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370 Grange Hall Rd, Dalton
$449,900
4 Beds ⋅ 3 Baths ⋅ 73589972 MLS
Discover the charm of country living in this inviting four-bedroom, 2.5-bath home set on 3.03 acres in Dalton, MA. Featuring an attached two-car garage, beautifully landscaped grounds, mature trees, and spectacular mountain views. This property offers a peaceful setting with plenty of space to relax and entertain. Inside, distinctive details include oak floors, wood ceilings, cedar siding, skylights, and ceramic tile. The first floor features a kitchen, formal dining room showcasing a stunning wall-to-wall stone fireplace, and spacious living room with a cozy fireplace and sliding doors leading to the front porch-perfect for enjoying the fresh air and surrounding scenery. A first-floor bedroom with a private full bath, an additional half bath, and laundry add convenience.The heated sunroom provides another inviting space to unwind and enjoy the changing seasons.Upstairs, three additional bedrooms and a full bathroom offer flexible space for family, guests, or a home office. The basement expands the home's entertaining potential with a spacious family room, bar, and hot tub - ideal for gatherings or relaxing at the end of the day.Surrounded by the natural beauty of the Berkshires, this property combines timeless character, versatile living spaces, and the tranquility of a country setting. Enjoy scenic mountain views, room to room, and a welcoming home designed for comfortable everyday living and entertaining.

370 Grange Hall Rd, Dalton

4 Kerr Ave, Adams
$159,000
4 Beds ⋅ 2 Baths ⋅ 73586757 MLS
Discover the space and character of this generously sized Adams home, offering 4 bedrooms, 2 full baths, and approximately 2,182 square feet of living space. Set on a 0.36-acre lot, the property features a spacious yard, plenty of parking, and a detached 2-car garage. Large rooms and a welcoming sitting porch provide plenty of room to relax or entertain. Enjoy beautiful Mount Greylock views from the second floor. The property is listed as a two-family home but offers flexibility for use as a single-family residence. Updated electrical service adds convenience, while the location provides easy access to the best of the Berkshires. A great opportunity to add your personal touches and make this property your own.

4 Kerr Ave, Adams

2336 West Center Rd, Otis
$719,900
4 Beds ⋅ 3 Baths ⋅ 73586452 MLS
9 PRIVATE ACRES, 2,700 SQ. FT. OF LIVING SPACE & EVEN MORE POTENTIAL!If you’ve been searching for a home that offers space, privacy, beautiful scenery, and room to grow, this is one you won't want to miss! Nestled on 9 breathtaking acres, this beautifully maintained home features 3 spacious bedrooms, each with its own private en-suite bathroom, offering the perfect combination of comfort and privacy.But what truly makes this property stand out is its incredible versatility! In addition to the existing living space, you'll find 2 additional rooms that offer exciting potential for future bedrooms, home offices, or hobby spaces. The basement and spacious attic above the garage provide even more possibilities for additional usable space or storage!Whether you're looking for room to spread out, work from home, entertain, or simply enjoy the peace and privacy of your own acreage, this property has so much to offer.With this much space and potential, you truly have to see it in person to appreciate everything it has to offer!Schedule your private showing and discover the possibilities for yourself!

2336 West Center Rd, Otis

774 Main St, Dalton
$375,000
4 Beds ⋅ 2 Baths ⋅ 73582247 MLS
This charming Colonial blends classic character with thoughtful improvements, including a GAF roofing system, new Harvey windows, and new gutters adding long term value. Inside, enjoy a kitchen with ample cabinet space, granite countertops, and a new refrigerator, along with refreshed bathrooms, fresh interior paint, refinished original hardwood floors, and the added convenience of a half bath. The large unfinished basement, with a newer heating system and water tank, offers valuable additional space and plenty of potential for future use. Ideally situated along Main Street, the property provides quick access to local shops and outdoor recreation throughout the Berkshires, while being conveniently close to all of Dalton’s schools. A great opportunity to make your own. Seller concessions are available towards buyers closing costs.

774 Main St, Dalton

577 Mallard Unit 577, Lee
$1,450,000
4 Beds ⋅ 4 Baths ⋅ 73581439 MLS
Experience upscale, maintenance-free living in desirable Devon Meadows, where the beauty and tranquility of the Berkshires meet exceptional comfort and convenience. Ideally located near Lenox and Stockbridge and just 5 minutes from Tanglewood, this impressive luxury condominium places you close to the heart of the region’s renowned cultural, dining, shopping, and outdoor attractions while offering the peaceful surroundings of a country setting. Designed with both everyday living and entertaining in mind, the home features a spacious, open floor plan with an easy flow between living areas. The first floor provides the convenience of one-level living with a generous primary bedroom suite and first-floor laundry. A versatile fifth bedroom on this level offers flexibility and could easily serve as a private home office, den, library, or comfortable guest room. The second floor provides additional space for family and guests with three generously sized bedrooms and two full baths. A spacious family room creates another inviting gathering area, perfect for relaxing, watching movies, reading, or simply enjoying quiet time away from the main living spaces. The thoughtful layout offers an ideal combination of privacy and togetherness, making the home well suited for full-time living, a Berkshire retreat, or those who enjoy welcoming overnight guests. Devon Meadows offers the opportunity to enjoy a low-maintenance lifestyle without sacrificing the space and comfort of a substantial home. Spend less time worrying about exterior upkeep and more time experiencing everything the Berkshires has to offer. Enjoy performances at Tanglewood, explore the shops, restaurants, and galleries of Lenox and Stockbridge, or take advantage of the area’s abundance of hiking, golfing, skiing, lakes, trails, and year-round recreation. Whether you are searching for a primary residence or a sophisticated Berkshire getaway, this exceptional condominium offers spacious living, a flexible floor plan, first-floor primary suite, and an outstanding location. Enjoy peaceful country living just minutes from some of the Berkshires’ most treasured destinations—a wonderful combination of luxury, convenience, culture, and natural beauty.

