Enjoy this two-family flat home in the heart of Pittsfield. Featuring two spacious units, this property offers an excellent opportunity for both owner-occupants and investors alike. Enjoy efficient natural gas heating systems, updated gas hot water heaters and an enclosed front porch. Inside, you'll find functional floor plans filled with natural light. Step outside to enjoy a flat backyard setting with additional covered patio space perfect for outside picnics and children playing. Unit 82 has laundry in the kitchen, Unit 84 has laundry in the basement. Unit 82 has carpet with soundproofing. Property is vinyl sided and includes a two car detached garage. Both units have lead compliant certificates. More pictures to come!

OPEN HOUSE SAT & SUN 11AM to NOON First time ever to Market! Charming Cape-style home on outer Churchill, directly abutting the Pittsfield State Forest with Onota lake nearby. This 3 bed, 1 bath property offers 1,529 square feet of living space and has been in the same family for decades, most recently operating as a successful Airbnb. The main level features mix of hardwood floors & luxury vinyl plank, 2 bedrooms, a full bath, and an updated kitchen with beautiful wood cabinets, granite countertops & stainless steel appliances. A cozy, heated back porch/family room with propane stove provides year-round comfort. Upstairs features a large bedroom and open bonus space.

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!

Motivated Seller! 1121 North St is a well-cared for home offering comfort, convenience with classic style and 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.

Nestled in a quiet cul-de-sac in one of the area's most desirable neighborhoods, this beautifully maintained 3-bedroom, 2½-bath home offers the perfect combination of comfort, space, and location. Inside, you'll find beautiful hardwood floors and a thoughtfully designed floor plan ideal for everyday living and entertaining. A Spacious kitchen granite counters, cherry cabinets, newer appliances and a breakfast bar. Large sunroom overlooking the backyard offers the perfect place to relax, with plenty of natural light. Charming front porch adds to the home's inviting curb appeal and provides the perfect place to enjoy the quiet rhythm of the cul-de-sac. With its ideal location, inviting spaces, and effortless livability, this home isn't just a place to live-it's a place to truly feel at 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

Get ready to relax in the Berkshires in your new 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. And, at an approximately two and 1/2 hours from Boston or NYC, your location can't be beat. Come experience worry free living while the condo cuts your grass in the summer, or plows your driveway while you're up here to ski. 9 Stanley is simply country living at it's best! It's all here for you to see!

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. New sewer line this month 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.

JUST REDUCED TO $429K! 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.

JUST REDUCED TO $429,000! 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, backyard fence and new grass.

Move in ready! New roof and gutters in 2026, maintains original details but has been thoroughly updated. Located on a quiet, tree lined street, 81 Northumberland offers the kind of lifestyle one dreams about. Imagine walking your children to the nearby elementary school, stopping in for fresh pastries at the local bakery, grabbing a coffee on the way home, or enjoying an evening stroll through the established Southeast neighborhood. With a warm, inviting home and everyday conveniences just minutes away, this is more than a place to live - it's a place to build lasting memories.

The Hatfield House : A rare 1793 Sheffield antique offering a unique renovated live/work opportunity, move-in ready; the main residence blends historic character including a sealed basement, new 3 bedroom Septic.. A separate one-bedroom apartment with its own entrance provides income or guest flexibility. Set on 1.5 acres with protected wetland views, commercial/residential zoning allows for gallery, studio, office, or home business use inside the adjacent 1,200 sq ft three-bay barn with electricity. Formerly a famous antiques destination, this property combines history, functionality, and long-term value just a quick drive from downtown Great Barrington.

The Hatfield House: A rare 1793 Sheffield antique offering a unique renovated live/work opportunity, move-in ready; the main residence blends historic character with modern systems; including a new sealed basement. A separate one-bedroom apartment with its own entrance provides income or guest flexibility. Plans for new 2nd floor bathroom! Set on 1.5 acres with protected wetland views, commercial/residential zoning allows for gallery, studio, office, or home business use inside the adjacent 1,200 sq ft three-bay barn with electricity. Unusual space and privacy adds versatility for a Main Street location. Formerly a famous antiques destination, this property combines history, functionality, and long-term value just a quick drive from downtown Great Barrington.

Welcome to easy single floor living in a highly desirable Southeast Pittsfield neighborhood! Built in 2003, this exceptionally well-maintained contemporary home features 3 spacious bedrooms, 2 full baths, soaring vaulted ceilings, and beautiful hardwood floors. The light-filled primary suite includes a private ensuite bath, while the enclosed 3-season room and front porch offer ideal spots to relax overlooking a low-maintenance yard. Complete with a newer roof, central air, a massive unfinished basement with endless potential, and city-maintained street access, this move-in-ready property is a standout Berkshire home!

Embrace the beauty of the Berkshires from this thoughtfully updated home, ideally situated on a sought-after street across from Onota Lake. Large windows fill the home with an abundance of natural light, highlighting the warmth and classic character found throughout. The many improvements include an updated kitchen, gorgeous wood flooring that creates an inviting connection to the spacious living room. A fireplace surrounded by contemporary built-in shelving brings a welcoming space boasting seasonal views of the backyard. The dining room with its original built-in cabinetry adds a cozy space for gathering. The newly finished basement offers nearly 1,000 square feet of bonus space with another fireplace, perfect for entertaining, work and/or play space or whatever your heart desires.

Meticulously maintained and lovingly cared for, this spacious four-bedroom, two-and-a-half-bath home offers the perfect combination of comfort, quality, and location. Featuring generously sized rooms throughout, this home provides ample space for both everyday living and entertaining. Pristine wood floors lie beneath the carpeting, offering the opportunity to uncover their timeless beauty. Recent improvements, including a new roof, providing peace of mind, while gas heat and central air conditioning ensure year-round comfort. Set in one of the area's most desirable neighborhoods and within a highly sought after school district, this property offers a truly special connection to its surroundings.

Welcome to 551 Tamarack Road! A beautifully updated and maintained Cape-style home, nestled on 1.28 acres in picturesque Pittsfield, MA!This charming 4-bedroom,2-bath residence boasts a perfect blend of modern amenities and classic charm. Step inside to discover a spacious, light-filled living area, ideal for gatherings and relaxation.The eat in kitchen features contemporary finishes and ample storage, seamlessly connecting to the dining area. Enjoy the convenience of 2 well-appointed bathrooms and generously sized bedrooms, perfect for family and guests.Outside, the expansive yard offers endless possibilities for outdoor activities, gardening, or simply enjoying nature.Meticulously maintained and set in a peaceful setting, this home is a true gem just waiting for you to make it your own!

Ideally located in desirable street in Lee, this well-maintained Cape blends classic charm with thoughtful modern updates. Surrounded by beautiful landscaping, the home features 4 bedrooms and 2 full baths, including 2 bedrooms and a full bath on the first floor for convenient one-level living. The updated 2022 kitchen offers granite countertops, modern appliances, and stylish finishes. Recent improvements include new windows, doors, and boiler. Enjoy warm wood floors throughout, a gorgeous wood-burning fireplace, and a generously sized partially finished basement for added living or recreational space. Relax on the spacious backyard deck overlooking the landscaped yard. An oversized 2-car garage provides ample storage and workspace.