Berkshire County, MA Homes

/57
Est $370,955 Not Listed For Sale
- 3 Beds
- 1 Bath
- 1,238 Sq Ft
49 Yorkshire Ave, Pittsfield, MA 01201

49 Yorkshire Ave, Pittsfield, MA 01201

/44
$580,000
- 2 Beds
- 2.5 Baths
- 1,814 Sq Ft
35 Chapman Rd, Pittsfield, MA 01201

A charming 1900's farmhouse, thoughtfully renovated for modern living, just over the Lenox line in Pittsfield. Set on nearly 10 subdividable acres with sweeping views of the Berkshire Hills, the property also includes a two-car garage, workshop, and small horse barn. Relax in the shaded garden nook beneath the pergola, or enjoy the eat-in kitchen at the back of the home with views of fields and

Tanya LeRose THE KINDERHOOK GROUP - PITTSFIELD

35 Chapman Rd, Pittsfield, MA 01201
/27
$430,000 Sold Aug 22, 2025
- 2,125 Sq Ft
- $202/SF
- 20 Days On Market
- 3 Beds
- 2.5 Baths
- Built 1950
377 Pomeroy Ave, Pittsfield, MA 01201

Welcome to this elegant Grand Colonial nestled in one of Southeast Pittsfield's most desirable neighborhoods. Enjoy quick access to the beloved Wellesley Park -just steps away- as well as nearby Fred Garner Park, all within a coveted community for walking dogs, jogging... Close proximity to shops, schools, and the best of Berkshire cultural and outdoor amenities.As you enter this well-maintained

Franz Forster FRANZ J. FORSTER R. E.

377 Pomeroy Ave, Pittsfield, MA 01201

/17
Est $227,023 Not Listed For Sale
- 5 Beds
- 2 Baths
- 2,014 Sq Ft
32 Madison Ave, Pittsfield, MA 01201

32 Madison Ave, Pittsfield, MA 01201

/33
$500,000
- 3 Beds
- 2 Baths
- 2,670 Sq Ft
40 Curran Rd, Cheshire, MA 01225

Welcome to 40 Curran Rd. This beautifully updated modern home sits on over an acre of private land. This turnkey home offers 3 bedrooms, 2 full baths, an open-flow layout filled with natural light. The inviting living room features a cozy wood-burning fireplace, perfect for gathering on cool fall evenings with pumpkin spice everything! Primary bedroom includes private en-suite bath. Updated

Laura Arseneau PAULA MCLEAN REALTORS INC.

40 Curran Rd, Cheshire, MA 01225
/22
$335,000 Sold Aug 22, 2025
- 1,160 Sq Ft
- $289/SF
- 5 Days On Market
- 3 Beds
- 1 Bath
- Built 1962
33 Quirico Dr, Pittsfield, MA 01201

Welcome to this charming 3 bedroom ranch located in one of Pittsfield's most desirable neighborhoods. Warm and inviting, this home features beautiful hardwood floors, a cozy wood-burning fireplace, and cedar-lined closets in each bedroom. The kitchen and dining area open to a deck through sliding glass doors, offering the perfect setup for summer BBQs and indoor-outdoor living.Downstairs, a

Danielle Giulian WILLIAM PITT SOTHEBY'S - LENOX

33 Quirico Dr, Pittsfield, MA 01201

/25
Est $256,971 Not Listed For Sale
- 4 Beds
- 3 Baths
- 2,216 Sq Ft
184 Woodlawn Ave, Pittsfield, MA 01201

184 Woodlawn Ave, Pittsfield, MA 01201

/28
$599,900 Open Sun 12PM - 2PM
- 3 Beds
- 1.5 Baths
- 1,960 Sq Ft
554 Main St, Becket, MA 01223

Charming Becket Ranch with Crystal Pond AccessThis inviting 3-bedroom, 2-bath ranch offers deeded access to Crystal Pond--perfect for swimming, fishing, and relaxing by the water. The home features hardwood floors, a cozy stone fireplace, a generous family room, dedicated home office, and a deck overlooking the pond. Set on over three acres, the property includes an oversized two-car garage and a

