1,897 houses for sale in Berkshire County

FIXER-UPPER IN LAKE COMMUNITY! Originally a two-bedroom, one bath, four-season cottage, this property has been completely gutted inside, offering the opportunity to design and rebuild exactly how you want it. Set in a lake community, this home sits on a newly surveyed lot and is being sold as-is. All systems-electrical, plumbing, heating-will need replacement. This is a renovation project ideal for contractors, investors, or ambitious DIY buyers. A second existing structure on the property offers potential to be rebuilt as an ADU-great for guest space or studio use. (subject to local zoning and permitting). Located just a short walk to the lake, the setting is peaceful, and the possibilities are wide open. Bring your plans and vision-this property is ready for transformation

Year round retreat in the Lake Buel Community. Thoughtfully designed spaces, cozy and unpretentious. The living area, comfortable for family and guests, has vaulted ceiling and Gas Fireplace, making this home just as inviting in the cooler months. Kitchen is functional, attractive and updated. Simple lines, wainscoting, wood floors, ductless A/C units. The Sunroom is perfect for Dining, board games or snuggling up with a book. Wonderful sunny deck, and a grassy lawn with fire pit. Upgrades include fenced yard and Generator! A shed to store your kayaks and bikes. Deeded Lake access. Minutes to Great Barrington town center, Butternut Ski Area and Hiking Trails. Easy access to Lake, just over the knoll

Come see this charming 3 bedroom 2 bath home. Situated in a charming neighborhood with views of Beautiful Pontoosuc Lake. Many updates including newer furnace and a 9 year old roof. The interior is freshly painted and there is a very spacious yard. Home underwent a complete renovation in 2017. 1st floor Laundry

Welcome home to this versatile 2-to-3-bedroom Cape-style property, perfectly situated on a sought-after street. Designed for both comfortable daily living and effortless entertaining, the generous first-floor footprint boasts an expansive double living room anchored by a cozy pellet stove, alongside a formal dining room perfect for gatherings. Bathed in natural light, the inviting sunroom offers a seamless transition to the outdoors.The property features a flexible layout easily adapted to your needs, a detached 2-car garage, and an extraordinary, oversized lot. Gardeners and outdoor enthusiasts will fall in love with the expansive yard, already established with beautiful gardens and offering endless space to play, relax, or expand. Don't miss this rare Berkshires gem!

Escape to the peace and tranquility of the Berkshires with this charming one-level home nestled on 1.4 acres in Savoy. Featuring two bedrooms and one full bath, this property offers comfortable living surrounded by nature, complete with brook frontage that provides a soothing atmosphere. Recent updates include an on-demand heating and hot water system, offering improved efficiency and convenience. A standout feature of the property is the detached outbuilding, offering endless possibilities. Create an art studio or explore the potential for an ADU, home office, or hobby space. If you've been searching for a peaceful retreat to relax and enjoy the beauty of the outdoors, this Savoy property is one you won't want to miss

Three family investment opportunity located close to downtown North Adams. Featuring one 3-bedroom, 1-bath unit and two 1-bedroom, 1-bath units across approximately 3,018 square feet. All units are currently vacant, creating an opportunity for investors seeking market-rate rental potential or owner-occupants looking to offset expenses with additional units. Each apartment includes separate heating, electric, and hot water systems along with individual laundry hookups for added tenant convenience. Hardwood floors run throughout much of the property, and the spacious yard provides additional outdoor space alongside off-street parking. Conveniently positioned near MASS MoCA, Massachusetts College of Liberal Arts, downtown dining, retail, and local attractions, this Berkshire County multi-family presents strong long-term investment potential

Beautifully maintained inside and out, this move-in ready 3-bedroom Ranch offers the perfect blend of comfort, updates, and outdoor living. Gleaming hardwood floors, abundant natural light, and a stunning floor-to-ceiling stone fireplace create a warm, inviting living space. The finished lower level with custom bar adds exceptional bonus space for entertaining, hobbies, or relaxing. Outside, enjoy an expansive composite deck overlooking a beautifully landscaped, fully fenced backyard with fire pit and storage shed. Recent improvements include a new transferable 50-year roof (2025), fence (2025), remodeled bath, finished basement, deck, updated flooring, and more. Every room reflects the pride of ownership this home has received. Simply unpack, settle in, and enjoy

Discover quintessential Berkshire charm and modern elegance in this Sheffield retreat. Sitting on 2+ level acres, this 3BR, 3.5BA residence offers 2,748 sq ft of pristine living space across 3 independent levels. The sun-drenched open main floor features wide-plank oak floors, a cozy gas fireplace, a convenient half bath, and a chef's kitchen of your dreams flowing to a wrap-around deck. With 3 private suites-including a primary oasis, a secluded loft, and a walk-out lower level with a wet bar-this property is a perfect or private escape. Enjoy peace of mind with new multi-zone HVAC, spray foam insulation, UV water filtration, and a whole-home generator, all high efficiency systems. Located 15 minutes to Great Barrington and 45 minutes to the Wassaic NYC train. Come see!

