Wonderful opportunity to own 19 acres in Stockbridge for your dream home! The parcel features acres of deciduous trees with an abundance of peacefulness and tranquility. Gentle upward slope from the street then levels off. Providing several options for building. Freestanding fireplace/chimney remains from a former homestead. Norman Rockwell Museum, Chesterwood and Berkshire Botanical Gardens down the street. Charming downtown Stockbridge within 3 miles. Close proximity to Tanglewood, Lenox and Great Barrington. Presently in Chapter 61 for tax benefits. Sellers to complete a perc test upon accepted offer.

Set on two-thirds of an acre in a residential area, walkable to all Great Barrington has to offer, this versatile home offers 4+ bedrooms and 3 bathrooms. The main floor boasts two bedrooms, a dedicated office or guest space, one and a half baths, laundry, as well as the main living, dining, and kitchen areas. Upstairs you will find 2 additional bedrooms and another half bath. Wood-burning fireplace, exposed beams, hardwood floors, and a spacious three-season porch overlooking the stone patio all make this property a must-see. The lot offers a large yard as well as the patio, a two car garage and an additional outbuilding.

Don't miss out on this unique investment opportunity in south Williamstown. Two 2-family properties being sold together at less than assessed value. #25 New Ashford consists of 1,820 sq.ft. with 2 one-bedroom, one-bath units, a porch and a full basement. #29 New Ashford consists of 2,016 sq.ft. with a two-bedroom, one bath unit, a one-bedroom, one bath unit and shared laundry in the common area.

Spacious 2+ bedroom, 3-bath end-unit condo in Mountainside Hemlock Village. Fully furnished and turnkey, with parking at the door and a short walk to the slopes. Strong rental history and excellent investment potential.

Duplex in the hills of Housatonic. Three bedroom, one bathroom on each side. Enclosed front porches and open back porches, large garage, all on a corner lot. Located on the Grove St turn overlooking the village of Housatonic and only a few short steps from the Flag Rock conservation area, this is both in town and in a lovely mountain setting. Both units have large walk-up attic and basement spaces. On-site laundry, updated heating system and electrical, newer roof, and solar. This home is an excellent owner-occupied or investment opportunity. One side currently vacant.

Beautifully renovated 18th-century Federalist home featuring a custom kitchen with quartzite countertops, energy-efficient appliances, and space for a coffee or wine bar. The grand dining room and living room each boast original fireplaces and refinished hardwood floors. First-floor bedroom or office, remodeled bath, and laundry. Upstairs offers four spacious bedrooms and a full bath with quartzite counters. Heated two-car garage, attic expansion potential, and large partially fenced yard. Updated systems include new boiler, water heater, electrical, plumbing, gutters, lighting, and fresh paint--move right in and enjoy antique charm with modern comfort!

Duplex in the hills of Housatonic. Three bedroom, one bathroom on each side. Enclosed front porches and open back porches, large garage, all on a corner lot. Located on the Grove St turn overlooking the village of Housatonic and only a few short steps from the Flag Rock conservation area, this is both in town and in a lovely mountain setting. Both units have large walk-up attic and basement spaces. On-site laundry, updated heating system and electrical, newer roof, and solar. This home is an excellent owner-occupied or investment opportunity. One side currently vacant.

Enjoy Lake living in the Indian Lake Estates Community! This 3 Bedroom 3 Bath Contemporary style home offering privacy and year-round recreational living. Open floor plan, vaulted ceiling, fireplace on approximately 2 acres. Short walk across the street to access the community beach to the beautiful 68 acre Indian Lake!

Opportunity to complete this renovation.Extensive site work has already been completed. $25,000 of Tree removal in 2022, kerosene tank removal in 2022, New Septic system designed and installed in 2023, Asbestos Remediation in 2025, New roof with new 3/4 plywood board in 2025, Installed 3 new remote controlled skylights in 2025, 3 more trees removed in 2025, U-driveway installed in 2025. Deeded Lake Rights and private beach for Owners Only. House is directly across from the path to the beach. Goose Pond is noted to be one of the cleanest lakes in Massachusetts. Finish this renovation or add a foundation of build year dram home in this highly sought after Lake Community.

Turnkey Berkshire Retreat Near Stockbridge Bowl & Tanglewood - Embrace effortless seasonal living in this beautifully maintained, vintage three-season cottage. Nestled on a quiet, unpaved lane in the desirable Mahkeenac Heights community, this two-bedroom home offers the quintessential Berkshires getaway. Recent thoughtful updates include fresh flooring and an opened-up floor plan that maximizes natural light and flow. Step outside onto expansive decking designed for alfresco dining. Whether you are spending your mornings at the local lake beach or your evenings taking in world-class music at nearby Tanglewood, this private haven offers prime proximity to the best of Lenox and Stockbridge.

