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Farmhouse Homes for Sale in Berkshire County MA

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  • /33

    $319,900

    • 2 Beds
    • 1 Bath
    • 980 Sq Ft

    3186 Main St, Becket, MA 01223

    Tucked against hundreds of acres of protected forest, this beautifully preserved late 1700s Berkshire homestead offers a rare blend of historic New England character, thoughtful modern upgrades, and direct access to the outdoors.Rich in period detail, the home showcases authentic craftsmanship, including hand-hewn beams, wooden pegs, and square nails, timeless elements seldom found beyond true

    Agent Photo

    Nick Geranios

    WILLIAM PITT SOTHEBY'S - LENOX

    (413) 675-5607

    3186 Main St, Becket, MA 01223
  • /43

    $425,000

    • 2 Beds
    • 3 Baths
    • 1,814 Sq Ft

    35 Chapman Rd, Pittsfield, MA 01201

    Classic New England farmhouse featuring a charming kitchen with beautiful Berkshire views and an open, inviting layout perfect for entertaining. The 1st floor offers, full bath and convenient laundry hookups, along with 2 living rooms. One ideal for relaxation and the other a perfect home office, playroom, game room. Upstairs, you'll find 2 good sized bedrooms each with their own full bathroom

    Agent Photo

    Laura Arseneau

    PAULA MCLEAN REALTORS INC.

    (413) 323-3512

    35 Chapman Rd, Pittsfield, MA 01201
  • /50

    $820,000

    • 4 Beds
    • 3.5 Baths
    • 2,955 Sq Ft

    9 Castle Hill Rd, Stockbridge, MA 01262

    Tucked away on a quiet country road just minutes from the heart of historic Stockbridge, this 3.49-acre property pairs timeless New England charm with modern comforts. The star of the show is a beautifully updated red farmhouse with 3 bedrooms and 2.5 bathrooms, set on a sunny, bucolic lot that feels worlds away--yet is moments from downtown.The main house has been thoughtfully renovated,

    Agent Photo

    Selina Lamb

    BIRCH PROPERTIES

    (413) 269-8632

    9 Castle Hill Rd, Stockbridge, MA 01262
  • /38

    $4,995,000

    • 5 Beds
    • 5.5 Baths
    • 5,002 Sq Ft

    764 E Hill Rd, New Marlborough, MA 01230

    WHERE THE WORLD FALLS AWAY 227 acres. 227 years. At East Hill Road's summit, East Hill Farm is a fully realized estate where infrastructure, land, and possibility are complete and in place. The 1798 Thomas Shepard House-museum-quality restoration featuring 5 bedrooms, 5.5 baths, 5 fireplaces, original King's board floors, hand-blown glass windows-awaits your vision for kitchens and baths. Modern

    Karen Climo William Pitt Sotheby's Int'l

    764 E Hill Rd, New Marlborough, MA 01230
  • /86

    $2,000,000

    • 5 Beds
    • 4.5 Baths
    • 4,842 Sq Ft

    173 Hillsdale Rd, Egremont, MA 01230

    Surrounded on three sides by Nature Conservancy-protected land, 173 Hillsdale Road is one of the most private and extraordinary estates in the Berkshires -- a handcrafted sanctuary where the wilderness is literally your backyard. Moose, deer, bear, fox, and turtles roam master-gardened grounds tended with rare care; fruit trees, a garden pond, mature perennial beds, and lush native plantings make

    Robert Cohen eXp REALTY

    173 Hillsdale Rd, Egremont, MA 01230
  • /50

    $795,000

    • 4 Beds
    • 2.5 Baths
    • 2,516 Sq Ft

    14 Roosterville Rd, Sandisfield, MA 01255

    At the end of a quiet dead-end road in Sandisfield, this c.1892 four-bedroom farmhouse sits less than twenty feet from the Wild and Scenic West Branch of the Farmington River, a federally protected, free-flowing trout river. Four bedrooms. Two full baths plus a half. 2,516 sq ft. 4.61 acres. Beautifully transformed interior: a granite-island kitchen rebuilt from the ground up, wide softwood

