Berkshire County MA Homes for Sale with Acreage

• 

  

  

  /4

  $269,900

  • Land
  • 2 Acres
  • $134,950 per Acre

  0 Pine St, Great Barrington, MA 01230

  Two-acre parcel in a quiet location, a short stroll to the Main Street. Ideal for those who seek privacy with the convenience of nearby shops, restaurants and services.

  Helen Mullany HELEN MULLANY REAL ESTATE, LLC

  0 Pine St, Great Barrington, MA 01230
• 

  

  

  /27

  $399,900

  • 3 Beds
  • 1.5 Baths
  • 1,250 Sq Ft

  271 Brodie Mountain Rd, Williamstown, MA 01267

  Ski home in Hancock less than 1/2 a mile to the slopes at Jiminy Peak Mountain Resort. This 3 bed 2 bath home sits on 5.25 acres with a private driveway right off of Brodie Mountain Road. This is your opportunity to own a vacation home in the Berkshires.

  Kevin Moderski JIMINY REALTY

  271 Brodie Mountain Rd, Williamstown, MA 01267
• 

  

  

  /11

  $799,000

  • 6 Beds
  • 5 Baths
  • 4,016 Sq Ft

  129 W Shore Rd, Otis, MA 01253

  Otis Reservoir Deeded Access is steps away from this versatile property. Four units primarily used, on a casual basis, as vacation rentals with nightly rates ranging from $140 to $171. Current retiring owner has set the stage for the next owner to grow a highly profitable venture. Most furniture, fixtures and supplies convey so the new owner can hit the ground running. Portions of the

  Karen Chenausky Cetto Real Estate

  129 W Shore Rd, Otis, MA 01253
• 

  

  

  /60

  $2,185,000

  • 3 Beds
  • 2.5 Baths
  • 2,952 Sq Ft

  14 Old Tree Farm Rd, Stockbridge, MA 01262

  Set on a quiet country road w/ private driveway, this charming 3 BR, 2.5 BA home sits on 8 picturesque acres just minutes from Tanglewood, Stockbridge Bowl & the villages of Stockbridge, Lenox & West Stockbridge. Perfect for outdoor enthusiasts, culture lovers or anyone seeking a peaceful Berkshire retreat. The location offers hiking, yoga & wellness centers, boating, skiing, & convenient access

  Claire Pollart LANCE VERMEULEN RE, INC

  14 Old Tree Farm Rd, Stockbridge, MA 01262
• 

  

  

  /35

  $699,000

  • 3 Beds
  • 3 Baths
  • 1,829 Sq Ft

  36 Glendale Rd, Stockbridge, MA 01262

  Welcome to this stunning one level living, 3 bedroom, 3 bathroom home on a serene 4 acre lot. Designed for comfort and style, it features a bright first floor living area with large picture windows and a charming fireplace. The spacious kitchen offers a skylight, breakfast nook, and access to a screened porch perfect for relaxing. Cherry Floors flow throughout (except the kitchen and baths), and

  Patricia Andrew STONE HOUSE PROPERTIES, LLC

  36 Glendale Rd, Stockbridge, MA 01262
• 

  

  /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
• 

  

  /4

  $180,000

  • Land
  • 17.51 Acres
  • $10,279 per Acre

  0 Strykers Rd, Florida, MA 01247

  Berkshire County, MA - 17.5 Acres of Privacy and Possibility! Set along a quiet, paved country road just 10 minutes from downtown North Adams, this 17.5-acre parcel offers the perfect blend of privacy, natural beauty, and convenience. The land directly borders property managed by the Berkshire Natural Resource Council, providing seamless access to the Hoosac Range Trail System and the expansive

  Colleen Zajac MONARCH REALTY, INC.

  0 Strykers Rd, Florida, MA 01247
• 

  

  /20

  $998,000

  • 4 Beds
  • 4 Baths
  • 2,322 Sq Ft

  97 Brush Hill Rd, Great Barrington, MA 01230

  Berkshires Sanctuary - A Fully Renovated Retreat with Appalachian Trail Access & Nearby Three Mile Pond.Tucked away in a landscape of towering trees and rolling hills, this exquisite four-bedroom and three-bathroom, retreat has been reimagined with over $650,000 in premium renovations, offering the perfect balance of luxury and nature. With direct access to Appalachian trail and Three Mile Pond,

  Maggie Merelle WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  97 Brush Hill Rd, Great Barrington, MA 01230
• 

