OPEN HOUSE SUN 5/10 11AM- 2PM.Pontoosuc Lake Community! A rare opportunity awaits in this sought after neighborhood. This home has hosted three generations of the same family, over 46 years. Many wonderful changes have occurred in as many years. With a ton more potential this 2 to 3 bedroom, 1-1/2 bath home is in need of some TLC. While not lakefront, it offers beautiful lake views from the amazing sunroom, balcony and pool decks, with a right of way just one lot over. New sewer line April '26, New pool pump '24, pool heater inoperable, porch roof '24, Main roof '18, Water main replaced '25, hot water tank is approx 3 years old.This home is being sold as-is, where-is. Bring your tools, ideas, and imagination!

Enjoy this beautiful property on Williams St. Large yard consisting of 2 lots with pastoral views across the street. This 4 large bedroom, 1 full and 2 half bath home is just waiting for your interior decorating ideas Hardwood floors in most rooms, fireplace living room, large dining room. Central air conditioning, Basement partially finished, including 1/2 bath. New roof in 2020 and solar panels replaced. Updated electrical, furnace serviced 2/25. Sewer line to be replaced soon Solar Panels are owned and for hot water only

Step into style and comfort in this beautifully maintained move-in ready four bedroom, two-bath home in Southeast Pittsfield Conveniently located and perfectly positioned on a landscaped, fenced, corner lot. From the moment you enter the spacious hallway, you'll see gleaming hardwood floors that add warmth and character to every room. First floor includes timeless charm of a fireplaced living room, formal dining open kitchen and a family room with skylights. First floor bath w shower and bonus is a year-round heated sunroom on its own heat zone. Second floor features four generously proportioned light-filled bedrooms, updated full bath. Private rear patio, attached garage, Natural gas heat - four zones! Minutes to theater, restaurants and all of the Berkshire attractions.

Turnkey Investment Opportunity in a Prime Pittsfield Location! Discover this meticulously renovated four-family property where every detail has been thoughtfully updated to deliver strong returns and low-maintenance ownership for years to come. Updates completed in 2024 include: roof, siding, windows, decks/egresses, wiring/service/panels including owners' meter, four new heating systems, four new water heaters, kitchens/baths, LVP flooring, refinished wood floors and tile, plumbing，doors/trim sheetrock paint etc. Each unit is serviced by its own brand-new gas heating system and water heater, providing efficiency and convenience for both owners and tenants.

Income producing 3-family home with almost 4,000 SF of living space, featuring two 3 bedrooms/1 bath apartments and one 3 bedroom/2 bath apartment, each one with its own laundry hookups. All 3 apartments have lead compliance certificate!There are vinyl replacement windows, newer heating systems, newer roof done in 2022, and separate natural gas heat & hot water and electricity for each unit.Hall Place is a dead end street and the property sits on a large corner lot, offering plenty of parking and good yard space.This is a great income producing property with rents totalling $74,472/year. All apartments are rented through Section 8. *Interior photos shown are from 2025 before tenants moving in.

Nestled at the end of a quiet dead-end street and surrounded by serene state land, this storybook brick Cape offers the privacy and charm you've been searching for. Step inside to find timeless style throughout, featuring elegant arched doorways, curved stairway, built-in shelving, and two cozy fireplaces perfect for New England winters. The functional layout offers 3 bedrooms and 2.5 baths, including a renovated 2nd floor full bath. Major updates have been taken care of, enjoy peace of mind with a brand new roof, new insulation, and select new windows already replaced. A rare find with classic character and modern updates - all backing up to nature's backyard.

