Berkshire County MA Homes for Sale

• 

  

  

  /20

  $525,000

  • 3 Beds
  • 2 Baths
  • 1,211 Sq Ft

  37 Corey Rd Unit 866, Hancock, MA 01237

  This beautiful three-bedroom two-bathroom condo is located in JJs Lodge in middle of it all. Spacious, immaculately clean and appointed with all the comforts of home - gaming, games, Ski locker, plus more! Walk out the lodge door to high-speed quad lift - you can't get any closer at Jiminy Peak to the mountain! This place offers all season fun in the Berkshires. Jiminy Peak has family fun and

  Kevin Moderski JIMINY REALTY

  37 Corey Rd Unit 866, Hancock, MA 01237
• 

  

  

  /51

  $559,000

  • 4 Beds
  • 2 Baths
  • 2,574 Sq Ft

  39 Lexington Pkwy, Pittsfield, MA 01201

  Welcome to this beautifully maintained Colonial in a prime Southeast Pittsfield neighborhood. With over 2,500 sq ft of living space, this home is larger than it appears and full of thoughtful updates. A freshly painted exterior, Goshen stonewalkway and lush landscaping create a warm welcome. Inside the stunning new kitchen features soapstone counters, subway tile, a coffee bar, and breakfast

  Tracy Crawford COMPASS MASSACHUSETTS , LLC GB

  39 Lexington Pkwy, Pittsfield, MA 01201
• 

  

  

  /45

  $3,900,000

  • 10 Beds
  • 5.5 Baths
  • 7,864 Sq Ft

  535 Main Rd, Monterey, MA 01245

  Welcome home to NEWGRANGE. 1920's era Manor House with lake frontage on Lake Garfield. Over 10,000 square feet of living on 7.7 Acres. Complete the restoration and enjoy original Stone Fireplaces, comfortable Living spaces, formal Dining and 10 Bedrooms. Write that novel in the paneled Office, Library or Sunroom, create delicacies in the Country Kitchen, or shoot a round of pool in the Billiard

  Steven Weisz WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  535 Main Rd, Monterey, MA 01245
• 

  

  

  /43

  $449,000

  • 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
• 

  

  

  /20

  $1,695,000

  • 3 Beds
  • 2.5 Baths
  • 2,572 Sq Ft

  749 Hartsville New Marlboro Rd, New Marlboro, MA 01230

  Discover Net Zero living in this architect-designed modern home. Newly built for superior comfort and high-performance efficiency, powered by an advanced solar system with battery backup. Blending sustainability and style, this 2,600 sq ft residence features light-filled rooms, stunning Berkshire views, a dramatic entry, custom kitchen, expansive screened porch, and generous storage. The

  Jason Saphire www.HomeZu.com

  749 Hartsville New Marlboro Rd, New Marlboro, MA 01230
• 

  

  /42

  $150,000

  • Land
  • 11.46 Acres
  • $13,089 per Acre

  289 Monterey Rd, Otis, MA 01253

  Beautiful 11.46 acre lot with 1,420 ft total road frontage on Route 23 abutting the Otis Ridge and just up the hill from the center of town. Build your home on this quiet lot and you can ski to and from a day of skiing at the Otis Ridge all winter! The relaxing lot has an attractive brook meandering through it lined with beautiful boulders and an existing rustic metal bridge. Oaks, Maples,

  Nancy Crandall Berkshire Hathaway HomeServices Realty Professionals

  289 Monterey Rd, Otis, MA 01253
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  /37

  $1,350,000

  • 3 Beds
  • 2.5 Baths
  • 2,256 Sq Ft

  414 S Undermountain Rd, Sheffield, MA 01257

  Custom modern home with open plan living area, high ceilings and oversized windows everywhere bringing in tremendous natural light. One level living with large gorgeous marble kitchen, great working island and wall pantry. Guest wing off entry with two bedrooms and a hall bath. Entry hall has a powder room, hooks for coats and closet. The primary suite, on the south side, has french doors to

