86

Berkshire County MA Homes under $500,000

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  • /39

    $440,000

    • 2 Beds
    • 2 Baths
    • 1,683 Sq Ft

    5 Windflower Way, Williamstown, MA 01267

    Welcome to your dream condo located at 5 Windflower Way. This beautifully updated residence offers a blend of comfort & convenience, making it a perfect place for those seeking low maintenance. The well-equipped kitchen features modern appliances, quartz countertops, a beautiful, tiled floor, & ample cabinets. This condo includes 2 generously sized bedrooms, and two bathrooms. The attached

    Jessica Rizzo LAMACCHIA REALTY, INC

    5 Windflower Way, Williamstown, MA 01267
  • /20

    $425,000

    • 3 Beds
    • 2 Baths
    • 1,449 Sq Ft

    841 Moberg Rd, Becket, MA 01223

    Charming 3BR/2B home in popular Indian Lake Estates. Sunny great room and expansive decks welcome you to this cozy home. Screened porch for al fresco dining and a Vermont Castings wood stove for toasty winter get-togethers. Community offers two (non-motorboat) lakes with beaches and tennis courts. Excellent location with easy access to Jacob's Pillow Dance Festival, Tanglewood and most other

    Jeff Wilkinson STONE HOUSE PROPERTIES, LLC

    841 Moberg Rd, Becket, MA 01223
  • /60

    $499,900

    • 3 Beds
    • 2.5 Baths
    • 2,093 Sq Ft

    144 Kittredge Rd, Pittsfield, MA 01201

    Welcome to 144 Kittredge Road in Pittsfield, Massachusetts! This charming brick 3-bedroom, 2.5-bath ranch-style rambler offers a perfect blend of comfort and convenience. Step inside to find an inviting open floor plan featuring a spacious living area bathed in natural light, ideal for both relaxation and entertaining. The well-appointed kitchen boasts ample counter space, making meal prep a

    Doug Collins LAMACCHIA REALTY, INC

    144 Kittredge Rd, Pittsfield, MA 01201
  • /58

    $435,000 Open Sun 10AM - 12PM

    • 3 Beds
    • 1.5 Baths
    • 1,632 Sq Ft

    1689 E Windsor Rd, Windsor, MA 01270

    A rare find: 3 Bedroom colonial home with a picturesque pond for endless enjoyment. Dining under the stars in your private backyard oasis and waking up to breathtaking views and gentle melodies of nature. Discover the magic where memories are waiting to be made. Anderson windows and doors. A brick chimney with a wood stove adds seasonal warmth to the living room. The back porch entices you to

    Tanya LeRose THE KINDERHOOK GROUP - PITTSFIELD

    1689 E Windsor Rd, Windsor, MA 01270
  • /37

    $489,000

    • 14 Beds
    • 6 Baths
    • 6,593 Sq Ft

    51 Bracewell Ave, North Adams, MA 01247

    Prime investment opportunity just outside of downtown North Adams. This fully occupied six-family property offers a strong rental history and numerous updates throughout. All just minutes from Mass MoCA, downtown shops/dining, and the MCLA campus. Four units include three bedrooms and one bathroom. The final two units feature one bedroom and one bathroom. Updated flooring, paint, kitchens, and

    Cory Evangelisto NOCHER REALTY

    51 Bracewell Ave, North Adams, MA 01247
  • /39

    $500,000

    • 3 Beds
    • 2.5 Baths
    • 1,440 Sq Ft

    235 Algerie Rd, Becket, MA 01223

    Let's imagine extreme privacy for a moment, yet your loved ones are simply a three minute walk away or a quick drive; because each one has their own home! With connecting roads this home is 1 of 3. This home has a hot tub, 3 fireplaces and a garage for winter parking. A parcel on Indian lakes is also an attractive feature that is available. This will give you access to the tennis court and the

    Cristian Sanchez COHEN & WHITE ASSOCIATES

    235 Algerie Rd, Becket, MA 01223
  • /62

    $499,000

    • 4 Beds
    • 3 Baths
    • 1,188 Sq Ft

    377 Highland Way, Sandisfield, MA 01255

    Welcome to your dream getaway in Otis Woodlands, one of the Berkshires' premiere private communities. This beautiful home offers the perfect blend of rustic elegance and modern comfort, ideal for year-round living or a serene weekend escape.Nestled among the trees, this spacious 4-bedroom, 3-bathroom home features a dramatic great room with vaulted ceilings and exposed beams, complemented by a

