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Colonial Homes for Sale in Pittsfield, MA

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  • /6

    $410,000

    • 4 Beds
    • 4 Baths
    • 2,674 Sq Ft

    450 South St, Pittsfield, MA 01201

    UNIQUE OPPORTUNITY TO HAVE A SPACIOUS FAMILY HOME WITH HIGH VISIBILITY FOR A HOME OFFICE OR BUSINESS. THOUSANDS OF VEHICLES WILL SEE YOUR BUSINESS SIGN AND YOUR OFFICE WILL HAVE A PRIVATE ENTRANCE. PERFECT FOR SOMEONE IN THE TRADES, IE;CONTRACTOR, PLUMBER, ELECTRICIAN AND ALSO PROVIDING A LARGE FAMILY LIVING SPACE WITH A PRIVATE BACK YARD. COME SEE FOR YOURSELF.

    Allen Bassen

    BERKSHIRE HOMES AND CONDOS

    450 South St, Pittsfield, MA 01201
  • /57

    $249,900

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

    158 Linden St, Pittsfield, MA 01201

    Welcome to 158-160 Linden Street in Pittsfield. This centrally located 2 family boast 3 bedrooms, 1 bath and laundry in each unit. The entire home was renovated approximately 25 years ago and has been well maintained since. Separate electric meters for each unit and they both offer electric baseboard heat that is not included in the rent. On the exterior you will find a large fenced in side yard,

    Doug Collins Lamacchia Realty, Inc. - Dalton

    158 Linden St, Pittsfield, MA 01201
  • /62

    $799,900

    Open Sat 11:30AM - 12:30PM $90K PRICE DROP
    • 5 Beds
    • 2.5 Baths
    • 3,370 Sq Ft

    5 Crofut St, Pittsfield, MA 01201

    Own Pittsfield History in this distinctive solidly built Georgian-style brick estate set proudly atop a hill in this coveted enclave of stately residences. Live on historic Crofut St. near the esteemed Pittsfield Country Club, Up Street Cultural Art District and ideally minutes to Lenox to experience the harmonic complexity of Tanglewood. Experience this solid design, rich in traditional detail

    Tonia Scalise WILLIAM PITT SOTHEBY'S - LENOX

    5 Crofut St, Pittsfield, MA 01201
  • /47

    $549,900

    Open Sat 10:30AM - 12PM $35K PRICE DROP
    • 5 Beds
    • 3 Baths
    • 2,904 Sq Ft

    117 Lucia Dr, Pittsfield, MA 01201

    Move-in ready and filled with upgrades, this southeast Pittsfield colonial home offers five bedrooms and flexible living space. The first floor includes a bedroom and full bath, while the second floor features a primary ensuite plus three additional spacious bedrooms. Enjoy a beautifully landscaped, very private backyard with an above-ground pool and convenient access from the kitchen

    Susan Calkins STONE HOUSE PROPERTIES, LLC

    117 Lucia Dr, Pittsfield, MA 01201
  • /26

    $220,000

    • 7 Beds
    • 2.5 Baths
    • 3,216 Sq Ft

    27 Daniels Ave, Pittsfield, MA 01201

    Bring your vision and creativity to this spacious side-by-side duplex that's been stripped down and prepped for its next chapter. Much of the heavy lifting has already been completed, including extensive demolition work and rough electrical installation. The exterior has also received a fresh coat of paint, providing a head start on your renovation plans. Originally intended to be converted into

    Michele Purcell Lamacchia Realty, Inc. - Dalton

    27 Daniels Ave, Pittsfield, MA 01201
  • /14

    $259,900

    • 5 Beds
    • 2 Baths
    • 2,520 Sq Ft

    178 Appleton Ave, Pittsfield, MA 01201

    Move right into the vacant unit and start generating income from the other. The property includes a small, easy-to-maintain yard, perfect for enjoying outdoor space without extensive upkeep. While there is no off-street parking, the property's functional layout and income-producing potential make it an excellent value. Whether you're looking to owner-occupy or expand your investment portfolio,

