Offering an affordable path to homeownership, this property is ideal for buyers ready to trade renting for a place of their own or investors looking to expand their rental portfolio. The first floor includes an eat-in kitchen, first-floor laundry, and a flexible room for additional living space. Bring your ideas and make it your own over time. A covered back patio extends your living space outdoors, while the fenced backyard offers room for pets. Conveniently located in the heart of Pittsfield with easy access to downtown, shopping, restaurants, schools, public transportation, and major commuter routes.

Three-family fixer-upper with strong income potential in a convenient central location. Features include replacement windows, hardwood floors, a two-car garage, off-street parking, a full unfinished basement, laundry hookups in two units, three electric meters, two above-ground oil tanks, and a roof replaced in 2018. Property needs significant renovation and is being offered as an opportunity for investors or owner-occupants looking to build equity.

Opportunity awaits with this in-town multi-family flat, ideal for investors or owner-occupants. The first-floor unit offers 3 bedrooms, 1 full bath, and a new large covered side/back porch. The second-floor unit includes 1 bedroom, a 3/4 bath, and a small bonus room for added flexibility. An enclosed front porch, off-street parking, and a large/deep backyard with direct access to the Southwest Branch of the Housatonic River add to the property's appeal. Recent updates include a new roof in 2024, some vinyl replacement windows, and 2025 boiler improvements, including a new controller water filter and additional radiators. A practical option for those looking for rental income, owner-occupancy, or a property with future upside potential.

You can truly relax and enjoy life here, as this brand-new, thoughtfully crafted home in Pittsfield's premier community lets you skip the maintenance worries of an older house. The open-concept layout is bright and inviting, perfectly connecting your spacious living area to a lovely, modern kitchen. With three bedrooms and two full baths, there is plenty of room. You'll also love the convenience of your own paved driveway and a handy storage shed for all your outdoor gear. Plus, being so close to local shops, dining, and the Rail Trail makes living here a joy. We can't wait for you to move in and enjoy this fresh start! Lot rent includes property taxes, water, trash, road maintenance

Whether you are looking to add to your investment portfolio or purchase a property with the potential to offset your mortgage with rental income, this two-family offers plenty of possibilities. Featuring two separate units with a total of 3 bedrooms and 2 full baths, the property provides approximately 1,923 square feet of living space. Separate electric meters add convenience for an investor, while the manageable size makes this an attractive option for an owner occupant looking to live in one unit and rent the other. Convenient Pittsfield location with access to shopping, restaurants, downtown amenities and area attractions. A great opportunity to bring your ideas and build equity in a multi-family property at an approachable price point!

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.

Lovely and affordable Condominium in Southeast Pittsfield. 2nd floor End unit with two very spacious bedrooms, wood floors throughout, with the exception of ceramic tile in kitchen and bath. Enjoy your morning coffee, with the warm sun on your face from the fresh air balcony. Coin op laundry, 2 storage units and a parking space on the property. Beautifully maintained exterior.

Investment opportunity or owner-occupied two-family flat close to town! This property features a 2-car detached garage, large backyard, and a scenic setting along the Southern Branch of the Housatonic River. The first-floor unit offers 2 bedrooms, 1 full bath, and in-unit laundry, while the second-floor unit includes 1 bedroom and 1 bath. Recent updates include a new roof on both the house and garage in 2022, and a new forced hot air heating system installed in 2020. Additional features include some vinyl replacement windows. A convenient location with easy access to town amenities. This is a solid option for investors or buyers looking to live in one unit and rent the other.

Additional adjacent lot available at $100k

Welcome to easy, in-town living at sought-after One Colt Road in a charming neighborhood. This first-floor condominium offers the perfect blend of convenience and comfort, just a short stroll to Berkshire Museum, Colonial Theatre, local restaurants, and boutique shops. Featuring 2 bedrooms and 1 bath, the layout is both functional and inviting. A rare screened porch extends your living space, ideal for relaxing or entertaining, while additional outdoor space adds to the appeal. Enjoy low-maintenance living in one of Pittsfield's most desirable and walkable locations.

If you are looking for easy one-level living - don't miss this opportunity! The Maplewood is an elegant condo conversion consisting of eighteen units centrally located in downtown Pittsfield. You'll enjoy this light-filled corner/end unit on the first floor. High ceilings and an open-living plan give a very spacious feel to this two-bedroom unit. Kitchen with granite and stainless, hardwood flooring, stack laundry in the unit, central a/c and natural gas heat. Off street parking, plenty of green space to enjoy nature in this in-town oasis. Conveniently located close to shopping, medical, public transportation and all cultural attractions. Priced well below assessment for immediate sale!