    Thom Garvey WILLIAM PITT SOTHEBY'S - LENOX

    377 Highland Way, Sandisfield, MA 01255
  • /41

    $498,000

    • 3 Beds
    • 2 Baths
    • 1,504 Sq Ft

    132 Sandisfield Rd, Sandisfield, MA 01255

    This Greek Revival farmhouse in quaint Sandisfield blends historic charm with modern updates. The open-concept living/dining area features a bright sitting room w/ vaulted ceilings and french doors overlooking lush greenery in the peaceful backyard. The modern kitchen has marble countertops & new appliances. The largest bedroom and a full bath are on the first floor, along with laundry and ample

    Kate Lascar COMPASS MASSACHUSETTS , LLC GB

    132 Sandisfield Rd, Sandisfield, MA 01255
  • /16

    $495,000

    • Land
    • 21 Acres
    • $23,239 per Acre

    0 West St, Sandisfield, MA 01255

    OWN THE ENTIRE NORTH SHORE OF a 10 ACRE POND. Tucked into the quiet SE corner of the Berkshires, this is a property where the pace of the world seems to slow. 21.3 acres in all, with nearly the entire north shore of Ida Pond--and actual ownership of the pond, historically known as Morley Swamp Reservoir, a tributary of the Buck River that flows to West Lake in Sandisfield State Forest.With

    Shannon Margraf WILLIAM PITT SOTHEBY'S - GT BARRINGTON

    0 West St, Sandisfield, MA 01255
  • /49

    $449,900

    • 4 Beds
    • 1.5 Baths
    • 2,126 Sq Ft

    31 Lexington Pkwy, Pittsfield, MA 01201

    Welcome to this Southeast Sweetheart -- a charming Dutch Colonial with so many incredible improvements. New roof, fresh exterior paint, new energy efficient mini splits for heating and cooling with $4,950 annual utility cost, new 200 amp electric service, updated baths, full-length front porch perfect for relaxing or socializing. Inside, a gracious entry leads to a classic living room with

    Tonia Scalise WILLIAM PITT SOTHEBY'S - LENOX

    31 Lexington Pkwy, Pittsfield, MA 01201
  • /59

    $499,000

    • 3 Beds
    • 2 Baths
    • 1,600 Sq Ft

    162 Ymca Rd, Becket, MA 01223

    Becket Lake cottage Enjoy a short walk down to a small community beach/Boat launch and beautiful Lake. The cottage was renovated with gracefully charm.Modern baths Easy kitchen., Energy-efficient windows. new flooring with exception to the nutty pine wide board living room floor that gleams. Wonderful oversize Trex deck back porch.3 Large bedrooms and a full den,2 full baths. The accent

    Ginger Conner RED HORSE REAL ESTATE, LLC

    162 Ymca Rd, Becket, MA 01223
  • /33

    $494,700 Open House 8/24

    • 3 Beds
    • 3 Baths
    • 2,351 Sq Ft

    499 Tamarack Rd, Pittsfield, MA 01201

    CHECK OUT THE NEW PHOTOS!!! Located next to Bousquet, just up the road from the Pittsfield airport, minutes from Lenox and Tanglewood and easy access to all the Berkshires have to offer! Lot's of love and care has gone into this home and property. Beautifully maintained and manicured lawn, private backyard, renovated deck with hot tub and a recently paved driveway are just a few of the outdoor

    Allen Halstead Berkshire Hathaway HomeService

    499 Tamarack Rd, Pittsfield, MA 01201
  • /35

    $449,900

    • 4 Beds
    • 2 Baths
    • 2,078 Sq Ft

    24 Front St Unit 22-24, Williamstown, MA 01267

    Excellent investment opportunity in desirable Williamstown! This tastefully updated duplex offers two well-maintained units, each featuring 2 bedrooms, 1 full bathroom, and in-unit laundry. Both units are currently fully occupied, providing immediate rental income for the savvy investor.Each side offers a bright and functional layout with spacious rooms, updated finishes, and modern conveniences.

