Pittsfield, MA Homes

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  /35

  Est $477,641 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,804 Sq Ft

  819 Churchill St, Pittsfield, MA 01201

  819 Churchill St, Pittsfield, MA 01201
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  /6

  $229,500

  • 3 Beds
  • 2 Baths
  • 1,551 Sq Ft

  15 Orlando Ave, Pittsfield, MA 01201

  Investor Opportunity with Strong Upside! This 1.5-story New England–style bungalow offers an excellent value-add opportunity for investors and renovators seeking equity growth. Featuring a large enclosed front porch, the home currently includes 3 bedrooms and 2 bathrooms, with a flexible floor plan that may allow for the addition of a 4th bedroom and/or home office, enhancing future rental or

  Dennis LeClair RE/MAX Compass

  15 Orlando Ave, Pittsfield, MA 01201
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  /32

  $405,000 Sold Jul 14, 2025

  33 Plunkett St, Pittsfield, MA 01201

  • 8 Beds
  • 4 Baths
  • 3,656 Sq Ft
  • Built 1880

  Last Sold Summary

  • 8% Above List Price
  • $111/SF
  • 4 Days On Market

  Last Listing Agent Marc Bellora LAMACCHIA REALTY, INC

  33 Plunkett St, Pittsfield, MA 01201
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  /40

  Est $317,395 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,302 Sq Ft

  51 Kensington Ave, Pittsfield, MA 01201

  51 Kensington Ave, Pittsfield, MA 01201
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  /33

  $229,000

  • 6 Beds
  • 2 Baths
  • 2,736 Sq Ft

  61 Seymour St, Pittsfield, MA 01201

  Centrally located 2 family, side by side duplex! This 6 Bed / 2 Bath property offers spacious rooms throughout, replacement windows, off street parking, newer boilers & water heaters and 1st floor laundry rooms. Walking distance to downtown Pittsfield and Berkshire Medical Center makes this a great investment property.Along with the possibility to owner occupy with the existing vacant unit.

  Timothy Johnson NOCHER REALTY

  61 Seymour St, Pittsfield, MA 01201
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  /48

  $295,000 Sold Feb 27, 2025

  176 Woodlawn Ave, Pittsfield, MA 01201

  • 6 Beds
  • 2 Baths
  • 2,808 Sq Ft
  • Built 1900

  Last Sold Summary

  • 4% Above List Price
  • $105/SF
  • 10 Days On Market

  Current Estimated Value $305,745

  Last Listing Agent Doug Collins LAMACCHIA REALTY, INC

  176 Woodlawn Ave, Pittsfield, MA 01201
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  /31

  Est $308,455 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,742 Sq Ft

  25 Taylor St, Pittsfield, MA 01201

  25 Taylor St, Pittsfield, MA 01201
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  /11

  $249,900

  • 3 Beds
  • 1 Bath
  • 1,152 Sq Ft

  50 Grand Ave, Pittsfield, MA 01201

  Location and privacy! Amazing opportunity to own a home on 0.46 acres plus two additional lots with 0.46 and 0.17 acres each, totaling about 1.1 acres, in a private area, on a dead end street! The house is a fixer upper, the exterior is freshly painted, the interior needs renovation but all utilities and mechanicals are on. The first floor features a lovely enclosed front porch, dining room,

  Maria Liccardi KEMPF-VANDERBURGH REALTY CONSULTANTS, INC.

  50 Grand Ave, Pittsfield, MA 01201
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  /19

  $120,000 Sold May 02, 2025

  16 King St, Pittsfield, MA 01201

  • 3 Beds
  • 2 Baths
  • 1,680 Sq Ft
  • Built 1900

  Last Sold Summary

  • 7% Below List Price
  • $71/SF
  • 23 Days On Market

  Current Estimated Value $181,915

  Last Listing Agent Marnie Garzone THE KINDERHOOK GROUP

  16 King St, Pittsfield, MA 01201
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  /30

  Est $293,857 Not Listed For Sale

  • 5 Beds
  • 2 Baths
  • 1,913 Sq Ft

  273 Springside Ave, Pittsfield, MA 01201

  273 Springside Ave, Pittsfield, MA 01201
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  /50

  $569,000

  • 5 Beds
  • 2.5 Baths
  • 2,907 Sq Ft

  57 Palomino Dr, Pittsfield, MA 01201

  Light, bright, and beautifully updated home in one of southeast Pittsfield's most sought-after neighborhoods. Recent renovations: gleaming wood floors, quartz countertops, bathroom updates and a new roof. The spacious floor plan offers five bedrooms, 2.5 baths, including a lovely en-suite primary. The large kitchen with brand-new stainless-steel appliances flows seamlessly into a charming dining

