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Newest Homes for Sale in Pittsfield, MA

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  • /26

    $299,000

    $26K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,533 Sq Ft

    38 Connecticut Ave, Pittsfield, MA 01201

    Welcome home to this charming and well-maintained three-bedroom, two-bath property located in a desirable neighborhood just moments from Allendale School, downtown Pittsfield, shopping, dining, and everyday conveniences. This inviting home offers a wonderful blend of character and comfort, featuring beautiful hardwood floors in excellent condition, vinyl replacement windows, and a cozy

    Laiken Rapisarda Lamacchia Realty, Inc. - Dalton

    38 Connecticut Ave, Pittsfield, MA 01201
  • /36

    $469,900

    • 4 Beds
    • 1.5 Baths
    • 2,100 Sq Ft

    30 Lexington Pkwy, Pittsfield, MA 01201

    Welcome to 30 Lexington Parkway, an exceptionally cherished home in one of Southeast Pittsfield's most coveted neighborhoods. Brimming with timeless character, warmth, and pride of ownership, this impeccably maintained 4-bedroom home blends classic charm with everyday comfort. The inviting living spaces feature a stunning fireplace, hardwood floors, spacious eat-in kitchen, screened-in porch

    Anthony Riello Lamacchia Realty, Inc. - Dalton

    30 Lexington Pkwy, Pittsfield, MA 01201
  • /14

    $114,990

    • 2 Beds
    • 1 Bath
    • 1,120 Sq Ft

    7 Ash Ln, Pittsfield, MA 01201

    Move-in ready and tastefully updated! Welcome to this charming 2-bedroom, 1-bath manufactured home in the desirable Lake Onota Village community. The bright, inviting interior features an open-concept living area, an updated kitchen with modern finishes and appliances, an updated bathroom, new flooring, and fresh paint throughout. Relax on the front porch and enjoy the convenience of a storage

    Sai Kamasani Lamacchia Realty, Inc. - Dalton

    7 Ash Ln, Pittsfield, MA 01201
  • /58

    $799,000

    $41K PRICE DROP
    • 4 Beds
    • 4.5 Baths
    • 4,194 Sq Ft

    35 Meadow Ridge Dr, Pittsfield, MA 01201

    Set in a peaceful West Pittsfield neighborhood, 35 Meadow Ridge is a sophisticated contemporary home with spacious thoughtfully designed living. Soaring 12 foot ceilings and cherry hardwood floors welcome you inside. The main level features a family room with built-ins, living room with gas fireplace, dining room, eat-in kitchen and access to the outdoor deck. The second floor offers an expansive

    Molly Gillon COMPASS MASSACHUSETTS , LLC GB

    35 Meadow Ridge Dr, Pittsfield, MA 01201
  • /11

    $42,000

    • Land
    • 1.31 Acres
    • $32,061 per Acre

    39 Old Farm Ln, Pittsfield, MA 01201

    This Ready to Build exceptional 1.31-acre cul-de-sac homesite in Woodmonte Estates is ready for your custom dream home, with town sewer, private well, underground electric & gas, cable availability, and paved roads already in place. Assessed at $74,000 and selling it for $42,000.Located in one of Pittsfield's premier luxury communities, the property offers a peaceful, private setting while

    Judi Panzano HOUSATONIC REAL ESTATE

    39 Old Farm Ln, Pittsfield, MA 01201
  • /18

    $449,900

    • 4 Beds
    • 4 Baths
    • 2,790 Sq Ft

    21 Linden St, Pittsfield, MA 01201

    Incredible Multi-Unit Investment Opportunity in Downtown Pittsfield! Located just steps from the Barrington Stage Company theater in the heart of the cultural district, this dynamic property includes 3 apartments, making it a true income-generating powerhouse. This is a rare opportunity for both the savvy investor and the live-in owner looking to offset housing expenses. The entire property has