    Jennifer Maxwell LAMACCHIA REALTY, INC

    24 Front St Unit 22-24, Williamstown, MA 01267
  • /30

    $489,000

    • 4 Beds
    • 2.5 Baths
    • 2,688 Sq Ft

    432 Grange Hall Rd, Dalton, MA 01226

    This 4-bedroom, 2.5-bath home with an oversized 2-car garage sits on over 3 acres and offers serious potential for the right buyer. The kitchen features granite countertops and plenty of space to make it your own. While the home does need some TLC, it's being sold as-is and is priced accordingly. This is your chance to own a home in one of Dalton's most sought-after neighborhoods at a price well

    THE KAHN TEAM BISHOP WEST REAL ESTATE

    432 Grange Hall Rd, Dalton, MA 01226
  • /31

    $499,000

    • 4 Beds
    • 2 Baths
    • 2,112 Sq Ft

    115 Bridge St, Great Barrington, MA 01230

    BRIDGERTOWN Investment opportunity or live with income potential. This 2 unit in-town has a 3 bedroom 1 bath on the 1st floor apartment and a 1 bedroom 1 bath on the 2nd floor with room to expand to in the 3rd floor attic space. Walk to town of Great Barrington with all it has to offer, 1/2 block to Co-op and Main St. Utilities are included in rent as electric and heat is combined. 1 car garage

    Mark Rosengren LANCE VERMEULEN RE, INC

    115 Bridge St, Great Barrington, MA 01230
  • /22

    $499,000

    • 4 Beds
    • 2 Baths
    • 1,800 Sq Ft

    32 S Main Rd, Otis, MA 01253

    This recently renovated 1890 Colonial offers four bedrooms and two full bathrooms on 38 private acres in Otis. The home features a wood-burning fireplace, updated kitchen and bathrooms, and a first-floor bedroom addition with vaulted ceilings. It is connected to town sewer and has a private well. A detached garage and several outbuildings provide extra space for storage or projects. This home

    Jessie Bennett WILLIAM PITT SOTHEBY'S - GT BARRINGTON

    32 S Main Rd, Otis, MA 01253
  • /23

    $499,000

    • Land
    • 9 Acres
    • $55,630 per Acre

    0 Lenox Rd Unit 246330, Richmond, MA 01254

    This exceptional estate parcel offers far more than raw land - it comes with preliminary designs already in place, making it easy to begin your dream build. Perched atop a scenic mountain, the property spans 8.9 private acres and feels even more expansive as it borders 14 acres of protected town conservation land. Enjoy panoramic views of rolling mountains and open meadows, and explore mature

    Conor Meehan STONE HOUSE PROPERTIES, LLC

    0 Lenox Rd Unit 246330, Richmond, MA 01254
  • /11

    $450,000

    • Land
    • 7 Acres
    • $62,797 per Acre

    Lot #29 Stratford Rd, New Marlborou, MA 01230

    Settle into the quiet charm of the Windemere Lake community with this 7.166-acre building lot. Tucked away on a peaceful road and embraced by natural woodland, the property offers a sense of seclusion while remaining part of a thoughtfully maintained private enclave. Though it doesn't sit directly on the water, owners enjoy shared access to Windemere Lake--a pristine, non-motorized lake perfect

    Tony Segalla LANCE VERMEULEN RE, INC

    Lot #29 Stratford Rd, New Marlborou, MA 01230
  • /11

    $500,000

    • Land
    • 7 Acres
    • $75,677 per Acre

    lot #24 Stratford Rd, New Marlborou, MA 01230

    Settle into the quiet charm of the Windemere Lake community with this 6.607-acre building lot. Tucked away on a peaceful road and embraced by natural woodland, the property offers a sense of seclusion while remaining part of a thoughtfully maintained private enclave. Though it doesn't sit directly on the water, owners enjoy shared access to Windemere Lake--a pristine, non-motorized lake perfect

    Tony Segalla LANCE VERMEULEN RE, INC

    lot #24 Stratford Rd, New Marlborou, MA 01230
  • /11

    $450,000

    • Land
    • 9 Acres
    • $52,374 per Acre

    Lot #19 Stratford Rd, New Marlborou, MA 01230

    Settle into the quiet charm of the Windemere Lake community with this 8.592-acre building lot. Tucked away on a peaceful road and embraced by natural woodland, the property offers a sense of seclusion while remaining part of a thoughtfully maintained private enclave. Though it doesn't sit directly on the water, owners enjoy shared access to Windemere Lake--a pristine, non-motorized lake perfect

