Berkshire County MA Homes for Sale

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  /38

  $749,900

  • 3 Beds
  • 2 Baths
  • 1,085 Sq Ft

  98 Loop Dr, Otis, MA 01253

  Classic lakefront cottage with frontage on quiet Benton Pond plus deeded rights to Big Pond. Four season contemporary Cape with an open plan featuring a window wall facing the lake and a brick fireplace. There are three bedrooms and two full baths plus a small loft. The screened porch is next to the kitchen, convenient for al fresco dining. Exterior access to the basement is perfect for storage

  Jeff Wilkinson STONE HOUSE PROPERTIES, LLC

  98 Loop Dr, Otis, MA 01253
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  /9

  $84,900

  • Land
  • 2.82 Acres
  • $30,106 per Acre

  1 Wade Inn Rd, Becket, MA 01223

  Welcome to Deer Haven, a quiet and scenic community in Becket. This 2.82-acre wooded lot offers the perfect balance of privacy and neighborhood setting. Zoned residential, the property provides plenty of space to design and build your dream home in the Berkshires. A fire hydrant is conveniently located in front of the lot, adding peace of mind for future development. With its natural setting and

  Christian Garner NOCHER REALTY

  1 Wade Inn Rd, Becket, MA 01223
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  /48

  $499,000

  • 3 Beds
  • 3 Baths
  • 1,716 Sq Ft

  190 Willow St, Lee, MA 01238

  : Renovated 3 bedroom 3 bathrooms, 1875 historic colonial house on two acres, detached garage, big sunroom, deck for entertaining, bubbling brook on property, 5 min to Red Lion Inn/Stockbridge center, 5 min to Lee's Main Street, private, abutting Beartown Mountain Preserve/State Forest, minutes to trails, ski, golf, lakes, restaurants, supermarket, outlets, Tanglewood, Jacobs Pillow, Shakespeare

  Kim Bergland RED HORSE REAL ESTATE, LLC

  190 Willow St, Lee, MA 01238
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  /43

  $1,390,000

  • 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
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  /33

  $379,000

  • 3 Beds
  • 1.5 Baths
  • 1,561 Sq Ft

  106 Sampson Pkwy, Pittsfield, MA 01201

  Experience the Berkshires lifestyle in this beautifully renovated ranch! Set in a desirable neighborhood, this home offers beautiful hardwood floors, 3 large bedrooms along with a stylishly updated gourmet kitchen and brand-new appliances. With one and a half bathrooms for added convenience and a lower level which provides potential for additional living space ready to be finished to your liking,

  Andreea Duta BISHOP WEST REAL ESTATE

  106 Sampson Pkwy, Pittsfield, MA 01201
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  /45

  $450,000

  • 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 backyard.

  Maggie Gavin WILLIAM PITT SOTHEBY'S - LENOX

  17 Kittredge Rd, Pittsfield, MA 01201
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  /41

  $339,900

  • 3 Beds
  • 1.5 Baths
  • 1,392 Sq Ft

  932 Williams St, Pittsfield, MA 01201

  PRICE REDUCED! Welcome to 932 Williams Street in southeast Pittsfield! Just a short walk from Kirvin Park with its open fields, playgrounds, and trails, this home offers a convenient setting close to schools, shopping, and everyday amenities. The main level includes a comfortable living room with a fireplace and an easy flow into the kitchen and dining area. Upstairs you'll find three bedrooms

  Kyle Crocker eXp REALTY

  932 Williams St, Pittsfield, MA 01201
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  /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
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  /14

  $90,000

  • Land
  • 2.82 Acres
  • $31,915 per Acre

  0 Cheshire Rd, Pittsfield, MA 01201

  Opportunity awaits on this nearly 3-acre cleared parcel, offering flexibility and convenience in a desirable location. With a curb cut already in place and town utilities--sewer, water, and electric--available at the street, much of the groundwork has been done for you.The property includes an outbuilding/garage with electricity, perfect for storage or as a head start on your future plans. The