  Jen Harvey COMPASS MASSACHUSETTS , LLC GB

  414 S Undermountain Rd, Sheffield, MA 01257
• 

  

  /29

  $892,500 New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,704 Sq Ft

  14 Orchard Ln, Williamstown, MA 01267

  Striking Contemporary-Brand New Construction in a prime in-town location tucked away on a peaceful cul-de-sac just moments from the heart of town, this stunning new construction offers the rare combination of modern living within a well-established, highly desirable neighborhood. Originally a modest single-level home, this property has been thoughtfully reimagined and meticulously expanded over

  Paul Harsch Harsch Associates

  14 Orchard Ln, Williamstown, MA 01267
• 

  

  /20

  $69,900

  • 2 Beds
  • 1 Bath
  • 780 Sq Ft

  16 2nd Ave, Cheshire, MA 01225

  Clean, bright, & move-in ready. This remodeled 2-bedroom, 1-bath mobile home offers simple Berkshire living with a comfortable layout & plenty of updates. The kitchen shines with stainless steel appliances & fresh paint. The bathroom was fully renovated with subway tile, built-in shower seat, & modern finishes. There's a 3-season room that could easily be extra living space or a 3rd bedroom with

  THE KAHN TEAM BISHOP WEST REAL ESTATE

  16 2nd Ave, Cheshire, MA 01225
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  /6

  $500,000

  • Land
  • 0.66 Acre
  • $757,565 per Acre

  185 A State Rd, Great Barrington, MA 01230

  A premier commercial development opportunity awaits at 185 State Road. Positioned directly on the bustling Route 7, this property guarantees maximum brand exposure with a daily traffic count exceeding 16,000 vehicles. Superior site logistics include an oversized curb cut for easy ingress and egress, along with ample space for on-site parking. This versatile property is engineered for success,

  Tony Segalla LANCE VERMEULEN RE, INC

  185 A State Rd, Great Barrington, MA 01230
• 

  

  /6

  $1,000,000

  • Land
  • 1.07 Acres
  • $934,583 per Acre

  185 State Rd, Great Barrington, MA 01230

  A premier commercial development opportunity awaits at 185 State Road. Positioned directly on the bustling Route 7, this property guarantees maximum brand exposure with a daily traffic count exceeding 16,000 vehicles. Superior site logistics include two oversized curb cuts for easy ingress and egress, along with ample space for on-site parking. This versatile property is engineered for success,

  Tony Segalla LANCE VERMEULEN RE, INC

  185 State Rd, Great Barrington, MA 01230
• 

  

  /6

  $500,000

  • Land
  • 0.41 Acre
  • $1,219,485 per Acre

  185 B State Rd, Great Barrington, MA 01230

  A premier commercial development opportunity awaits at 185 State Road. Positioned directly on the bustling Route 7, this property guarantees maximum brand exposure with a daily traffic count exceeding 16,000 vehicles. Superior site logistics include an oversized curb cut for easy ingress and egress, along with ample space for on-site parking. This versatile property is engineered for success,

  Tony Segalla LANCE VERMEULEN RE, INC

  185 B State Rd, Great Barrington, MA 01230
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  /13

  $365,000

  • Land
  • 15 Acres
  • $24,333 per Acre

  0 Brewer Branch Rd, New Marlborough, MA 01244

  Bucolic New Marlborough at its best. 15 gorgeous acres with meadows, woods and Brewer Brook. Gently rolling terrain. Lovely views of the hills, fields and trees in all directions. Sits beautifully at the southwest corner of Brewer Branch and Brewer Hill Roads. This property is perfect as an estate parcel with space for a full guest house, barns or other outbuildings. It does meet the

  Sheila Thunfors STONE HOUSE PROPERTIES, LLC

  0 Brewer Branch Rd, New Marlborough, MA 01244
• 

  

  /6

  $26,900

  • Land
  • 1.1 Acres
  • $24,455 per Acre

  0 Central Shaft Rd, North Adams, MA 01247

  Nice 1.1 acre wooded lot on a quiet Florida mountain road. Terrain is mostly gently slopping with drop off to intermittent stream toward the back of the property. Priced to sell below assessed value.