Prime investment opportunity in a highly desirable location just steps from the post office and within walking distance to downtown amenities, shopping, dining, and services. This well-maintained four-family property offers strong income potential with all separate utilities, allowing tenants to pay their own expenses and helping to maximize owner returns. Recent capital improvements include a new roof installed in 2022 and two high-efficiency gas furnaces added in 2023, providing peace of mind for years to come. Each unit features washer and dryer hookups, while newer hot water boilers, vinyl replacement windows, and low-maintenance vinyl siding contribute to reduced operating costs and enhanced efficiency. Tenants will appreciate the private paved parking area and detached two-car

Discover the perfect blend of modern style and effortless living in this stunning contemporary-style Ranch. Nestled on an expansive lot within one of Pittsfield's most sought-after neighborhoods, this home offers a rare combination of space, light, and a sophisticated layout. Sun-Drenched Interiors: light inviting windows throughout the home allow an abundance of natural light, creating a warm and vibrant atmosphere in every room. Spacious Living Features four generous bedrooms and two and a half baths, there is plenty of room for family, guests, or a dedicated home office.

Yes, the Jim's House of Shoes building is for sale! Great location in the heart of North St, downtown Pittsfield. 4 large front display windows, 3 entrances and exits, full, usable 5,500 sq. ft. basement with inside access. Start a business here; move a business here; be part of Pittsfield's rejuvenation!

Income-producing four-family home with one unit vacant and 3 units rented out. Two of the tenants have Section 8 assistance. Whether you are an owner-occupant or an investor, this is a great opportunity! The vacant apartment is a spacious 3 bedroom/1 bath unit and has been tastefully renovated with new kitchen cabinets and quartz countertops, updated bathroom, flooring and freshly painted interior. The other 3 units each have 2 bedrooms/1 bath, however, can be used as a 3-bedrooms, since in addition to the two bedrooms, the units have separate dining and living room. There is a lovely front porch on the first floor and separate front porches for the upstairs units. The building features vinyl replacement windows, 4 new water heaters and great parking on the back.

Welcome to this charming 4-bedroom, 2-bath home offering the perfect blend of comfort, updates, and extra living space. The updated kitchen and renovated first-floor bath provide modern style and convenience, while the finished lower level adds versatile space for a family room, home office, gym, or guest area. A bright and inviting sunroom fills the home with natural light and offers the perfect place to relax year-round. Outside, enjoy a spacious fenced backyard ideal for entertaining, pets, or play, along with an oversized garage providing ample storage and workspace. As an added bonus, the property includes deeded lake rights with private access to Onota Lake, giving you access to enjoy nearby water activities and scenic surroundings.

Welcome to 134 Oak Hill Road, a charming raised ranch nestled in one of Pittsfield's more desirable neighborhoods. This spacious home features 3 bedrooms and 2.5 baths including a primary en-suite, perfect for families or those seeking extra space. Enjoy cozy evenings by the wood-burning fireplace in the living room or the convenience of the gas fireplace in the family room. The central air ensures comfort year-round, while the inviting four-season sun room offers a serene space to relax or entertain. A brand-new pool is being installed next week, adding to the allure of this outdoor oasis. In addition, the heated two-car garage provides ample storage and convenience. Don't miss your chance to make this lovely home yours!

Meticulously maintained and beautifully updated, this stylish 3 bedroom, 3 bath unit at highly sought-after Walden Village offers exceptional space, comfort, and convenience. The open-concept living, dining, and kitchen area is perfect for everyday living and entertaining, featuring quartz countertops, new appliances and flooring. A desirable first-floor primary suite includes a spacious bath and walk-in closet. Upstairs offers two additional bedrooms, an office/reading nook, and a full bath. The finished walkout lower level provides an ideal guest suite with a private patio, third full bath, laundry area, and abundant storage. Enjoy a new Trex deck, new heating system, and resort-style amenities including an onsite pool and tennis courts. Move-in ready and impeccably cared for.

Rich in character and history, this beautifully maintained Colonial sits on land once belonging to Pittsfield's renowned Grey Tower Estate. Featuring original oak woodwork, decorative architectural leaded glass all which may have been salvaged from the estate. Move right in and relax on the expansive front porch with an iced tea in hand. As you walkthrough the quarter sawn oak doors there is plenty of light to greet you, Updated kitchen and baths a new roof, new gutters with guards, perennial gardens, sunroom, metered water, garage and carport, this exceptional home blends historic charm with modern comfort on the tree lined street of Southeast of Pittsfield. Enjoy the sunroom for reading and interior balcony for gazing at the stars all which is a step from the primary bedroom.