577 Mallard Unit 577, Lee

45 Stoddard Ave, Pittsfield
$309,900
4 Beds ⋅ 2 Baths ⋅ 73577418 MLS
Space to live, work, entertain and make your own, all under one roof. Welcome to 45 Stoddard Ave, a beautifully updated 4-bedroom home offering over 2,000 square feet of living space with room for just about everything. Renovated just a few years ago and featuring a freshly painted interior, this home is move in ready with a floor plan designed for flexibility. In addition to four bedrooms, you’ll find an additional office space, while the partially finished basement provides a second bonus room and half bath, great for large families or needed versatility. Outside, a patio creates the perfect spot for relaxing or entertaining, while a custom shed adds convenient storage. Spacious corner lot, versatile and already updated, this Pittsfield home offers the extra room today’s buyers are looking for, both inside and out. Welcome home!

45 Stoddard Ave, Pittsfield

7 Iron Mine Road, West Stockbridge
$849,000
4 Beds ⋅ 4 Baths ⋅ 73579375 MLS
Set well back from a quiet road beneath mature trees, this one-owner West Stockbridge home offers an immediate sense of privacy, with gardens, lawn and woods gathered around it. Peaceful without feeling isolated, the house has the easy spirit of a modern farmhouse and a relaxed connection to its Berkshire setting.Inside, generous windows bring the landscape into nearly every room. Sunlight moves across bamboo floors, radiant heat adds warmth underfoot, and long sightlines connect the living, dining and kitchen spaces while allowing each to retain its own character. The kitchen sits naturally at the center of daily life with generous workspace and garden views.A light-filled sunroom is a standout, with a cathedral ceiling, exposed beams and windows on three sides overlooking the surrounding greenery. The inviting front porch and rear deck create additional places to sit, dine and enjoy the changing seasons.Upstairs, a broad landing anchors the second floor. The primary bedroom includes an en suite bath and walk-in closet, with three additional bedrooms and another full bath nearby. Above, an expansive third floor adds exceptional flexibility with gathering space, an office, another bath, study/craft space and room for fitness—ideal for working from home, guests, hobbies or simply spreading out.Outside, established gardens of hydrangeas and flowering borders mingle with mature trees, lawn and woodland edges. A vine-covered pergola is tucked into the greenery, and seasonal valley views emerge as the leaves fall.Additional features include four bedrooms, three levels of flexible living space, radiant heat and an attached two-car garage. Just minutes from West Stockbridge village, with Stockbridge, Lenox, Tanglewood and the cultural life of the Berkshires within easy reach, this is a home shaped around light, privacy, gardens and room to live.

7 Iron Mine Road, West Stockbridge

40 8th St., Pittsfield
$529,000
4 Beds ⋅ 3 Baths ⋅ 73575836 MLS
Tucked away at the end of a quiet dead-end street with zero through-traffic, this newer, expansive Colonial offers grand scale, total privacy, and an unbeatable location just 20 minutes from the New York border. It truly feels like your own hidden retreat, yet you are just minutes from the lake, a local dog park, shopping, and dining.The exterior boasts incredible curb appeal with its premium, freshly stained redwood-toned cedar siding and a brand-new roof. Step out into your backyard paradise, featuring a newly stained dark green entertaining deck, a sparkling aboveground pool with its own custom surrounding deck, and a spacious matching shed for all your outdoor storage needs. Inside, the home shines with beautiful hardwood floors throughout and premium Andersen windows that flood the rooms with natural light. The heart of the home is a newly updated kitchen featuring gorgeous granite countertops, complemented by a versatile, partially finished basement. With all major maintenance completely done for you, this pristine property delivers the ultimate blend of secluded luxury and modern convenience.

40 8th St., Pittsfield

48 Fourth, 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

114 Christian Hill Rd, Great Barrington
$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

10 Berkshire Heights, Great Barrington
$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 Park Ave, Dalton
$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

13 Hayes Pond Rd, Otis
$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

79-B Woodmere, Becket
$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

79-A 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

135 Mallard Dr, Becket
$614,900
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

477 Mohawk Trl, Florida
$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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