Located on a low-traffic, dead-end street in a desirable Dalton neighborhood, this well-maintained home offers 3 bedrooms, 2 baths, and over 1,700 sq. ft. of well-designed living space. Enjoy a fully fenced yard with a new Trex deck, hot tub, and storage shed-perfect for entertaining or relaxing. Inside, you'll find spacious bedrooms, a convenient mudroom, and original oak hardwood floors in the main living areas, with additional hardwood beneath the bedroom carpeting. Replacement windows, including the front bay window and rear slider, updated electrical service, and a newer composite deck add to the home's appeal. Close to schools, parks, and local amenities, this home is ready for its next chapter

Walk right into downtown Adams for coffee or dinner, or head out for an adventure. You are just minutes away from the Ashuwillticook Rail Trail,Greylock Glen and Mount Greylock. Comfort, convenience, and epic outdoor recreation-this one checks every single box. This beautifully remodeled 4-bedroom, 2-bath Colonial perfectly blends timeless character with sleek, modern upgrades. No projects, no stress-just turn the key and start living. Showstopping brand new, featuring stunning quartz countertops and sleek new appliances.Gorgeous, freshly refinished yellow pine floors that bring all the warmth. Crisp, fresh paint throughout means a blank canvas for your style. Set on a rare double lot, this property gives you the kind of privacy that's hard to find so close to town

Experience the beauty of Berkshire lakefront living on beautiful Pontoosuc Lake, where breathtaking sunrise views, peaceful waters, and exceptional privacy create the perfect year-round retreat. Nestled in the heart of the Berkshires, this beautifully remodeled home blends luxury, comfort, and thoughtful design, ideal for both everyday living and entertaining by the lake. The home features a gorgeous open-concept floor plan, central air conditioning, efficient natural gas heating, and a striking fireplace anchoring the spacious living area. The residence offers five spacious bedrooms, plus an additional versatile bonus room with convenient deck access, along with four beautifully appointed bathrooms featuring refined finishes throughout. The remodeled kitchen showcases timeless updates and flows seamlessly into the expansive living and dining spaces. A large open mudroom and first-floor laundry provide excellent everyday functionality and convenience for guests

Central Berkshire Location. This versatile 2-family home has been used as a single family for many years; however, has 2 egresses and is listed as a 2-family with town. Impeccably maintained featuring large bright rooms, natural wood trim and floors along with a newer top-of-the-line Buderus boiler, indirect hot water system and two 275-gallon oil tanks, Vinyl windows throughout. Spacious back deck overlooks the big, private back yard. Beautiful views of Greylock Mountain Ridge. Outside too is a private patio area. 2-car detached garage. This home is in turn-key condition and could be yours to enjoy before fall! Would make a great 2nd home with the tenant paying the mortgage! Easy to show

Fantastic 4 BR Otis Wood Lands Contemporary situated at the end of a cul-de-sac close to all community amenities! This spacious home has great spaces for family and friends. Furniture negotiable. Community amenities include pool, tennis/pickleball courts, fitness room, playground, lodge, lake and beach. New septic in 2023, new hot water heater 06/2025, new roof 2003. $4,000 reserve fund fee due from buyer at closing

Bring your contractors and your imagination to this unique fixer-upper, an old carriage barn with an attached apartment. The spacious barn features original beams with large open areas. The lush grounds are complemented by charming rock walls and rustic outbuildings. With a convenient location close to all the Berkshire attractions, this property is ideal for transformation into a one-of-a-kind retreat!

Set on four private acres along a quiet stretch of road near the Housatonic, this is a property that keeps to itself. No sightlines from the neighbors, no road noise to speak of, just the sound of the brook that runs through the back of the yard. This is a place built for quiet enjoyment, and the land delivers it in full. The gardens are the kind that take decades to get right, and someone got them right. The driveway is lined with rhododendrons that light up every spring, and from there the whole landscape is paced to bloom straight through summer. Fruit trees, azaleas, perennials, blueberries, raspberries. Walk it in July and you understand: this wasn't landscaping, it was devotion. And for all that's established, there's still room to put your own touch. Inside, the first floor opens up and flows, with wood floors throughout and a wood-burning fireplace that anchors the whole space. A full bath sits on the main level. Upstairs, the primary has its own en suite, and the other two bed

Back on the market, and someone else's loss is about to be your gain. Some homes just feel right the moment you arrive. Sitting at the end of a dead-end street, 96 Boylston offers the kind of quiet and privacy that's hard to find this close to downtown Pittsfield. No through traffic, no neighbors driving past, just a peaceful street that's yours to enjoy. Step inside and you'll find a clean, modern interior that's been thoughtfully updated throughout. The kitchen is the standout, wide open with new countertops and appliances that make it as functional as it is inviting. New flooring and an updated bath round out an interior that is completely move-in ready. Outside is where this property really sets itself apart. Connecting the house to the 2-car garage is an enclosed sunroom with windows overlooking the backyard, a bonus space that works year round, whether you're sipping coffee on a cold morning or keeping an eye on the backyard. The fenced backyard with a firepit gives you a great p