    Chapin Fish WILLIAM PITT SOTHEBY'S - GT BARRINGTON

    14 Roosterville Rd, Sandisfield, MA 01255
  • /83

    $1,650,000 Open Sat 1PM - 3PM

    • 4 Beds
    • 5.5 Baths
    • 4,355 Sq Ft

    605 Cross Road To Canaan Valley Rd, New Marlborough, MA 01259

    Once the cherished country residence of acclaimed wildlife artist & tableware designer Lynn Chase, this gracious 4-bedroom manor dates back to 1850, and had a major update in 1998. Set on 5.96 acres of rolling pasture framed by stone walls, this charming estate is spacious but manageable, complete with a garage/horse barn, larger barn, fenced paddocks, and a small pond. Rich in character and

    Claire Pollart WILLIAM RAVEIS - BERKSHIRE

    605 Cross Road To Canaan Valley Rd, New Marlborough, MA 01259
  • /50

    $695,000 New Construction

    • 4 Beds
    • 3.5 Baths
    • 3,128 Sq Ft

    18 Cross To Canaan Valley Rd, New Marlborough, MA 01259

    Set in a small country neighborhood, this stunning 4 Bedroom is perfect for entertaining friends and family. The 1st floor includes an open kitchen and dining area with granite countertops and high ceilings, a cozy sunken living room with propane fireplace, and a spacious first floor bedroom suite. Sliding French doors throughout the 1st floor bring in plenty of light and lead onto a 50' mahogany

    Vashti Poor WILLIAM RAVEIS - BERKSHIRE

    18 Cross To Canaan Valley Rd, New Marlborough, MA 01259
  • /55

    $1,490,000

    • 4 Beds
    • 2 Baths
    • 2,200 Sq Ft

    5 Glendale Rd, Stockbridge, MA 01262

    ''Best of Berkshire Living: Gardens, Grand Trees & Income-Ready Guest Cottage''Between the Rockwell Museum and Botanical Garden, minutes from Tanglewood, this nearly 4-acre Berkshire property offers two distinct homes surrounded by heirloom trees and landscaped gardens. The 4BR, 2BA main house features a first-floor primary suite with sunroom, spacious living areas, and central A/C. The charming

    Martha Piper THE KINDERHOOK GROUP

    5 Glendale Rd, Stockbridge, MA 01262
  • /40

    $970,000

    • 5 Beds
    • 4.5 Baths
    • 3,024 Sq Ft

    60 Parsley Ln, Sheffield, MA 01257

    Nestled at the end of a quiet country cul-de-sac, this newly built 5-bedroom, 4.5-bath home embodies refined country living. A dramatic primary suite offers dual walk-in closets and a spa-inspired bath with soaking tub, while a first-floor ensuite bedroom enhances comfort and flexibility. The gas fireplace living room and chef's kitchen create a seamless flow for entertaining, extending to a

    Vashti Poor WILLIAM RAVEIS - BERKSHIRE

    60 Parsley Ln, Sheffield, MA 01257
  • /41

    $675,000

    • 3 Beds
    • 2.5 Baths
    • 1,957 Sq Ft

    87 Maple St, Williamstown, MA 01267

    Charming in-town farmhouse enhanced by a modern addition offering the perfect blend of character and contemporary living. The addition features a primary bedroom with walk-in closet & en-suite bath, a second full bathroom, and a bright open-concept kitchen, living, and dining area ideal for everyday living and entertaining. The former main house hosts a den area with access to the enclosed front

    Erin Scott BURNHAM GOLD REAL ESTATE, LLC

    87 Maple St, Williamstown, MA 01267
  • /54

    $795,000

    • 3 Beds
    • 3.5 Baths
    • 2,731 Sq Ft

    11 Sergeant St, Stockbridge, MA 01262

    Welcome to 11 Sergeant, ideally located on a quiet side street around the corner from Stockbridge's historic Main Street. This property includes a well-maintained main house and a separate barn with ADU potential. The main house features an updated kitchen that opens to a bright den overlooking the backyard. The first floor also includes a powder room, dining room, and formal living room.