Audrey Matys BERKSHIRE LISTINGS

554 Main St, Becket, MA 01223
/34
$495,000 Sold Aug 22, 2025
- 2,016 Sq Ft
- $246/SF
- 49 Days On Market
- 3 Beds
- 2 Baths
- Built 1979
137 Stratton Rd, Williamstown, MA 01267

Smart and sophisticated, with a dramatically designed interior, this contemporary home offers wonderful mountain views and abuts 30 acres of protected conservation land. Beautifully situated on its own 1.88 acre parcel, the three bedroom, two full bath home features vaulted ceilings with exposed wood beams and clerestory windows; two sleek gas fireplaces; handsome, programmable automatic blinds;

Maureen Dietze ALTON & WESTALL REAL ESTATE AGENCY, LLC

137 Stratton Rd, Williamstown, MA 01267

/18
Est $341,426 Not Listed For Sale
- 3 Beds
- 1 Bath
- 1,164 Sq Ft
882 Simonds Rd, Williamstown, MA 01267

882 Simonds Rd, Williamstown, MA 01267

/49
$649,000
- 3 Beds
- 4 Baths
- 2,929 Sq Ft
223 Silver Leaf Dr, Becket, MA 01223

Spectacular Berkshire Log home. Custom built, 3000 thousand sq feet. 4 baths 3 bedrooms on the main level & 2 large rooms and a family room along w/ a workshop on the lower level. A high-tech home w/ steel roof and solar. Charging station, remote thermostats. fiber Optics. Beautiful creamy wood floors and vaulted high ceilings, custom shaped windows throughout the house. The main suite has

Ginger Conner RED HORSE REAL ESTATE, LLC

223 Silver Leaf Dr, Becket, MA 01223
/40
$515,000 Sold Aug 22, 2025
- 2,325 Sq Ft
- $222/SF
- 5 Days On Market
- 5 Beds
- 3 Baths
- Built 1995
477 Greylock St, Lee, MA 01238

Introducing this spacious Raised Ranch gem, boasting a single owner's care and attention since its construction in 1995. With 5 bedrooms, 3 full baths. The primary bedroom w/en-suite bath includes a private screened in porch to relax after a long day. The main area features an open layout for entertaining with a sunroom and second screened in porch. In-law suite on the lower level provides

Matt Carlino MACCARO REAL ESTATE

477 Greylock St, Lee, MA 01238

/38
Est $266,420 Not Listed For Sale
- 3 Beds
- 1 Bath
- 1,062 Sq Ft
147 Pine St, Dalton, MA 01226

147 Pine St, Dalton, MA 01226

/60
$549,000
- 4 Beds
- 2.5 Baths
- 2,072 Sq Ft
206 Dawes Ave, Pittsfield, MA 01201

Welcome to this beautifully appointed & pristinely maintained residence that combines timeless character with modern upgrades. Situated on a desirable corner lot, offering a fully fenced-in yard. This spacious home features generously sized rooms throughout, offering comfort & elegance at every turn. The stunning kitchen is equipped with stainless steel appliances, soapstone countertop, quartz

Jessica Rizzo LAMACCHIA REALTY, INC

206 Dawes Ave, Pittsfield, MA 01201
/60
$772,500 Sold Aug 22, 2025
- 3,328 Sq Ft
- $232/SF
- 22 Days On Market
- 5 Beds
- 6 Baths
- Built 1900
81 Egremont Plain Rd, Great Barrington, MA 01230

The ''Broadmeadow Shapiro Farm'' rich with family history, sits on 4.5 private acres and is listed for the first time in 53 years. This antique home is situated minutes from downtown Great Barrington with a peaceful and quiet setting offering multiple living spaces. Charming features include built-in bookshelves and original wood floors, and abundant natural light enhancing each room. The 3,328

Paige Paluch LANCE VERMEULEN RE, INC

81 Egremont Plain Rd, Great Barrington, MA 01230

/39
Est $312,137 Not Listed For Sale
- 3 Beds
- 1.5 Baths
- 1,372 Sq Ft
3 Mckinley St, Adams, MA 01220

3 Mckinley St, Adams, MA 01220

/37
$530,000
- 3 Beds
- 2 Baths
- 1,992 Sq Ft
35 Mechanic St, Great Barrington, MA 01230

