Berkshire County, MA Real Estate Search

Berkshire County, MA 4 Bedroom Homes for Sale

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Newest Berkshire County, MA 4 Bedroom Homes for Sale

$529,000
4 Beds ⋅ 3 Baths ⋅ 73575836 MLS
Charming Colonial on a dead-end street! This well-maintained 4-bedroom home offers plenty of living space and is situated on a spacious 0.80-acre lot. The home features a comfortable layout, full basement, and attached garage, along with plenty of outdoor space to enjoy. Conveniently located in Pittsfield, with easy access to local schools, shopping, dining, and other city amenities.

40 8th St., Pittsfield
$264,900
4 Beds ⋅ 2 Baths ⋅ 73575640 MLS
Attention Investors & Portfolio Builders! Exceptional turn-key opportunity to acquire a high-yield, fully leased 2-family home in Pittsfield. Built in 1880, this solid Colonial-style income-producer delivers an ideal layout optimized for low landlord overhead and immediate, stable cash flow from day one. A standout feature of this asset is the entirely separate utility infrastructure, substantially lowering your operational expenses. The downstairs unit (Unit 1) features a comfortable 5-room, 2-bedroom, 1-bathroom unit. The sprawling upstairs unit (Unit 2) offers a spacious 6-room configuration, including 2 traditional bedrooms plus a flexible bonus room—perfect as a 3rd bedroom or home office—complete with its own dedicated in-unit laundry room. With separate meters in place, the tenants handle their own primary utility bills, keeping your net operating income predictable and protected. Both units are used as 3 Bedroom units. The property sits on a low-maintenance 2,613 sq. ft. lot requiring minimal seasonal landscaping or upkeep, and includes essential off-street parking. Structurally sound with an interior-access fieldstone foundation and durable asphalt shingle roofing, this building has been well-maintained. Positioned just moments from downtown Pittsfield, tenants enjoy unparalleled convenience with immediate proximity to local employment hubs, public transit lines, commuter routes, public parks, dining, and retail centers. If you are looking to execute a stable buy-and-hold strategy and clear a strong capitalization rate with active tenant leases already in place, 48 Fourth Street represents an incredibly strategic addition to your real estate portfolio. The low FY2026 residential tax rate further bolsters your bottom line. Do not miss this low-overhead, high-demand multi-family asset. Schedule your walkthrough today!

48 Fourth, Pittsfield
$320,000
4 Beds ⋅ 2 Baths ⋅ 73572123 MLS
Spacious detached two-family flat for sale in Clarksburg, MA, just over the town line. Offering 4,464 square feet with four bedrooms and two bathrooms, this property features large rooms and high ceilings.

39 Middle Rd, Clarksburg
$259,900
4 Beds ⋅ 2 Baths ⋅ 73571195 MLS
Move-in ready 4-bedroom, 1.5-bath home with a spacious barn! Pride of ownership shines throughout this beautifully maintained home. The first floor offers a welcoming living room, dining room, kitchen, one bedroom, and a convenient half bath. Upstairs features three additional bedrooms and a full bath. Enjoy your morning coffee on the front porch or relax in the private backyard accented by white vinyl fencing. The detached barn with electricity offers endless possibilities for garage parking, a workshop, hobby space, storage, or the ultimate man cave or she shed. Conveniently located within walking distance to downtown North Adams and Mass MoCA. This private oasis could be yours!

22 South Street, North Adams
$3,695,000
4 Beds ⋅ 6 Baths ⋅ 73568631 MLS
STILL HOUSE brings a new level of contemporary design to the Berkshires—quietly luxurious, exquisitely detailed, and made to be lived in. Minutes from the center of Great Barrington, this newly completed 5,148-square-foot home pairs the distinctive vision of acclaimed Brooklyn studio Me & General Design with exceptional craftsmanship and materials throughout. Four bedrooms, five-and-a-half baths, a heated saltwater pool, bespoke spa and fitness spaces, solar energy and exceptional privacy make this as much a retreat as a home.Preserved stone walls from the original structure bring history, texture and a distinctly Berkshire character to the new architecture. The main living level opens into a dramatic kitchen, dining and living space with cathedral ceilings, two stories of glass and views into the surrounding landscape. The custom Porcelanosa kitchen features richly veined stone, a substantial island, induction cooking, double ovens, integrated refrigeration, microwave drawer, dedicated coffee station and breakfast nook. A separate stone-walled sitting room offers a restored wood-burning fireplace and a more intimate place to gather.The main-level primary suite makes true one-floor living possible, with direct deck access, a walk-in closet and private bath. Upstairs are two additional bedrooms and two full baths, plus a library/sitting area overlooking the great room. The light-filled lower level includes a private fourth bedroom suite, home cinema, office, yoga/Pilates studio, traditional Canadian red cedar sauna, full bath and laundry.High-efficiency multi-zone heat pumps, radiant lower-level heat and solar energy support year-round comfort. Outside, the heated saltwater pool is set against mature trees, with decks, paths, stonework and an outdoor fireplace creating places to gather throughout the seasons. Landscape design by Windy Hill Farm complements the natural setting.Lake Mansfield, Monument Mountain, Ski Butternut, Tanglewood, Jacob's Pillow and the restaurants, shops and cultural life of Great Barrington are all within easy reach.STILL HOUSE is the inaugural residence of NUESTRA Collection, a series of design-led Berkshire homes created around a simple idea: exceptional contemporary design should feel as good to live in as it is to look at.

