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Berkshire County MA Homes for Sale

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  • /32

    $1,149,000

    • 4 Beds
    • 2 Baths
    • 1,298 Sq Ft

    35 Bidwell Rd, Monterey, MA 01245

    A quintessential Lake Garfield home, originally built in the 1920s, now offers classic Berkshire lakefront living. With four bedrooms and two full baths, there's plenty of room for guests year-round. The property includes two parcels--one with the house, the other with a dock and the potential to build another home, creating a lakeside compound. Updates over the years include a roof, siding,

    Timothy Lovett COMPASS MASSACHUSETTS , LLC GB

    35 Bidwell Rd, Monterey, MA 01245
  • /24

    $695,000

    • 2 Beds
    • 2 Baths
    • 1,308 Sq Ft

    80 Taconic Ave Unit 3, Great Barrington, MA 01230

    Welcome to Oakwood Condominium. A one car garage comes with unit. Plenty of additional parking. Lovely inground well manicured pool. Beautiful outdoor landscaping and sitting area. Private deck attached to unit for outdoor entertaining. This unit has been renovated over the years with updated kitchen with eat in nook area. All new windows and sliding doors. Gorgeous primary bathroom with radiant

    Suzann Ward HOUSATONIC REAL ESTATE

    80 Taconic Ave Unit 3, Great Barrington, MA 01230
  • /31

    $283,000

    • 2 Beds
    • 1 Bath
    • 924 Sq Ft

    159 Black Brook Rd, Savoy, MA 01256

    2-Bedroom Home on 18 Acres Surrounded by State Land - Move-In Ready.Whether you're looking for a weekend getaway, a full-time residence, or the perfect basecamp for outdoor adventures, this unique property offers unmatched privacy and potential. Interior space offers a large eat in kitchen with abundance of cabinet & counter space. Living room with wood stove is open to kitchen. Each bedroom is

    Barbara DeMers NOCHER REALTY

    159 Black Brook Rd, Savoy, MA 01256
  • /2

    $69,900

    • Land
    • 0.87 Acre
    • $80,123 per Acre

    0 Iroquois St, New Ashford, MA 01237

    Beautiful lot, partially cleared, nestled in a lake community. Perfect building lot for your dream home!

    Jordan Romeo 413 REAL ESTATE

    0 Iroquois St, New Ashford, MA 01237
  • /115

    $1,499,000

    • 4 Beds
    • 5 Baths
    • 5,030 Sq Ft

    175 Bulkley St, Williamstown, MA 01267

    RESTORED CARRIAGE BARN! An in-town wildlife sanctuary! Williams College Campus a 1/2 mile from this Premier Williamstown location boasting an elegant renovated Carriage House. truly a gem! Luscious, winding, woodland wonder leads to this tranquil property. Wildlife & sounds of nature: birds singing, trees whispering & Buxton Brook gurgling everywhere you go. Step inside this beautifully

    Colleen Zajac MONARCH REALTY, INC.

    175 Bulkley St, Williamstown, MA 01267
  • /67

    $474,900

    • 3 Beds
    • 1.5 Baths
    • 1,456 Sq Ft

    47 Gale Ave, Pittsfield, MA 01201

    Exceptional opportunity: Fully renovated three-bedroom main residence with guest cottage...FULL DELEADING COMPLIANCE!!! This special property offers owner-occupied living and additional income. The fully renovated main residence with the separate guest cottage provides ample space for various living arrangements. Both homes are move-in ready!

    Brandon White COHEN & WHITE ASSOCIATES

    47 Gale Ave, Pittsfield, MA 01201
  • /9

    $190,000

    • 2 Beds
    • 2 Baths
    • 925 Sq Ft

    364 Otis Rd, Becket, MA 01223

    Investors, rehabs, welcome. a future rental, second home or year round home. Lots of potential here. Short drive to local events, concerts, restaurants, shopping, seasonal sports.1bdrom, 1 full bath, living room on each level.Kitchen on upper level. Property to be sold as is.