Welcome to 306 Wahconah Street -- a high-visibility, high-traffic location ideal for your next business venture. Previously operating as a successful fast-food establishment and bank, this freestanding commercial building offers versatile potential for restaurant, retail, or service-based use. Located just minutes from downtown Pittsfield and close to major routes, the property benefits from strong local traffic and excellent street frontage. Featuring a grandfathered drive-thru infrastructure, ample parking, and a flexible interior layout, this is a rare opportunity to establish your business in a well-known and accessible location. Don't miss your chance to reimagine this Pittsfield property.

Charming, move-in ready, and full of possibilities, this 3-bedroom, 1-bath home offers 1,428 square feet of comfortable living space. Inside, you'll find a bright and inviting layout with beautiful hardwood floors, an updated kitchen with plenty of cabinet and counter space, and a spacious upstairs that offers flexibility for bedrooms, a home office, or additional living space. Set on a manageable 0.18-acre lot, the property also offers a nice yard with room to relax, garden, or entertain. A great option for first-time buyers, those looking to downsize, or anyone searching for a home that's ready to enjoy from day one. Come see all this sweet property has to offer!

The home just passed an FHA appraisal! This renovated home offers two bedrooms and two bathrooms. The first floor features an enclosed front porch, living room, foyer, full bathroom, laundry room and updated kitchen with new quartz countertops and stainless appliances. Upstairs you will find two bedrooms and half bathroom. Both of the bathrooms have been renovated! Other improvements include new roof, new water heater, flooring and fresh painting throughout. There is an updated electrical panel, natural gas heat & hot water, and vinyl siding! A driveway and shed complete this great home, close to downtown Pittsfield. *BACK ON THE MARKET BECAUSE THE BUYER'S FINANCING FELL THROUGH.

Recently renovated home with convenient first floor bedroom and full bathroom, and two additional bedrooms on the second floor. The front yard is fenced in. The backyard is a great space to gather. The basement has concrete floor and there is natural gas heat and hot water, and metered water. The home has a certificate of insulation and it shows how helpful it is as the utility bills are very low. This is a great opportunity to own a home that is cozy and affordable, located close to the hospital and downtown.

Bring your vision and creativity to this spacious side-by-side duplex that's been stripped down and prepped for its next chapter. Much of the heavy lifting has already been completed, including extensive demolition work and rough electrical installation. The exterior has also received a fresh coat of paint, providing a head start on your renovation plans. Originally intended to be converted into townhouses and sold separately, the owner's plans have changed, creating an exciting opportunity for investors, developers, or owner-occupants looking to customize a property to their needs. One unit offers 4 bedrooms and 1.5 baths, while the second features 3 bedrooms and 1.5 baths. Both units include private enclosed front porches, open rear porches, and spacious layouts ready to be transforme

Fantastic investment opportunity on Wahconah St! This four-family property offers immediate income potential with two front, two bedroom units ready to rent while you complete the two rear, one bedroom units and build additional value. The front units feature attractive hardwood floors, tile in the kitchens and bathrooms, and a distinctive interior layout that adds charm and character. Outside, enjoy a spacious backyard with a utility shed and added privacy from neighboring properties on only one side and at the rear. Conveniently located within walking distance of BMC and North St., this property is full of potential for investors, owner-occupants, or buyers looking to expand their portfolio.

Industrial zoning, many commercial uses. 2 car garage + 1 car garage attached. Tenants pay electric. apts in fair condition.

A diamond in the rough. Step into this 1900's colonial with 1400' sq ft on a large level corner lot. The first floor offer inviting kitchen; formal dining room; spacious living room, and covnient 1st floor laundry room. 2nd floor offers four bedrooms with closets in each room. The road frontage on 2 streets leads to endless possibilities for your outdoor activities. Walk up attic; full basement. House roof approx 15 yrs young Gas furnace approx 5 years young This house will not qualify for VA or FHA financing

Welcome to this charming and low-maintenance ranch offering 1,131 square feet of comfortable single-level living. Situated on a quiet street in a desirable Pittsfield neighborhood, this two-bedroom, one-bath home is just minutes from Onota Lake and Pontoosuc Lake, providing easy access to boating, fishing, swimming, and year-round outdoor recreation. Inside, you'll find a functional floor plan designed for easy living, with bright, welcoming spaces that make everyday living and entertaining effortless. Step outside and enjoy your morning coffee on the inviting front deck or relax on the side patio surrounded by beautiful perennial gardens and colorful landscaping. The backyard offers additional outdoor space complete with a storage shed for gardening tools and seasonal equipment.