    Robin Moore 413 REAL ESTATE

    178 Appleton Ave, Pittsfield, MA 01201
  • /29

    $269,000

    $30K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 1,627 Sq Ft

    162 W Housatonic St, Pittsfield, MA 01201

    Enjoy this charming 4-bedroom, 2-bathroom home offering a spacious and functional layout, tasteful updates, and excellent convenience. The property features an updated heating system, efficient natural gas utilities, a large open kitchen with new appliances, and updated flooring. Both bathrooms have been recently renovated with stylish new finishes and tilework. Enjoy the flexibility of a

    Laiken Rapisarda Lamacchia Realty, Inc. - Dalton

    162 W Housatonic St, Pittsfield, MA 01201
  • /30

    $345,000

    $40K PRICE DROP
    • 6 Beds
    • 6 Baths
    • 2,260 Sq Ft

    37 Melville St, Pittsfield, MA 01201

    Six unit multi-family investment property located in the heart of downtown Pittsfield. Located footsteps from shopping, restaurants, an more!. Includes six studio apartments, vinyl siding, and separate electricity for each unit.

    Cory Evangelisto NOCHER REALTY

    37 Melville St, Pittsfield, MA 01201
  • /20

    $209,000

    • 4 Beds
    • 1.5 Baths
    • 2,059 Sq Ft

    232 First St, Pittsfield, MA 01201

    Located on the edge of Pittsfield's Downtown Creative District, this versatile colonial has served as professional office space for 20+ years and offers endless possibilities. Features include 6 private offices, a reception/waiting area, half bath, bonus room, handicap-accessible ramp, off-street parking, and a detached 4-bay garage with income potential. Ideal for medical, professional,

    Anthony Riello Lamacchia Realty, Inc. - Dalton

    232 First St, Pittsfield, MA 01201
  • /21

    $275,000

    • 12 Beds
    • 4 Baths
    • 4,200 Sq Ft

    112 Union St, Pittsfield, MA 01201

    The building has the potential to be a great income producing property. There are 4 units with plenty of off street parking. It has vinyl siding, replacement windows and is close to the downtown area. 3 Units are lead safe. Check the documents section referencing a letter from the City Commissioner. The owner is in the process of having plans drawn by a local architect firm to address the scope

    Janet Benoit MOCKINGBIRD REAL ESTATE

    112 Union St, Pittsfield, MA 01201
  • /20

    $169,900

    $29K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 1,488 Sq Ft

    39 Hull Ave, Pittsfield, MA 01201

    This property offers a great opportunity for someone ready to renovate and make some repairs while adding their own personal touches. The first floor features a living room, dining room, kitchen, and two additional spaces that could be used as bedrooms, offices, or whatever suits your needs. Upstairs, you'll find three bedrooms and a full bath, with a walk-up attic providing even more space and

    Patricia Molina CENTURY 21 NORTHEAST

    39 Hull Ave, Pittsfield, MA 01201
  • /15

    $195,000

    $16K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,923 Sq Ft

    47 Lake St, Pittsfield, MA 01201

    Whether you are looking to add to your investment portfolio or purchase a property with the potential to offset your mortgage with rental income, this two-family offers plenty of possibilities. Featuring two separate units with a total of 3 bedrooms and 2 full baths, the property provides approximately 1,923 square feet of living space. Separate electric meters add convenience for an investor,

    Lisa Kelley MACCARO REAL ESTATE

    47 Lake St, Pittsfield, MA 01201
  • /40

    $385,000

    $15K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 2,170 Sq Ft

    118 Winesap Rd, Pittsfield, MA 01201

    Opportunity awaits in this spacious 4-bedroom, 3-bath Colonial located in the highly sought-after Orchard neighborhood. Offering generous room sizes throughout, this home features a welcoming family room with a fireplace and skylights that fill the space with natural light. The convenient first-floor laundry enhances everyday living. The partially finished basement provides additional flexible

    Robin Moore 413 REAL ESTATE

    118 Winesap Rd, Pittsfield, MA 01201
  • /40

    $359,000

    $30K PRICE DROP
    • 3 Beds
    • 1.5 Baths
    • 1,584 Sq Ft

    1121 North St, Pittsfield, MA 01201

    Motivated Seller! 1121 North St is a well-cared for home offering comfort, convenience with classic style and some modern updates. Fully fenced backyard. Perfect for pets, gardening, entertaining or relaxing in your own private retreat. Unwind in the bright sunroom with its own gas fireplace for chilly evenings and winter days. The oversized garage opens to a mudroom. Updated kitchen and a half

