Pittsfield, MA Homes for Sale with Garage

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  $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
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  /42

  $349,900

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

  100 Essex St, Pittsfield, MA 01201

  *Video tour and floor plans availableThis lovely colonial home features two separate units, as it has been designed to offer an in-law apartment. The property has been tastefully renovated with new kitchens with quartz countertops, gorgeous updated bathrooms, fresh interior and interior paint, refinished gleaming hardwood floors, and other improvements, that include new roof, updated electrical

  Maria Liccardi Kempf-Vanderburgh Realty Consultants, Inc.

  100 Essex St, Pittsfield, MA 01201
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  /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
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  /12

  $160,000

  • 6 Beds
  • 2 Baths
  • 2,128 Sq Ft

  242 Wahconah St, Pittsfield, MA 01201

  Investor Special! This gutted duplex offers a blank canvas with 6 bedrooms, 2 bathrooms, and 2,000 sqft of space, plus the possibility of additional living space in the attic. this property features a large backyard with a serene water stream, A standing garage remains on site for additional storage or future use. Situated on a 13,108 sqft lot, can also be bundled with 40 Pecks Rd & 48 Brown st

  Xavier Cruz Fathom Realty

  242 Wahconah St, Pittsfield, MA 01201
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  /50

  $559,900

  $40K PRICE DROP

  • 4 Beds
  • 3.5 Baths
  • 3,561 Sq Ft

  2 Amy Ct Unit 2, Pittsfield, MA 01201

  Stunning and beautifully designed three-level end unit condominium with luxury finishes throughout. Enter into an open-concept main level, highlighted by gleaming hardwood floors, recessed lighting, and expansive windows that flood the space with natural light. The kitchen offers stainless steel appliances, granite countertops, and custom cabinetry. The spacious living and dining areas are

  Cory Evangelisto NOCHER REALTY

  2 Amy Ct Unit 2, Pittsfield, MA 01201
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  /52

  $799,000

  $26K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 3,400 Sq Ft

  26 Westbrook Terrace, Pittsfield, MA 01201

  Set on 3.04 acres across two lots abutting protected land, this Executive Ranch is the only single-level home in the gated community of Woodmont Estates. 3,400 sq ft of expansive, easy living, featuring 4bd/2.5ba, a renovated primary bath, updated kitchen, and light-filled four-season sunroom w/ new Andersen windows. Designed for comfort & flexibility, the layout includes a private office, as

  THE KAHN TEAM BISHOP WEST REAL ESTATE

  26 Westbrook Terrace, Pittsfield, MA 01201
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  /23

  $319,900

  • 3 Beds
  • 2 Baths
  • 1,259 Sq Ft

  79 Clark Rd, Pittsfield, MA 01201

  Welcome home to this charming ranch offering effortless single-level living in a quiet, private, yet convenient neighborhood! Lovingly built, maintained, and cherished by the same family for decades, this home offers the perfect blend of comfort, flexibility, and functionality. The living room has a beautiful bay window, 3 bedrooms with abundant closet space and a full bath. The kitchen opens to

  Nancy Bush Brooks SIGNATURE ASSOCIATES

  79 Clark Rd, Pittsfield, MA 01201
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  /38

  $345,000

  • 3 Beds
  • 2 Baths
  • 1,275 Sq Ft

  22 Wealthy Ave, Pittsfield, MA 01201

  Welcome to 22 Wealthy Ave., located in the desirable Yankee Orchards neighborhood. Fresh, bright, and move in ready, this thoughtfully renovated home features beautifully refinished hardwood floors, a main level bedroom and full bath, plus two additional bedrooms upstairs with cedar lined closets, built in dresser drawers, and a newly renovated full bath. The updated kitchen includes a farmhouse

  Bresdin Mihlek COLDWELL BANKER REALTY

  22 Wealthy Ave, Pittsfield, MA 01201
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  /2

  $314,900

  Coming Soon

  • 3 Beds
  • 1.5 Baths
  • 1,560 Sq Ft

  84 Williams St, Pittsfield, MA 01201

  Nestled in Pittsfield's desirable Southeast neighborhood, this charming Colonial offers the perfect blend of character, comfort, and modern updates. Featuring 3 bedrooms and 1.5 bathrooms, the home boasts a modern kitchen complete with a pantry. Hardwood floors flow throughout much of the home, and a cozy wood-burning fireplace. The bright four-season sun porch provides the perfect spot to relax