    Michael Castellano GILCREST PROPERTIES

    21 Linden 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
  • /22

    $199,900

    • 3 Beds
    • 2 Baths
    • 1,280 Sq Ft

    395 Cheshire Rd Unit 104, Pittsfield, MA 01201

    You can truly relax and enjoy life here, as this brand-new, thoughtfully crafted home in Pittsfield's premier community lets you skip the maintenance worries of an older house. This home is set to drop end of August 2026.The open-concept layout is bright and inviting, perfectly connecting your spacious living area to a lovely, modern kitchen. With three bedrooms and two full baths, there is

    Jason Nocher NOCHER REALTY

    395 Cheshire Rd Unit 104, Pittsfield, MA 01201
  • /49

    $479,000

    $16K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 1,855 Sq Ft

    70 Rockland Dr, Pittsfield, MA 01201

    Beautifully maintained 4-bedroom, 2.5-bath Colonial set on a quarter acre lot with privacy and curb appeal. Enjoy a spacious floor plan featurning a wood-burning fireplace, natural gas heat & hot water and newer replacement windows throughout, including new living room windows in 6/2026. The primary suite offers his-and-hers closets and a private bath. The finished lower level adds valuable

    Darcy Reid MOCKINGBIRD REAL ESTATE

    70 Rockland Dr, Pittsfield, MA 01201
  • /8

    $1,850,000

    • 15 Beds
    • 15 Baths
    • 18,329 Sq Ft

    68 Union St, Pittsfield, MA 01201

    68-80 Union Street presents a rare opportunity to acquire a stabilized, fully renovated 15-unit multifamily property in the heart of Pittsfield, Massachusetts. The property delivers strong in-place cash flow at a 7.52 cap rate with meaningful embedded upside through below-market rents and two ready-to-lease vacant units. Every unit has been comprehensively renovated: kitchens include new

    Cole Ungar SKYTOP ASSET MANAGEMENT

    68 Union St, Pittsfield, MA 01201
  • /32

    $280,000

    $30K PRICE DROP
    • 3 Beds
    • 1 Bath
    • 1,275 Sq Ft

    16 Wealthy Ave, Pittsfield, MA 01201

    3 bedroom, 1 bath ranch in Pittsfield's desirable Orchards neighborhood! Featuring beautifully refinished hardwood floors, this home offers comfortable one level living with plenty of potential to make it your own. Enjoy morning coffee or unwind in the screened porch overlooking the backyard. Additional features include a one car garage, full basement offering ample storage or workshop space, and

    Katie Soules WILLIAM RAVEIS - BERKSHIRE

    16 Wealthy Ave, Pittsfield, MA 01201
  • /37

    $499,900

    $30K PRICE DROP
    • 6 Beds
    • 3 Baths
    • 3,320 Sq Ft

    136 Pomeroy Ave, Pittsfield, MA 01201

    Step into timeless elegance in this exceptional 6-bedroom, 3-bath historic residence, where classic architectural details blend seamlessly with thoughtful modern updates. Meticulously maintained and enhanced over the years, this one-of-a-kind home showcases the craftsmanship and character rarely found today. From the moment you enter, you'll be captivated by the grand, sun-filled rooms, gleaming

    Robin Moore 413 REAL ESTATE

    136 Pomeroy Ave, Pittsfield, MA 01201
  • /28

    $334,900

    $15K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 1,088 Sq Ft

    112 Gamwell Ave, Pittsfield, MA 01201

    First time ever offered! Single Level Living Surrounded by Gardens You'll Fall in Love With Lovingly maintained by the original builder's family, this cherished ranch is ready for it's next chapter. Recently refinished hardwood floors, a fireplace, and a sun filled four season room with French doors overlooking established perennial gardens create a warm and inviting atmosphere. Years of

    Stacy Hebb NOCHER REALTY

    112 Gamwell Ave, 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
  • /20

    $199,900

    • 3 Beds
    • 2 Baths
    • 1,280 Sq Ft

    395 Cheshire Rd Unit 106, Pittsfield, MA 01201

    You can truly relax and enjoy life here, as this brand-new, thoughtfully crafted home in Pittsfield's premier community lets you skip the maintenance worries of an older house. This home is set to drop end of August 2026.The open-concept layout is bright and inviting, perfectly connecting your spacious living area to a lovely, modern kitchen. With three bedrooms and two full baths, there is