    Anthony Riello Lamacchia Realty, Inc. - Dalton

    1121 North St, Pittsfield, MA 01201
  • /38

    $364,900

    $65K PRICE DROP
    • 3 Beds
    • 1 Bath
    • 1,998 Sq Ft

    191 Fort Hill Ave, Pittsfield, MA 01201

    A rare opportunity to own 5.2 acres in Pittsfield for under $400,000! Set in the scenic countryside of West Pittsfield, this spacious 1820s farmhouse offers nearly 2,000 sq. ft. of living space, historic character, and room to make it your own. Inside, you'll find hardwood floors, a fireplace, beautiful central staircase, oversized bedrooms, enclosed porch, and walk-up attic. Updates include a

    THE KAHN TEAM BISHOP WEST REAL ESTATE

    191 Fort Hill Ave, Pittsfield, MA 01201
  • /33

    $249,000

    • 3 Beds
    • 1 Bath
    • 1,322 Sq Ft

    26 Harvard St, Pittsfield, MA 01201

    Space, convenience, and an expansive backyard and deck with an above-ground pool come together at 26 Harvard Street! This inviting three-bedroom, one-bath home offers an open floor plan with the living room, dining room, and kitchen flowing seamlessly together. The updated bathroom features an oversized walk-in shower. Vinyl siding and a generously sized, FULLY FENCED backyard provide plenty of

    Abbie West GELINAS REAL ESTATE

    26 Harvard St, Pittsfield, MA 01201
  • /75

    $965,000

    $30K PRICE DROP
    • 5 Beds
    • 3 Baths
    • 3,024 Sq Ft

    757 S Main St, Lanesboro, MA 01237

    Completely reimagined from top to bottom, 1790's Colonial blends historic New England character with modern luxury in a truly one-of-a-kind Berkshire setting. Located directly across from Pontoosuc Lake, the property offers stunning lake views, exceptional craftmanship and endless possibilities for live/work, business venture or investment in business/residential zone. Stunning kitchen featuring

    Lisa Kelley MACCARO REAL ESTATE

    757 S Main St, Lanesboro, MA 01237
  • /26

    $189,000

    $40K PRICE DROP
    • 2 Beds
    • 1.5 Baths
    • 2,234 Sq Ft

    969 Dalton Ave, Pittsfield, MA 01201

    Exceptional Investment Opportunity: Versatility & Prime LocationDiscover a property that offers unparalleled flexibility in one of Pittsfield's most active commercial corridors. Situated on a sprawling 0.92-acre lot directly across from Berkshire Crossing, this unique property presents a rare ''blank canvas'' for homeowners and investors alike. Currently configured for mixed-use with a

    Timothy Johnson NOCHER REALTY

    969 Dalton Ave, Pittsfield, MA 01201
  • /27

    $294,500

    $45K PRICE DROP
    • 4 Beds
    • 1.5 Baths
    • 1,600 Sq Ft

    33 Reuter Ave, Pittsfield, MA 01201

    Lovely southeast Colonial on a dead-end street. This spacious home has a beautiful new kitchen, living room, sunroom/office, hardwood floors throughout and plenty of living space. The 1st floor bedroom could be used as a in-law or primary suite, featuring family room, fireplace with wood stove insert, half bath and sliding doors for privacy from the rest of the house. This home also has Upstairs

    Toni Marie Gage SIGNATURE ASSOCIATES

    33 Reuter Ave, Pittsfield, MA 01201
  • /54

    $729,000

    $70K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 3,325 Sq Ft

    576 Holmes Rd, Pittsfield, MA 01201

    Beautifully updated and maintained four bedroom, three and a half bath colonial. Spacious common areas washed with natural light make this home special. The main level boasts a large eat in kitchen, dining room, expansive living room with wood floors, family room with built ins and fireplace, separate laundry room, half bath, two car oversized garage and beautiful screened porch overlooking the

    Cortney Dupont COHEN & WHITE ASSOCIATES

    576 Holmes Rd, Pittsfield, MA 01201
  • /29

    $109,900

    • 3 Beds
    • 2 Baths
    • 1,168 Sq Ft

    167 Daniels Ave, Pittsfield, MA 01201

    Maureen DeRito Landmark REO Inc.