  

  /35

  $799,000

  • 3 Beds
  • 2.5 Baths
  • 1,866 Sq Ft

  1460 Ashley Falls Rd, Sheffield, MA 01257

  Stunning contemporary sanctuary in Ashley Falls offering perfect blend of modern design & natural surroundings. 3BR/2.5BA residence bathed in natural light. The first floor features a comfortable den, eat-in kitchen and gracious living room with marble wood burning fireplace. A thoughtfully designed floor plan flows seamlessly to outdoor spaces including large deck for al fresco dining &

  Karen Climo WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  1460 Ashley Falls Rd, Sheffield, MA 01257
• 

  

  /32

  $965,000

  • 3 Beds
  • 2.5 Baths
  • 2,072 Sq Ft

  188 Hillsdale Rd, Egremont, MA 01230

  GORGEOUS LOW MAINTENANCE HOME IN LOW TAX EGREMONT. A move-in ready opportunity, just minutes to the NY & CT borders AND Great Barrington. This home is ready for occupancy just in time for Ski Season. Wonderful chef's kitchen with open plan Living/Dining. The upper level hosts a grand primary en- suite, with a dedicated office space and seating area, AND its own screened porch. Two additional

  Helen Mullany HELEN MULLANY REAL ESTATE, LLC

  188 Hillsdale Rd, Egremont, MA 01230
• 

  

  /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
• 

  

  /17

  $499,000

  • 2 Beds
  • 1 Bath
  • 1,015 Sq Ft

  18 Hill Rd, Stockbridge, MA 01262

  Log Cabin in Stockbridge! Tucked away at the end of a country road, this charming log home offers warmth, privacy, and convenience - and it's close to Tanglewood. Beautifully maintained inside and out, it sits on two wooded acres with a welcoming front porch. Inside you will find a cozy retreat - a living room with cathedral ceilings, pine floors, and a working fireplace. The updated kitchen

  Marie Bourassa SIGNATURE ASSOCIATES

  18 Hill Rd, Stockbridge, MA 01262
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  /32

  $795,000

  • 3 Beds
  • 2 Baths
  • 2,460 Sq Ft

  85 Main Rd, Monterey, MA 01245

  OUTSTANDING COUNTY LIVING in idyllic Monterey with its low real estate taxes and easy access to Lake Garfield and Lake Buel. Butternut Ski Area is only 5 minutes away. 8 minutes to downtown Great Barrington. This Timber Fame (open floor plan) contemporary home features beautiful (wide-plank) pinewood floors, a cathedral ceiling Great Room, and a bonus sleeping loft area. A fireplace on the main

  George Cain WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  85 Main Rd, Monterey, MA 01245
• 

  

  /20

  $299,900

  • 3 Beds
  • 1.5 Baths
  • 1,330 Sq Ft

  52 Alger St, Adams, MA 01220

  This cherished family home is ready for it's next chapter. The first floor offers a large, open kitchen, dining room, living room, versatile bedroom or office and a half bath. A welcoming four-season sunroom at the front entry provides the perfect spot to relax year-round. The second floor features two additional bedrooms and a full bath. Nestled in a quiet neighborhood, the home sits on a large

  Jeffrey King ALTON & WESTALL REAL ESTATE AGENCY, LLC

  52 Alger St, Adams, MA 01220
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  /42

  $589,000

  • 3 Beds
  • 2 Baths
  • 1,842 Sq Ft

  16 Swamp Rd, West Stockbridge, MA 01266

  The George Tyler Homestead appears on West Stockbridge maps as early as 1855. This charming 3-bedroom cottage exudes warmth and character with plenty of original detail. The wood-paneled living room features a handsome brick hearth with beehive oven and beautifully aged pine floors. The L-shaped kitchen offers ample storage and opens to a formal dining room, where a large window overlooks the

  Vashti Poor LANCE VERMEULEN RE, INC

  16 Swamp Rd, West Stockbridge, MA 01266
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  /39

  $990,000

  • 4 Beds
  • 2 Baths
  • 2,600 Sq Ft

  1131 Norfolk Rd, Southfield, MA 01259

  Secluded country home on 48 wooded acres. 4 Bedrooms/2 full baths Contemporary Lodge/Guest House, spacious open living room with massive field stone fireplace, chefs kitchen with Garland Stove.. Lovely country setting offering great privacy for one owner or potential family compound

  Matthew Marlow BERKSHIRE HOMES AND CONDOS

  1131 Norfolk Rd, Southfield, MA 01259
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  /34

  $349,000

  • 2 Beds
  • 3 Baths
  • 1,636 Sq Ft

  213 Brodie Mountain Rd, Williamstown, MA 01267

  Hancock, MA - Back on Market with generous price reduction~ Great location ski cottage just a stone's throw from Jiminy Peak Ski Resort. With needed renovations, the property has the potential to become a one-of-kind, full-time home in one the Berkshires' best school districts, or a year-round revenue producing Airbnb. Two acres of land, brook running through, easy in-out circular driveway,

  Colleen Zajac MONARCH REALTY, INC.