  Maggie Gavin WILLIAM PITT SOTHEBY'S - LENOX

  0 Cheshire Rd, Pittsfield, MA 01201
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  /7

  $150,000

  • Land
  • 3.01 Acres
  • $49,834 per Acre

  230 Chanterwood Rd, Lee, MA 01238

  The perfect canvas for your dream home! This 3-acre corner lot is tucked away on one of Lee's most desirable roads, offering a rare blend of privacy and accessibility. Enjoy the serenity of nature while still being just minutes from everything that makes the Berkshires special--only 5 minutes to the Premium Outlets and Mass Pike, and a short drive to world-renowned cultural destinations like

  Jessie Carlino MACCARO REAL ESTATE

  230 Chanterwood Rd, Lee, MA 01238
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  /80

  $995,000

  • 5 Beds
  • 4.5 Baths
  • 4,102 Sq Ft

  1030 Simonds Rd, Williamstown, MA 01267

  Escape to your own private retreat in Williamstown, 'The Village Beautiful.' This spacious 5-bedroom, 4.5-bath home sits on 7.5 private acres and offers over 4,000 sq. ft. of living space throughout three levels, plus a finished basement with full bath and sauna. This home blends classic and modern features: exposed wood beam ceilings and a new, private primary suite with soaking tub. The home

  Carrie Swift Heck COMPASS MASSACHUSETTS , LLC GB

  1030 Simonds Rd, Williamstown, MA 01267
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  /7

  $349,000

  • Land
  • 19.73 Acres
  • $17,689 per Acre

  0 Hayes Hill Rd Unit 247870, New Marlborough, MA 01244

  Just shy of 20 acres. Make your way to the top for views, you won't be disappointed. An abundance of wildlife, and not a building in sight. Come take a look and make this your Berkshire retreat!

  Lawrence Reilly THE KINDERHOOK GROUP

  0 Hayes Hill Rd Unit 247870, New Marlborough, MA 01244
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  /29

  $264,900

  • 3 Beds
  • 1 Bath
  • 975 Sq Ft

  26 Davis St, Pittsfield, MA 01201

  Set on a private .41-acre lot, this renovated three bedroom, one bath home gives you the chance to move in without worrying about projects. The updates are fresh throughout, and the house has not been lived in since the work was completed.A large garage provides plenty of storage or space for hobbies, and the yard offers room to spread out, garden, or just enjoy the outdoors.26 Davis Street

  Lori Rose STONE HOUSE PROPERTIES, LLC

  26 Davis St, Pittsfield, MA 01201
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  /37

  $384,900

  • 3 Beds
  • 1.5 Baths
  • 2,061 Sq Ft

  240 Kirchner Rd, Dalton, MA 01226

  Step inside and you'll be welcomed by a warm, cabin-like feel featuring wood-beamed ceilings and walls, gleaming hardwood floors, and a cozy wood stove in the open-concept living and dining area. The kitchen is complete with maple cabinetry and plenty of storage, making it as functional as it is inviting. With 2-3 bedrooms and 1.5 baths, this single-level home is designed for easy living. An

  Nancy Bush Brooks SIGNATURE ASSOCIATES

  240 Kirchner Rd, Dalton, MA 01226
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  /39

  $299,900

  • 3 Beds
  • 1.5 Baths
  • 2,085 Sq Ft

  17 Morningside Ave, Adams, MA 01220

  Spacious and well-maintained 3-bedroom, 1.5-bath Cape Cod-style home offering 2,085 sq ft of living space with stunning views of Mt. Greylock. Nestled in a quiet neighborhood just minutes from downtown Adams, this home features hardwood floors throughout, a bright living room with large windows, and a formal dining room. The first floor includes a bedroom and full bath, ideal for single-level