    167 Daniels Ave, Pittsfield, MA 01201
  • /86

    $545,000

    $145K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 2,104 Sq Ft

    39 Cascade St, Pittsfield, MA 01201

    Beautiful early 1900's colonial farm house with deeded agricultural and horticultural rights offering 2,104 sq ft of classic charm on a picturesque 2.3-acre lot. Spacious 4-bedroom, 2-full-bath home is close to the state forest with access to mountain biking and hiking trails. Main level includes a bright living room, formal dining room, and a generous kitchen with great storage. High ceilings,

    Andrew Manns Lamacchia Realty, Inc. - Dalton

    39 Cascade St, Pittsfield, MA 01201
  • /60

    $995,000

    • 5 Beds
    • 3.5 Baths
    • 3,528 Sq Ft

    86 Crofut St, Pittsfield, MA 01201

    Gracious, elegant, and designed for living well, this exceptional center hall Colonial offers timeless character, beautiful mountain views, and an abundance of space. The welcoming entrance is accented by exquisite English stained glass, with wood floors flowing throughout the home. Five bedrooms and 3.5 baths provide room for family and guests, while grand living and dining rooms are perfect for

    Amanda Kmetz ROBERTS & ASSOC. REALTY, INC

    86 Crofut St, Pittsfield, MA 01201
  • /57

    $489,900

    Open Sat 3PM - 4PM
    • 6 Beds
    • 3.5 Baths
    • 3,371 Sq Ft

    203 Bartlett Ave, Pittsfield, MA 01201

    Gracious colonial style home in the heart of the southeast historic neighborhood minutes to upstreet cultural art and theatre district with museums, galleries, theatres, eclectic dining, and more. This home awaits your finishing touches is search of a new homeowner with a sense of style and interior design to make this beauty the show piece it deserves to be. Abundance of living spaces on multi

    Tonia Scalise WILLIAM PITT SOTHEBY'S - LENOX

    203 Bartlett Ave, Pittsfield, MA 01201
  • /58

    $549,900

    • 4 Beds
    • 2.5 Baths
    • 2,670 Sq Ft

    48 Brookside Dr, Pittsfield, MA 01201

    Meticulously maintained and lovingly cared for, this spacious four-bedroom, two-and-a-half-bath home offers the perfect combination of comfort, quality, and location. Featuring generously sized rooms throughout, this home provides ample space for both everyday living and entertaining. Pristine wood floors lie beneath the carpeting, offering the opportunity to uncover their timeless beauty. Recent

    Brenda Durant KEMPF-VANDERBURGH REALTY CONSULTANTS, INC.

    48 Brookside Dr, Pittsfield, MA 01201
  • /38

    $349,900

    • 3 Beds
    • 2 Baths
    • 1,720 Sq Ft

    100 Essex St, Pittsfield, MA 01201

    Recently renovated colonial home with detached garage, located on a corner lot in a desirable Pittsfield location! This property features a lovely front porch as well as a side porch and great yard! There are 3 bedrooms, however, the home could be used as a 4-bedroom. You will love the two updated full bathrooms, one on each floor! Other improvements include a new roof, newer vinyl replacement

    Maria Liccardi KEMPF-VANDERBURGH REALTY CONSULTANTS, INC.

    100 Essex St, Pittsfield, MA 01201
  • /27

    $355,000

    • 5 Beds
    • 4 Baths
    • 5,070 Sq Ft

    29 Linden St, Pittsfield, MA 01201

    Downtown Creative District Investment Opportunity Positioned in the heart of Pittsfield's vibrant Downtown Creative District, this fully occupied and professionally managed four-family property offers investors a rare blend of stable income and exceptional location. Just steps from the renowned Barrington Stage Company, residents enjoy easy access to some of the city's best entertainment, dining,