    Tony Segalla LANCE VERMEULEN RE, INC

    Lot #19 Stratford Rd, New Marlborou, MA 01230
  • /17

    $499,000

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

    lot 1 N Beckett, Lee, MA 01238

    Single Family modular home on 3 Acres of land, in a serene and beautiful setting. There are two Modular homes to pick from, the New Haven and the Rolling Brook. Nestled in a peaceful, wooded landscape, this lot offers a perfect blend of privacy and natural beauty while being conveniently located. Minutes to walking trails, Basin Pond, and Finery Pond are at your back yard. Lenox and Stockbridge's

    The Mary Scimemi Team Leading Edge Real Estate

    lot 1 N Beckett, Lee, MA 01238
  • /42

    $409,500

    • 2 Beds
    • 1 Bath
    • 1,000 Sq Ft

    40 N Lake Way, Becket, MA 01223

    Center Pond Lake house with beautiful beach, Swimming, boating. View of the water from this 4-season ranch. Furnished completely. 3 bedrooms but one has been turned into a laundry room. 2 good size bedrooms. New granite and SS kitchen. New bathroom completed. New Roof in 2019. Wonderful screen in sitting porch with cozy furnishings. A must-see property.Center Pond is one of the cleanest and

    Ginger Conner RED HORSE REAL ESTATE, LLC

    40 N Lake Way, Becket, MA 01223
  • /36

    $448,000 Open Sat 11AM - 1PM

    • 4 Beds
    • 2.5 Baths
    • 2,464 Sq Ft

    16 East Rd, Adams, MA 01220

    The market has changed and so has the price! At this price it won’t last! Open house 8/16, 11am-1pm. Come see this meticulously cared-for residence that offers move-in-ready living with something for everyone. The downstairs flows beautifully, ideal for gatherings, and boasts a stunning formal dining space, along with a convenient first-floor half bath & laundry. The large open kitchen features

    Shannon Regan KRG - Key Realty Group

    16 East Rd, Adams, MA 01220
  • /40

    $430,000

    • 5 Beds
    • 2 Baths
    • 2,858 Sq Ft

    6 Crandall St, Adams, MA 01220

    Step into this timeless elegance with this spacious 5-bedroom, 2-bath Colonial built in 1900 in a historic district. Full of classic charm inside and out, including original architectural details, hardwood floors, wide trim, and tall ceilings. Two full staircases, a formal front staircase, and a more private back staircase that adds historic charm and functionality. The main floor boasts of

    Barbara DeMers NOCHER REALTY

    6 Crandall St, Adams, MA 01220
  • /38

    $418,000

    • 2 Beds
    • 2 Baths
    • 1,060 Sq Ft

    24 Henderson Rd, Williamstown, MA 01267

    This thoughtfully maintained ranch-style home offers charm, comfort, and convenience. The main level features a bright kitchen that flows into a cozy living area with a brick fireplace, two spacious bedrooms and a renovated full bath with radiant heated slate flooring. The partially finished basement includes a second bathroom and an additional room ideal for guests, a home office, or creative

    Patricia Molina CENTURY 21 NORTHEAST

    24 Henderson Rd, Williamstown, MA 01267
  • /39

    $499,000

    • 3 Beds
    • 2.5 Baths
    • 1,764 Sq Ft

    9 Bolton Dr, Lenox, MA 01240

    If you're looking for a walk-to-town location, be sure to check out this colonial nestled on a quiet dead-end street! The main level features an open kitchen/dining, living room with gas fireplace and half bath. On the upper level - three spacious bedrooms, two full baths and laundry. Bonus space is a partially finished walk-out lower level/den or family room. Two car attached oversized

    Pamela Roberts ROBERTS & ASSOC. REALTY, INC

    9 Bolton Dr, Lenox, MA 01240
  • /24

    $489,000

    • 5 Beds
    • 3 Baths
    • 3,696 Sq Ft

    321 High St, Dalton, MA 01226

    Welcome to 321 High Street, Dalton! This spacious home offers the perfect balance of New England charm and modern comfort. Located across from Pine Grove Park, it features inviting curb appeal with well-maintained landscaping and a generous backyard. You'll find light-filled rooms with newly refinished hardwood floors, a spacious living room and an updated kitchen with a stunning cathedral

