Pittsfield, MA Homes

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  /8

  $1,719,000

  • 37 Beds
  • 24 Baths
  • 21,162 Sq Ft

  306 South St, Pittsfield, MA 01201

  Offered as a 7-property portfolio, totaling 21 units, this package includes a mix of multifamily properties and a single-family home with value-add potential. Several units are tenant-occupied, providing immediate income with upside potential, while others units require renovation, allowing investors to implement a phased improvement strategy. The portfolio currently generates an in-place NOI of

  

  Corey Bishop

  BISHOP WEST REAL ESTATE

  (413) 798-8328

  306 South St, Pittsfield, MA 01201
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  $4,000 total monthly price

  • 2 Beds
  • 1 Bath
  • 1,080 Sq Ft
  • House for Rent

  1526 North St, Pittsfield, MA 01201

  Imagine yourself living lakeside! Beautiful, completely renovated home overlooking Pontoosuc Lake. Centrally located and close to all Berkshire Attractions! All rooms are completely updated and freshly decorated. Cozy fireplaced living room and gorgeous views of the lake from each room. Newly constructed patio to the side of the home offering Hot tub, fire pit, Adirondack chairs, dining table &

  Trish Petricca BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

  1526 North St, Pittsfield, MA 01201
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  $237,000 Sold Nov 18, 2025

  24 Lebanon Ave, Pittsfield, MA 01201

  • 3 Beds
  • 1 Bath
  • 1,449 Sq Ft
  • Built 1925

  Last Sold Summary

  • 18% Below List Price
  • $164/SF
  • 56 Days On Market

  Current Estimated Value $247,615

  Last Listing Agent Carrie Wright WILLIAM PITT SOTHEBY'S - LENOX

  24 Lebanon Ave, Pittsfield, MA 01201
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  /30

  Est $268,746 Not Listed For Sale

  234 California Ave, Pittsfield, MA 01201

  • 2 Beds
  • 1 Bath
  • 750 Sq Ft
  • Built 1942

  234 California Ave, Pittsfield, MA 01201

  Last Sold Summary

  • 10% Above List Price
  • $325/SF
  • 5 Days On Market

  Last Sold Price $244,000

  Last Listing Agent Doug Collins LAMACCHIA REALTY, INC
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  /97

  $349,000

  • 4 Beds
  • 3.5 Baths
  • 4,009 Sq Ft

  514 South St, Pittsfield, MA 01201

  Set along one of Pittsfield's historic corridors, this circa 1815 Federal-style estate offers a compelling study in early American architecture, enduring design, and modern potential. Once a vibrant estate, the property still echoes its past, where landscaping and period lighting brought warmth and presence to the grounds. Inside, a quiet air of English refinement unfolds. Neoclassical detailing

  

  Syrah Bradley

  BISHOP WEST REAL ESTATE

  (413) 722-5807

  514 South St, Pittsfield, MA 01201
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  /4

  $18 total monthly price

  • 4 Baths
  • 10,125 Sq Ft
  • Property for Rent

  10 Wendell Avenue Extension, Pittsfield, MA 01201

  Office suites available for lease in ideal downtown Pittsfield location! There currently two suites on the second level and two on the first floor available. Heat, Electric and AC included. Building is very well kept and features renovated bathrooms and key card access. High traffic area with on-street parking.

  Conor Meehan STONE HOUSE PROPERTIES, LLC

  10 Wendell Avenue Extension, Pittsfield, MA 01201
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  /29

  $219,500 Sold Nov 03, 2025

  46 Bossidy Dr, Pittsfield, MA 01201

  • 3 Beds
  • 1 Bath
  • 998 Sq Ft
  • Built 1972

  Last Sold Summary

  • 2% Above List Price
  • $220/SF
  • 6 Days On Market

  Current Estimated Value $221,249

  Last Listing Agent Abbie West GELINAS REAL ESTATE

  46 Bossidy Dr, Pittsfield, MA 01201
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  /26

  Est $363,932 Not Listed For Sale

  69 Valentine Rd, Pittsfield, MA 01201

  • 3 Beds
  • 1.5 Baths
  • 1,260 Sq Ft
  • Built 1955

  69 Valentine Rd, Pittsfield, MA 01201

  Last Sold Summary

  • 3% Above List Price
  • $279/SF
  • 24 Days On Market

  Last Sold Price $352,000

  Last Listing Agent Erin Candee WILLIAM RAVEIS - BERKSHIRE
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  /47