    Katie Williams STONE HOUSE PROPERTIES, LLC

    11 Sergeant St, Stockbridge, MA 01262
  • /43

    $1,290,000

    • 5 Beds
    • 4.5 Baths
    • 2,900 Sq Ft

    228 East St, Great Barrington, MA 01230

    Great Barrington A masterful rebuild with reverence for Great Barrington's past and a bold reimagining for modern living. This 5-bedroom, 4-1/2 bath colonial sits in-town and blends historic charm with contemporary luxury for effortless, years-long comfort.Property Highlights5 Bedrooms | 4 Full Baths + 1 Half Bath**Complex rebuild from the ground up** - preserved nod to the town's heritage with a

    Eric Steuernagle FAIRGROUND REAL ESTATE, INC

    228 East St, Great Barrington, MA 01230
  • /52

    $1,900,000

    • 4 Beds
    • 3 Baths
    • 2,976 Sq Ft

    1269 Clayton Mill River Rd, New Marlborough, MA 01259

    Welcome to your ultimate country retreat, where the charm of history meets the ease of modern living. Here, timeless beauty and serenity reign--an escape where silence is broken only by the wind in the fields and the song of birds.The 1828 brick colonial, a masterpiece of its era, has been exquisitely restored to showcase spacious, light-filled rooms that draw the outdoors in, framing views of

    Lisa Hoe THE KINDERHOOK GROUP

    1269 Clayton Mill River Rd, New Marlborough, MA 01259
  • /24

    $2,750,000

    • 5 Beds
    • 2 Baths
    • 12,225 Sq Ft

    350 Old Cheshire Rd, Lanesborough, MA 01237

    Welcome to Camp Mohawk, a pristine lakefront property in the heart of the Berkshires. Set on Cheshire Reservoir--a serene, largely uninhabited lake--the property offers both privacy and convenient access just off Berkshire County's main north-south route.Once a summer camp, the estate features an existing main house and barns listed on the National Register of Historic Places, dating back to the

    Lisa Hoe THE KINDERHOOK GROUP

    350 Old Cheshire Rd, Lanesborough, MA 01237
  • /46

    $375,000

    • 3 Beds
    • 1 Bath
    • 1,413 Sq Ft

    2801 State Rd, Richmond, MA 01254

    You'll feel right at home in this charming Richmond farmhouse, just minutes from West Stockbridge center and close to everything the Berkshires has to offer. Set on two beautiful, private acres in the historic Richmond Furnace district, this three-bedroom house blends New England charm with modern amenities, including energy-efficient solar panels, newer appliances, and Buderus boiler. The main

    Stephen Daoust STONE HOUSE PROPERTIES, LLC

    2801 State Rd, Richmond, MA 01254
  • /45

    $349,900

    • 4 Beds
    • 2 Baths
    • 1,728 Sq Ft

    205 High St, Lee, MA 01238

    Enjoy downtown living in this 4 Bedroom 2 Bath New England farmhouse. Built in the early20th century, this home has a diverse use of residential, commercial or mixed use on a residential street. The kitchen has been updated with plenty of cabinet space. A cozy living room fireplace and a enclosed porch with numerous windows that welcome fresh summertime breezes and a patio for summer leisure

    Anthony Caropreso MACCARO REAL ESTATE

    205 High St, Lee, MA 01238
  • /59

    $425,000

    • 5 Beds
    • 3 Baths
    • 3,086 Sq Ft

    203-205 Main St, Hancock, MA 01237

    This exceptionally well-maintained Civil War-era farmhouse presents a rare opportunity to own a property rich in character while offering remarkable versatility. Thoughtfully preserved and updated, the home accommodates a variety of living arrangements, functioning seamlessly as a spacious single-family residence, a multi-generational home, or a duplex-style property with income potential for

    Brenda Durant KEMPF-VANDERBURGH REALTY CONSULTANTS, INC.

    203-205 Main St, Hancock, MA 01237
  • /53

    $449,000

    • 3 Beds
    • 2 Baths
    • 1,720 Sq Ft

    500 Walker St, Lenox, MA 01242

    Charming 3 bedroom, 2 bath spacious New England Farmhouse with wide board pine floors, updated kitchen & baths, natural gas heat & hot water, vinyl replacement windows, home office/den and first floor laundry room/mudroom. New beautiful 20x18 bluestone patio & retaining wall installed in 2022.