Live in the center of Great Barrington with a private backyard of almost 3 acres on the river! This renovated farmhouse has an inviting kitchen with cozy wood stove, first floor primary suite and 2 spacious bedrooms with a shared bath on second floor. Beautiful wide-plank floors and built-ins preserve this home's history. A solar rooftop system, fully owned, brings energy efficiency and

Christine Martin COMPASS MASSACHUSETTS , LLC GB

35 Mechanic St, Great Barrington, MA 01230
/61
$2,875,000 Sold Aug 22, 2025
- 5,508 Sq Ft
- $522/SF
- 66 Days On Market
- 5 Beds
- 8 Baths
- Built 2006
258 Sandisfield Rd, New Marlborough, MA 01230

Magnficent Modern Farmhouse designed by CRISP ARCHITECTS and custom built for the owner. Estate grounds, quiet elegance and privacy. Main House, Guest House and Pool House on 10 Acres. The Main House was designed to offer soaring ceilings and plenty of natural light. The Den w/ Fireplace will be your ideal retreat, and the dine-In Kitchen will please any gourmet. First floor Primary Bedroom w/

Steven Weisz WILLIAM PITT SOTHEBY'S - GT BARRINGTON

258 Sandisfield Rd, New Marlborough, MA 01230

/25
Est $234,631 Not Listed For Sale
- 3 Beds
- 1 Bath
- 940 Sq Ft
23 Baker St, Lanesboro, MA 01237

23 Baker St, Lanesboro, MA 01237

/33
$599,000
- 3 Beds
- 2.5 Baths
- 1,424 Sq Ft
19 Washington Square, West Stockbridge, MA 01266

Charm. You'll find it in this 3BR, 2.5BA West Stockbridge home. The charm of a farmhouse fence, lush with white hydrangeas, roses, and day lilies, set along a peaceful street where neighbors jog, push strollers, or walk their dogs. The charm of luminous freshly painted interiors and windows framing views of greenery on all sides--mists atop Lenox Mountain, vivid sunsets, and star-spangled night

Maggie Merelle WILLIAM PITT SOTHEBY'S - GT BARRINGTON

19 Washington Square, West Stockbridge, MA 01266
/32
$410,000 Sold Aug 22, 2025
- 1,147 Sq Ft
- $357/SF
- 157 Days On Market
- 3 Beds
- 2 Baths
- Built 1950
10 Elm Rd, Pittsfield, MA 01201

Discover the charm of this beautifully updated Richmond Shores home, perfect for year-round living or a seasonal retreat. With a spacious deck with views of Richmond Pond, this move-in-ready gem offers modern updates inside and out. A vaulted ceiling with skylights enhances the bright and airy entry and dining area, while the fireplace in living room and wood floors create a warm, inviting

Claire Pollart LANCE VERMEULEN RE, INC

10 Elm Rd, Pittsfield, MA 01201

/4
Est $195,808 Not Listed For Sale
- 4 Beds
- 2 Baths
- 2,016 Sq Ft
287 Columbus Ave, Pittsfield, MA 01201

287 Columbus Ave, Pittsfield, MA 01201

/58
$549,000
- 4 Beds
- 2 Baths
- 1,840 Sq Ft
30 Mountain Laurel Way, Monterey, MA 01245

Nestled in an idyllic, peaceful setting on nearly 26 acres this charming rustic log cabin offers the perfect blend of privacy, tranquility, and natural beauty. Located in a quiet, serene area, this home promises absolute solitude while being just moments away from the stunning waters of Lake Garfield, to which you have deeded rights w/shared dock. Whether you're seeking a year-round residence or

Thom Garvey WILLIAM PITT SOTHEBY'S - LENOX

30 Mountain Laurel Way, Monterey, MA 01245
/23
$100,000 Sold Aug 21, 2025
- 980 Sq Ft
- $102/SF
- 3 Days On Market
- 2 Beds
- 2 Baths
- Built 1982
25 Country Rd, Hinsdale, MA 01235

A rare opportunity for peaceful country living located in the Berkshires, this is a beautiful 55 + community that has had limited turnover and availablity. This home is privately set abutting woods and great views of the green space across the street. Step out your front door every day, to what truly feels like a park. Maintenance charge ($310/month) includes water, sewer, trash removal,