  $650,000 Open Sat 1PM - 3PM

  • 5 Beds
  • 3.5 Baths
  • 3,074 Sq Ft

  161 Leona Dr, Pittsfield, MA 01201

  Set in one of Southeast Pittsfield's most desirable neighborhoods, this very sunny and impeccably maintained home offers the perfect balance of gracious living, flexible space, and effortless entertaining. Lovingly cared for by its current owner, the home unfolds with elegant formal rooms, hardwood floors, and a warm wood burning fireplace anchoring the living room. The heart of the home is an

  

  Nick Geranios

  WILLIAM PITT SOTHEBY'S - LENOX

  (413) 570-8931

  161 Leona Dr, Pittsfield, MA 01201
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  /6

  $14 total monthly price

  • 1.5 Baths
  • 1,274 Sq Ft
  • Property for Rent

  99 Hawthorne Ave, Pittsfield, MA 01201

  The industrial aesthetic of this classic New England mill offers a unique space for your organization or business to call home. The office space has terrific light and height, new windows, exposed brick, hardwood floors and updated systems including smart LED lighting. This suite is one of three tenant spaces in the building, all of which share a common area with a kitchen and two bathrooms.

  Conor Meehan STONE HOUSE PROPERTIES, LLC

  99 Hawthorne Ave, Pittsfield, MA 01201
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  /28

  $225,000 Sold Mar 05, 2026

  326 Dalton Ave, Pittsfield, MA 01201

  • 3 Beds
  • 1 Bath
  • 1,224 Sq Ft
  • Built 1940

  Last Sold Summary

  • 22% Below List Price
  • $184/SF
  • 357 Days On Market

  Current Estimated Value $259,106

  Last Listing Agent Jessie Downer LAMACCHIA REALTY, INC

  326 Dalton Ave, Pittsfield, MA 01201
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  /31

  Est $454,483 Not Listed For Sale

  252 Barker Rd, Pittsfield, MA 01201

  • 3 Beds
  • 2 Baths
  • 2,014 Sq Ft
  • Built 1984

  252 Barker Rd, Pittsfield, MA 01201

  Last Sold Summary

  • 17% Above List Price
  • $192/SF
  • 86 Days On Market

  Last Sold Price $387,000

  Last Listing Agent Craig Kahn ALL SEASONS REALTY GROUP
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  $59,900

  • Land
  • 1.23 Acres
  • $48,699 per Acre

  Lot 140 Westbrook Terrace, Pittsfield, MA 01201

  Nestled on a quiet street among upscale homes, this 1.23-acre lot offers a prime setting to build your custom residence. Underground utilities are available at the road for a seamless start. Enjoy the privacy and natural beauty of the Berkshires with easy access to downtown Pittsfield, Tanglewood, hiking trails, and more. Protective covenants preserve the integrity and lasting value of this

  

  Corey Bishop

  BISHOP WEST REAL ESTATE

  (413) 288-3713

  Lot 140 Westbrook Terrace, Pittsfield, MA 01201
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  /12

  $11 total monthly price

  • 2 Baths
  • 142,518 Sq Ft
  • Property for Rent

  703 W Housatonic St, Pittsfield, MA 01201

  703 West Housatonic Street is one of Pittsfield's most unique, multi-use buildings, perfect for a wide variety of businesses and organizations. Located on Route 20, it's ideally situated for easy access to Berkshires and nearby New York state. The property has been upgraded in every department. It's powered by its own solar field, has large parking lots, a tenant garden, fresh landscaping, and an

  Conor Meehan STONE HOUSE PROPERTIES, LLC

  703 W Housatonic St, Pittsfield, MA 01201
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  /34

  $319,900 Sold Sep 11, 2025

  17 Jeffrey Dr, Pittsfield, MA 01201

  • 3 Beds
  • 1.5 Baths
  • 1,386 Sq Ft
  • Built 1963

  Last Sold Summary

  • $231/SF
  • 19 Days On Market

  Current Estimated Value $319,855

  Last Listing Agent Stacy Hebb NOCHER REALTY

  17 Jeffrey Dr, Pittsfield, MA 01201
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  /40

  Est $255,896 Not Listed For Sale

  66 Harding St, Pittsfield, MA 01201

  • 2 Beds
  • 1 Bath
  • 895 Sq Ft
  • Built 1930

  66 Harding St, Pittsfield, MA 01201

  Last Sold Summary

  • 11% Above List Price
  • $257/SF
  • 2 Days On Market

  Last Sold Price $230,000

  Last Listing Agent Doug Collins LAMACCHIA REALTY, INC
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  /26

