bedroom, 3 bath contemporary home is nestled in a wooded grove approximately 1/2 mile from the public beach at Lake Garfield. Enter the light filled living area with 1/2 cathedral ceiling and fireplace. There is an efficient kitchen layout with access to a charming, screened porch and an incredibly spacious deck. Two bedrooms and a full bath complete this main floor. The second floor consists of two spacious bedrooms each with its own bath. The primary bedroom has a large walk-in closet and a Juliet balcony overlooking the backyard. Please read the Supplemental Remarks to learn more about the house & lake lo

This exquisite property boasts a stunning waterfront restaurant nestled along the serene shores of Pontoosuc Lake, encompassing just over an acre of prime land. It is fully equipped with a liquor license, a lottery license, and a state-of-the-art kitchen, presenting a remarkable turn-key opportunity for discerning new owners. Furthermore, the property offers exceptional potential for development, complete with direct access to the tranquil waters of the lake.

Stunning Circa 1850's renovated with seven bedrooms and nine full baths. Classic Greek Revival with strong lines and lovingly preserved details; three period fireplaces, generous gourmet eat-in cook's kitchen and the comfort and style of today's living in the perfect location just a short drive to Tanglewood and in between Stockbridge and Lenox!! This property offers gracious common spaces and six en-suite guest bedrooms. New first floor guest suite with separate entrance.

Welcome to Blue Spruce Farm, a magnificent 23-acre estate rich in history and brimming with enchanting features. Nestled in a serene setting, this certified wildlife habitat offers a sanctuary for nature lovers and a retreat from the bustle of everyday life. Enjoy leisurely walks on the maintained trails that meander through the 23 acres, offering tranquil views and a connection with nature. A low-maintenance wild garden of perennial flowers and shrubs produce a kaleidoscope of colors during the spring and summer seasons. A large, private office area with high speed internet provides a productive ''work from home'' environment.

Cable Mills consists of three former industrial mill buildings restored into beautiful homes featuring 12ft to 16ft tall ceilings, massive windows, and exposed brick and beam, steel and timber throughout, stainless steel appliances, granite countertops, gas-fired ranges, generous closets and in home laundry. Cable Mills offers stunning views of the famed 'Purple Mountains' and the rolling Green River. Homes are one, two or three bedrooms in single level flats, lofts and townhome styles. Outdoor Living Room with a fire pit, grills and seating along the river walk. The main building offers a community lounge, fitness center, interior bike storage, package delivery room, dog wash and on-site professional management. Photos of similar home.

New York style living in the Berkshires! This last unit available in this fabulous setting! Poised above Main Street Great Barrington, this Southworth Penthouse Condo offers 1,974 sq ft comprised of 2 bedrooms, 2 full baths, kitchen, laundry, storage, dining and living rooms with high ceilings and, views of East Mt. Walk to the heart of town, shopping, Coop market, restaurants, movie theater and, The Mahaiwe Performing Arts Center and more! Elevator access. Interior will be newly constructed beginning in Fall 2024! Proposed finished interiors included in photos.

Rare Waterfront Offering on Prospect Lake - 10.5 Acres Across Four Subdivided Lots. Nestled along the tranquil shores of beautiful Prospect Lake, this extraordinary property presents a once-in-a-lifetime opportunity to own a unique and versatile slice of the Berkshires. With direct water frontage, lightly wooded acreage, and breathtaking western views, this is the perfect setting to create your dream retreat, family compound, or multiple home sites--all within a serene and private natural landscape. The land is lightly wooded, offering a blend of privacy and openness, with subtle clearings that invite sunlight through the trees. A network of light trails winds through the forest, ideal for peaceful walks, snowshoeing, or morning jogs. One of the lots features a charming pond,

Rare opportunity to own 3 adjacent, professionally managed 4-family income properties (separately deeded) on a corner lot. This package includes 12 units, currently fully leased/rented, each with its own separate utilities, along with plenty of off-street parking. This property is being sold at an 11 CAP rate that includes property management fees. Lead compliance documentation provided for 10 units. These properties have newer roofs, upgraded utilities and significant remodels in several of the units.