    Tim Gallagher STONE HOUSE PROPERTIES, LLC

    29 Linden St, Pittsfield, MA 01201
  • /41

    $399,900

    $39K PRICE DROP
    • 3 Beds
    • 1.5 Baths
    • 1,816 Sq Ft

    96 E Housatonic St, Pittsfield, MA 01201

    Seller is motivated for a new owner to fall in love with this beautifully maintained two-story brick colonial home. Nestled in one of the area's most sought after neighborhoods, this well-loved residence is filled with charm and character.The classic red brick exterior is settled on its lot with timeless curb appeal providing an irresistible first impression. Built in 1920, this home is

    Michelle Picard NOCHER REALTY

    96 E Housatonic St, Pittsfield, MA 01201
  • /11

    $264,900

    • 4 Beds
    • 2.5 Baths
    • 2,132 Sq Ft

    50 John St, Pittsfield, MA 01201

    Side-by-side two-family home renovated in the last few years! Improvements include roof, windows, flooring, painting, and more! The home offers an enclosed front porch to access both units, and a side porch for each apartment independently. Each unit features living room, dining room, kitchen, 2 bedrooms and 1 bath. The apartments have large enclosed back porches upstairs overlooking the yard.

    Maria Liccardi KEMPF-VANDERBURGH REALTY CONSULTANTS, INC.

    50 John St, Pittsfield, MA 01201
  • /26

    $289,900

    $5K PRICE DROP
    • 3 Beds
    • 1.5 Baths
    • 1,572 Sq Ft

    246 Dalton Ave, Pittsfield, MA 01201

    Move in ready home with vinyl siding, replacement windows and gas heat. Close to conveniences and a walk to Allendale Elementary School. 3 or 4 bedrooms as den on 1st floor could be used as a fourth. Half bath with laundry hookups on 1st floor as well. Stainless appliances in the kitchen.Comfort and character in this well kept home and a fireplace for those cozy nights. Just move in.

    Tim Hart HART REALTY

    246 Dalton Ave, Pittsfield, MA 01201
  • /33

    $379,900

    $342K PRICE INCREASE
    • 3 Beds
    • 1.5 Baths
    • 1,782 Sq Ft

    84 Windsor Ave, Pittsfield, MA 01201

    Welcome home to this inviting 3-bedroom, 1.5-bath home offering comfortable living spaces and plenty of charm. Wood floors flow throughout the main living areas, while the open dining and kitchen layout creates a warm, functional space for everyday living. A convenient first-floor half bath adds to the home's practicality. The living room features a cozy fireplace and opens to a delightful

    Robin Moore 413 REAL ESTATE

    84 Windsor Ave, Pittsfield, MA 01201
  • /48

    $449,000

    • 4 Beds
    • 4 Baths
    • 3,360 Sq Ft

    153 Pomeroy Ave, Pittsfield, MA 01201

    Welcome to this immaculately maintained two-family home --a turnkey property that meets today's timeless standards!This choice 2-family home beautifully balances sophisticated living with incredible versatility, making it an ideal match for owner-occupants, multigenerational families, or savvy investors alike.Including features you are sure to love:Modern Living: Bright,

    Stephanie Rapisarda WILLIAM PITT SOTHEBY'S - GT BARRINGTON

    153 Pomeroy Ave, Pittsfield, MA 01201
  • /20

    $375,000

    • 7 Beds
    • 3.5 Baths
    • 3,672 Sq Ft

    98 Lincoln St, Pittsfield, MA 01201

    Turnkey 3-unit multifamily investment in Pittsfield, just minutes from downtown. Fully occupied, generating $4,173/month ($50,076/year) in gross rent from all-current tenants. Unit mix: 98A (1BR/1BA) at $1,199/mo, 98B (2BR/1BA) at $1,324/mo, and 100 (3BR/2BA) at $1,650/mo. All three units have gas heat and hot water; owner covers snow removal, landscaping, and water & sewer. 2025 operating

    Jason Saphire www.HomeZu.com

    98 Lincoln St, Pittsfield, MA 01201
  • /17

    $158,900

    • 2 Beds
    • 1 Bath
    • 1,158 Sq Ft

    186 Burbank St, Pittsfield, MA 01201

    Welcome to 186 Burbank Street! This charming colonial-style home offers two bedrooms, one full bathroom, and 1,158 square feet of living space. Situated on a level corner lot in an established residential neighborhood, the home features a functional layout with plenty of potential. The main level includes a spacious kitchen with ample cabinet and counter space, a formal dining room, comfortable