    Matt Carlino MACCARO REAL ESTATE

    500 Walker St, Lenox, MA 01242
  • /2

    $59,000

    • 3 Beds
    • 1 Bath
    • 1,032 Sq Ft

    82 Dublin St, Lee, MA 01238

    Property has sustained fire and/or smoke damage. The extent of damage may not be fully known. Seller has not undertaken repairs and will not make any repairs and makes no representations or warranties as to the condition of the property. Buyer and buyer's agents to perform all due diligence. Property may have structural, electrical, environmental, and/or water damage related to the fire and

    Lisa Kelley MACCARO REAL ESTATE

    82 Dublin St, Lee, MA 01238
  • /31

    $499,000 New Construction

    • 3 Beds
    • 2 Baths
    • 2,808 Sq Ft

    13 Haskell Rd, Peru, MA 01235

    Set in a peaceful, bucolic setting just minutes from Plunkett and Ashmere Lakes, this new construction home presents a rare opportunity to bring your own vision to life. The structure is in place, offering a blank canvas for customization, with the interior framed, unfinished and ready for your personal design choices. The floor plan can be easily reimagined, as plumbing has not yet been

    Victoria Standring LAMACCHIA REALTY, INC

    13 Haskell Rd, Peru, MA 01235
  • /53

    $3,750,000

    • 4 Beds
    • 3.5 Baths
    • 3,225 Sq Ft

    40 E Alford Rd, West Stockbridge, MA 01266

    Perched dramatically on a 18 acre very private mountainside, this brand-new modern home overlooks the sweeping beauty of the Berkshire Hills. A long, winding driveway builds anticipation as it ascends, ultimately revealing striking contemporary architecture framed by panoramic sunrise views. Designed to embrace the natural landscape at every turn, this residence delivers a serene, elevated living

    Christian Deckert WILLIAM PITT SOTHEBY'S - GT BARRINGTON

    40 E Alford Rd, West Stockbridge, MA 01266
  • /32

    $549,000

    • 2 Beds
    • 1 Bath
    • 1,300 Sq Ft

    7 Park St, Stockbridge, MA 01262

    Welcome to 7 Park Street a sun-filled, classic New England home tucked on a quiet dead-end lane right in the heart of Stockbridge. With 2 bedrooms, 1 bath, and 1,300 sq ft, this 1900 charmer blends historic warmth with thoughtful updates: wide rooms washed in natural light, an inviting screened porch for morning coffee, and an easy, intuitive layout that lives larger than its footprint. The

    Samantha Homeyer BIRCH PROPERTIES

    7 Park St, Stockbridge, MA 01262
  • /33

    $215,000

    • 2 Beds
    • 2.5 Baths
    • 2,360 Sq Ft

    111 Columbia St, Adams, MA 01220

    Discover the potential of this two-family home already on its way to becoming complete. The upstairs unit features one bedroom, a living room, a brand-new bathroom & kitchen. The downstairs unit consists of one bedroom, with a 1/2 bath ensuite, a laundry/closet room, full bathroom, large kitchen/dining and living room. Some of the other recent renovations to highlight- new windows, sheetrock, &

    Jessica Rizzo LAMACCHIA REALTY, INC

    111 Columbia St, Adams, MA 01220
  • /40

    $384,000

    • 3 Beds
    • 1.5 Baths
    • 1,677 Sq Ft

    20 Moscow Rd, West Stockbridge, MA 01266

    Short walk to quaint downtown West Stockbridge featuring local coffee shop, variety store, restaurants and shops. Just a few minutes to local theatres, music venues, Tanglewood, historic Stockbridge, and the Mass Pike. Beautiful open yard great for summer entertaining including cookouts, yard games or just relaxing and reading a book! Cozy fireplace for those beautiful snowy New England nights.

    Mark Harris SIGNATURE ASSOCIATES

    20 Moscow Rd, West Stockbridge, MA 01266
  • /36

    $495,000

    • 3 Beds
    • 1.5 Baths
    • 1,376 Sq Ft

    11 Lawton St, Lenox, MA 01240

    Set just moments from downtown Lenox, this charming New England farmhouse blends classic character with thoughtful modern updates. From the moment you arrive, the home's inviting presence and timeless appeal set the tone for what's inside.The recently renovated kitchen serves as the centerpiece of the home, beautifully designed with quartz countertops and all new appliances--perfectly opened to

    Maggie Gavin WILLIAM PITT SOTHEBY'S - LENOX

    11 Lawton St, Lenox, MA 01240
  • /54

    $630,000

    • 4 Beds
    • 3 Baths
    • 4,930 Sq Ft

    342/344 New Ashford (Route 7) Rd, New Ashford, MA 01237

    A Berkshire landmark ready for its next chapter. Once home to the beloved BONDHU and Mill on the Floss restaurants, this multi-use property offers endless opportunity -- from a charming single-family residence to a live/work haven, a boutique inn, or a luxury destination dining experience reborn. The second-floor living quarters feature four bedrooms, including a primary suite, plus an open