Look out over pristine Windemere Lake from this exceptional 6.25-acre waterfront parcel. With 300 feet of lake frontage and a westerly orientation, the site offers stunning sunsets, exceptional privacy, and a peaceful connection to nature. Windemere Lake is a private, non-motorized lake--ideal for paddling, swimming, and fishing on long summer evenings. This rare opportunity in a quiet, well-maintained community invites you to create your Berkshire dream retreat: build at the water's edge, moor your boat, string up a hammock, and let the serenity settle in.

Rare opportunity to own 3 adjacent, professionally managed 4-family income properties (separately deeded) on a corner lot. This package includes 12 units, currently fully leased/rented, each with its own separate utilities, along with plenty of off-street parking. This property is being sold at an 11 CAP rate that includes property management fees. Lead compliance documentation provided for 10 units. These properties have newer roofs, upgraded utilities and significant remodels in several of the units.

Look out over pristine Windemere Lake from this exceptional 10.35-acre waterfront parcel. With 250 feet of lake frontage and a westerly orientation, the site offers stunning sunsets, exceptional privacy, and a peaceful connection to nature. Windemere Lake is a private, non-motorized lake--ideal for paddling, swimming, and fishing on long summer evenings. This rare opportunity in a quiet, well-maintained community invites you to create your Berkshire dream retreat: build at the water's edge, moor your boat, string up a hammock, and let the serenity settle in.

The owners are retiring so this is an opportunity for a new generation to take over this 3 acre parcel with a two large buildings, Was a winery. One building is a beautiful tasting room with a kitchen and two half baths. The other is a heated and air conditioned storage room. See the grapevines and the beautiful scenery. Bring your friends, sit in the gazebo and enjoy the local wine . Minutes to town, Stockbridge and Lenox. Around the corner from Butternut Ski area. Could easily be a full fledged winery again or there are so many possibilities.

Welcome to 856 Barnum, a stunning residence born from the creative vision of a talented photographer and acclaimed New York architect, Debora K. Reiser. What was once a modest Cape Cod has been transformed into a sophisticated modern masterpiece.The exterior showcases sleek lines and elegant copper details, with a striking turret adding depth to its profile. Upon entering, you are greeted by a grand room featuring a soaring vaulted ceiling and expansive windows that seamlessly connect the interior with the picturesque countryside. Custom-built, spacious closets line the front wall, providing generous storage solutions. The back wall is anchored by a cozy fireplace, complemented by built-in bookshelves.

Come fall in love with this 1990 contemporary, renovated home with every detail in mind! Wide plank, pine floors, vaulted/beamed ceilings and black modern farmhouse fixtures and accents give it a tasteful and unique vibe. A bright and airy and modern kitchen has been designed with an efficient lay out. An expansive island with seating for 5 is the perfect space for entertaining. Custom cabinetry offers ample storage space. Black stainless-steel appliances, white quartz countertops and a beautiful, and functional farmhouse workstation sink provide functionality and enhance the beauty of the space. An expansive, covered, private, back deck is the perfect spot for outdoor living and backyard fun. The first-floor features two bedrooms and a meticulously remodeled bathroom

Large area behind temple for parkingFull commercial kitchenElevatorSanctuary + several officesSeating for 300

RARE LUXURY: READY-to-BUILD MODERNIST RETREAT on EXCLUSIVE PRIVATE POND minutes to TANGLEWOODWelcome to a once-in-a-lifetime opportunity in the heart of the Berkshires. Set on 9.1 acres approximately acres of pristine land, this exceptional estate parcel offers frontage on tranquil Lily Pond, a private, non-motorized body of water that ensures peace, privacy, nature and views. Comprising the southern end of the pond, the property commands a stunning view of the entire water body--an idyllic setting for your home.