    Kimberly Spencer RE/MAX COMPASS

    364 Otis Rd, Becket, MA 01223
  • /54

    $649,000

    • 5 Beds
    • 2.5 Baths
    • 2,750 Sq Ft

    168 Main St, Sheffield, MA 01257

    Historic village living at its finest. This expansive Turn-of-the-Century Sheffield home is rich with original detail, from its warm wood floors to a magnificent fieldstone fireplace. The property boasts a large, private yard, offering ample space for gardening, recreation, or outdoor entertainment. A substantial barn on the property provides excellent potential for a workshop, studio, or extra

    Tony Segalla LANCE VERMEULEN RE, INC

    168 Main St, Sheffield, MA 01257
  • /51

    $389,000

    • 3 Beds
    • 2.5 Baths
    • 1,852 Sq Ft

    111 Northumberland Rd, Pittsfield, MA 01201

    Welcome to this beautifully maintained colonial located on a quiet tree-lined street in one of Pittsfield's most desirable neighborhoods. This spacious home has 3 bedrooms, 2.5 bathrooms, and over 1,800 square feet of living space. Step inside to find warm hardwood floors, original woodwork, and a cozy fireplace in the inviting living room. The bright and airy layout flows effortlessly into the

    Katie Soules WILLIAM RAVEIS REAL ESTATE

    111 Northumberland Rd, Pittsfield, MA 01201
  • /70

    $1,299,000

    • 5 Beds
    • 4 Baths
    • 3,289 Sq Ft

    49 Main St, Stockbridge, MA 01262

    Improved stunning Stockbridge Village property that boasts an updated main house and includes a separate three apartment carriage house. The main property offers great natural light and ample common spaces that are gracious in size, updated lovely kitchen, five bedrooms, four baths, screened porch and inviting outdoor spaces. It has been thoughtfully updated while keeping the charm and character

    Cortney Dupont COHEN & WHITE ASSOCIATES

    49 Main St, Stockbridge, MA 01262
  • /39

    $475,000

    • 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
  • /23

    $523,995

    • Land
    • 10 Acres
    • $52,279 per Acre

    0 Swamp Rd, Richmond, MA 01254

    This 10-acre parcel in scenic Richmond, available for the first time in generations, offers a rare chance to build your dream home in the heart of the Berkshires. Surrounded by open farmland and natural beauty, this property provides a peaceful and inspiring setting for a country retreat or a year-round residence. The land features gently rolling meadows filled with wildflowers and native

    Conor Meehan STONE HOUSE PROPERTIES, LLC

    0 Swamp Rd, Richmond, MA 01254
  • /26

    $275,000

    • 2 Beds
    • 1 Bath
    • 1,132 Sq Ft

    147 Cole Ave, Pittsfield, MA 01201

    Charming South Pittsfield Home on a Corner Lot!Welcome to this well-maintained 2-bedroom, 1-bathroom single-family home, offering 1,132 sq ft of comfortable living space on a spacious 0.31-acre corner lot in desirable South Pittsfield. This classic conventional-style home features a bright and open backyard, perfect for relaxing or entertaining, and a back deck with a power awning for added

    Timothy Dunn VENTURE REAL ESTATE, INC

    147 Cole Ave, Pittsfield, MA 01201
  • /38

    $299,000

    • 3 Beds
    • 2 Baths
    • 1,634 Sq Ft

    1052 Beaver Pond Meadows, Hancock, MA 01237

    Charming 3-Bedroom Country Condo with Scenic ViewsEscape the hustle and embrace the tranquility of country living with this beautifully maintained 3-bedroom, 2-bathroom condo, nestled in a peaceful rural setting. Perfect for families, retirees, or weekend getaways, this home offers a perfect blend of comfort, style, and natural beauty.Spacious Open Floor Plan: Enjoy a sun-filled living and dining

    Lisa Mendel BURNHAM GOLD REAL ESTATE, LLC

    1052 Beaver Pond Meadows, Hancock, MA 01237
  • /78

    $1,475,000

    • 3 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
  • /9

    $59,000

    • 4 Beds
    • 1.5 Baths
    • 2,244 Sq Ft

    477 Mohawk Trail, Drury, MA 01343

    Nestled along the scenic Mohawk Trail in Drury, MA, this 3.5-acre parcel offers a unique opportunity to build your dream home or getaway retreat in the heart of the Berkshires. While the existing structure is likely a teardown, the land itself boasts natural beauty, privacy, & convenient road frontage. Just minutes from Savoy Mountain State Forest, Mohawk Trail State Forest, and the Western

