Exceptional Investment Opportunity: Versatility & Prime Location Discover a property that offers unparalleled flexibility in one of Pittsfield's most active commercial corridors. Situated on a sprawling 0.92-acre lot directly across from Berkshire Crossing, this unique property presents a rare ''blank canvas'' for homeowners and investors alike. Currently configured for mixed-use with a professional office space on the main level and a spacious 2-bedroom apartment on the second floor. Easily convertible back into a large Single-Family home for those seeking significant acreage and convenience in the heart of town.

Discover an unparalleled opportunity with this stunning 14.3-acre parcel, perfect for building your dream home or if needed, subdividing into its original three lots. Featuring a pre-installed driveway, electrical service with a transformer, and a large 36 x 50 foundation that was started for a garage/barn, this property is both convenient and versatile. Enjoy the natural beauty of streams, mature oak, cherry, ash, birch, and apple trees dotting the landscape, all set against the majestic backdrop of Mt. Greylock. Expired septic designs are available, making your development process even easier. Seize the chance to create your ideal retreat or compound in a serene, private setting.

Welcome to this charming 2-bed, 1-bath bungalow on a lovely corner lot. Classic details shine throughout, featuring an inviting enclosed front porch, hardwood floors, wood burning fireplace and timeless architectural character waiting for your personal touch. Enjoy peace of mind with a brand-new roof, new kitchen appliances & new washer/dryer. Large basement with a laundry room and lots of extra space, a nice-sized backyard perfect for outdoor enjoyment, and a detached garage. Natural gas heat with Buderus boiler. A fantastic find that beautifully balances vintage charm with practical upgrades. Perfect for anyone seeking a solid, character-filled home with great indoor and outdoor space!

BEAUTIFUL, PRIVATE LOT! Gently sloped and lightly wooded parcel awaits your thoughtful build. Bring your design to life at this private and convenient location. Electric has been brought to the site, perc test available. Seasonal views. Wonderful location with easy access to Great Barrington town center, shops, restaurants, hiking and skiing!

Easy condo living in a prime location! This townhouse-style unit features two bedrooms and 1.5 baths, offering a comfortable and functional layout. Enjoy tall ceilings that create an open, airy feel throughout the living space. Step outside to your private patio, perfectly positioned to take in peaceful river views. Additional highlights include approximately 300 square feet of lower-level storage, or workshop and laundry, providing plenty of extra space. An affordable option ideal for year-round living or a weekend retreat.

Outlook at October Mountain - This special parcel with exceptional views is located in a private enclave of well crafted homes planned for privacy. Live the rural life but still have the option to be only a short distance from everything that makes the Berkshires special; theatre, film, music, boutiques and shopping. With completed septic design in place, electric and telephone available all you would need to decide is if you want to construct the architecturally designed house plan available or create your own vision. Make an appointment to visit this special parcel where you will see the vista of October Mountain melt away into the mountain with a flaming, gorgeous sunset..all that's needed is a new owner to bring this landscape to life!

Charming 2-Bedroom Home with Inviting Outdoor Spaces Welcome home to this inviting 2-bedroom, 1.5-bath property offering comfort, functionality, and great outdoor living space. Featuring a brand-new roof and a garage for added convenience, this home is move-in ready with plenty of potential. Inside, you'll find a welcoming layout along with a versatile bonus space perfect for a home office, guest room, playroom, or workout area. The spacious living areas flow nicely for everyday living and entertaining. Step outside to enjoy the cozy porch and a beautifully usable backyard area ideal for gatherings, or relaxing evenings with friends and family. Whether you're a first-time buyer, downsizing, or looking for a home with flexible space, this property checks all the boxes!

Location and privacy! Amazing opportunity to own a home on 0.46 acres plus two additional lots with 0.46 and 0.17 acres each, totaling about 1.1 acres, in a private area, on a dead end street! The house is a fixer upper, the exterior is freshly painted, the interior needs renovation but all utilities and mechanicals are on. The first floor features a lovely enclosed front porch, dining room, living room and kitchen; and the 2nd floor offers 3 bedrooms and full bath. There are hardwood floors throughout! There is also a walk-up attic for great storage space. The basement has concrete floor, 100 amp electrical service, and a new boiler was installed in 2024. City water and sewer. Two attached garages complete this great property!

This cherished family home is ready for it's next chapter. A welcoming front foyer opens to a spacious living room filled with natural light and featuring a classic wood-burning fireplace, seamlessly connected to a formal dining room ideal for entertaining. Beautiful hardwood floors, along with original wood molding and trim throughout add timeless character and warmth. The second floor offers four bedrooms with ample closet space, providing flexibility for family, guests or home office needs. Relax on the covered front porch that spans the length of the home -- the perfect setting for morning coffee or evening cocktails. Located in a great walking neighborhood less than two miles from downtown Pittsfield, this home offers an ideal balance of comfort and convenience. Being sold ''as-is''.

Enjoy the perfect blend of comfort and scenic beauty in this beautifully maintained 3-bedroom, 1-bathroom ranch. Situated to capture stunning lake views, this home offers a serene escape.The interior features a remodeled bathroom designed for relaxation, complete with a luxurious spa tub. The functional layout flows effortlessly, leading to a walk-out basement that provides excellent potential for additional living space or a work shop. Whether you're looking for a peaceful year-round residence or a weekend getaway, this home is a rare find.