  Jose Larios LAMACCHIA REALTY, INC

  17 Morningside Ave, Adams, MA 01220
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  /4

  $169,000

  • Land
  • 10.7 Acres
  • $15,794 per Acre

  0 Hartsville-New Marlborough Rd, New Marlborough, MA 01230

  Exceptional 10.7-Acre Wooded Lot-Subdivision Potential. Discover a rare opportunity to own 10.7 acres of serene, wooded land in the heart of New Marlborough. With 590 feet of road frontage & the possible ability to subdivide, this property offers endless options--whether you're looking to build your dream home or explore development potential. Nestled between the charming villages of New

  Paul Reed LANCE VERMEULEN RE, INC

  0 Hartsville-New Marlborough Rd, New Marlborough, MA 01230
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  /8

  $329,000

  • 4 Beds
  • 2 Baths
  • 1,672 Sq Ft

  921 Mohawk Trail, North Adams, MA 01247

  Beautifully renovated two-family home featuring new appliances and convenient washer/dryer hookup. Updates include pressure-treated porches and staircase. Property also offers a 20x30 garage with electricity, ample parking, and close proximity to downtown. Move-in ready and awaiting your finishing touches.

  Sean Taylor MORESI REAL ESTATE PARTNERS

  921 Mohawk Trail, North Adams, MA 01247
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  /43

  $289,900 Open Sat 1PM - 3PM

  • 3 Beds
  • 1.5 Baths
  • 1,320 Sq Ft

  20 Greenway St, Pittsfield, MA 01201

  Recently Renovated West End Home!Tucked away on a quiet dead-end street in Pittsfield's desirable West End, this charming 3-bedroom, 1.5-bath home has been beautifully updated and is ready to move right in. Updates include refinished hardwood floors, fresh interior paint, a fully updated kitchen and baths, and all new appliances. The home has been completely rewired, features a newer boiler, and

  Michele Purcell LAMACCHIA REALTY, INC

  20 Greenway St, Pittsfield, MA 01201
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  /50

  $249,000

  • 3 Beds
  • 2 Baths
  • 1,844 Sq Ft

  16 Pine St, Adams, MA 01220

  Move-in ready and thoughtfully upgraded, this spacious home combines comfort, efficiency, and convenience. Recent improvements include a brand new roof, solar panels, updated 200-amp electric, & a high-efficiency natural gas heating system with multiple zones. The bright kitchen features an island, new skylight & new French doors to a large back deck. The living room offers a cozy gas fireplace

  Laiken Rapisarda LAMACCHIA REALTY, INC

  16 Pine St, Adams, MA 01220
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  /39

  $250,000

  • 3 Beds
  • 1 Bath
  • 1,152 Sq Ft

  50 Grand Ave, Pittsfield, MA 01201

  Amazing opportunity to own a home on 0.46 acres plus two additional lots with 0.46 and 0.17 acres each, totaling about 1.1 acres, in a private area, on a dead end street! The house is a fixer upper, the exterior is freshly painted, the interior needs renovation but all utilities and mechanicals are on. The first floor features a lovely enclosed front porch, dining room, living room and kitchen;

  Angela Walker LAMACCHIA REALTY, INC

  50 Grand Ave, Pittsfield, MA 01201
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  /6

  $99,900

  • Land
  • 4 Acres
  • $24,975 per Acre

  0 North St, Windsor, MA 01270

  Discover the possibilities with this beautiful 4-acre wooded corner lot in Windsor, MA. Offering privacy and natural surroundings, the property features a small brook and direct frontage on a paved road for easy access. Across from state land, it's an ideal spot for a private retreat, vacation home, or year-round residence. Additional acreage is available for those seeking even more space to