    Cheryl Ryan BISHOP WEST REAL ESTATE

    321 High St, Dalton, MA 01226
  • /42

    $499,000

    • 5 Beds
    • 2 Baths
    • 1,745 Sq Ft

    9 & 14 Bear Hill Rd, Hinsdale, MA 01235

    This offshore Ashmere Lake family compound is a rare find offering lake access just a few steps from your properties. The rustic chic Cottage boasts a lushly landscaped corner lot with overflow parking, 3 bedrooms, yoga room, 1 bath, large living room with pellet stove, a dining room, spacious kitchen, inviting front porch, a wrap-around deck, and a one-car garage. Across the street, you'll find

    Victoria Standring LAMACCHIA REALTY, INC

    9 & 14 Bear Hill Rd, Hinsdale, MA 01235
  • /47

    $449,900

    • 3 Beds
    • 2.5 Baths
    • 2,104 Sq Ft

    18 Lacona St, Pittsfield, MA 01201

    Step in to the inviting foyer in this brand new colonial featuring beautiful kitchen dining open floor plan, first floor laundry, 3 spacious bedrooms and two full baths on second floor, sliders from dining room out to deck, 2 car garage EV car ready, large basement plumbed for 4th bath and sliders to nice yard all located walking distance to Pontoosuc lake and park. Come make this your new

    Robin Moore 413 REAL ESTATE

    18 Lacona St, Pittsfield, MA 01201
  • /40

    $425,000

    • 4 Beds
    • 2 Baths
    • 1,740 Sq Ft

    792 Middle Rd, Clarksburg, MA 01247

    Welcome home to this spacious Ranch/Rambler home with 4 bedrooms and two full bathrooms. Vaulted ceiling in the living room. The floor plan conveniently flows well through the kitchen and dining room. The kitchen has a penincela with seating. Off the dining room is a slider out to the large deck that also connects to the swimming pool. The lower level has a bonus/family room with a bar. Two car

    Michael Hernandez 360BERKSHIRE REALTY GROUP

    792 Middle Rd, Clarksburg, MA 01247
  • /25

    $419,000

    • 4 Beds
    • 1 Bath
    • 1,337 Sq Ft

    153 State Rd, Great Barrington, MA 01230

    Neat as a pin cape walking distance to downtown Great Barrington and amenities, this home has been thoughtfully renovated top to bottom. This sweet property has 4 bedrooms, a full bath, and even a partially finished basement. The kitchen, complete with a large pantry, retains the charming mid century details, while appealing to the modern aesthetic. Outside, there is a nice flat side yard, and

    Lauren Rosen LANCE VERMEULEN RE, INC

    153 State Rd, Great Barrington, MA 01230
  • /50

    $425,000

    • 2 Beds
    • 2 Baths
    • 1,647 Sq Ft

    2 Wallace Rd Unit 2E, Stockbridge, MA 01262

    Welcome to Heron Pond Condominiums in charming Stockbridge, where comfort meets convenience in a tranquil setting. This beautiful condominium offers an ideal combination of spacious living and cozy charm, featuring 2 or 3 bedrooms and 2 full baths. The screened porch is ideal to relax and enjoy nature without the bugs, a serene space to unwind, whether you're enjoying morning coffee or evening

    Paula McLean PAULA MCLEAN REALTORS INC.

    2 Wallace Rd Unit 2E, Stockbridge, MA 01262
  • /21

    $449,900

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

    1828 E Otis Rd, Otis, MA 01253

    Turnkey income property, vacation retreat, or multi-generational haven! This beautifully updated 3-bed, 2-bath home with a fully equipped in-law apartment offers flexibility for rental income, extended family, or guest space. Proven short-term rental with projected gross income of $100K annually when both units are rented. Inside, enjoy vaulted ceilings, hardwood floors, new appliances, and a