114 Christian Hill Rd, Great Barrington
$180,000
4 Beds ⋅ 2 Baths ⋅ 73567609 MLS
Conveniently located near downtown Pittsfield, this home sits on .14 acres with a backyard for entertaining and garage for storage. The first floor offers a living room, dining room, kitchen, bathroom, and a flexible space with many possibilities. Upstairs are 3 bedrooms, a full bathroom, and a walk-up attic. The walk-out basement provides additional potential. Major updates include cellulose insulation and basement air sealing/weatherstripping (2017), new roof (2019), new furnace (2021), furnace cleaning (2025), and chimney reconstruction with stainless-steel liner (2025). Ideal for those looking to bring their own renovations and bring out this home's great potential. Property is being sold AS IS with all contents remaining.

39 Hull Ave, Pittsfield
$179,000
4 Beds ⋅ 2 Baths ⋅ 73566686 MLS
Opportunity awaits with this home offering approximately 1,493 square feet of living space on a generous 12,807 sq. ft. lot. This property presents a great starter-home opportunity with solid bones and plenty of potential for updates and personalization. The spacious lot provides ample room for outdoor enjoyment and future improvements. With some TLC, this home offers an excellent opportunity to bring your vision to life. Conveniently located near Pittsfield shopping, dining, schools, and local amenities.

23 Walnut St, Pittsfield
$2,149,000
4 Beds ⋅ 5 Baths ⋅ 73558556 MLS
Luxurious, fully-modernized 1850s Victorian in the heart of Great Barrington. Elegant, four-story 3600 sq. ft. newly renovated clapboard and shingle house with covered porch. Meticulous renovation features chef's kitchen, 4+ bedrooms, 4.5 bath, second floor and basement laundry, walk-out finished basement with private entrance and bathroom, perfect for guest suite or professional office. High-end appliances, including 6-burner Wolf stove and Bosch French door refrigerator with two freezer drawers, Bosch dishwasher, wine cooler and microwave in the island. Full-size prep sink in the kitchen island, 36'' farmhouse sink in the main counter. Cabinets are all-wood with soft-close drawers and doors; vented whole-house A/C and heat pump with propane back-up; primary bath with heated floor gas grill. EV charging station in driveway. Walking distance to Lake Mansfield and Main Street shops, restaurants and theaters. House can be sold furnished.

10 Berkshire Heights, Great Barrington
$1,275,000
4 Beds ⋅ 6 Baths ⋅ 24193129 MLS
MAGNIFICENT circa 1913 ESTATE Rare opportunity to own a distinguished country estate. The stately main home showcases exceptional craftsmanship, a grand foyer with sweeping staircase, expansive kitchen with butler's pantry, formal living spaces, sun porch, and multiple covered porches. The luxurious primary suite offers a sitting room, balcony, sun porch, and spa-like bath. Three additional bedrooms, two baths and two offices complete the second floor. A finished third floor provides flexible additional space. Attached spacious garage that can park 4 cars in double tandem. Surrounded by mature grounds on 5.7 acres and within walking distance of village of Dalton.

1 Park Ave, Dalton
$379,900
4 Beds ⋅ 2 Baths ⋅ 73552637 MLS
Come enjoy the peace and quiet in this beautifully redone two-family property! This home has been completely updated from top to bottom, including New Roof and Siding, new walls, floors, and kitchen. Brand new fence for added privacy, a fully renovated basement with fresh concrete flooring, new water heaters, washer and dryer hookups on both floors, in addition, an upgraded electrical system. Whether you're looking for a comfortable home or a great investment opportunity, this property is move-in ready and built to last.