    Jason Nocher NOCHER REALTY

    395 Cheshire Rd Unit 106, Pittsfield, MA 01201
  • /31

    $329,000

    • 4 Beds
    • 3 Baths
    • 1,575 Sq Ft

    28 Adelaide Ave, Pittsfield, MA 01201

    Welcome to this charming four-bedroom, three-bath home nestled in a desirable Southeast Pittsfield neighborhood. Lovingly maintained and well insulated through the years, this home offers a warm and inviting atmosphere with a wonderful blend of original character and everyday comfort.Inside, you'll find hardwood flooring, spacious bedrooms, two first-floor bedrooms and 2 full bathroom, and an

    Laiken Rapisarda Lamacchia Realty, Inc. - Dalton

    28 Adelaide Ave, Pittsfield, MA 01201
  • /29

    $375,000

    • 3 Beds
    • 2 Baths
    • 1,728 Sq Ft

    18 Elaine Ave, Dalton, MA 01226

    Enjoy this beautifully maintained one-level living home in the heart of Dalton offering a spacious and convenient layout with thoughtful updates throughout. The open floor plan creates a seamless flow between the main living areas, featuring two spacious living rooms filled with natural light and excellent flexibility for everyday living, relaxing, entertaining, or working from home. The

    Laiken Rapisarda Lamacchia Realty, Inc. - Dalton

    18 Elaine Ave, Dalton, MA 01226
  • /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
  • /8

    $380,000

    • Land
    • 15 Acres
    • $25,333 per Acre

    365 Churchill St, Pittsfield, MA 01201

    Discover the ideal setting for your next home or retreat on this 15-acre parcel in West Pittsfield. Thoughtfully prepared, the property already features installed electricity, along with a newly constructed driveway and building pad. Enjoy a perfect blend of open and wooded land, including 5+ acres of fields, 10 acres of forest, and approximately 700 feet of road frontage. With city water,

    Sarah Carr Key Realty

    365 Churchill St, Pittsfield, MA 01201
  • /61

    $850,000

    $49K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,176 Sq Ft

    1641 North St, Pittsfield, MA 01201

    Wake up to breathtaking panoramic waterfront views & end every day with spectacular sunsets from this exceptional ranch offering approx. 170' of waterfront frontage.This well-maintained home features 3 bedrooms, 2 full baths & an inviting open layout designed to showcase the stunning scenery.The sunroom, with walls of glass sliders, opens to an expansive deck-perfect for entertaining, relaxing or

    Darcy Reid MOCKINGBIRD REAL ESTATE

    1641 North St, Pittsfield, MA 01201
  • /27

    $179,900

    $15K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 540 Sq Ft

    21 Woodleigh Rd, Pittsfield, MA 01201

    Robin Moore 413 REAL ESTATE

    21 Woodleigh Rd, Pittsfield, MA 01201
  • /33

    $370,000

    $15K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,961 Sq Ft

    5 Putnam Ave, Pittsfield, MA 01201

    Southeast brick cape ready for summer fun! This 3 bed 2 bath cape is filled with warmth, character, and inviting spaces ready for memories all season long. Bright open kitchen, which flows to the dining area and family room with vaulted ceilings and doors to the deck. Around the corner a 2nd family room, game room or whatever you decide with wood burning fireplace. 1st floor also offers spacious

    Agent Photo

    Laura Arseneau

    PAULA MCLEAN REALTORS INC.

    5 Putnam Ave, Pittsfield, MA 01201
  • /10

    $320,000

    $5K PRICE DROP
    • 5 Beds
    • 2 Baths
    • 2,378 Sq Ft

    89 Robbins Ave, Pittsfield, MA 01201

    Great Two family with some updates. Hardwood floor in dining room and bedrooms. Kitchen and bathroom with Ceramic floor. Newer Roof. Parking off street for 4 cars

    Al DeSouza First Option Properties Inc.