  Amanda Kmetz ROBERTS & ASSOC. REALTY, INC

  0 North St, Windsor, MA 01270
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  /30

  $478,000

  • 5 Beds
  • 2 Baths
  • 3,062 Sq Ft

  103 Holmes Rd, Hinsdale, MA 01235

  The Woolen House stands as a rare piece of prestigious Hinsdale history. Once the home of the Woolen Mill superintendent, it has been fully reimagined for modern living. The craftsmanship is unmistakable: original woodwork, 16 inch brick construction, and a sense of permanence rarely found today. Inside, five bedrooms, two full bathrooms, a spacious laundry, and a versatile first floor room offer

  Harmony Edwards KELLER WILLIAMS REALTY

  103 Holmes Rd, Hinsdale, MA 01235
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  /17

  $199,000

  • 1 Bed
  • 1 Bath
  • 304 Sq Ft

  447 Notch Rd, North Adams, MA 01247

  This thoughtfully designed tiny home features super-insulated construction for year-round comfort, exceptional energy efficiency, and a low carbon footprint. Large windows fill the space with natural light while maximizing its smart cozy layout. Set on a lovely lot along scenic Notch Road, the property offers privacy, natural beauty, and room to enjoy the outdoors. Just minutes from downtown

  Patricia Andrew STONE HOUSE PROPERTIES, LLC

  447 Notch Rd, North Adams, MA 01247
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  /22

  $849,000

  • Land
  • 29 Acres
  • $29,276 per Acre

  416 West Rd, Alford, MA 01266

  Experience the Berkshires Like Never BeforeNestled on West Road in Alford, this exceptional 29-acre estate offers a rare blend of natural beauty, flexibility, and investment potential. A meandering brook, Alford Brook gently courses through the property, creating serene waterside vistas and the soothing soundtrack of flowing water day and night.From the open meadows and wooded glens, enjoy

  Maggie Merelle WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  416 West Rd, Alford, MA 01266
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  /6

  $50,000

  • Land
  • 0 Acre

  0 Strykers Rd, Florida, MA 01247

  Wonderful wooded 6.46 acre lot with roughed in driveway on a quiet country road. Build your dream home in the country just minutes to the Savoy Mountain State Park and Florida Sate Park. Minutes from Route 2 with easy access into North Adams for all your convienences.

  Grace Golden Equine Homes Real Estate, LLC

  0 Strykers Rd, Florida, MA 01247
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  /39

  $759,000

  • 3 Beds
  • 2.5 Baths
  • 2,381 Sq Ft

  103 Alpine Trail, Pittsfield, MA 01201

  Thoughtfully updated end unit located at the Pines at Bousquet The first level includes a gracious entry with custom flooring and cedar hall closet that flows beautifully into the great room with vaulted ceilings, gas fireplace and glass doors to the screened porch and deck with a scenic view of the woods. The lovely updated kitchen is open to the dining area and great room for comfortable open

  Cortney Dupont COHEN & WHITE ASSOCIATES

  103 Alpine Trail, Pittsfield, MA 01201
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  /70

  $875,000

  • 3 Beds
  • 3 Baths
  • 3,204 Sq Ft

  211 Cottage St, Housatonic, MA 01236

  Just outside the charming village of Housatonic, this extraordinary Queen Anne Victorian stands as a true architectural gem, nested amid lush gardens and beautifully landscaped grounds. From its distinctive urn shaped columns to its twin towers, gables and wrap around porch, every detail reflects the grace and grandeur of a bygone era - balanced perfectly with thoughtful modern updates. Sweeping

  Helen Mullany HELEN MULLANY REAL ESTATE, LLC

  211 Cottage St, Housatonic, MA 01236
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  /56

  $480,000

  • 2 Beds
  • 2 Baths
  • 1,250 Sq Ft

  14 Norwalk Acres Rd, Monterey, MA 01245

  Modern Monterey Retreat on 3.5 AcresTucked away at the end of a long private drive, this recently renovated contemporary offers a rare blend of modern design and Berkshire charm. With 1,250 sq ft of living space plus a stunning 250 sq ft screened porch, the home features clean lines, natural light, and thoughtful finishes throughout.