    Laiken Rapisarda LAMACCHIA REALTY, INC

    477 Mohawk Trail, Drury, MA 01343
  • /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
  • /38

    $710,000

    • 3 Beds
    • 2 Baths
    • 2,081 Sq Ft

    51 New Lenox Rd, Lenox, MA 01240

    Meticulous craftsmanship and timber frame construction define this charming Colonial Dutch gambrel residence, combining comfort and practicality for everyday living. High-grade timber framing and solid construction give this home character and a warm, inviting atmosphere with its wood accents.Gather around the stone fireplace in the inviting living room, or whip up meals in the kitchen equipped

    Elle Villetto WILLIAM PITT SOTHEBY'S - LENOX

    51 New Lenox Rd, Lenox, MA 01240
  • /26

    $425,000

    • 3 Beds
    • 1 Bath
    • 1,344 Sq Ft

    153 E Dugway Rd, Lenox, MA 01240

    **Opportunity Awaits!**Great Lenox location. Three bedroom, one bath Ranch style home is nestled on 1.14 acres of land on a picturesque street, this gem offers 1344 sq ft on the main floor, with a full walkout lower level to a beautiful large yard. Minutes to downtown, Tanglewood and the best of the Berkshires.

    Matt Carlino MACCARO REAL ESTATE

    153 E Dugway Rd, Lenox, MA 01240
  • /44

    $1,600,000

    • 9 Beds
    • 4.5 Baths
    • 8,406 Sq Ft

    2049 S Undermountain Rd, Sheffield, MA 01257

    An exceptional opportunity awaits on 11 private acres in Sheffield. This unique property, currently utilized as a functional therapy facility, offers a massive footprint and a flexible canvas for your next venture. The centerpiece is an 8,000+ sq. ft. building comprised of over 10 offices, multiple conference rooms, common areas, and three residential apartments, creating an ideal setup for a

    Tony Segalla LANCE VERMEULEN RE, INC

    2049 S Undermountain Rd, Sheffield, MA 01257
  • /69

    $950,000

    • 4 Beds
    • 4 Baths
    • 3,876 Sq Ft

    189 Red Barn Rd, Dalton, MA 01226

    189 Red Barn Road is 3876 square feet of easy living. Solid oak floors, gas range, granite counter tops, custom cherry kitchen cabinets, surround sound, primary suite is located on the first level. The garden level, features two en-suite bedrooms and a wet bar. The home has private panoramic views and is a short walk to the sports complex.Silver Maple Farm is arguably the best and most desirable

    Buddy Lewis BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

    189 Red Barn Rd, Dalton, MA 01226
  • /35

    $495,000 Open Sat 1PM - 3PM

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

    1689 E Windsor Rd, Windsor, MA 01270

    Country colonial home which has never been on the market. Built by the sellers and their family of contractors. Situated on a picturesque corner lot with a spring & brook-fed pond. Step inside from the new deck to find a cherry wood floor, updated kitchen with granite countertops and a one of a kind island. The dining room and sunny living space boast hickory wood floors and Anderson windows. A

    Tanya LeRose THE KINDERHOOK GROUP - PITTSFIELD

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

    $600,000

    • 6 Beds
    • 5 Baths
    • 3,502 Sq Ft

    53 Mahaiwe St, Great Barrington, MA 01230

    A prime investment opportunity in the heart of downtown Great Barrington. This 5-unit residential property features a desirable mix of four one-bedroom apartments and one two-bedroom unit. A significant advantage for this building is that all units are serviced by their own separate heating and electrical systems. Its convenient downtown location ensures high demand due to walking proximity to

    Tony Segalla LANCE VERMEULEN RE, INC

    53 Mahaiwe St, Great Barrington, MA 01230
  • /62

    $1,330,000

    • 16 Beds
    • 10 Baths
    • 8,870 Sq Ft

    6 Manville St, Great Barrington, MA 01230

    A prime investment opportunity in the heart of downtown Great Barrington. This 10-unit residential property features a desirable mix of six spacious two-bedroom apartments and four one-bedroom units. The two-bedroom apartments are particularly appealing, all offering private balconies and fireplaces, with three of these premium units also including formal dining rooms and Jack-and-Jill style

    Tony Segalla LANCE VERMEULEN RE, INC

    6 Manville St, Great Barrington, MA 01230
  • /30

    $695,000

    • 3 Beds
    • 6 Baths
    • 4,044 Sq Ft

    1180 Ashley Falls Rd Unit A,B,C,D,E, Sheffield, MA 01222

    Old Historic Village downtown location! The centrally located Post Office building constructed in 1860, presents a unique opportunity for both residential and commercial use. Its strategic location ensures consistent foot traffic, making it an invaluable cornerstone of village life. With no mail delivery service in Ashley Falls, the Post Office attracts local residents daily. This building is