Meticulously maintained and beautifully updated, this stylish 3 bedroom, 3 bath unit at highly sought-after Walden Village offers exceptional space, comfort, and convenience. The open-concept living, dining, and kitchen area is perfect for everyday living and entertaining, featuring quartz countertops, new appliances and flooring. A desirable first-floor primary suite includes a spacious bath and walk-in closet. Upstairs offers two additional bedrooms, an office/reading nook, and a full bath. The finished walkout lower level provides an ideal guest suite with a private patio, third full bath, laundry area, and abundant storage. Enjoy a new Trex deck, new heating system, and resort-style amenities including an onsite pool and tennis courts. Move-in ready and impeccably cared for.

Immaculate, adorable, expansive, well maintained 2500 sq ft ranch. 4 bedrooms 3 bathrooms, open living room & dining area with fireplace. Bright eat in kitchen, a sunny 3 season porch with a newer deck. This home sits on a 1/2-acre lot in a quiet tucked away neighborhood. There's a full walkout lower level with family room, fireplace, bar, full bathroom & dining area which leads to a back patio nice, open back yard area. Home has lots of storage. New chimney, garage door, side deck are just some of the upgrades. Close to shopping, downtown, theaters, Lake Onota and schools.

Welcome to 582 E New Lenox Rd in Pittsfield. This spacious home offers 5 bedrooms, 2.5 bathrooms, over 2,000 square feet on the main levels, plus approximately 750 additional finished square feet in the lower level, with bedrooms and baths thoughtfully spread throughout for flexibility and convenience. The bright living room with hardwood floors and a fireplace flows into the dining area and updated kitchen featuring quality cabinetry, stone counters, stainless appliances, and an island with seating. The finished lower level provides great bonus space for a family room, office, gym, or play area. Recent improvements include a brand new roof. Enjoy beautiful views of Bousquet and a location just minutes to Lenox while still close to everything Pittsfield and the Berkshires have to offer

Beautiful combination of modern renovations with historic character! The first floor boasts an easy living circular flow with kitchen, dining and living room with stunning floors and washed with fabulous natural light. Family room tucked away for a more intimate space, large laundry room, mudroom and half bath. The second level includes a primary bedroom with an updated en suite full bath and walk in closet, two guest bedrooms, art deco full bath and additional flex space over the garage. Gracious front porch that overlooks ample level lawn on over a half of an acre, including both an attached and detached garage. Located in a convenient location on the Southeast side of Pittsfield. Major updates include, roof, kitchen, bathrooms, electrical, heating, plumbing, central AC and more

Experience resort-style living every day in this exceptional property designed for relaxation, entertaining, and flexible living. The showstopping indoor pool retreat features a hot tub, full bath, and its own fully equipped kitchen with beautiful granite countertops--creating the ultimate space for gatherings year-round. A unique pool flooring system allows the pool to be covered when desired, instantly transforming the area into valuable additional living or entertaining space. The main home offers generously sized bedrooms, including a spacious primary suite complete with a walk-in closet, private bath, and sliding doors to the pool area. The lower level expands the home's versatility with an additional bedroom and two bonus rooms, ideal for guests, in-laws, or gym.

Set within one of Pittsfield's most established and desirable neighborhoods, this beautifully maintained Colonial blends timeless character with carefully curated updates. From the moment you enter, a gracious living room sets the tone--anchored by a gas fireplace, framed by classic built-ins, and finished with gleaming hardwood floors that carry throughout.The formal dining room offers an elegant setting for entertaining and transitions seamlessly into the thoughtfully renovated kitchen. Designed with both style and function in mind, it features quartz countertops, updated appliances, and a clean, sophisticated aesthetic.