  Timothy Dunn VENTURE REAL ESTATE, INC

  14 Norwalk Acres Rd, Monterey, MA 01245
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  /34

  $374,900

  • 3 Beds
  • 2 Baths
  • 1,544 Sq Ft

  46 Lucille St, Pittsfield, MA 01201

  Inviting cape style home nestled between two of the Berkshires' most beautiful lakes- Pontoosuc and Onota set for outdoor water adventures and be surprised at home with an abundance of family spaces. Don't miss the oversized side yard a possible extra building lot (verification by buyer) for the accessory building, garage or second home. This home has three full levels of living offers

  Tonia Scalise WILLIAM PITT SOTHEBY'S - LENOX

  46 Lucille St, Pittsfield, MA 01201
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  /18

  $209,900

  • 3 Beds
  • 1 Bath
  • 1,486 Sq Ft

  40 Roland St, Pittsfield, MA 01201

  Come see this charming Colonial featuring three bedrooms, one full bathroom, and 1,486 square feet of living space. The main level offers a bright kitchen, spacious living room, and a family room with hardwood floors and abundant natural light. Upstairs you’ll find three comfortable bedrooms and a full bath. The full basement provides excellent storage space with potential for future finishing.

  john oliveri Property Works New England

  40 Roland St, Pittsfield, MA 01201
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  /43

  $199,900

  • 6 Beds
  • 2 Baths
  • 2,749 Sq Ft

  24 Franklin St, North Adams, MA 01247

  Come see this 6 bed 3 bath restoration. Built in 1900 it has undergone extensive repairs and updates for modern living. New 200amp electricNew high efficiency on demand heat and hot water boilerNewer flooring in bedrooms and kitchenGas range Farmhouse sink Ample storage in full size basement and atticUnique setup great for large family, guests, or AirbnbAll of the heavy lifting has been done.

  Donna Thomas DONNA THOMAS REALTY

  24 Franklin St, North Adams, MA 01247
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  /44

  $374,000

  • 3 Beds
  • 2 Baths
  • 2,196 Sq Ft

  17 Sunnyside Dr, Dalton, MA 01226

  Tucked away on a peaceful dead-end street, this spacious ranch offers the perfect blend of comfort and possibility. With an inviting open layout, hardwood floors, and a cozy fireplace, the main living spaces set the stage for both everyday living and memorable gatherings.A sun-filled family room with sliders opens to the backyard, where you'll find a generous lawn and an in-ground pool--ideal for

  Molly Gillon COMPASS MASSACHUSETTS , LLC GB

  17 Sunnyside Dr, Dalton, MA 01226
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  /26

  $425,000

  • 2 Beds
  • 1.5 Baths
  • 1,860 Sq Ft

  264 Main St Unit B, Great Barrington, MA 01230

  Imagine waking up in a sun-splashed home just steps from Great Barrington's lively Main Street--where every cafe, bookstore, and gallery feels like an extension of your neighborhood. This second-floor floor-through condo is more than a home; it's a canvas for your life.Over 1,800 sq. ft. of expansive living space unfolds with towering ceilings, oversized windows, and graceful arched doorways that

  Maggie Merelle WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  264 Main St Unit B, Great Barrington, MA 01230
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  /12

  $110,000

  • 1 Bed
  • 1 Bath
  • 330 Sq Ft

  19 N Church St Unit 14, North Adams, MA 01247

  Come see a part of the distinguished flat iron building in the historic Eagle St area of North Adams! Comes fully furnished, and a fully functioning Airbnb. Open concept Living area and bedroom. Tastefully decorated! Perfect to add to your portfolio or live in! 330 sqft, perfect for a nice getaway to experience Mass MoCA, shopping, restaurants, and all downtown North Adams has to offer!

  Susan Colvin MONARCH REALTY, INC.