    Tony Segalla LANCE VERMEULEN RE, INC

    1180 Ashley Falls Rd Unit A,B,C,D,E, Sheffield, MA 01222
  • /11

    $230,000

    • 3 Beds
    • 1 Bath
    • 1,230 Sq Ft

    23 A St, North Adams, MA 01247

    Nestled on a quiet dead-end street in a sought-after neighborhood, delightful 3BR Cape is move-in ready & filled with character & modern updates. Step inside to find brand-new laminate flooring throughout the 1st FL & a beautifully updated bathroom, blending comfort w/ style. Enjoy the convenience of 1st FL laundry w/ a spacious walk-in closet. Flexible 2nd FL layou, perfect for a home office,

    David White OwnerEntry.com

    23 A St, North Adams, MA 01247
  • /57

    $289,000

    • 6 Beds
    • 2 Baths
    • 2,723 Sq Ft

    34-36 Crandall St, Adams, MA 01220

    Welcome to your next investment or forever home! Nestled on a serene, tree-lined street, with views of Mt. Greylock, is known for its charm and community feel, this classic home offers a rare opportunity to create value and build equity in a highly desirable location.Each unit features 3 bedrooms and 1 1/2 bath with spacious layouts and original character --hardwood floors, large windows, and

    Lisa Mendel BURNHAM GOLD REAL ESTATE, LLC

    34-36 Crandall St, Adams, MA 01220
  • /58

    $690,000

    • 3 Beds
    • 5 Baths
    • 2,786 Sq Ft

    233 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 3 of 3. This home is the larger of the 3, Sitting at 2786 Sq. Ft. 3 Bedrooms, 3 Full Bathrooms, a spacious Great Room Perfect for entertaining. A completely finished lower level, currently being used as a game

    Cristian Sanchez COHEN & WHITE ASSOCIATES

    233 Algerie Rd, Becket, MA 01223
  • /24

    $199,000

    • 2 Beds
    • 1 Bath
    • 953 Sq Ft

    9 Dwight St, Pittsfield, MA 01201

    Charming 2-bedroom, 1-bath colonial with potential for a first-floor bedroom! Located on a quiet dead-end street, this cozy home features an enclosed front porch, a spacious back deck, and a fully fenced yard with a pool and patio--perfect for summer entertaining. Recent updates in 2023 include a new roof, chimney, sewer line, fence, and deck, offering peace of mind for years to come. Ideal for

    Amanda Kmetz ROBERTS & ASSOC. REALTY, INC

    9 Dwight St, Pittsfield, MA 01201
  • /37

    $510,000

    • 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
  • /34

    $775,000 Open Sat 2:30PM - 4PM

    • 4 Beds
    • 2 Baths
    • 2,310 Sq Ft

    662 Foley Rd, Sheffield, MA 01257

    Nature-Lover's Retreat Enjoy the best of country living on 4.55 acres in Sheffield. Tucked away, this sunlit Cape offers privacy, and timeless charm. A wooded drive leads to a 4-bed, 2-bath home with 2,300 sq ft of living space and a warm, open-concept layout featuring wood-beamed ceilings and a spacious great room addition. The second-floor primary suite offers a peaceful escape, while the

    Claire Pollart LANCE VERMEULEN RE, INC

    662 Foley Rd, Sheffield, MA 01257
  • /42

    $375,000

    • 3 Beds
    • 2.5 Baths
    • 1,760 Sq Ft

    72 Cleveland St, Pittsfield, MA 01201

    Stylish Southeast contemporary on a quiet dead-end street near Brattle Brook Park! This versatile 3-bed, 2.5-bath home features a bright open floor plan with vaulted ceilings, a sunken living room with wood-burning fireplace, and an eat-in kitchen. The formal dining room can also serve as a home office or flex space.Two bedrooms and a 1.5 baths are located on the main level with a spacious

    Heather Gallagher JAN PERRY REALTY & ASSOCIATES, LLC

    72 Cleveland St, Pittsfield, MA 01201
  • /45

    $395,000

    • 5 Beds
    • 2 Baths
    • 2,120 Sq Ft

    127 Gamwell Ave, Pittsfield, MA 01201

    Tucked away at the end of a quiet cul-de-sac, this spacious five bedroom, two bathroom home offers 2,020 square feet of living space along with additional space in the basement. As you enter the home, you will notice hardwood floors throughout the main level that features three of the bedrooms, laundry, and one full bathroom. The bright living area flows easily into the dining room that connects