  $319,990 Pending

  • 3 Beds
  • 1 Bath
  • 1,235 Sq Ft

  101 Imperial Ave, Pittsfield, MA 01201

  Move-in ready and meticulously maintained inside and out, this single-family home is located in the highly desirable Orchards neighborhood of Pittsfield. The single-level floor plan offers easy living with a spacious layout, two-car garage with automatic opener, and thoughtful updates throughout. The updated kitchen features granite countertops and stainless steel appliances, opening nicely to

  

  Kellie Perrault

  KEMPF-VANDERBURGH REALTY CONSULTANTS, INC.

  (413) 307-6047

  101 Imperial Ave, Pittsfield, MA 01201
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  $60,000 total monthly price

  • Studio
  • 2 Baths
  • 3,060 Sq Ft
  • Property for Rent

  81 Linden St, Pittsfield, MA 01201

  Second floor of Sioga Club- Separate entrance + elevatorLandlord will break up 3500 sf into smaller spaces

  James McRory BERKSHIRE COUNTY REALTY

  81 Linden St, Pittsfield, MA 01201
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  /25

  $184,900 Sold Sep 18, 2025

  102 Pontoosuc Ave, Pittsfield, MA 01201

  • 2 Beds
  • 1 Bath
  • 1,408 Sq Ft
  • Built 1900

  Last Sold Summary

  • $131/SF
  • 27 Days On Market

  Current Estimated Value $181,606

  Last Listing Agent Maureen Kirby NOCHER REALTY

  102 Pontoosuc Ave, Pittsfield, MA 01201
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  /32

  Est $323,131 Not Listed For Sale

  280 West St, Pittsfield, MA 01201

  • 5 Beds
  • 3 Baths
  • 3,512 Sq Ft
  • Built 1900

  280 West St, Pittsfield, MA 01201

  Last Sold Summary

  • 12% Above List Price
  • $82/SF
  • 20 Days On Market

  Last Sold Price $287,500

  Last Listing Agent David Houser NON-MEMBER / RECIPROCAL
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  /33

  $1,349,000

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

  61 Tor Ct, Pittsfield, MA 01201

  Easy living Ranch home on beautiful Onota Lake. Fantastic views of the Lake and Distant Berkshire Hills. Enjoy westerly sunset views from your expansive, manicured lawn and almost every room in the house. A quiet setting with comparable homes and easy access to all the Berkshires has to offer. Needs a little TLC, but well worth it for this sought after location and lifestyle. Hardwood floors

  Allen Bassen

  BERKSHIRE HOMES AND CONDOS

  (413) 287-9929

  61 Tor Ct, Pittsfield, MA 01201
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  /18

  $190,000 Sold Nov 26, 2025

  51 Adam St, Pittsfield, MA 01201

  • 4 Beds
  • 2 Baths
  • 1,480 Sq Ft
  • Built 1900

  Last Sold Summary

  • 9% Below List Price
  • $128/SF
  • 365 Days On Market

  Current Estimated Value $181,642

  Last Listing Agent Scott Higuera 413 REAL ESTATE

  51 Adam St, Pittsfield, MA 01201
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  /20

  Est $510,980 Not Listed For Sale

  444 Barker Rd, Pittsfield, MA 01201

  • 3 Beds
  • 2.5 Baths
  • 2,200 Sq Ft
  • Built 1880

  444 Barker Rd, Pittsfield, MA 01201

  Last Sold Summary

  • $231/SF
  • 25 Days On Market

  Last Sold Price $508,723

  Last Listing Agent Jason Saphire www.HomeZu.com
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  /43

  $445,000

  • 2 Beds
  • 3 Baths
  • 1,814 Sq Ft

  35 Chapman Rd, Pittsfield, MA 01201

  Classic New England farmhouse featuring a charming kitchen with beautiful Berkshire views and an open, inviting layout perfect for entertaining. The 1st floor offers, full bath and convenient laundry hookups, along with 2 living rooms. One ideal for relaxation and the other a perfect home office, playroom, game room. Upstairs, you'll find 2 good sized bedrooms each with their own full bathroom

  

  Laura Arseneau

  PAULA MCLEAN REALTORS INC.