48 Curtis, Hinsdale
$1,275,000
4 Beds ⋅ 8 Baths ⋅ 73552517 MLS
MAGNIFICENT circa 1913 ESTATE. Rare opportunity to own a distinguished Berkshire. The stately main home showcases exceptional craftsmanship, a grand foyer with sweeping staircase, expansive kitchen with butler's pantry, formal living spaces, sun porch, and multiple covered porches. The luxurious primary suite offers a sitting room, balcony, sun porch, and spa-like bath. Three additional bedrooms, two baths and two offices complete the second floor. A finished third floor provides flexible additional space. Attached spacious garage that can park 4 cars in double tandem. Surrounded by mature grounds on 5.7 acres and within walking distance of village of Dalton.See the Stone House Properties web site for further details.

1 Park Ave, Dalton
$474,999
4 Beds ⋅ 3 Baths ⋅ 73550281 MLS
Privacy, space, and the beauty of the Berkshires come together at 125 Town Hill Road. Set on nearly 3 wooded acres in the peaceful town of Sandisfield, this 4-bedroom, 3-bath contemporary offers a private retreat surrounded by nature. The home features comfortable living spaces, a screened porch, spacious deck, finished walk-out lower level, and a private tennis court. Enjoy the serenity of country living while being conveniently located near lakes, hiking, skiing, restaurants, galleries, and the charming towns of the southern Berkshires. A special setting for a year-round home or Berkshire getaway.

125 Town Hill Rd, Sandisfield
$179,900
4 Beds ⋅ 2 Baths ⋅ 73548783 MLS
Excellent investment or owner-occupied opportunity! This two-family flat offers two 2-bedroom, 1-bath apartments in a convenient Pittsfield location. Features include hardwood floors, a walk-up attic, public water and sewer, natural gas heat and hot water, two electric meters, one boiler, two hot water heaters, a spacious backyard, and ample off-street parking. The first-floor unit is owner-occupied, while the second-floor unit is vacant and in need of repairs, offering excellent value-add potential. Conveniently located near Berkshire Medical Center, downtown, schools, parks, shopping, restaurants, and cultural attractions. Property is being sold AS IS.

15-17 Alden Ave, Pittsfield
$1,100,000
4 Beds ⋅ 3 Baths ⋅ 73531374 MLS
EXCEPTIONAL WATERFRONT RETREAT ON TRANQUIL HAYES POND!Nestled on over 3 private acres w/an extraordinary 650 feet of frontage on Hayes Pond,this exceptional waterfront retreat offers sweeping elevated views,a private dock, sandy beach, & direct access to swimming, kayaking, & fishing.Designed to embrace its stunning natural setting,the home features expansive windows & multiple outdoor living spaces, including a wraparound deck, waterside gazebo, & screened porch w/hot tub connection--perfect for entertaining or relaxing in every season.The bright open-concept interior includes 4 bedrooms & 3 full baths,highlighted by a dramatic great room w/ knotty pine ceilings,a wood-burning stove w/stone hearth, & direct deck access overlooking the water.The spacious primary suite also opens to the deck & features its own and features its own wood-burning stove & en suite bath.The walkout lower level offers additional living space w/ a family room,full bath,& two and two bedrooms ideal for guests.

13 Hayes Pond Rd, Otis
$1,650,000
4 Beds ⋅ 4 Baths ⋅ 73520634 MLS
Pre-Construction: Step into a brand-new construction home designed to bring together modern comfort, generous space, and the natural beauty of the Berkshires. The heart of the home is an expansive open kitchen, dining, and family room area made for entertaining, slow mornings, and everyday living, complete with a walk-in pantry and seamless access to the rear deck. A separate study and additional living room offer flexibility for working from home, guests, or quiet retreat space. Upstairs, the vaulted primary suite features oversized walk-in closets and a spacious bath, joined by 3 additional bedrooms, multiple full baths, and second-floor laundry. A full unfinished basement offers future expansion potential, solar-ready design, and an attached 2-car garage add modern convenience. Ideally situated in Becket, moments from hiking, lakes, skiing, local trails, and the renowned Jacob’s Pillow arts destination, with year-round access to everything the Berkshires is known for.

79-B Woodmere, Becket
$1,650,000
4 Beds ⋅ 4 Baths ⋅ 73520630 MLS
Pre-Construction: Step into a brand-new construction home designed to bring together modern comfort, generous space, and the natural beauty of the Berkshires. The heart of the home is an expansive open kitchen, dining, and family room area made for entertaining, slow mornings, and everyday living, complete with a walk-in pantry and seamless access to the rear deck. A separate study and additional living room offer flexibility for working from home, guests, or quiet retreat space. Upstairs, the vaulted primary suite features oversized walk-in closets and a spacious bath, joined by 3 additional bedrooms, multiple full baths, and second-floor laundry. A full unfinished basement offers future expansion potential, solar-ready design, and an attached 2-car garage add modern convenience. Ideally situated in Becket, moments from hiking, lakes, skiing, local trails, and the renowned Jacob’s Pillow arts destination, with year-round access to everything the Berkshires is known for.