  213 Brodie Mountain Rd, Williamstown, MA 01267
• 

  

  /34

  $849,900

  • 3 Beds
  • 3 Baths
  • 2,300 Sq Ft

  1335 Swamp Rd, Richmond, MA 01254

  A stunning and modern contemporary home that is MOVE IN READY. It is situated privately on 4 acres, in a wooded, tranquil setting. The home, with 3 bedrooms and 3 bathrooms, has been fully and tastefully renovated in the past 12 years. The main floor features high ceilings, abundant windows, open kitchen with soapstone counters, dining area, and living room, all with scenic wooded views; perfect

  Susan Calkins STONE HOUSE PROPERTIES, LLC

  1335 Swamp Rd, Richmond, MA 01254
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  /11

  $35,000

  • Land
  • 2.14 Acres
  • $16,378 per Acre

  Lot 4 Ore Bed Rd, Lanesborough, MA 01237

  Just over two acres of land located in a private setting. Located just a short distance to Jiminy Peak and Pontoosuc Lake. Zoned R-A with the town, the lot is wooded but includes some level areas for a potential building site.

  Cory Evangelisto NOCHER REALTY

  Lot 4 Ore Bed Rd, Lanesborough, MA 01237
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  /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
• 

  

  /4

  $129,900

  • Land
  • 8.86 Acres
  • $14,661 per Acre

  0 Cross Rd, Clarksburg, MA 01247

  Enjoy North county peace and serenity on over eight acres but with close proximity to North County conveniences and cultural venues. The property has fifty feet of road frontage for driveway access to your expansive yard offering privacy and views. Some of the unique features of this property are a two-story, 30'x30' workshop with electrical service and an attached 30'x28' shed with a steel roof.

  Tracy Munger KEMPF-VANDERBURGH REALTY CONSULTANTS, INC.

  0 Cross Rd, Clarksburg, MA 01247
• 

  

  /23

  $699,900

  • 4 Beds
  • 1.5 Baths
  • 2,948 Sq Ft

  3258 Main St, Becket, MA 01223

  Available for the first time in decades, this exceptional property offers peace, privacy, and endless opportunities to explore nature! Set on 77 acres with brooks and meandering trails, it's a true retreat for those seeking both solitude and adventure.The home features a spacious, sunlit first-floor layout with an eat-in kitchen, dining room, living room with pellet stove, heated porch/bonus

  Nancy Bush Brooks SIGNATURE ASSOCIATES

  3258 Main St, Becket, MA 01223
• 

  

  /17

  $265,000

  • Land
  • 6.79 Acres
  • $39,016 per Acre

  00 Konkapot Rd, New Marlborough, MA 01259

  The tree lined drive leads to a level, private, cleared building site on this 6.8 acre lot. Underground 200 amp service, a new well, and 4 bedroom septic fields are installed. A short stroll brings you to the association tennis courts and swimming pool. This is a rare opportunity in a very desirable Southern Berkshires location.

  David Taylor ELYSE HARNEY REAL ESTATE

  00 Konkapot Rd, New Marlborough, MA 01259
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  /40

  $340,000

  • 5 Beds
  • 2 Baths
  • 2,485 Sq Ft

  254 Main St, Sheffield, MA 01257

  Welcome the historic Foxdale and the opportunity to own a piece of history that begins before the declaration of independence. This property originally was built in the 1750s. If a house with character is what you're looking for, look no further! In the heart of the village of Sheffield, you will find this property unlike any other. After its complete restoration by its visionary new owner this

  Cortney Dupont COHEN & WHITE ASSOCIATES

  254 Main St, Sheffield, MA 01257
• 

  

  /6

  $265,000

  • Land
  • 1.97 Acres
  • $134,518 per Acre

  14 McGee Rd, Egremont, MA 01230

  Lovely building lot on a quiet road in bucolic Egremont. Well has been drilled, septic design done for two structures and power is brought to site. Truly ready for your design/build.