Completely remodeled Berkshire retreat in the heart of Sandisfield, MA, offering modern comfort with timeless New England charm. If hiking is your thing, a few highlights in town are Mount Toby Trail as well as Sunderland Caves and Sugar Shack via Robert Frost Trail. along with the sound of nearby babbling brook! Renovations include a new septic system, new insulation, Buderus boiler and thoughtfully redesigned living spaces throughout. The stunning new kitchen features modern finishes and flows seamlessly into the main living areas, perfect for entertaining or quiet weekends away. Brand-new bathrooms include stylish walk-in showers, creating a spa-like feel. Convenience meets functionality with laundry located on every level of this home

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

EXPANDED CONTEMPORARY CAPE Appointed with elegant detail, masterfully crafted, this stunning home is nestled on over 9 private acres offering 9 rooms, 4 bedrooms, 3 full and 2 half baths. An open floor plan flows seamlessly from the generous living room, featuring a striking coffered ceiling and a fireplace surrounded by natural raw granite, into a large kitchen and dining area perfect for entertaining. A stunning wrought iron detail by Ivan Bailey enhances the staircase. A media room with glass-paned sliders and built-in bookcases completes the exceptional living space. The first floor primary ensuite is a true retreat, boasting a soaring vaulted ceiling and two large walk-in closets. The second floor offers three additional bed rooms, and two full baths. A large screen porch and patio takes in the lovely landscape. A three-car garage completes this magnificent property located in centrally located Stockbridge. Central to all Berkshire County and cultural venues!

INVESTOR ALERT - Two family home close to the PORCHES and MASS MOCA - this home is a work in progress for the HANDY INVESTOR - Both sides are partially framed -Material being left are oak flooring, sheetrock, vinyl siding, fencing and trex, and four new windows, and an electrical panel - No heat - Someone with some hard work and vision will enjoy their hard work - Natural gas available - Priced to sell

Nestled in a magical woodsy setting on a lightly-travelled country road, this uniquely charming home is a standout. Designed and renovated with exceptional taste, enter the front door and you won't want to leave. The open-floorplan living area includes a gourmet kitchen, a gas fireplace, and access to a wide, screened porch overlooking acres of wooded privacy. The hallway off the entry foyer/mudroom leads past the powder room to the cozy primary suite. At the top of the open staircase you'll find a comfortable sitting nook between 2 more bedrooms and a second full bath. The lower level has a large finished room with another gas fireplace and the third full bathroom, perfect for use as a family room or fourth bedroom. There's also large separate storage. Only 10 minutes from the private Otis Community Beach

Welcome to 53 Off South Street, Hinsdale, MA! This Contemporary Raised Ranch offers 3 bedrooms and 2 bathrooms on a flat 0.38 acre lot with a large open yard in a quiet setting. Step into the split-level entry and head upstairs to a bright living room, open kitchen, two bedrooms, and a full bath. The lower level features a spacious family room with bar area, a third bedroom, laundry room, mudroom, and a second bathroom ready for your finishing touches. With its unique design, flexible layout, and peaceful location, this home offers a wonderful opportunity to add value and enjoy all that Berkshire living has to offer

First time ever offered! Single Level Living Surrounded by Gardens You'll Fall in Love With Lovingly maintained by the original builder's family, this cherished ranch is ready for it's next chapter. Recently refinished hardwood floors, a fireplace, and a sun filled four season room with French doors overlooking established perennial gardens create a warm and inviting atmosphere. Years of thoughtful gardening have transformed the backyard into a peaceful retreat. A newer roof offers added peace of mind, while the home's solid craftsmanship is ready for your personal touch. A rare opportunity to own a home filled with quality, character, and timeless appeal in one of Pittsfield's desired neighborhoods

Lovingly maintained contemporary Cape set on just over an acre with beautiful mountain views, ideally located on a paved country road just minutes from everything the Berkshires has to offer. This comfortable home is surrounded by established perennial gardens and fruit trees, creating a peaceful and private setting. The front entry welcomes you into a relaxing three-season screened porch-perfect for morning coffee or unwinding at night. Inside, the open-concept first floor features a bright, light-filled kitchen with cherry cabinets, stainless steel appliances, and a double oven, seamlessly flowing into the dining area with custom cherry built-ins and direct access to the deck overlooking the landscaped yard. The living room offers a cozy gas fireplace and room to gather. The first-floor primary bedroom is adjacent to a beautifully finished bathroom with custom tile and a frameless glass shower. Upstairs, you'll find a spacious, second living space/den, along with three bedrooms-one c

Welcome to Windsor! This split level home is updated and renovated and waiting for its new people! 3 bedrooms and a full bath are on the upper level. The main level boasts living room with stone fireplace, Dining room with slider to the back yard and kitchen with white cabinets! Lower level has a half bath and laundry room combo - a large storage closet or pantry - and a nice sized room for TV or office! Lower level goes to attached one car garage and to the basement. This home had a new roof and new exterior paint 5 years ago, along with a new furnace, new oil tank and new water heater! Main floor and rec room freshly painted! Nice sized back yard surrounded by trees for privacy and a short path leads to open meadow. Schools are Central Berkshire Regional School District