    Stephanie Rapisarda WILLIAM PITT SOTHEBY'S - GT BARRINGTON

    342/344 New Ashford (Route 7) Rd, New Ashford, MA 01237
  • /28

    $495,000

    • 4 Beds
    • 2 Baths
    • 1,531 Sq Ft

    95 Water Farm Rd, Sheffield, MA 01257

    New roof, siding, and house fully painted. Newer heating system. Experience the perfect blend of modern comfort and historical charm in this beautifully maintained home. Featuring 4 spacious bedrooms and 2 baths, this home offers over 1,500 sq. ft. of living space. Enjoy the character of the 1850s with updates, including new mechanics. This home is truly move-in ready. The stonework patio

    Suzann Ward HOUSATONIC REAL ESTATE

    95 Water Farm Rd, Sheffield, MA 01257
  • /55

    $3,500,000

    • 5 Beds
    • 6.5 Baths
    • 6,088 Sq Ft

    110 Alford Rd, Great Barrington, MA 01230

    Set on over 12 private acres just minutes from the center of Great Barrington, this impeccably designed estate offers an extraordinary combination of luxury, privacy, and panoramic southern views of the Taconic Range, including the iconic silhouette of Mount Everett. Blending effortless indoor elegance with immersive outdoor living, this property captures the essence of Berkshire leisure.Inside,

    Karen Climo WILLIAM PITT SOTHEBY'S - GT BARRINGTON

    110 Alford Rd, Great Barrington, MA 01230
  • /27

    $265,000

    • 4 Beds
    • 2 Baths
    • 1,408 Sq Ft

    17 S Church St, Pittsfield, MA 01201

    Spacious and freshly updated West Side single-family offering 4 bedrooms and 2 full baths across 1,408 sq ft. Bright, functional layout with generous room sizes, fresh interior paint, and new laminate flooring throughout. Modern kitchen features brand-new appliances and clean, updated finishes. Enjoy a charming wraparound porch with dual entry, ideal for relaxing or entertaining, plus a level

    Samantha Homeyer BIRCH PROPERTIES

    17 S Church St, Pittsfield, MA 01201
  • /30

    $489,000

    • 2 Beds
    • 2 Baths
    • 1,457 Sq Ft

    181 New Lenox Rd, Lenox, MA 01240

    Enchanting Lenox Cottage minutes to Tanglewood- 2 Bedroom / 2 Full Bath RetreatThe bright, airy living room features warm wood floors that lead into a cozy eat-in kitchen. With a heated sunporch and 1st floor full bath, the home offers multiple inviting spaces to relax or entertain. Step outside to a brand-new back deck, an ideal setting for summer evenings. 2 Bedrooms on second floor, with full

    Karen Climo WILLIAM PITT SOTHEBY'S - GT BARRINGTON

    181 New Lenox Rd, Lenox, MA 01240
  • /43

    $429,000

    • 3 Beds
    • 2 Baths
    • 1,670 Sq Ft

    166 Berkshire School Rd, Sheffield, MA 01257

    Nestled in Sheffield Village on 8+ acres, this charming New England farmhouse blends rustic character with modern comfort. Featuring 3 bedrooms, 2 baths, wood floors, beams, Great Room with a gas stove offers a warm inviting space Enjoy a country kitchen with a pantry. Screened in porch with outdoor patio, gardens, and two sheds for storage or hobbies. Perfect as a private sanctuary or Airbnb,

    Suzann Ward HOUSATONIC REAL ESTATE

    166 Berkshire School Rd, Sheffield, MA 01257
  • /53

    $1,249,000

    • 4 Beds
    • 3 Baths
    • 1,860 Sq Ft

    127 Monument Valley Rd, Great Barrington, MA 01230

    Beautifully renovated New England Farmhouse with thoughtful modern updates! The home retains original character with wood floors, some exposed timber framing, and a cozy fireplace. Chef's kitchen with high end appliances for serious cooking and easy entertaining. Four comfortable bedrooms, one a primary ensuite, with two additional flex spaces that work for offices, guests , den or creative

    Helen Mullany HELEN MULLANY REAL ESTATE, LLC

    127 Monument Valley Rd, Great Barrington, MA 01230
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