  Jessica Rizzo Lamacchia Realty, Inc. - Dalton

  84 Williams St, Pittsfield, MA 01201
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  /15

  $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
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  /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
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  /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
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  /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
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  $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

  Victoria Standring Lamacchia Realty, Inc. - Dalton

  9 Eastbrook Ln, Pittsfield, MA 01201
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  /15

  $295,000

  Open Sat 12PM - 1PM $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
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  $599,000

  • 3 Beds
  • 2.5 Baths
  • 2,399 Sq Ft

  130 Oliver Ave, Pittsfield, MA 01201

  Welcome to this beautifully maintained Cape Cod-style home, built in 2001 and set on 1.13 acres. Offering 3 bedrooms and 2.5 baths, this inviting home combines charm with a thoughtfully designed floor plan that's perfect for everyday living and entertaining. The main level features a private office with elegant French doors, ideal for working from home or creating a quiet retreat. The spacious

  Lori Mickle Lamacchia Realty, Inc. - Dalton

  130 Oliver Ave, Pittsfield, MA 01201
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  /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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  /41

  $309,000

  • 3 Beds
  • 1.5 Baths
  • 1,260 Sq Ft

  85 Somerset Ave, Pittsfield, MA 01201

  Welcome to this 3-bedroom, 1.5-bath Colonial on Somerset Street in Pittsfield. With 1,200 square feet of living space, this well-loved home has been in the same family for many years and is ready for new owners to make it their own. Inside, you'll find a classic floor plan with warm, inviting spaces perfect for everyday living. Step outside to a generous backyard featuring beautiful mature

  Andrew Manns Lamacchia Realty, Inc. - Dalton

  85 Somerset Ave, Pittsfield, MA 01201
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  $285,000

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

  1228 East St, Pittsfield, MA 01201

  Welcome to 1228 East St. A longtime family home filled with warmth, character and opportunity. Beautiful hardwood floors throughout much of the home. Updates include electric panel, blown in insulation, a new oil tank 2018 and new oil burner 2022. The spacious second floor kitchen area offers potential to create a two-family flat subject to city approval. A three-car garage offers extra space for

  Anthony Riello Lamacchia Realty, Inc. - Dalton

  1228 East St, Pittsfield, MA 01201
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  /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
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  /36

  $430,000

  $39K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 1,843 Sq Ft

  81 Northumberland Rd, Pittsfield, MA 01201

  Move in ready! New roof and gutters in 2026, maintains original details but has been thoroughly updated. Located on a quiet, tree lined street, 81 Northumberland offers the kind of lifestyle one dreams about. Imagine walking your children to the nearby elementary school, stopping in for fresh pastries at the local bakery, grabbing a coffee on the way home, or enjoying an evening stroll through

  Tanya LeRose THE KINDERHOOK GROUP

  81 Northumberland Rd, Pittsfield, MA 01201
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  /28

  $349,900

  • 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
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  /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
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  /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
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  $464,900

  $35K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 2,197 Sq Ft

  33 Eleanor Rd, Pittsfield, MA 01201

  Welcome to this charming 4-bedroom, 2-bath home offering the perfect blend of comfort, updates, and extra living space. The updated kitchen and renovated first-floor bath provide modern style and convenience, while the finished lower level adds versatile space for a family room, home office, gym, or guest area. A bright and inviting sunroom fills the home with natural light and offers the perfect

  Robin Moore 413 REAL ESTATE

  33 Eleanor Rd, Pittsfield, MA 01201
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  /21

  $339,900

  Open Sun 11AM - 1PM

  • 4 Beds
  • 1.5 Baths
  • 1,488 Sq Ft

  1981 East St, Pittsfield, MA 01201

  MOVE IN READY! Charming 4-bedroom, 11⁄2-bath Cape in Southeast Pittsfield, located in Williams Elementary School district! This well-maintained home features beautiful hardwood floors, natural gas heat, a first-floor bedroom and walk-in shower, abundant storage, and a partially finished basement ideal for a family room, home office, or home gym. Enjoy the rare bonus of an included rear lot,

  Anthony Riello Lamacchia Realty, Inc. - Dalton

  1981 East St, Pittsfield, MA 01201
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  /39

  $399,900

  • 3 Beds
  • 2 Baths
  • 1,287 Sq Ft

  747 Pecks Rd, Pittsfield, MA 01201

  Beautiful newly remodeled 3-bedroom Cape. Nothing to do but move right into this home. New roof, new siding, new windows, gutters, all exterior and interior doors. Updated kitchen with new appliances, new driveway with bluestone front steps, electric car charger in heated garage, large family room in basement and so much more. OPEN HOUSE SATURDAY 8/1 10:00AM-11:30am