    Cory Evangelisto NOCHER REALTY

    127 Gamwell Ave, Pittsfield, MA 01201
  • /38

    $174,500

    • 3 Beds
    • 1 Bath
    • 1,332 Sq Ft

    48 Summer St, Adams, MA 01220

    Welcome to 48 Summer Street, Adams, MA! This charming 1900 end-unit row house blends historic characterThis 1,332 sq ft home offers 3 bedrooms and 1 bath across 6 rooms. Enjoy high ceilings, bay windows with stunning steeple and Mt. Greylock views, and original details like French doors and oak flooring. Situated on a 0.04-acre corner lot, enjoy a porch, patio, and mature shade trees. Public

    Hejoma Garcia RE/MAX Diverse

    48 Summer St, Adams, MA 01220
  • /22

    $325,000

    • 3 Beds
    • 1 Bath
    • 1,160 Sq Ft

    33 Quirico Dr, Pittsfield, MA 01201

    Welcome to this charming 3 bedroom ranch located in one of Pittsfield's most desirable neighborhoods. Warm and inviting, this home features beautiful hardwood floors, a cozy wood-burning fireplace, and cedar-lined closets in each bedroom. The kitchen and dining area open to a deck through sliding glass doors, offering the perfect setup for summer BBQs and indoor-outdoor living.Downstairs, a

    Danielle Giulian WILLIAM PITT SOTHEBY'S - LENOX

    33 Quirico Dr, Pittsfield, MA 01201
  • /42

    $165,000

    • 3 Beds
    • 1 Bath
    • 864 Sq Ft

    22 Marietta St, North Adams, MA 01247

    Freshly renewed 2- to 3-bedroom 1 bath home in Central North Adams location. Great opportunity for the 1st-time homebuyer or if you're looking to downsize. This home features a three-season sitting porch with a 1st floor laundry, bath, and bedroom. Hardwood floors throughout, built-ins, and both Dutch and French doors provide an added unique charm. Outbuilding for storage and plenty of backyard

    Amy Wood STEEPLEVIEW REALTY - N. ADAMS

    22 Marietta St, North Adams, MA 01247
  • /31

    $589,000 Open Sat 12PM - 1:30PM

    • 4 Beds
    • 2 Baths
    • 2,148 Sq Ft

    70 Main St, Great Barrington, MA 01230

    Charming 1790 Historic Home in the Heart of South EgremontNestled on a beautifully landscaped 0.8-acre lot in the heart of the village, this 4-bedroom, 2-bath home blends timeless charm with modern convenience. Built in 1790 it features wide plank floors, built-ins, and a fireplace with a historic Dutch oven.Enjoy local access to shops and dining, with scenic hiking at Jug End Reservation just

    Judi Panzano HOUSATONIC REAL ESTATE

    70 Main St, Great Barrington, MA 01230
  • /28

    $695,000

    • 3 Beds
    • 1.5 Baths
    • 1,500 Sq Ft

    51 Downs Rd, Great Barrington, MA 01230

    LAKE BUEL NEW MARLBOROUGH MA 4 season home with water views of Lake Buel.3 bedrooms, 1.5 baths, new propane gas boiler and water heater, many new windows, private well and septic....2 large decks, screen porch, fireplace, wood floors, washer/dryer, vinyl siding, eat-in kitchen, oversized two-car garage with second-floor loft area.Access to a shared deeded row to a dock with space for your boat.

    Patrice Melluzzo WILLIAM PITT SOTHEBY'S - GT BARRINGTON

    51 Downs Rd, Great Barrington, MA 01230
  • /25

    $649,000

    • 2 Beds
    • 2 Baths
    • 1,137 Sq Ft

    34 Bridge St, Great Barrington, MA 01230

    A unique offering, this 2BR, 2BA condo, built in 2019, offers modern convenience & elegant details throughout. Walk out the door into iconic downtown Great Barrington &have all that the town has to offer at your fingertips. Shopping, restaurants, & groceries are less than a minute away. Take in the mountains & the historic Mahaiwe marquee from the French Door balcony opening onto Bridge Street.

    Lauren Rosen LANCE VERMEULEN RE, INC

    34 Bridge St, Great Barrington, MA 01230

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