    89 Robbins Ave, Pittsfield, MA 01201
  • /9

    $219,900

    $5K PRICE INCREASE
    • 3 Beds
    • 2 Baths
    • 1,280 Sq Ft

    395 Cheshire Rd Unit 117, Pittsfield, MA 01201

    This home is being dropped end of August with an expected turn-key date end of October 2026. A new Pittsfield premier community lets you skip the maintenance worries of an older house. The open-concept layout is bright and inviting, perfectly connecting your spacious living area to a lovely, modern kitchen. With three bedrooms and two full baths, there is plenty of room. You'll also love the

    Jason Nocher NOCHER REALTY

    395 Cheshire Rd Unit 117, Pittsfield, MA 01201
  • /25

    $284,900

    $10K PRICE DROP
    • 3 Beds
    • 1 Bath
    • 1,327 Sq Ft

    48 Plastics Ave, Pittsfield, MA 01201

    Renovated 3-Bedroom Cape in a Central Location. Welcome home to this newly renovated 3-bedroom Cape-style house, ideally situated in a convenient central location close to everyday amenities, local services, shopping, dining, and commuter routes. Combining classic Cape charm with fresh modern updates, this inviting home offers comfort, functionality, and move-in-ready appeal. Property highlights

    Dawn Vadnais MORESI REAL ESTATE PARTNERS

    48 Plastics Ave, Pittsfield, MA 01201
  • /54

    $799,000

    • 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
  • /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
  • /55

    $599,900

    $50K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,572 Sq Ft

    1188 West St, Pittsfield, MA 01201

    Welcome home to this well-maintained 3-bedroom, 2.5-bath Cape offering 2,561 square feet of comfortable living space. The heart of the home is the kitchen and den area, featuring durable tile flooring and an open, inviting layout perfect for everyday living and entertaining. Sliding doors lead to a large screened porch overlooking the in-ground pool and beautifully sized backyard, creating an

    Robin Moore 413 REAL ESTATE

    1188 West St, Pittsfield, MA 01201
  • /20

    $189,900

    New Construction
    • 3 Beds
    • 2 Baths
    • 1,280 Sq Ft

    395 Cheshire Rd Unit 113, Pittsfield, MA 01201

    You can truly relax and enjoy life here, as this brand-new, thoughtfully crafted home in Pittsfield's premier community lets you skip the maintenance worries of an older house. The open-concept layout is bright and inviting, perfectly connecting your spacious living area to a lovely, modern kitchen. With three bedrooms and two full baths, there is plenty of room. You'll also love the convenience

    Jason Nocher NOCHER REALTY

    395 Cheshire Rd Unit 113, Pittsfield, MA 01201
  • /11

    $235,000

    • 3 Beds
    • 2 Baths
    • 1,920 Sq Ft

    20 Curtis Terrace, Pittsfield, MA 01201

    Welcome to this spacious 3-bedroom, 2-bath home offering 1,920 square feet of living space in Pittsfield's desirable Morningside neighborhood. This home blends classic character with several major updates already completed, including a newer roof (2025), replacement windows, oil tank (2024), boiler (2019), and sewer line (2019). The flexible floor plan provides plenty of room for everyday living,

    ShaDina Johnson Berkshire Hathaway HomeServices Realty Professionals

    20 Curtis Terrace, Pittsfield, MA 01201
  • /9

    $99,900

    $10K PRICE DROP
    • Land
    • 2.34 Acres
    • $42,692 per Acre

    0 Pleasant St, Pittsfield, MA 01201

    Attention developers! This is a great opportunity to own two adjacent buildable lots totaling 2.34 acres near downtown In Pittsfield, zoned RM (High Density Multifamily Residential).The lot with Parcel ID:I100002301 has 1.32 acres.The lot with Parcel ID:I100002026 has 1.02 acres.

    Maria Liccardi KEMPF-VANDERBURGH REALTY CONSULTANTS, INC.