  Jeffrey King ALTON & WESTALL REAL ESTATE AGENCY, LLC

  0 Central Shaft Rd, North Adams, MA 01247
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  /39

  $549,900

  • 3 Beds
  • 4 Baths
  • 3,835 Sq Ft

  851 E New Lenox Rd, Pittsfield, MA 01201

  Spacious split foyer with addition of a year-round heated Florida room featuring inground, heated, fiberglass pool, hot tub, its own granite kitchen, full bath, & Tiki bar, making it ideal for hosting gatherings; or cover the pool and the entire floor with an already existing truss floor system when not using the pool..has 2 egresses, for a great guest/in-law space that can be closed off to the

  Susan Calkins STONE HOUSE PROPERTIES, LLC

  851 E New Lenox Rd, Pittsfield, MA 01201
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  /2

  $20,000

  • Land
  • 0.25 Acre
  • $80,000 per Acre

  LOT 20 Plunkett St, Pittsfield, MA 01201

  This Residential Building lot is conveniently located within walking distance to stores, restaraunts, banks, parks, and public transportation. Lot Dimensions: 65.88' x 165'. Priced below current assessed value! Bring your vision to life in this centrally located lot!

  Mary Jane Dunlop BISHOP WEST REAL ESTATE

  LOT 20 Plunkett St, Pittsfield, MA 01201
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  /27

  $399,000

  • 3 Beds
  • 1.5 Baths
  • 1,482 Sq Ft

  153 E Main St, Ashley Falls, MA 01222

  Mid-1960s ranch on a quiet street with nearly 1/2 acre! A perfect family home to settle down in Southern Berkshire County. Semi-finished basement is a huge bonus, plus garage and additional detached barn/workshop. Sunny, spacious and ripe with potential. Some thoughtful updates will be needed -- or move in today and make it yours!

  John Segalla HOUSATONIC REAL ESTATE

  153 E Main St, Ashley Falls, MA 01222
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  /10

  $65,000

  • Land
  • 2.16 Acres
  • $30,092 per Acre

  0 Miner Rd, New Ashford, MA 01237

  This is a perfect opportunity to own a stunning piece of land in The Berkshires just minutes away from the charming Jimminy Peak Ski Lodge, Pontoosuc Lake and Onota Lake. This partially cleared 2.16 -acre property is an ideal lot for your dream home or a to build your own getaway. Nestled on a street featuring small farms, this land offers a peaceful and beautiful setting surrounded by nature.

  Mariah Worth LAMACCHIA REALTY, INC

  0 Miner Rd, New Ashford, MA 01237
• 

  

  /25

  $199,000

  • 3 Beds
  • 1 Bath
  • 1,404 Sq Ft

  455 King Richard Dr, Becket, MA 01223

  Great three season get away with the beach and lake a quick walk away. Open living dining area, nice fieldstone fireplace, front porch, back deck, & upper level balcony. Swim, fish, canoe and kayak - minutes away. Private setting with frontage on Walker Brook.

  Kim Bergland RED HORSE REAL ESTATE, LLC

  455 King Richard Dr, Becket, MA 01223
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  /43

  $829,000

  • 3 Beds
  • 2 Baths
  • 3,188 Sq Ft

  54 Pine Hill Terrace, North Adams, MA 01247

  Welcome to your dream retreat in The Berkshires! This exquisite three-bedroom, two-bathroom home is a sanctuary of elegance, just minutes from the renowned MASS MoCA and the picturesque Clark Art Institute at Williams College. Step inside to discover beautiful finishing work and a stunning sunroom that bathes the interior in natural light. Enjoy two expansive decks perfect for entertaining or