79-A Woodmere, Becket
$269,000
4 Beds ⋅ 2 Baths ⋅ 73519024 MLS
Enjoy this charming 4-bedroom, 2-bathroom home offering a spacious and functional layout, tasteful updates, and excellent convenience. The property features an updated heating system, efficient natural gas utilities, a large open kitchen with new appliances, and updated flooring. Both bathrooms have been recently renovated with stylish new finishes and tilework. Enjoy the flexibility of a first-floor bedroom and full bathroom, along with a partially finished basement offering additional living space, separate laundry area, and excellent storage potential. Outside, the spacious yard and detached two-car garage provide plenty of room for outdoor enjoyment, entertaining, and everyday convenience.

162 West Housatonic, Pittsfield
$189,000
4 Beds ⋅ 1 Baths ⋅ 73518714 MLS
Offering an affordable path to homeownership, this property is ideal for buyers ready to trade renting for a place of their own or investors looking to expand their rental portfolio. The first floor includes an eat-in kitchen, first-floor laundry, and a flexible room for additional living space. Bring your ideas and make it your own over time. A covered back patio extends your living space outdoors, while the fenced backyard offers room for pets. Conveniently located in the heart of Pittsfield with easy access to downtown, shopping, restaurants, schools, public transportation, and major commuter routes.

57 Adam St, Pittsfield
$624,900
4 Beds ⋅ 4 Baths ⋅ 73515295 MLS
Welcome to your private retreat in the Crystal Pond community, set on just over 2 wooded acres. This 4-bedroom, 3.5-bath home blends comfort and natural beauty in a peaceful Berkshire setting. Cathedral ceilings, skylights, and expansive windows fill the home with natural light, highlighting rich wood plank flooring throughout. The main living area features a fireplace, while a separate den includes a wood stove insert for added warmth. One second-floor bedroom offers a private loft, and two additional bedrooms feature private balconies with wooded views. Enjoy a screened-in back porch and brand new front decks, ideal for relaxing or entertaining. A two-car garage with storage above provides space for vehicles, gear, and kayaks for nearby pond access.

135 Mallard Dr, Becket
$575,000
4 Beds ⋅ 2 Baths ⋅ 73496028 MLS
Discover the epitome of lakeside living in this exceptional 4-bedroom, 2-bath home nestled in the desirable Otis Wood Lands community. This fully furnished residence seamlessly combines comfort and entertainment, featuring bright, spacious rooms and an expansive deck perfect for relaxation or hosting gatherings. Enjoy modern conveniences such as energy-efficient heat pumps, remote-controlled security systems, and Alexa-compatible features, all designed to enhance your lifestyle. Step outside to find a private beach and swimming area just moments away, ideal for launching your canoe or kayak. The community offers a wealth of recreational amenities, including a lodge for social events, a fitness center, tennis and pickleball courts, and a heated outdoor pool. With additional features like a ball field, playground, hiking trails, and picnic grove, this property is not just a home; it's a vibrant lifestyle waiting for everyone to enjoy.

303 Lakeshore, Sandisfield
$550,000
4 Beds ⋅ 2 Baths ⋅ 73475779 MLS
Building has been used as an antique business for the last 50 years. Seller had previously lived in the upstairs apartment. Located across the street from Mend and Calgary's and .5 miles from downtown Great Barrington. Selling as is, business and inventory for sale separately - negotiable with owner. Near all the cultural events specific to the Berkshires!

88-90 Main St, Great Barrington
$49,900
4 Beds ⋅ 2 Baths ⋅ 73396427 MLS
Nestled along the scenic Mohawk Trail in Drury, MA, this 3.5-acre parcel offers a unique opportunity to build your dream home or getaway retreat in the heart of the Berkshires. While the existing structure is likely a teardown, the land itself boasts natural beauty, privacy, & convenient road frontage. Just minutes from Savoy Mountain State Forest, Mohawk Trail State Forest, and the Western Gateway Heritage State Park, this location is ideal for outdoor enthusiasts, with access to hiking, skiing, and snowmobiling. The vibrant cultural hub of North Adams is less than 20 minutes away, featuring restaurants, shops, and the world-renowned MASS MoCA. Whether you're seeking a peaceful homestead or an investment property, this site offers endless potential in a stunning setting. The property is 30 minutes to Williamstown, 15 minutes from Zoar Outdoor and Berkshire East ski area in Charlemont, and roughly 40 minutes to Greenfield.

477 Mohawk Trl, Florida
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