This well-maintained mixed-use property offers excellent flexibility for both commercial and residential use. The building is currently configured as two separate units. The first floor features a bright commercial space with large front-facing windows that provide excellent visibility and natural light--ideal for office or retail use. The space includes a private bathroom, dedicated heating and air conditioning, and a water filtration system for added convenience. The second floor offers a comfortable three-bedroom residential unit with a full bathroom, an open-concept kitchen and dining area, and attractive wood flooring throughout. The property is equipped with two separate heating systems to efficiently serve each unit. Additional highlights include ample parking in front and back.

Turnkey office and flex building with detached four-bay garage available for sale or lease at 326 Springside Avenue in Pittsfield. 2,367 SF of finished first-floor office space plus a full lower level, located on a corner parcel with 10 parking spaces. Includes a ±960 SF four-bay garage, new roof, and standby generator. Flexible B-G zoning. Rare combination of professional office, on-site storage, and drive-in garage on a single site. Ideal for owner-users, professional firms, contractors, or light flex users. Available immediately. Full details, floor plans, photos, and Matterport 3D tours: https://326springsideavenue.com

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

Nice 3 bedroom contemporary home set on over nine acres with Center Pond Brook flowing past the garden areas & through the back yard. The front porch opens onto the main kitchen & living areas with hardwood floors & cathedral ceilings. French doors lead to the sunroom overlooking the garden areas. The first floor primary bedroom features two walk in closets, built in dressers & desk. More built ins are found in the recently updated first floor bath. The upper level loft overlooks the living area & includes a full bath with tub/shower combination. A deck in the upstairs bedroom has views of the garden areas & brook. A large recreation room on the lower level features a slider to the gardens. The detached 2 car garage with large loft has many potential uses, studio, ADU, storage, etc.

Welcome to 1350 Massachusetts Ave -- a distinctive North Adams property offering space, character, and a rare combination of indoor and outdoor amenities. With 4 bedrooms, 1.5 bathrooms, and an expansive lot, this home offers room to live, entertain, relax, and make it your own. A true highlight of the property is the two-level wrap around deck, creating an exceptional outdoor living space that connects the home's porch and garage. Whether you're hosting summer gatherings, enjoying a quiet morning coffee, or spending evenings outdoors, this unique setup provides an abundance of usable space and multiple areas to enjoy.

STOREFRONT ALSO WITH A 2-3 BEDROOM APARTMENT. ALL SEPERATE UTILITIES. PLENTY OF PARKING AVAILABLE FRONT AND BACK.

Sitting atop of scenic Florida Mountain, this custom built Cape with elegant charm features 3 Bedrooms, 3 Full and 2 half Baths and central A/C.The Primary suite is located on the first with a fireplace, large walk-in closet and a private sitting room to relax in. The Primary Bath features a 3 head walk-in shower, Jet tub, water closet and radiant heat tile floors. The Bedrooms on the second floor each have their own Full Bath separated by a long walkway with a balcony overlooking the living room. A floor plan that flows from room to room with ease. The living room has a cathedral ceiling, custom fireplace and wood elevator. The Kitchen features a commercial stove, built-in oven and granite counters. A Bonus Room with half Bath over the heated 2 car garage. Walk-out basement.

Step into timeless elegance in this exceptional 6-bedroom, 3-bath historic residence, where classic architectural details blend seamlessly with thoughtful modern updates. Meticulously maintained and enhanced over the years, this one-of-a-kind home showcases the craftsmanship and character rarely found today. From the moment you enter, you'll be captivated by the grand, sun-filled rooms, gleaming hardwood floors, original built-ins, statement fireplaces, and exquisite stained glass windows that fill the home with natural light. With updated electrical, plumbing, boiler, sewer line & kitchen, this home is designed for everyday living and entertaining. Ideally located near downtown Pittsfield's cultural attractions this is a rare opportunity to own a piece of architectural history.

3.21 Acres - Two Garages plus a Full Walkout Basement! This beautifully maintained 1,900 sq. ft. ranch offers comfortable single-level living with a bright, open floor plan and plenty of natural light. The inviting kitchen features marble countertops, while beautiful hardwood floors and a custom fireplace add warmth and character throughout. The spacious walkout basement includes a Smith furnace and Fire Chief wood stove, providing flexible heating options. Set back from the road and abutting Crystal Pond, this peaceful private setting is the perfect place to enjoy the beautiful fall season. Property features two garages, two driveways, a barn, ample parking, and hookups for a future hot tub. Conveniently located just 34 minutes to Westfield, 19 minutes to Lee, and 26 minutes to Pittsfield

Discover this spacious, updated home offering year-round recreation just steps from Otis Reservoir, MA's largest recreational lake. Enjoy an open floor plan, a modern kitchen, and a quiet yard for outdoor fun. A two-minute walk leads to your association dock and storage locker. Features include a main floor primary bedroom with a full bath, plus two large upstairs bedrooms with a second full bath. The property's location offers easy access to swimming, boating, skiing, snowmobiling, and hiking. This turn-key retreat is ready for you to start making memories as you relish the ultimate blend of modern comfort and natural beauty!