  Toni Marie Gage SIGNATURE ASSOCIATES

  747 Pecks Rd, Pittsfield, MA 01201
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  /2

  $674,900

  Coming Soon

  • 6 Beds
  • 3 Baths
  • 4,832 Sq Ft

  1 Eaton Ln, Pittsfield, MA 01201

  Elegance Meets History on 1 Eaton Lane!Tucked away on a quiet, sought-after street just minutes from the Country Club of Pittsfield & only 10 minutes to vibrant downtown Lenox, this remarkable Colonial seamlessly blends timeless character with extraordinary versatility. Offering just under 5,000 square feet of living space, this historic estate presents a rare opportunity for those seeking a

  Stacy Chojnowski WILLIAM PITT SOTHEBY'S - LENOX

  1 Eaton Ln, Pittsfield, MA 01201
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  /55

  $629,900

  $20K 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
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  /29

  $239,900

  • 3 Beds
  • 1 Bath
  • 1,008 Sq Ft

  78 Ontario St, Pittsfield, MA 01201

  Cape-style 3-bedroom, 1-bath home in a coveted Southeast Pittsfield location directly across from Deming Park and close to coffee shops, restaurants, a pharmacy, convenience stores, and other Elm Street amenities. Features include newer windows, a newer roof, new carpeting upstairs, and a recently renovated bath. The interior offers an opportunity for additional cosmetic updates and

  Marc Bellora Lamacchia Realty, Inc. - Dalton

  78 Ontario St, Pittsfield, MA 01201
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  /31

  $349,000

  • 6 Beds
  • 2 Baths
  • 2,432 Sq Ft

  82 Parkside Ave, Pittsfield, MA 01201

  Enjoy this two-family flat home in the heart of Pittsfield. Featuring two spacious units, this property offers an excellent opportunity for both owner-occupants and investors alike. Enjoy efficient natural gas heating systems, updated gas hot water heaters and an enclosed front porch. Inside, you'll find functional floor plans filled with natural light. Step outside to enjoy a flat backyard

  Darcy Reid MOCKINGBIRD REAL ESTATE

  82 Parkside Ave, Pittsfield, MA 01201
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  /8

  $289,900

  • 8 Beds
  • 2 Baths
  • 2,016 Sq Ft

  42 John St, Pittsfield, MA 01201

  Investment Opportunity with Owner-Occupant Potential! This well-maintained two-family home offers spacious 3-4 bedroom apartments in each unit, making it an excellent opportunity for investors or buyers looking to offset their mortgage with rental income. One unit is currently vacant, allowing for immediate occupancy or the ability to secure a new tenant at current market rents. The occupied unit

  Brenda Durant KEMPF-VANDERBURGH REALTY CONSULTANTS, INC.

  42 John St, Pittsfield, MA 01201
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  /62

  $625,000

  Open Sat 11AM - 12:30PM $25K PRICE DROP

  • 5 Beds
  • 5 Baths
  • 3,524 Sq Ft

  15 Kenilworth St, Pittsfield, MA 01201

  Beautifully tucked away in one of Pittsfield's most established neighborhoods, this stately 5-bedroom, 5-bath home is a rare offering filled with warmth, character, and endless potential. From its gracious proportions to its timeless architectural details, this is a home that makes a lasting impression.Sun-filled living spaces, generously sized rooms, and a thoughtful layout provide the

  Heather Gallagher STONE HOUSE PROPERTIES, LLC

  15 Kenilworth St, Pittsfield, MA 01201
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  /73

  $1,099,900

  $350K PRICE DROP

  • 5 Beds
  • 5.5 Baths
  • 6,121 Sq Ft

  63 Blythewood Dr, Pittsfield, MA 01201

  Live, Love, & Play in Blythewood Estates priced favorable $250,000 less than assessed value for a quick sale to allow you enjoyment this beautiful Berkshire season. A private enclave near premier Lake Onota to experience idyllic living in the Berkshire hills while creating lasting memories. This stunning 6000+ sf, 5 Bedroom, 5.5 bath colonial is thoughtfully designed and beautifully set on 3.42

  Tonia Scalise WILLIAM PITT SOTHEBY'S - LENOX

  63 Blythewood Dr, Pittsfield, MA 01201

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