  Jen Harvey COMPASS MASSACHUSETTS , LLC GB

  14 McGee Rd, Egremont, MA 01230
• 

  

  /23

  $119,900

  • Land
  • 3.3 Acres
  • $36,333 per Acre

  140 Strykers Rd, Florida, MA 01247

  This 3.3-acre Berkshire County mountain retreat presents a rare opportunity to build immediately on a fully improved and development-ready lot. Located on a quiet, town-maintained paved road, the property offers the ideal balance of privacy, accessibility, and proximity to Northern Berkshire cultural and recreational amenities.The property is already equipped with a 440-foot artesian well, an

  Nathan Girard ROYAL PROPERTY GROUP

  140 Strykers Rd, Florida, MA 01247
• 

  

  /10

  $39,900

  • Land
  • 4.48 Acres
  • $8,906 per Acre

  Lot19 Skyline Ridge Rd, Becket, MA 01223

  4.48 acre lot in the Skyline Ridge HOA. Potential views to the north. Several existing homes are located nearby with distant mountain and ridge views. Bordering State Forest, lakes, trails and the cultural attractions of the Berkshires nearby. Successful perc test 2003: 2.3 MPI.

  Kim Bergland RED HORSE REAL ESTATE, LLC

  Lot19 Skyline Ridge Rd, Becket, MA 01223
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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
• 

  

  /15

  $890,000

  • Land
  • 181 Acres
  • $4,917 per Acre

  128 E Hoosac St, Adams, MA 01220

  Discover a rare opportunity to own 181 extraordinary acres in the picturesque town of Adams. Available for the first time, this expansive property features an ideal blend of open meadows, rolling hills, mature woodlands and stunning views - perfect for nature lovers, outdoor enthusiasts, or visionary developers. The land boasts gently sloping topography from east to west, creating a dynamic

  Jeffrey King ALTON & WESTALL REAL ESTATE AGENCY, LLC

  128 E Hoosac St, Adams, MA 01220
• 

  

  /48

  $899,000

  • 6 Beds
  • 9 Baths
  • 4,652 Sq Ft

  560 Stockbridge Rd, Lee, MA 01238

  Set on just over seven acres between Lee and Stockbridge, this c.1850 Greek Revival delivers classic Berkshire character with real scale. Nearly 4,700 square feet with a gracious flow, tall windows, and preserved period details. Every bedroom offers an en suite, creating an easy setup for hosting family and friends. Common spaces include a welcoming foyer, two living rooms, a formal dining room,

  Lori Rose STONE HOUSE PROPERTIES, LLC

  560 Stockbridge Rd, Lee, MA 01238
• 

  

  /3

  $89,900

  • Land
  • 4 Acres
  • $22,475 per Acre

  0 Old Ore Bed Rd Unit 246230, Lanesborough, MA 01237

  This property has pastoral views and is located in quiet peaceful area.

  Steve Ray BERKSHIRE REAL ESTATE

  0 Old Ore Bed Rd Unit 246230, Lanesborough, MA 01237
• 

  

  /4

  $69,000

  • Land
  • 3.72 Acres
  • $18,548 per Acre

  0 Greenwood Cir, Egremont, MA 01230

  Bring your creativity to build a sweet home with views of Smiley's Pond in this lovely quiet neighborhood. 3.72 acres on private drive close to the village center of South Egremont. Frontage on both Greenwood Circle and North Undermountain Road.

  Lance Vermeulen LANCE VERMEULEN RE, INC

  0 Greenwood Cir, Egremont, MA 01230
• 

  

  /37

  $1,475,000

  • 1 Bed
  • 2 Baths
  • 1,296 Sq Ft

  481 Shunpike Rd, Sheffield, MA 01257

  A total 41 acres includes a 2nd building lot of 26 acres allowing one to build ones own home with mountain views. A 36x52 work shop. One full time residence and a separate summer studio. Some land does go into New Marlborough. Surrounded by conservation land. Passive solar views facing South and West. Property has been a sculpture park for many years. Trails throughout. Views to Connecticut.