    0 Pleasant St, Pittsfield, MA 01201
  • /56

    $899,000

    $80K PRICE DROP
    • 4 Beds
    • 4 Baths
    • 3,520 Sq Ft

    4 Fawn Ln, Pittsfield, MA 01201

    Move right into this stunning single-family home at highly desirable Berkshire Country Meadows. Nearly new and impeccably maintained, this spacious home offers the ease of condominium living with the feel of a private residence. The open-concept design features a beautiful kitchen, dining area, and living room with a cozy gas fireplace, perfect for entertaining or everyday living, and a separate

    Victoria Standring Lamacchia Realty, Inc. - Dalton

    4 Fawn Ln, 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
  • /68

    $735,000

    • 4 Beds
    • 2.5 Baths
    • 2,720 Sq Ft

    47 Warwick St, Pittsfield, MA 01201

    This move-in-ready 4-bedroom, 2.5-bath Colonial in Southeast Pittsfield sits on over half an acre and blends classic charm with thoughtful updates. The welcoming chefs kitchen opens to a screened porch and flows into a generous dining room with built-in cabinetry, perfect for everyday living and entertaining. A light-filled living room anchored by a wood-burning fireplace creates a warm and

    Tracy Crawford COMPASS MASSACHUSETTS , LLC GB

    47 Warwick 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
  • /15

    $295,000

    $40K PRICE DROP
    • 3 Beds
    • 1 Bath
    • 1,452 Sq Ft

    144 Elberon Ave, Pittsfield, MA 01201

    Welcome to 144 Elberon Ave. This home is close to Golf, Shopping, Dining, Parks, Down town and so much more yet its on a lovely side street. Three bedroom Garrison Colonial offers formal dining room, formal living room with fire place and nice den. Under the carpet you will find blond oak floors. The back yard offers nice views, a patio and hot tub. The home was converted to gas approximately 5

    Sherry Street REALTY STREET, LLC

    144 Elberon Ave, Pittsfield, MA 01201
  • /25

    $1,450,000

    • 20 Beds
    • 18 Baths
    • 8,653 Sq Ft

    162 Woodlawn Ave, Pittsfield, MA 01201

    162 Woodlawn Ave is comprised of two (2) 2-Bedroom/1-Bathroom units, eleven (11) 1-Bedroom/1-Bathroom units, and five (5) Studio units with 8,653 square feet of gross living area in 11,653 square feet of gross area. The Property is situated upon a 0.47-acre parcel and offers twenty (20) off-street parking spaces. The Property is well-positioned within Pittsfield’s established Morningside

    Michael Bradley Horvath & Tremblay

    162 Woodlawn Ave, Pittsfield, MA 01201
  • /51

    $445,000

    • 6 Beds
    • 4 Baths
    • 3,087 Sq Ft

    319 Fenn St, Pittsfield, MA 01201

    Prime investment opportunity in a highly desirable location just steps from the post office and within walking distance to downtown amenities, shopping, dining, and services. This well-maintained four-family property offers strong income potential with all separate utilities, allowing tenants to pay their own expenses and helping to maximize owner returns. Recent capital improvements include a

    Tim Gallagher STONE HOUSE PROPERTIES, LLC

    319 Fenn St, Pittsfield, MA 01201
  • /40

    $369,900

    $19K 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
  • /2

    $29,900

    • Land
    • 2.14 Acres
    • $13,972 per Acre

    0 Old Orebed Rd, Pittsfield, MA 01201

    Situated in a highly sought-after area of the region, this 2.14-acre lot provides an idyllic backdrop for building your forever residence or a seasonal Berkshire retreat. The property seamlessly blends outdoor recreation with tranquil nature, thanks to its prime location, a short drive from Jiminy Peak Mountain Resort and Mount Greylock. Endless year-round entertainment is at your fingertips

    Roseanne Casale DePalma BHHS Realty Professionals NON-MEMBER / RECIPROCAL

    0 Old Orebed Rd, Pittsfield, MA 01201

Showing Results 81 - 120, Page 3 of 5

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