  (413) 323-3512

  35 Chapman Rd, Pittsfield, MA 01201
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  /7

  $89,500 Sold Jul 07, 2025

  0 Churchill St, Pittsfield, MA 01201

  • Land
  • 2.54 Acres
  • $35,195 per Acre

  Last Sold Summary

  • 19% Below List Price
  • 93 Days On Market

  Last Listing Agent Stacy Chojnowski WILLIAM PITT SOTHEBY'S - LENOX

  0 Churchill St, Pittsfield, MA 01201
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  /17

  Est $261,647 Not Listed For Sale

  3 Virginia Ave, Pittsfield, MA 01201

  • 2 Beds
  • 1 Bath
  • 816 Sq Ft
  • Built 1946

  3 Virginia Ave, Pittsfield, MA 01201

  Last Sold Summary

  • 11% Above List Price
  • $288/SF
  • 4 Days On Market

  Last Sold Price $234,900

  Last Listing Agent Brett Haas GELINAS REAL ESTATE
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  $320,000

  • 6 Beds
  • 4 Baths
  • 3,912 Sq Ft

  40 Henry Ave, Pittsfield, MA 01201

  THIS LISTING TO BE SOLD AS PART OF A 11 UNIT PACKAGE: Other properties included are located at 27-31 Pleasant St. Pittsfield, MA 01201 and 101-103 Lincoln St. Pittsfield, MA 01201. Acquire three multifamily package offered at $920,000. Income & expense and rent roll document available in documents and or upon request.

  

  Corey Bishop

  BISHOP WEST REAL ESTATE

  (413) 339-3453

  40 Henry Ave, Pittsfield, MA 01201
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  /30

  $392,000 Sold Nov 14, 2025

  204 Harryel St, Pittsfield, MA 01201

  • 3 Beds
  • 1.5 Baths
  • 1,307 Sq Ft
  • Built 1966

  Last Sold Summary

  • 2% Below List Price
  • $300/SF
  • 17 Days On Market

  Current Estimated Value $392,884

  Last Listing Agent Elle Villetto WILLIAM PITT SOTHEBY'S - LENOX

  204 Harryel St, Pittsfield, MA 01201
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  /30

  Est $210,502 Not Listed For Sale

  12 Leidhold Place, Pittsfield, MA 01201

  • 3 Beds
  • 1.5 Baths
  • 1,568 Sq Ft
  • Built 1900

  12 Leidhold Place, Pittsfield, MA 01201

  Last Sold Summary

  • 17% Above List Price
  • $115/SF
  • 88 Days On Market

  Last Sold Price $180,000

  Last Listing Agent Maria Liccardi KEMPF-VANDERBURGH REALTY CONSULTANTS, INC.
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  $59,900

  • Land
  • 1.08 Acres
  • $55,463 per Acre

  Lot 144 Eastbrook Ln, Pittsfield, MA 01201

  Nestled on a quiet street among upscale homes, this 1.08-acre lot offers a prime setting to build your custom residence. Underground utilities are available at the road for a seamless start. Enjoy the privacy and natural beauty of the Berkshires with easy access to downtown Pittsfield, Tanglewood, hiking trails, and more. Protective covenants preserve the integrity and lasting value of this

  

  Corey Bishop

  BISHOP WEST REAL ESTATE

  (413) 414-5864

  Lot 144 Eastbrook Ln, Pittsfield, MA 01201
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  /20

  $249,900 Sold Mar 28, 2025

  139 Gamwell Ave, Pittsfield, MA 01201

  • 3 Beds
  • 1 Bath
  • 1,196 Sq Ft
  • Built 1955

  Last Sold Summary

  • 14% Below List Price
  • $209/SF
  • 66 Days On Market

  Current Estimated Value $320,752

  Last Listing Agent Pamela Roberts ROBERTS & ASSOC. REALTY, INC

  139 Gamwell Ave, Pittsfield, MA 01201
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  /23

  Est $316,501 Not Listed For Sale

  18 Broad St, Pittsfield, MA 01201

  • 5 Beds
  • 2.5 Baths
  • 2,511 Sq Ft
  • Built 1880

  18 Broad St, Pittsfield, MA 01201

  Last Sold Summary

  • 44% Above List Price
  • $88/SF
  • 9 Days On Market

  Last Sold Price $220,000

  Last Listing Agent Janet Benoit MOCKINGBIRD REAL ESTATE
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  /11