    Zachary DeCaro Property Works New England

    186 Burbank St, Pittsfield, MA 01201
  • /25

    $159,900

    $20K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 1,008 Sq Ft

    120 Danforth Ave, Pittsfield, MA 01201

    Looking for an affordable home? This 2 bedroom home is move in ready. Freshly painted, new flooring, in the kitchen and bath. It has an eat in kitchen with laundry off the kitchen. Dining room and livingroom complete the first floor. 2 bedrooms with newly installed carpet on the 2cnd floor. There is an extra room upstairs that can be used as a play room, office or extra storage.

    Janet Benoit MOCKINGBIRD REAL ESTATE

    120 Danforth Ave, Pittsfield, MA 01201
  • /41

    $249,900

    • 3 Beds
    • 1.5 Baths
    • 1,204 Sq Ft

    59 Harris St, Pittsfield, MA 01201

    Charming and spacious 3-bedroom, 1.5-bath Colonial located next to Clapp Park! Enter through the refreshed enclosed front porch to find beautiful wood floors and a flexible first-floor layout featuring a bedroom, living room, dining room or den, and a convenient half bath with laundry. The updated kitchen offers stainless steel appliances, under cabinet lighting, and access to a second enclosed

    Jonathan Vella Lamacchia Realty, Inc. - Dalton

    59 Harris St, Pittsfield, MA 01201
  • /42

    $1,750,000

    • 6 Beds
    • 4.5 Baths
    • 7,894 Sq Ft

    500 Williams St, Pittsfield, MA 01201

    Own a Living Masterpiece. Meticulously curated by the current stewards since 2006. This Colonial Revival offers rare fusion of 18th-century authenticity and cutting-edge modern comfort. Designed for both grand-scale entertaining and intimate family life, this c1930, 7,894 sq. ft., Colonial Revival offers 6-bdrms & 4.5-baths. The interior is a treasure of artisan craftsmanship from the formal

    Mauren White-Kirkby Berkshire Hathaway Home Services Barnbrook Realty

    500 Williams St, Pittsfield, MA 01201
  • /69

    $899,000

    $90K PRICE DROP
    • 5 Beds
    • 5 Baths
    • 3,823 Sq Ft

    9 Eastbrook Ln, Pittsfield, MA 01201

    Set within one of the Berkshires most coveted communities, 9 Eastbrook Lane is a masterclass in refined living, where thoughtful design meets impeccable care. Beautifully and intentionally sited, this distinguished residence offers 5 bedrooms, 3 full and 2 half baths across a gracious, light-filled layout designed for both elegant entertaining and everyday comfort. The stunning kitchen showcases

    Victoria Standring Lamacchia Realty, Inc. - Dalton

    9 Eastbrook Ln, Pittsfield, MA 01201
  • /21

    $189,000

    $10K PRICE DROP
    • 4 Beds
    • 1 Bath
    • 1,480 Sq Ft

    57 Adam St, Pittsfield, MA 01201

    Offering an affordable path to homeownership, this property is ideal for buyers ready to trade renting for a place of their own or investors looking to expand their rental portfolio. The first floor includes an eat-in kitchen, first-floor laundry, and a flexible room for additional living space. Bring your ideas and make it your own over time. A covered back patio extends your living space

    Leanne Sedlak REAL BROKER

    57 Adam St, Pittsfield, MA 01201
  • /38

    $299,900

    • 5 Beds
    • 2 Baths
    • 2,690 Sq Ft

    63 Glenwood Ave, Pittsfield, MA 01201

    Charming 2-family flat offering a great opportunity for owner-occupants or investors alike! This well-maintained property features beautiful wood floors, inviting front porches, and private back decks perfect for relaxing or entertaining. Both units have separate utilities for added convenience and efficiency. The second-floor apartment includes a finished attic area providing extra living space.

    Robin Moore 413 REAL ESTATE

    63 Glenwood Ave, Pittsfield, MA 01201

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