  Mariah Worth LAMACCHIA REALTY, INC

  54 Pine Hill Terrace, North Adams, MA 01247
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  /76

  $1,850,000

  • 4 Beds
  • 2.5 Baths
  • 3,462 Sq Ft

  26 A Stonebridge Way, Tyringham, MA 01264

  This may be the highest in elevation you'll find on the market in Berkshire County! Views that you'll never tire of facing Goose Pond and beyond. This 4 bed, 2.5 bath home on 56 acres allows you many possibilities. Newly installed primary bathroom is gorgeous! Already existing is a barn and large workshop. Past the house you will find another beautiful view looking over Tyringham Valley. Plenty

  Melissa Dimassimo STONE HOUSE PROPERTIES, LLC

  26 A Stonebridge Way, Tyringham, MA 01264
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  /85

  $3,995,000

  • 5 Beds
  • 6.5 Baths
  • 6,915 Sq Ft

  662 Brewer Hill Rd, New Marlborough, MA 01230

  Iconic only begins to describe this rare union of sophistication & natural splendor. Spanning 40+ secluded acres of rolling meadows, forested trails, & sweeping mountain views, this remarkable estate has welcomed world-renowned artists & hosted unforgettable gatherings, from summer soirees to intimate retreats.At its heart is the Great House--a 6,000 sq. ft. architectural masterpiece by renowned

  Claire Pollart LANCE VERMEULEN RE, INC

  662 Brewer Hill Rd, New Marlborough, MA 01230
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  /8

  $184,900

  • 4 Beds
  • 2 Baths
  • 1,664 Sq Ft

  14 Summit Ave, Pittsfield, MA 01201

  Subject is being sold in an upcoming Xome auction. This is to be sold as occupied with all occupants in AS IS/WHERE IS condition. Neither the seller nor the listing broker can verify the existence of any lease agreement, either written or verbal, or any rental amount being paid, due or owing. Please DO NOT disturb the occupants. Access for inspections or other purposes is NOT guaranteed - contact

  Cory Evangelisto NOCHER REALTY

  14 Summit Ave, Pittsfield, MA 01201
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  /30

  $435,000

  • 3 Beds
  • 1 Bath
  • 1,025 Sq Ft

  8 Stillwell St, Great Barrington, MA 01230

  Enjoy one-level living in downtown Great Barrington! This charming 3-bed, 1-bath mid-century ranch is your perfect Berkshire retreat. Nestled on a quiet cul-de-sac, the home sits on a spacious 0.41-acre lot with mature trees. Features include an attached 2-car garage/workshop, large private yard, original wood floors and an updated heating system. The real gem? Unique B2 zoning allows for a home

  Tony Segalla LANCE VERMEULEN RE, INC

  8 Stillwell St, Great Barrington, MA 01230
• 

  

  /27

  $239,000

  • 2 Beds
  • 1 Bath
  • 1,080 Sq Ft

  34 Anthony St, Adams, MA 01220

  Charming 2-Bedroom Starter Home with Stunning Mt. Greylock Views Welcome to your perfect Berkshire escape! This cozy 2-bedroom, 1-bathroom home sits on a spacious double lot, offering incredible potential and breathtaking views of Mt. Greylock--Massachusetts' highest peak.Whether you're a first-time buyer, looking to downsize, or seeking a peaceful getaway, this home offers comfort and charm in a

  Lisa Mendel BURNHAM GOLD REAL ESTATE, LLC

  34 Anthony St, Adams, MA 01220
• 

  

  /18

  $309,900

  • 5 Beds
  • 2.5 Baths
  • 2,283 Sq Ft

  667 & 669 E Main St, North Adams, MA 01247

  Rare opportunity to purchase two homes side by side! Family owned, these properties are being offered together as a package on 1.43 acres both on the same deed. The sale includes both homes plus a spacious 4-car garage and plenty of off-street parking. Perfect for a family compound, rental portfolio, or multi-home investment.