  $839,900

  • 3 Beds
  • 2 Baths
  • 2,000 Sq Ft

  407 Churchill St, Pittsfield, MA 01201

  To Be Built Home - Create your custom, energy-efficient, low-maintenance home with flexible floor plans! Photos, prices, and layouts are for display only and subject to change with market and site conditions. Plans may be modified, changed and repriced. You'll select all colors and most finishes for a fully personalized build. Home price includes the 3.59-acre lot (MLS # 248344), installed

  

  Corey Bishop

  BISHOP WEST REAL ESTATE

  (413) 475-9767

  407 Churchill St, Pittsfield, MA 01201
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  $291,000 Sold Apr 30, 2025

  78 Winship Ave, Pittsfield, MA 01201

  • 3 Beds
  • 1.5 Baths
  • 1,548 Sq Ft
  • Built 1927

  Last Sold Summary

  • 1% Below List Price
  • $188/SF
  • 20 Days On Market

  Current Estimated Value $311,405

  Last Listing Agent Samar Moushabeck WILLIAM RAVEIS REAL ESTATE

  78 Winship Ave, Pittsfield, MA 01201
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  /26

  Est $266,616 Not Listed For Sale

  134 Doreen St, Pittsfield, MA 01201

  • 3 Beds
  • 1 Bath
  • 1,050 Sq Ft
  • Built 1960

  134 Doreen St, Pittsfield, MA 01201

  Last Sold Summary

  • 37% Above List Price
  • $186/SF
  • 19 Days On Market

  Last Sold Price $195,000

  Last Listing Agent James Macchio AGNELLI REAL ESTATE
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  /2

  $39,900

  • Land
  • 0.15 Acre
  • $266,000 per Acre

  0 Courtland Place, Pittsfield, MA 01201

  Cleared City lot with public water and sewer

  

  John Ciepiela

  BISHOP WEST REAL ESTATE

  (413) 553-1360

  0 Courtland Place, Pittsfield, MA 01201
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  $364,400 Sold Oct 30, 2025

  209 Velma Ave, Pittsfield, MA 01201

  • 3 Beds
  • 2 Baths
  • 1,691 Sq Ft
  • Built 1973

  Last Sold Summary

  • 2% Above List Price
  • $215/SF
  • 3 Days On Market

  Current Estimated Value $368,752

  Last Listing Agent Rena Rose MOCKINGBIRD REAL ESTATE

  209 Velma Ave, Pittsfield, MA 01201
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  /49

  Est $519,179 Not Listed For Sale

  7 Trova Terrace, Pittsfield, MA 01201

  • 4 Beds
  • 3 Baths
  • 2,652 Sq Ft
  • Built 1960

  7 Trova Terrace, Pittsfield, MA 01201

  Last Sold Summary

  • 10% Above List Price
  • $177/SF
  • 5 Days On Market

  Last Sold Price $469,900

  Last Listing Agent Chris LaPatin LAMACCHIA REALTY, INC
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  /12

  $139,900

  • Land
  • 3.59 Acres
  • $38,969 per Acre

  407 Churchill St, Pittsfield, MA 01201

  Experience refined country living on this immaculate 3.59-acre estate parcel, mostly cleared prepared with an installed private well, perc test/soil evaluation complete, and underground electric in place. A septic easement benefits the property via a neighboring parcel. The HOA provides driveway and common-land maintenance. The restrictions and covenants in place ensure lasting elegance: minimum

  

  Corey Bishop

  BISHOP WEST REAL ESTATE

  (413) 216-4191

  407 Churchill St, Pittsfield, MA 01201
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  /40

  $330,000 Sold Sep 12, 2025

  198 Allengate Ave, Pittsfield, MA 01201

  • 4 Beds
  • 1 Bath
  • 1,267 Sq Ft
  • Built 1947

  Last Sold Summary

  • $260/SF
  • 8 Days On Market

  Current Estimated Value $328,212

  Last Listing Agent Brenda Durant KEMPF-VANDERBURGH REALTY CONSULTANTS, INC.

  198 Allengate Ave, Pittsfield, MA 01201

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