Don't miss the opportunity to own this well maintained 3 bedroom raised ranch situated on a corner lot in Cheshire. This comfortable living space with a functional layout and plenty of space for vehicles, storage or hobbies. The property features a 1 car garage under and a separate 2+ detached garage. A spacious wrap around sunroom offers wonderful additional year round living space. Additional features include a durable metal roof and new septic being installed

Beach days, porch evenings and Tanglewood concerts make this the perfect three-season Berkshire cottage. Vaulted ceilings and a fieldstone fireplace anchor the living room, while two bedrooms and a versatile loft provide comfortable space for family and friends. The screened in-porch extends the living space for long summer afternoons and evenings, while the dining room is filled with windows that bring nature inside. Set in the welcoming community of Mahkeenac Heights, this cottage is just a short walk to the town beach at Stockbridge Bowl and close to the Berkshires' many cultural attractions. A wonderful retreat for enjoying all the Berkshires have to offer!

Move-in ready and meticulously maintained, this charming Adams home offers stunning views of Mount Greylock and the perfect blend of comfort, craftsmanship, and location. Surrounded by nature yet just a short walk to town, the property provides both privacy and convenience. The home features three spacious bedrooms and three beautifully renovated bathrooms. At the heart of the home is the newly remodeled kitchen with custom cabinetry, large windows for abundant natural light, a double oven, and a butler's pantry--ideal for everyday living and entertaining. Custom maple flooring, milled from the property, beautiful woodwork, and a bright first-floor laundry room add warmth and character throughout.

Relax and enjoy this spacious raised ranch, ideally situated on a quiet street just a 1/2 mile from Pontoosuc Lake. This inviting 3 bedroom, 2 bath home features a spacious living room, a generously sized kitchen and dining area, and plenty of room to entertain. The lower level features a terrific, office, workout or play area with laundry and 3/4 bath. Step outside to the enjoy the private rear deck and yard. The peaceful setting on a quiet street offers the best of both worlds-privacy and tranquility at home, while being just a short walk from the lake for boating, picnicking, swimming or simply enjoying the outdoors. Come see all this home and all its desirable location have to offer.

Discover the perfect blend of timeless farmhouse charm and modern updates in this beautifully maintained home, ideally located just a short walk from the town center and the newly developed Mohican Trail System on Syndicate Road. Whether you're looking for convenient access to local shops, restaurants, outdoor recreation, or a peaceful place to call home, this property offers the best of both worlds. Set along the scenic Hoosic River, the property enjoys picturesque water views and a tranquil setting that creates a relaxing backdrop throughout the seasons. The classic farmhouse character is complemented by thoughtful updates, providing comfortable living while preserving the home's warmth and appeal.

Charming ranch set on a level lot along County Route 32 in North Chatham. This 3-bedroom, 1-bath home offers hardwood floors throughout the main living areas, a bright living room that flows into a formal dining room, and a functional eat-in kitchen with ample oak cabinetry. Three comfortable bedrooms and a full bath round out the main level. Enjoy the outdoors from the deck overlooking the backyard, complete with a screened gazebo -- perfect for morning coffee or evening entertaining. An attached two-car garage and full unfinished basement provide plenty of storage and potential for future finished space. Recent updates include a whole-house water softener and filtration system (2025) and brand-new water heater(2026).

Get ready to relax in the Berkshires in your own condo with big windows, high ceilings, plus brand new boiler & A/C! Owner retiring and moving down south, giving up his beloved in town Great Barrington location. You'll love being close to stores and provisions for your various adventures, while being close to all the attractions that the Berkshires have to offer. Come experience worry free living while the condo cuts your grass in the summer, or plows your driveway while you ski. 9 Stanley is simply country living at it's best. Come experience it today!

Two nice properties for one price. A newly renovated single home featuring hardwood floors, wrap around porch, two nice size bedrooms, full bath, dining and living room. The two apartment flat next door have five rooms each, two bedrooms, one bath, hardwood floors, porches. Both buildings have new roofs, vinyl siding, and vinyl windows.

Spacious 4-bedroom 1+1/2 bath Cape with several useful storage buildings and a convenient 2 car attached garage. Heated sunroom with sliding windows, Eat in kitchen with access to back patio, Livingroom with knotty pine paneling and wood burning stove. FIRST FLOOR has 2 bedrooms, full bathroom with walk in shower, LR, kitchen and sunroom. UPSTAIRS has two bedrooms and a half bath. Large wood stove in the basement. Oil furnace for entire house. Passing Title V.

Charming three-bedroom, one full bath ranch offering the ease and convenience of one level living in a highly desirable neighborhood. Situated on a spacious lot, just shy of a half-acre, this home features a large, fenced backyard perfect for entertaining, gardening or simply enjoying the outdoors. Wrap around deck overlooking above ground pool, creating the ideal summer setting. Inside you will find a comfortable eat-in kitchen, front living room, updated bathroom and 3 bedrooms. Partially finished basement that provides additional room for a family room, home office, gym and laundry. Conveniently located close to schools and downtown Lee, ''Gateway to the Berkshires''.

