This classic brick Cape-style home blends comfort, convenience, and charm. Come sit in living room and curl up in front of the fireplace on chilly days, or settle in the south facing sunroom overlooking the deep, fenced back yard The floor plan flows easily from one room to the next, connected by the inviting dining room. Two bedrooms and a full bath are on the first floor with the primary suite set privately upstairs. The lower level has a large finished bonus room! Filled with character and wise updates throughout, your new home is nestled in a dog-friendly neighborhood just steps from a park and around the corner from two popular golf courses, yet wonderfully convenient to shopping, restaurants, schools, work, and play

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!

This inviting Cape Cod-style home offers the ideal blend of classic Berkshire charm and thoughtful modern updates. Set back privately from the road, it provides a peaceful, wooded retreat while keeping you just minutes from Berkshire Community College, the New York border, and downtown Pittsfield.With 3 bedrooms plus a flexible 4th, this layout adapts effortlessly to your family's needs--whether you're planning a nursery, a playroom, a guest space, or a quiet home office. It's a home designed to grow with you.Inside, new vinyl windows fill every room with natural light while improving energy efficiency. Original hardwood floors warm the first level, and the second floor features new, durable wood plank flooring in the hall, perfect for busy family life. The kitchen and dining area

Introducing 39-41 Bartlett Avenue, a classic three-family Victorian in the heart of Pittsfield, offering a fantastic investment opportunity. This fully occupied property provides immediate income potential and features separate natural gas utilities for each unit. The home boasts vinyl siding and replacement windows, combining classic charm with practical updates. Ideally situated just moments from downtown. Whether you're looking to expand your portfolio or owner-occupy this well-located multi-family is one you won't want to miss.

Spacious and adaptable, this Pittsfield home offers exceptional flexibility for today's lifestyle. The first floor features a sun-filled living room with hardwood floors and a bay window, a generous kitchen with an island and large dining area, and a mudroom with convenient first-floor laundry. A full bath and two bonus rooms on the main level provide versatile options for home offices, guest space, or additional bedrooms, allowing for the ease of one-level living if desired. Upstairs, a large landing creates the perfect spot for a home office or play area, while the primary bedroom boasts a walk-in closet and private exterior balcony. Three additional bedrooms and a full bath complete the second floor. Outside, enjoy a fenced-in backyard, one-car garage, solar panels, and

At $375,000, it's rare to find this kind of space, condition, and flexibility in the heart of Pittsfield.Set just off North Street, 84 Elizabeth Street offers 2,788 square feet of recently updated living space with a layout that actually works. The first floor flows effortlessly from room to room, with a bright, updated kitchen, formal dining area, two connected living spaces, and the kind of details you don't often see at this price point, including original pocket doors that bring character without sacrificing openness. A mudroom and first-floor laundry add everyday convenience right where you want it.

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.

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

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

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.

Nestled on a quiet setback lot in the desirable Housatonic Village of Great Barrington, this beautifully renovated home (2021) offers a perfect blend of charm, comfort, and flexibility. The property features 2 bedrooms, a bonus room, and 1.5 baths.Recent upgrades include a new roof, new windows, Buderus boiler, beautiful large wood plank floors throughout the first and second levels. The thoughtfully updated kitchen boasts modern appliances, while the renovated full bath upstairs and newly added first-floor half bath provide everyday convenience.A finished third-floor space adds valuable extra living area and may serve as a third bedroom, home office, or studio. Enjoy scenic Berkshire views, a fenced front and side yard, and a welcoming front porch.

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.

OPEN HOUSE: Friday, May 22nd 2:00pm-3:30pm Completely renovated and exceptionally versatile, this spacious 3-bedroom ranch is located in desirable Sheffield, MA. Set on a .50-acre commercially zoned lot just a 5 minute drive to downtown Great Barrington, the property offers outstanding live/work, investment, or business potential. The 2,258 sq. ft. main residence features 3 spacious bedrooms, a large new kitchen, full bath, washer/dryer, and garage. A brand-new adjoining apartment includes a beautifully finished kitchen with granite countertops, full bath, washer/dryer, and private backyard access deal for rental income, extended family, Airbnb, or professional office use. Additional updates include a new 3-bedroom septic system and new roof, exterior and interior paint.

OPEN HOUSE: Friday, May 22nd 2:00pm-3:30pmCompletely renovated and exceptionally versatile, this spacious 3-bedroom ranch is located in desirable Sheffield, MA. Set on a .50-acre commercially zoned lot just a 5 minute drive to downtown Great Barrington, the property offers outstanding live/work, investment, or business potential.The 2,258 sq. ft. main residence features 3 spacious bedrooms, a large new kitchen, full bath, washer/dryer, and garage. A brand-new adjoining apartment includes a beautifully finished kitchen with granite countertops, full bath, washer/dryer, and private backyard access deal for rental income, extended family, Airbnb, or professional office use.Additional updates include a new 3-bedroom septic system and new roof.

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.

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.