  Suzann Ward HOUSATONIC REAL ESTATE

  481 Shunpike Rd, Sheffield, MA 01257
• 

  

  /25

  $474,900

  • Land
  • 83 Acres
  • $5,722 per Acre

  219 West Rd, Adams, MA 01220

  ADAMS! Dynamite Berkshire Land. Bordering Greylock Glen Land into Greylock Mountain State Reservation. 1,000's & 1,000's acres of direct access to preserved forestlands & fresh water brooks, waterfalls & ponds. A nature enthusiast dream getaway. Enjoy it all right from your own 83 acres - hike, bike, hunt & snowmobile directly from your own property. Direct access to a vast network of

  Colleen Zajac MONARCH REALTY, INC.

  219 West Rd, Adams, MA 01220
• 

  

  /26

  $609,000

  • 4 Beds
  • 2.5 Baths
  • 2,340 Sq Ft

  54 Egremont Plain Rd, Great Barrington, MA 01230

  New England farmhouse with distant views. Large common rooms & kitchen great room are bathed in sunlight. Beautiful pine floors & exposed beams throughout the 1st floor. Extra room on the first floor can be used as a bedroom or an office (not pictured.) Many structural renovations in 2004, central air, in line generator, in ground pool, screened porch & so much charm. The flat 3.89 acres allows

  Katie Williams STONE HOUSE PROPERTIES, LLC

  54 Egremont Plain Rd, Great Barrington, MA 01230
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  /44

  $539,900

  • 4 Beds
  • 1.5 Baths
  • 1,865 Sq Ft

  573 Stafford Hill Rd, Cheshire, MA 01225

  Welcome to this spacious 4-bedroom, 2-bathroom home offering 1,865 sq ft. of comfortable living space on a generous 1.42 acre lot in the beautiful town of Cheshire. This property features a bright and inviting layout, well-sized bedrooms, and ample room for everyday living or entertaining. New vinyl siding, gutters & awnings added in the most recent years. Enjoy the privacy and outdoor

  Sara Bresett NOCHER REALTY

  573 Stafford Hill Rd, Cheshire, MA 01225
• 

  

  /22

  $125,000

  • Land
  • 5.9 Acres
  • $21,186 per Acre

  Lot 4 / 0 Rood Hill Rd, Sandisfield, MA 01255

  The Blueberry Fields of Rood Hill RoadThere are places that exist in perfect harmony with the seasons, where autumn arrives like a master colorist painting the landscape in burnished gold and russet. These 5.9 acres along Rood Hill Road represent one such place--two pristine meadows where generations of lowbush blueberries have created their own natural tapestry, framed by colonial stone walls

  Chapin Fish WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  Lot 4 / 0 Rood Hill Rd, Sandisfield, MA 01255
• 

  

  /19

  $189,900

  • Land
  • 2.1 Acres
  • $90,429 per Acre

  0 Yokum Pond Rd, Becket, MA 01223

  Discover this pristine 2-acre lot featuring exclusive access to Buckley Dunton Lake and Yokum Pond, nestled within the desirable Berkshire Lakes Estates. As an association member, enjoy waterfront dock rights, perfect for boating and fishing. The community offers amenities including tennis courts and a basketball court, making it an ideal location for outdoor recreation.Conveniently situated just

  Jason Nocher NOCHER REALTY

  0 Yokum Pond Rd, Becket, MA 01223
• 

  

  /13

  $50,000

  • Land
  • 1 Acre
  • $50,000 per Acre

  Lot 43 Westbrook Terrace, Pittsfield, MA 01201

  Welcome to Lot 43 at the corner of Westbrook Terrace and Old Farm Lane, a prime ready-to-build homesite in one of Pittsfield's most desirable neighborhoods. This one acre lot offers the perfect blend of nature, community, and convenience. With infrastructure already in place--including sidewalks, sewer, water, natural gas, and underground electric--your vision can take shape with ease.A

  Tracy Crawford COMPASS MASSACHUSETTS , LLC GB

  Lot 43 Westbrook Terrace, Pittsfield, MA 01201
• 

  

  /79

  $1,360,000

  • 4 Beds
  • 2.5 Baths
  • 3,443 Sq Ft

  28 Main Rd, Lee, MA 01238

  THEY DON'T BUILD HOUSES LIKE THIS ANYMORE.They don't build love at first sight anymore, either. But Sky Hill Farm - a genuine 1798 Federal colonial in Tyringham Valley - has been creating that exact feeling for over two centuries.In 1912, Adele LeBourgeois Chapin wrote about first arriving here at dusk, walking through high grass to the old front door with its worn stone steps and feeling the

  Chapin Fish WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  28 Main Rd, Lee, MA 01238

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