Open house cancelled! Charming Cape Living on 1.16 Acres with Beautiful Views Welcome to 27 Madden Road! This inviting 3-bedroom, 2-bath Cape offers comfortable living and a versatile layout. The main level features an open floor plan with a spacious living room and fireplace, eat-in kitchen, full bathroom, and first-floor primary bedroom. Upstairs are two additional bedrooms and a second full bath. The finished lower level adds extra living area with a walkout, perfect for an office, gym, or hobby space. Set on 1.16 acres, there is plenty of room to relax, garden, entertain, and enjoy the surrounding views. Enjoy EZ Solar and property taxes under $800 per year, making this a great Berkshire getaway or year-round home!

*Back on the market because the buyer's financing fell through. This is your opportunity to own this well maintained two-family home with ample paved parking area and detached two-car garage with power doors! The home offers an inviting front porch and enclosed back porches. The first floor is a 2 Bedroom/ 1 Bath and it is currently rented while the second floor unit is a 3 Bedroom/ 1 bath and is vacant and recently renovated with new kitchen with quartz countertops and updated bathroom. The basement has exterior and interior access, it has concrete floor and separate laundry hookups for each unit. The property features vinyl siding, and a new roof on the home and the garage! There are separate electric meters for each unit plus a separate owners meter.

Welcome home to this inviting 3-bedroom, 1.5-bath home offering comfortable living spaces and plenty of charm. Wood floors flow throughout the main living areas, while the open dining and kitchen layout creates a warm, functional space for everyday living. A convenient first-floor half bath adds to the home's practicality. The living room features a cozy fireplace and opens to a delightful four-season room, adding additional space to meet your needs. The lower level is partially finished for office or extra living area. Step outside to enjoy the deck and nicely landscaped backyard--perfect for outdoor dining, gardening, or simply unwinding. With its inviting floor plan, desirable features, and versatile living spaces, this home is ready to welcome its next owners.

This stunning, large-scale commercial property offers four excellent rental opportunities in the heart of downtown's Park Street. The building features two gleaming residential apartments that capture the vibrant city lifestyle, perfect for residents seeking urban convenience. The retail space is expansive and currently vacant on the right side, providing a blank slate for your business or investment plans, while the left side is already leased, generating immediate income. Ideal for investors or entrepreneurs looking to capitalize on prime downtown location and diverse income streams. 2 residential units rented, 1 commercial space rented. 1 commercial with no bathroom vacant.

Large scale 4 Unit commercial property offers four excellent rental opportunities in the heart of downtown's Park Street. The building features two gleaming residential apartments that capture the vibrant city lifestyle, perfect for residents seeking urban convenience. The retail space is expansive and currently vacant on the right side, providing a blank slate for your business or investment plans, while the left side is already leased, generating immediate income. Ideal for investors or entrepreneurs looking to capitalize on prime downtown location and diverse income streams. Current monthly income $4.450.

Charming rustic 3-bedroom, 1.5-bath home located on a picturesque country road in the Village of Southfield. Full of character and warmth, this inviting property offers a peaceful setting just minutes from the Southfield Store. With both residential and commercial zoning, it presents a unique opportunity for a primary residence, home-based business, or investment. Enjoy the charm of country living with the flexibility to suit a variety of needs in one of the area's most desirable village locations. There is also a huge garage on the property.

At this price you usually get one house. Here you get two. The brick cape has wood floors throughout, a fireplace, formal dining room, built-ins in many of the rooms and potential for a 5th bedroom. The second home is a fully independent 720 square foot ranch, its own front porch, its own entrance, its own utilities, so whoever lives there covers their own heat and electric. Put a parent in it, a kid coming out of college, or a tenant. Half an acre gives both buildings real breathing room. Freshly painted, with a partially finished family room in the basement. Schedule a showing today.

Contemporary 3-bedroom, 2.5-bath home offering approximately 2,100 sq. ft. in desirable Southeast Pittsfield, privately set on an oversized lot abutting Brattlebrook Park. Built in 1990 and owned by only two owners, the home features beautiful hardwood floors, a first-floor primary en suite, and an open kitchen/dining area with windows on all sides overlooking the park. Upstairs offers two bedrooms, full bath, and den/flex area. Additional features include a new high-efficiency on-demand boiler, abundant closets and built-ins, walk-in attic storage, and oversized attached garage with high ceilings. Needs interior paint and finishing touches, offering a great opportunity to make it your own. Perfect for the outdoor enthusiast with recreation just steps away.

Opportunity awaits in this spacious 4-bedroom, 3-bath Colonial located in the highly sought-after Orchard neighborhood. Offering generous room sizes throughout, this home features a welcoming family room with a fireplace and skylights that fill the space with natural light. The convenient first-floor laundry enhances everyday living. The partially finished basement provides additional flexible space for recreation, a home office, or storage. Recent updates include newer carpeting and a newer roof, offering a solid foundation for future improvements. Outside, enjoy a fenced backyard with a deck. While the home could benefit from some TLC and cosmetic updates, it presents an excellent opportunity to build equity and customize to your taste in a prime location.

Opportunity Knocks! Expansive Lenox parcel - currently 2 approved building lots (1.0 acre and 14.91 acres) w/ frontage on East Street and New Lenox Road. Seller has a proposed subdivision that would make it 4 lots (1.0 acre, 3.5 acres, 7.59 acres & 2.98 acres). Build your dream home or take advantage of this unbeatable development opportunity in highly sought after location! Water, sewer & gas on property.