MARK MCILQUHAM REALTY STREET, LLC

25 Country Rd, Hinsdale, MA 01235

/17
Est $231,753 Not Listed For Sale
- 3 Beds
- 1 Bath
- 840 Sq Ft
38 Pease Ave, Dalton, MA 01226

38 Pease Ave, Dalton, MA 01226

/17
$379,000
- 3 Beds
- 2 Baths
- 1,171 Sq Ft
7 Mahkeenac Heights Rd, Stockbridge, MA 01263

Charming Cottage Near Stockbridge Bowl -This year-round 1940s cottage in Mahkeenac Heights offers timeless charm and an unbeatable Berkshire location. At 1,171 sq ft the home features three bedrooms, two full baths, a quaint galley kitchen, & a spacious great room anchored by a wood-burning fireplace--perfect for cozy evenings after a day of Berkshire adventures.A spacious yard with a stone

Karen Climo WILLIAM PITT SOTHEBY'S - GT BARRINGTON

7 Mahkeenac Heights Rd, Stockbridge, MA 01263
/43
$785,000 Sold Aug 21, 2025
- 2,490 Sq Ft
- $315/SF
- 23 Days On Market
- 4 Beds
- 2.5 Baths
- Built 1850
617 Main Rd, Monterey, MA 01245

This fully restored and updated 4-bedroom, 3-bath 1850s farmhouse offers timeless charm in a serene Berkshire setting with deeded access to Lake Garfield. Surrounded by mature perennial gardens, stone walls, and extensive landscaping, the property features a large deck with hot tub and outdoor shower, overlooking a mountain view and a picturesque brook with stone steps and a footbridge. Inside,

Lauren Molk ELYSE HARNEY REAL ESTATE

617 Main Rd, Monterey, MA 01245

/28
Est $658,786 Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,560 Sq Ft
5 Christian Hill Rd, Great Barrington, MA 01230

5 Christian Hill Rd, Great Barrington, MA 01230

/69
$1,250,000
- 3 Beds
- 3 Baths
- 2,002 Sq Ft
276 Great Barrington Rd, West Stockbridge, MA 01236

A unique farming opportunity on a self-sufficient 51-acre parcel, highlighted by an 1802 antique Colonial exuding historical charm. A thoughtfully conserved agrarian sanctuary with organic soil, a fruit orchard, maple sugar house, trails, gated pastures, and a running brook. The large barn and mature gardens are framed by stone walls and outbuildings. Bright rooms with wood floors, antique beams,

Mauren White-Kirkby BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

276 Great Barrington Rd, West Stockbridge, MA 01236
/40
$1,375,000 Sold Aug 21, 2025
- 1,968 Sq Ft
- $699/SF
- 66 Days On Market
- 3 Beds
- 3.5 Baths
- Built 2025
19 Pine Grove Ridge, Otis, MA 01253

Welcome to your dream lakefront retreat! This beautifully crafted, brand-new home offers 3 spacious BRs, including 2 en-suite baths, plus an additional 1.5 baths, designed with comfort and modern elegance in mind. Set on 50 feet of pristine water frontage on the highly sought-after Otis Reservoir, the largest recreational lake in MA, this property offers unmatched views and direct lake access.

Suzanne Bergeron COLDWELL BANKER REALTY

19 Pine Grove Ridge, Otis, MA 01253

/50
Est $394,910 Not Listed For Sale
- 4 Beds
- 1.5 Baths
- 2,381 Sq Ft
109 Glennon Ave, Dalton, MA 01226

109 Glennon Ave, Dalton, MA 01226

/25
$299,900
- 3 Beds
- 1 Bath
- 1,435 Sq Ft
82 Williamsburg Terrace, Pittsfield, MA 01201

Come see this move in ready Cape Style home conveniently located in Pittsfield offering first floor bedroom and full bath with hardwoods in most rooms. Second floor offer two more spacious bedrooms. The lower level offers a nice sized rec room and the house is supported by a steel I-Beam. Seller indicates the roof has been completed updated in 2017 down to the plywood. Easy to maintain vinyl