    Meagan Albert Tier 1 Real Estate

    1828 E Otis Rd, Otis, MA 01253
  • /39

    $499,000

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

    12 Alpine Trail, Pittsfield, MA 01201

    This well-maintained end-unit condo in the Pines at Bousquet offers 2,381 sq ft and seamlessly blends comfort and style. It features 3 bedrooms and 2.5 bathrooms, including a 1st-floor primary ensuite. The spacious layout boasts vaulted ceilings that fill the space with natural light, complemented by beautiful hardwood floors and an outdoor deck. Additionally, there is a cozy interior balcony and

    Marc Bellora LAMACCHIA REALTY, INC

    12 Alpine Trail, Pittsfield, MA 01201
  • /12

    $450,000

    • Land
    • 40 Acres
    • $11,250 per Acre

    LOT12 Bancroft Rd, Becket, MA 01223

    FORTY ACRE WATERFRONT PARCEL!! Unusual opportunity to own forty acres on pristine undeveloped Horn Pond in Becket. Subdivision possibilities abound with over 1200' feet of waterfront on the Pond and approximately 1400 feet of road frontage.

    Kim Bergland RED HORSE REAL ESTATE, LLC

    LOT12 Bancroft Rd, Becket, MA 01223
  • /30

    $475,000

    • 1 Bed
    • 1.5 Baths
    • 850 Sq Ft

    160 Water St Unit 112, Williamstown, MA 01267

    Unit 112, a beautiful appointed 1-bedroom in town condominium, a perfect blend of industrial and contemporary design. Upon entering, you'll immediately appreciate the spacious open-concept layout flooded with natural light from oversized windows that highlight the gleaming bamboo floors throughout. The living area provides ample space for both relaxation and entertaining, with a seamless flow

    Jane Miller BURNHAM GOLD REAL ESTATE, LLC

    160 Water St Unit 112, Williamstown, MA 01267
  • /26

    $429,900

    • 2 Beds
    • 2 Baths
    • 1,004 Sq Ft

    37 Corey Rd Unit 843, Hancock, MA 01237

    Totally turnkey opportunity for a beautifully updated unit in the heart of Village Center. Located on the second floor of the Welcome Center building, this much-loved unit offers two spacious bedrooms, two full bathrooms, a well-equipped kitchen, washer dryer, dedicated parking spot and private ski locker. Walk out your front door to skiing, dining, hiking, gym, hot tubs and pools. Staying in?

    Kevin Moderski JIMINY REALTY

    37 Corey Rd Unit 843, Hancock, MA 01237
  • /7

    $499,000

    • Land
    • 22 Acres
    • $22,682 per Acre

    0 River Rd Unit 245240, Clarksburg, MA 01247

    22 Pristine Acres Along the North Branch of the Hoosac River. Discover a remarkable opportunity to own 22 pristine acres in an idyllic setting. Nestled along the north branch of the Hoosac River, this property boasts level terrain off the road, gently sloping towards the water, and dramatic easterly views of the surrounding mountains. With approximately 970 feet of frontage along Route 8, the

    Erin Scott BURNHAM GOLD REAL ESTATE, LLC

    0 River Rd Unit 245240, Clarksburg, MA 01247
  • /20

    $499,000

    • Land
    • 16 Acres
    • $31,188 per Acre

    407 Churchill St, Pittsfield, MA 01201

    Imagine building your dream home or family compound on this stunning estate parcel in the heart of the Berkshires. This very rare gated land package includes a total of three parcels, each with power and wells in place. The main building site is at the top of the property and includes a four bedroom septic and buried propane tank. Conveniently located just minutes from Pittsfield State Forest

    Victoria Standring LAMACCHIA REALTY, INC

    407 Churchill St, Pittsfield, MA 01201
  • /27

    $499,900

    • 3 Beds
    • 2 Baths
    • 1,130 Sq Ft

    37 Corey Rd Unit 862, Hancock, MA 01237

    Looking for a corner unit at JJ's lodge? This 3 bedroom 2 full bath unit is literally steps away from the private locker room and walk out to the Berkshire Express. Beautiful distant Mountain vistas and views of the bunny hill where you can watch your kids learn how to ski and snowboard all from your private balcony! Multiple beds for family and friends. The unit has central AC and Heating with

    Kevin Moderski JIMINY REALTY

    37 Corey Rd Unit 862, Hancock, MA 01237

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