Located near the border of VT is approximately 10 acres of wooded land, which abuts the Trustees of the Reservations. Great opportunity to develop a new primary or second home. Located close to Williams College, Clark Art Museum, Mass MoCA in neighboring North Adams, MA, Mt. Greylock, and other area attractions.

21 ACRES IN NORTH COUNTYA substantial corner parcel with long frontage on both Scott & Kessler Roads, sited between BNRC conservation land and a portion of Mt Greylock St. Reservation.The land unfolds naturally: meadow at the entrance, mature forest beyond, a substantial brook flowing from protected uplands, and a rising ridge offering elevation & potential views.Zoned R-A (2-acre min; 200' frontage), the parcel provides flexibility for a private hillside home, family compound, or potential future division subject to approvals.A small existing home and well infrastructure sit toward the lower portion of the property, offering a starting point for renovation or replacement.Close to Mt Greylock, Williamstown, MassMoca & Pittsfield. Views + Privacy + 21 Acres only $299k

Why rent when you can own in a delightful neighborhood. Immaculate ground level unit in the private country community of Forest Row., located just a few minutes from downtown Great Barrington. Forest Row is a Community Land Trust Neighborhood. Easy care one level living with an open floor plan, private screened porch and a patio bordered by gardens and woods, surrounded by 21 acres of protected land for your enjoyment. Carport and garden shed. Easy access to Rudolf Steiner School, Great Barrington town center, Tanglewood, Skiing and other local attractions. This is a community land trust neighborhood for full-time year round living.

21.7 wooded acres on one of South County's ''best-kept-secret'' back country roads, yet just minutes away from Great Barrington, Sheffield and the bucolic villages of New Marlborough. Discover nature, privacy & a unique sense of peace on this rare piece of land. The land has been perc tested, seller will provide final survey prior to closing. Map in documents shows proposed new boundaries for informational purposes only.

Spacious 3 Bed/1 Bath Colonial located in a quiet Lenox neighborhood. This charming home offers: gleaming hardwood floors, an oversized family room which could be used as a 1st floor primary, a new Refrigerator & Stove, Washer & Dryer hook ups on the 1st floor, attached garage, steam heat and plenty of light throughout! Savor the beautiful Berkshires, while you lounge in your expansive flat backyard, which also contains a large shed. Letter of full deleading compliance was issued in 2018. Brand new 3 bedroom septic system will be installed by closing. Imagine the possibilities for yourself and call for a showing today!

Enjoy lakefront living at The Pines Condominium Association on the southern shore of Pontoosuc Lake. Rarely available, this spacious 3-bedroom, 2 full bath condo is one of the larger units in the complex and features a desirable first-floor primary bedroom with beautiful lake views. The home offers vaulted ceilings, crown moldings, new skylights, and a functional layout, plus a flexible fourth room ideal for a guest space, office, or den. 2nd-floor in-unit laundry adds convenience. The unit presents a great opportunity for buyers to update and make it their own. Community amenities include kayak storage, nearby walking trails, and lake access enhanced by the Pontoosuc Lake Park rehabilitation. Spring is here--be on the lake this summer and enjoy some of the best sunsets in the Berkshires!

Offered for the first time! Welcome home to this well-maintained split-level offering the perfect blend of comfort, convenience, and classic Berkshire charm! The bright and inviting layout features a spacious living area, eat-in kitchen, and a four-season sunroom. Upstairs flows into 3 bedrooms and a beautifully newly renovated full bathroom. The basement provides excellent storage space, workshop potential, or future expansion opportunities. The attached garage adds everyday convenience, and the nearly 1.5-acre lot offers plenty of room for gardening, outdoor entertaining, or enjoying the private yard. Additional recent improvements include a new 200-amp electrical service, fresh interior paint, and new carpeting. This cherished home is ready for its next owner to make it their own!

Welcome home to this spacious and meticulously maintained 4-bedroom, 2 full bath ranch nestled in the scenic Berkshires in Adams. Offering comfortable single-level living with thoughtful updates throughout, this property combines practicality, charm, and beautiful natural surroundings.Inside, you'll find a bright and inviting layout featuring an updated kitchen with sleek quartz countertops, ample cabinetry, and generous prep space, perfect for both everyday cooking and entertaining. The home offers four well-sized bedrooms, including a primary suite complete with its own private en-suite bathroom. Electric heat provides reliable efficiency, while two pellet stoves add warmth and cozy ambiance during the New England winter months.

Build your dream home on this gorgeous Ashmere Lake waterfront lot. This partially cleared parcel offers 150 feet of road frontage, nearby sewer access, and a perfect canvas for your brand new home. Whether you're seeking a year-round residence or a serene retreat, this property delivers unmatched lake access, natural beauty, and development potential on one of the area's most peaceful and scenic bodies of water.

This beautiful conveniently located home backs up to the Tierney Conservation Area and is near other natural resources such as The Pittsfield State Forest and Onota Lake. Ready to move in with recently refinished hardwood floors and newly painted interior. This 3-bedroom, 2 full bath home has a bedroom on the first floor and deck overlooking the private backyard's perennial gardens that are just waiting to be brought back to life. Plenty of natural light, storage, and built-in shelving all add to its appeal. Great opportunity to add your personal touch and enjoy all the area has to offer!