Located in a desirable neighborhood in Southeast Pittsfield, this three-bedroom, 1.5-bath home offers comfort, versatility, and exceptional value. The main residence features spacious living areas, large primary bedroom with walk in closet and laundry room, and a functional layout designed for everyday living. A standout feature of the property is the attached first floor apartment with an additional bedroom, and additional bathroom, perfect for extended family, guests, rental income, or a private home office. The property also includes an insulated workshop/barn, providing ample space for hobbies, storage, equipment, or small business needs. Enjoy outdoor living in the fenced backyard, ideal for pets, gardening, entertaining, or simply relaxing in your own private retreat.

Exceptional owner-occupied opportunity in Southeast Pittsfield neighborhood! This two-family property offers the perfect blend of comfortable living and income potential. The spacious primary unit features three bedrooms and 1.5 bathrooms, providing ample room for everyday living, entertaining, and gatherings. The second unit offers one bedroom and one bathroom, making it ideal for rental income, extended family, guests, or a private home office setup. Fenced in yard and a barn/workshop for hobbies or storage. Whether you're looking to offset your mortgage with tenant income or expand your investment portfolio, this versatile property presents endless possibilities.

Welcome to this beautifully updated raised ranch in Pittsfield's desirable Orchard neighborhood! This move-in-ready home offers 3 bedrooms and 2 full baths with a bright, open-concept layout perfect for everyday living and entertaining. The spacious living room flows seamlessly into the dining area and updated kitchen featuring stone countertops and stainless-steel appliances. The finished lower level (Included in sq. ft.) adds valuable living space with a large family room, wet bar, full bath, and laundry area. Step outside to enjoy a generous newly redone trex board deck overlooking the fully fenced in backyard creating the perfect setting for summer gatherings. An attached one-car garage provides additional storage and flexibility for a workshop, home gym, or hobby space.

Welcome to 1121 North St in Pittsfield. A well cared for home offering comfort, convenience and style. Classic style with some modern updates. Fully fenced backyard. Perfect for pets, gardening, entertaining or relaxing in your own private retreat. Unwind in the bright sunroom with its own gas fireplace for chilly evenings and winter days. The oversized garage opens to a mudroom. Updated kitchen and a half bath on the first floor. Wood floors in dining and living area. Easy access to routes in and out of the Berkshires. Just outside of downtown, yet close to medical facilities, shopping, dining, Pontoosuc Lake, outdoor recreation, cultural activities as well as local ski areas. Come experience the warmth, charm and lifestyle that make this a wonderful place to call home.

Spacious 4 bedroom Cape with several useful storage buildings for anyone with a business and attached 2 car garage. Heated sunroom with sliding windows, Eat in kitchen with access to back patio, Livingroom with knotty pine paneling and fireplace with wood burning stove. First floor has 2 bedrooms and a full bathroom with walk in shower offering first floor living. Two additional bedrooms upstairs and a half bath complete this well-kept 1950's home. Large wood furnace for basement heat and separate oil furnace for entire house. Passing Title V. Backup generator. Don't miss this one !

Pride of ownership shines throughout this beautifully updated ranch situated on a corner lot in a walkable, sought-after neighborhood, close to bike trails, hiking and shopping. This well maintained 3-bedroom, 2 full bath home features central air, a bright modern kitchen with Instaview refrigerator, double oven, 2 filtered water sites and a spacious dining area with cathedral ceiling. The beautifully renovated main bath features a spa style rain shower with dual heads, heated fan, tiled flooring and generous storage. This home offers hardwood floors and cedar closets throughout its comfortable, well-designed space.The private backyard features a pebble epoxy finished patio, a convenient electric awning and a charming stone fire pit for cool evenings, and entertaining

Pristine Colonial located in desirable Southeast Pittsfield, featuring a newly renovated kitchen and updated half bath. This well-maintained home offers a wonderful, easy flow with three generously sized bedrooms. Enjoy the comfort of a cozy office just off the living room, along with a beautiful wood-burning fireplace. Truly move-in ready--just unpack and enjoy!

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.

Imagine waking up in a sun-splashed home just steps from Great Barrington's lively Main Street--where every cafe, bookstore, and gallery feels like an extension of your neighborhood. This second-floor floor-through condo is more than a home; it's a canvas for your life.Over 1,800 sq. ft. of expansive living space unfolds with towering ceilings, oversized windows, and graceful arched doorways that evoke another era. Every detail--from the textured walls to the light pouring in at all hours--creates a sense of romance and possibility.The home is thoughtfully divided: one wing offers a spacious bedroom and lounge with guest alcove, while the other wing hosts a dining area, kitchen, and charming nook for work or rest.

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.

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.

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.

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.

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.

A spacious end-unit condo in Mountainside Hemlock Village, offering 2+ bedrooms (including a sleeping loft) and 3 full bathrooms across three levels of living space. This bright, airy unit features abundant windows and ample room, making it ideal for larger families. Enjoy the convenience of parking right outside your door and stepping directly into your ski getaway. The property has a strong rental history, offering excellent investment potential. Sold fully furnished and turnkey, it's ready for immediate use. Ideally located on the lower mountainside--just a short walk to the slopes.

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.