  Kyle Crocker eXp REALTY

  667 & 669 E Main St, North Adams, MA 01247
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  /38

  $354,000

  • 3 Beds
  • 1.5 Baths
  • 1,664 Sq Ft

  215 Partridge Rd, Pittsfield, MA 01201

  Welcome to 215 Partridge Road!This charming colonial offers the perfect blend of classic character and thoughtful updates. With 3 bedrooms, 1.5 bathrooms, and 1,664 sq. ft. of living space, it's set on a spacious 1.30-acre lot, providing both comfort and privacy.Step inside to find a warm and inviting layout, with plenty of natural light and room to make it your own. Recent upgrades give peace of

  Marnie Garzone THE KINDERHOOK GROUP

  215 Partridge Rd, Pittsfield, MA 01201
• 

  

  /45

  $1,490,000

  • 3 Beds
  • 2.5 Baths
  • 2,499 Sq Ft

  2 River Run Rd, Williamstown, MA 01267

  Coveted corner River House on the bend of the Green River. This is the first three-bedroom River House to be listed for resale, meticulously maintained and move in ready. Model home with all original upgrade options, including paperbark maple tree well in living room, Ortal fireplace, brick surround at front entry, built-in bookshelves in den, whole house water filter. Oversized windows, double

  StreamLine Communities STREAMLINE COMMUNITIES

  2 River Run Rd, Williamstown, MA 01267
• 

  

  /38

  $1,490,000

  • 3 Beds
  • 2.5 Baths
  • 2,499 Sq Ft

  2 River Run, Williamstown, MA 01267

  Coveted corner River House on the bend of the Green River. This is the first three-bedroom River House to be listed for resale, meticulously maintained and move in ready. Model home with all original upgrade options, including paperbark maple tree well in living room, Ortal fireplace, brick surround at front entry, built-in bookshelves in den, whole house water filter. Oversized windows, double

  Sarah Haskins Streamline Communities - Williamstown

  2 River Run, Williamstown, MA 01267
• 

  

  /41

  $889,000

  • 4 Beds
  • 2.5 Baths
  • 2,114 Sq Ft

  11 Prospect St, Great Barrington, MA 01230

  Situated on Great Barrington's highly sought after neighborhood of 'The Hill', 11 Prospect delivers on style, convenience and of course, location! This four bedroom home with two and a half baths over three floors and hardwood floors throughout, offers lots of room for family and friends. An oversized screened in porch, attached two car garage and a finished basement are just some of the 'must

  Timothy Lovett COMPASS MASSACHUSETTS , LLC GB

  11 Prospect St, Great Barrington, MA 01230
• 

  

  /12

  $225,000

  • 4 Beds
  • 1 Bath
  • 1,310 Sq Ft

  2 Valley St, Adams, MA 01220

  Step into this vintage gem that beautifully preserves its original charm while showcasing thoughtful modern updates throughout. You'll appreciate the brand-new siding that enhances curb appeal, updated windows that offer improved energy efficiency, and stylish new flooring that ties each room together. Whether you're drawn to the character of yesteryear or the convenience of today’s upgrades,

  Laura Poulin-Harkins Century 21 XSELL REALTY

  2 Valley St, Adams, MA 01220
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  /48

  $525,000

  • 4 Beds
  • 2.5 Baths
  • 2,430 Sq Ft

  17 Kittredge Rd, Pittsfield, MA 01201

  This well-cared-for colonial home has been cherished by the same owners for over seven decades and is ready to welcome its next chapter. The first floor offers a spacious layout with a large kitchen, dining room with access to a seasonal porch, a living room featuring a wood-burning fireplace, a family room with half bath, and a four-season sunroom surrounded by windows overlooking the

  Maggie Gavin WILLIAM PITT SOTHEBY'S - LENOX

  17 Kittredge Rd, Pittsfield, MA 01201
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  /64

  $1,100,000

  • 5 Beds
  • 4.5 Baths
  • 6,128 Sq Ft

  89 Crofut St, Pittsfield, MA 01201

  A Grand Federal-Style Home in the Heart of Town.
Unspoiled architectural features. Set on 1.18 acres of lush gardens and lawn, this in-town oasis features an in-ground heated swimming pool, pool house, and three-car garage. East and West porches grace this historic residence, lovingly cared for by generations of prominent Berkshire families. Inside, there are four fireplaces, the