Kinzer Davis BARB HASSAN REALTY, INC

82 Williamsburg Terrace, Pittsfield, MA 01201
/41
$475,000 Sold Aug 21, 2025
- 2,152 Sq Ft
- $221/SF
- 321 Days On Market
- 3 Beds
- 2 Baths
- Built 1805
163 Main St, Sheffield, MA 01257

Built in 1802, this delightful 3-bedroom home is full of original details and charm. The 1st floor features two parlors with a double-sided fireplace, built-in bookcases, and a bay window with window seat perfect for curling up with a good book by the fire. French doors lead to a large open dining room and kitchen with granite countertops and cherry cabinets. Just off the kitchen is a cozy den

Vashti Poor LANCE VERMEULEN RE, INC

163 Main St, Sheffield, MA 01257

/45
Est $321,926 Not Listed For Sale
- 4 Beds
- 1.5 Baths
- 1,404 Sq Ft
509 N Houghton St, Clarksburg, MA 01247

509 N Houghton St, Clarksburg, MA 01247

/40
$399,000
- 3 Beds
- 2 Baths
- 2,009 Sq Ft
93 Becket Rd, Otis, MA 01253

Escape the hustle and bustle of city life and embrace the tranquility of this Charming Cape style home nestled on a picturesque 5-acre oasis. Located on a quiet road, this property offers the perfect blend of peaceful living and modern convenience.Two spacious barns await your livestock, making it easy to indulge in the ranch life you've always dreamed of. And with the town public beach just a

Matt Carlino MACCARO REAL ESTATE

93 Becket Rd, Otis, MA 01253
/40
$264,000 Sold Aug 20, 2025
- 1,229 Sq Ft
- $215/SF
- 19 Days On Market
- 2 Beds
- 1 Bath
- Built 1930
34 Bryant St, Pittsfield, MA 01201

Imagine yourself in this beautifully maintained cape with hardwood floors and natural finishes. This home is move in ready, immaculate, and a must see property. There are 2 bedrooms plus an additional office space on the second floor which could become a third bedroom. A first floor bedroom and wonderfully designed Sunroom full of natural light, tongue and groove natural walls, track lighting,

Bonnie Brown STEEPLEVIEW REALTY - ADAMS BRANCH

34 Bryant St, Pittsfield, MA 01201

/25
Est $490,162 Not Listed For Sale
- 4 Beds
- 2 Baths
- 2,074 Sq Ft
86 West St, Sandisfield, MA 01255

86 West St, Sandisfield, MA 01255

/40
$345,000
- 3 Beds
- 2 Baths
- 1,456 Sq Ft
382 Maple St, Hinsdale, MA 01235

This beautifully updated 3 bedroom, 2 bath home is truly move in ready. From top to bottom, every detail has been refreshed for comfort, style and peace of mind. Fresh paint throughout - bright & clean. New kitchen with granite countertops and soft close cabinetry. New luxury vinyl floors throughout. 1st floor bathroom. New heating system for efficiency & comfort. Charming outdoor space (over an

Laura Arseneau PAULA MCLEAN REALTORS INC.

382 Maple St, Hinsdale, MA 01235
/25
$340,000 Sold Aug 20, 2025
- 1,824 Sq Ft
- $186/SF
- 22 Days On Market
- 3 Beds
- 1 Bath
- Built 1975
51 Fieldwood Dr, Clarksburg, MA 01247

Discover easy one-level living in this charming 3-bedroom, 1-bath ranch nestled on a wooded lot just minutes from downtown North Adams and Mass MoCA. Enjoy the perfect blend of comfort and outdoor living with a private backyard retreat featuring a spacious wraparound deck, cozy fire pit area, and a beautiful in-ground pool - ideal for entertaining or unwinding in your own peaceful oasis. Inside,

Jeffrey King ALTON & WESTALL REAL ESTATE AGENCY, LLC

51 Fieldwood Dr, Clarksburg, MA 01247

/53
Est $563,027 Not Listed For Sale
- 4 Beds
- 2.5 Baths
- 2,862 Sq Ft
74 Frederick Dr, Dalton, MA 01226

74 Frederick Dr, Dalton, MA 01226

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