  19 N Church St Unit 14, North Adams, MA 01247
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  /16

  $130,000

  • 1 Bed
  • 1 Bath
  • 330 Sq Ft

  19 N Church St Unit 12, North Adams, MA 01247

  Come see a part of the distinguished flat iron building in the historic Eagle St area of North Adams! Comes fully furnished, and a fully functioning Airbnb. Separate bedroom and sitting area. Tastefully decorated! Perfect to add to your portfolio or live in! 330 sqft, perfect for a nice getaway to experience Mass MoCA, shopping, restaurants, and all downtown North Adams has to offer!

  Susan Colvin MONARCH REALTY, INC.

  19 N Church St Unit 12, North Adams, MA 01247
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  /2

  $269,900

  • 8 Beds
  • 2 Baths
  • 2,016 Sq Ft

  42 John St, Pittsfield, MA 01201

  Investment Property Priced to Sell! This 2 family flat offers 4 bedrooms in each unit, vinyl siding, replacement windows, in unit laundry and separate utilities paid by tenants. Plenty of parking, private yard and right next to the park make this a lucrative addition to any investment portfolio. Both units were completely updated in 2022. Unit #44 has a certificate of lead compliance.

  Brenda Durant KEMPF-VANDERBURGH REALTY CONSULTANTS, INC.

  42 John St, Pittsfield, MA 01201
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  /51

  $549,000

  • 3 Beds
  • 2 Baths
  • 2,498 Sq Ft

  95 Sugar House Rd, Otis, MA 01253

  Welcome to this meticulously maintained and lightly lived-in private country home, set at the end of a quiet cul-de-sac on a scenic country road. Situated on nearly 4 acres and backing up to the Farmington River Wildlife Management Area, this one-owner home offers privacy, natural beauty, and modern comfort in equal measure.Boasting nearly 2,500 sq ft of finished living space, this bright and

  Thom Garvey WILLIAM PITT SOTHEBY'S - LENOX

  95 Sugar House Rd, Otis, MA 01253
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  /49

  $780,000

  • 3 Beds
  • 2 Baths
  • 2,046 Sq Ft

  17 Iron Mine Rd, West Stockbridge, MA 01266

  Designed for country living and entertaining, the heart of the home centers around a sun-filled great room with vaulted ceilings, wood beams, and French doors leading to a private deck. The chic kitchen has marble counters, subway tile, stainless steel appliances, gas stove and a peninsula for prep and dining. The 1st-floor primary suite offers a walk-in closet, updated full bath and deck access.

  Tracy Crawford COMPASS MASSACHUSETTS , LLC GB

  17 Iron Mine Rd, West Stockbridge, MA 01266
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  /56

  $799,000

  • 4 Beds
  • 2 Baths
  • 2,105 Sq Ft

  12 Barrington Place, Great Barrington, MA 01230

  Charming Renovated 1900 Colonial ''On The Hill''A beautifully updated home blends historic charm with modern amenities in a sought-after neighborhood. The thoughtfully opened floor plan features gorgeous wood floors and an abundance of natural light throughout. A chef's eat-in kitchen is complete with a center island and seamless flow into the spacious living room and den. A wood-burning

  Mauren White-Kirkby BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

  12 Barrington Place, Great Barrington, MA 01230
• 

  

  /32

  $299,000

  • 4 Beds
  • 1 Bath
  • 1,285 Sq Ft

  156 Draper Ave, Pittsfield, MA 01201

  This charming four-bedroom, one-bath Cape sits on a sunny corner lot just steps from Springside Park. Inside, you'll find a bright and welcoming layout featuring a functional kitchen, comfortable living spaces, and two bedrooms on the main level, plus two more upstairs with cozy dormer charm. Recent updates include a brand-new water heater and sewer line, offering peace of mind for years to

  The Mazzeo Duo BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

  156 Draper Ave, Pittsfield, MA 01201

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