  Mauren White-Kirkby BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

  89 Crofut St, Pittsfield, MA 01201
• 

  

  /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
• 

  

  /18

  $1,260,000

  • 5 Beds
  • 4 Baths
  • 3,334 Sq Ft

  1574 Pleasant St, Lee, MA 01260

  Steeped in history and elegance, the Henry Billings Brown House (c.1815) offered at $1,260,000, is a rare Berkshire estate. This three-unit residence on the historic registry is a masterful blend of preserved history and refined updates for modern living. Anchoring its timeliness character are wide-plank floors, stately brick hearths, and marble sourced from the same quarries as the U.S. Capitol.

  Ashley Rose Compass

  1574 Pleasant St, Lee, MA 01260
• 

  

  /34

  $264,900

  • 2 Beds
  • 1 Bath
  • 1,227 Sq Ft

  46 Churchill Crest Unit 46, Pittsfield, MA 01201

  Light-filled end-unit condo with a garage & resort-style amenities! Welcome to this bright 2-bedroom home featuring a spacious living room with a stunning flagstone fireplace and large windows that flood the space with natural light. Relaxing private balcony facing the woods. Both bedrooms have generous space. Perks include in-unit laundry, extra storage, and your own garage. Located in a

  Mariah Worth LAMACCHIA REALTY, INC

  46 Churchill Crest Unit 46, Pittsfield, MA 01201
• 

  

  /50

  $1,200,000

  • 4 Beds
  • 3 Baths
  • 2,055 Sq Ft

  13 Hayes Pond Rd, Monterey, MA 01245

  Welcome to a rare waterfront oasis offering over 650 feet of private frontage on the deepest part of Hayes Pond. Your private dock and beach area provide direct access to swimming, kayaking, and fishing, while a perfectly positioned gazebo is ideal for entertaining by the water. Inside, breathtaking water views grace every room through expansive windows. The open-concept design flows seamlessly

  Tony Segalla LANCE VERMEULEN RE, INC

  13 Hayes Pond Rd, Monterey, MA 01245
• 

  

  /35

  $842,500 Open Sat 2PM - 3PM

  • 3 Beds
  • 2.5 Baths
  • 1,704 Sq Ft

  15 Orchard Ln, Williamstown, MA 01267

  MOTIVATED SELLER! MAJOR PRICE REDUCTION! This brand new contemporary in a quiet prime in-town location is now offered with a $50,000 buyer incentive towards closing costs and downpayment! Tucked away on a peaceful cul-de-sac just moments from the heart of town, this stunning new construction offers the rare combination of modern living within a well-established, highly desirable neighborhood.

  Paul Harsch HARSCH ASSOCIATES

  15 Orchard Ln, Williamstown, MA 01267
• 

  

  /20

  $389,000

  • 2 Beds
  • 1 Bath
  • 1,048 Sq Ft

  68 Creamery Rd, Great Barrington, MA 01230

  Sweet ranch in an unbeatable location. Located in lovely, low tax Egremont, this turn key property is minutes away from Great Barrington, New York state, and all that Berkshire County has to offer.One level living, this home includes two bedrooms, one full bath, hardwood floors and tons of light. A spacious kitchen opens into the living room, which centers around a cozy fireplace.A large,

  Lauren Rosen LANCE VERMEULEN RE, INC

  68 Creamery Rd, Great Barrington, MA 01230
• 

  

  /41

  $360,000

  • 8 Beds
  • 4 Baths
  • 3,266 Sq Ft

  261 Pomeroy Ave, Pittsfield, MA 01201

  Spacious Fully -Rented Duplex Investment OpportunityDiscover an investment opportunity with strong income potential. This 3,266 sqft duplex, built in 1900, offers timeless character combined with functionally. Situated on .41 acres, with plenty of off-street parking, the property features 15 rooms, 8 bedrooms, and 4 full baths across both units, making it ideal for long-term rental stability.

  Marnie Garzone THE KINDERHOOK GROUP

  261 Pomeroy Ave, Pittsfield, MA 01201

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