  Mauren White-Kirkby BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

  57 Palomino Dr, Pittsfield, MA 01201
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  /37

  $230,000 Sold Feb 14, 2025

  65 Dalton Ave, Pittsfield, MA 01201

  • 6 Beds
  • 2 Baths
  • 2,463 Sq Ft
  • Built 1900

  Last Sold Summary

  • 8% Below List Price
  • $93/SF
  • 5 Days On Market

  Current Estimated Value $240,889

  Last Listing Agent Jose Larios LAMACCHIA REALTY, INC

  65 Dalton Ave, Pittsfield, MA 01201
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  /14

  Est $298,568 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,637 Sq Ft

  64 Broadway St, Pittsfield, MA 01201

  64 Broadway St, Pittsfield, MA 01201
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  /62

  $549,000

  • 4 Beds
  • 4 Baths
  • 3,008 Sq Ft

  100 Northumberland Rd, Pittsfield, MA 01201

  Welcome to 100 Northumberland Road - Storybook Berkshire Retreat where timeless charm meets exceptional space and possibility. Located in south east Pittsfield this home sits on .44 acres offering an inviting blend of elegance, comfort & room to grow. Inside, generous living spaces, sun filled rooms, rich architectural details and thoughtful updates create an environment perfect for both everyday

  Laura Arseneau PAULA MCLEAN REALTORS INC.

  100 Northumberland Rd, Pittsfield, MA 01201
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  /22

  $380,000 Sold Dec 18, 2025

  1 Rostone Place, Pittsfield, MA 01201

  • 7 Beds
  • 3 Baths
  • 3,180 Sq Ft
  • Built 1900

  Last Sold Summary

  • 3% Above List Price
  • $119/SF
  • 7 Days On Market

  Last Listing Agent Michele Purcell LAMACCHIA REALTY, INC

  1 Rostone Place, Pittsfield, MA 01201
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  /19

  Est $243,968 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,153 Sq Ft

  50 New Hampshire Ave, Pittsfield, MA 01201

  50 New Hampshire Ave, Pittsfield, MA 01201
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  /16

  $244,900

  • 3 Beds
  • 1 Bath
  • 1,194 Sq Ft

  51 Foote Ave, Pittsfield, MA 01201

  A 3 bedroom 1 bath colonial home on large lot in a desirable location close to all amenities, updates include, laminate flooring, tastefully painted, first floor laundry, new heat/hot water boiler, both open and closed front porch, large yard with sitting/relaxing area

  Charlie Kulas DALTON TOWN & COUNTRY ASSOC, INC

  51 Foote Ave, Pittsfield, MA 01201
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  /15

  $235,000 Sold Nov 26, 2025

  8 Balance Rock Rd, Pittsfield, MA 01201

  • 2 Beds
  • 1 Bath
  • 768 Sq Ft
  • Built 1950

  Last Sold Summary

  • 3% Above List Price
  • $306/SF
  • 6 Days On Market

  Last Listing Agent James Gelinas GELINAS REAL ESTATE

  8 Balance Rock Rd, Pittsfield, MA 01201
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  /48

  Est $465,971 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 1,906 Sq Ft

  43 Baldwin Ave, Pittsfield, MA 01201

  43 Baldwin Ave, Pittsfield, MA 01201
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  /51

  $559,000

  • 4 Beds
  • 2 Baths
  • 2,574 Sq Ft

  39 Lexington Pkwy, Pittsfield, MA 01201

  Welcome to this beautifully maintained Colonial in a prime Southeast Pittsfield neighborhood. With over 2,500 sq ft of living space, this home is larger than it appears and full of thoughtful updates. A freshly painted exterior, Goshen stonewalkway and lush landscaping create a warm welcome. Inside the stunning new kitchen features soapstone counters, subway tile, a coffee bar, and breakfast

  Tracy Crawford COMPASS MASSACHUSETTS , LLC GB

  39 Lexington Pkwy, Pittsfield, MA 01201
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  /15

  $175,000 Sold Nov 10, 2025

  Unlisted Address

  • 1 Bed
  • 1 Bath
  • 638 Sq Ft
  • Built 1927

  Last Sold Summary

  • 5% Below List Price
  • $274/SF
  • 41 Days On Market

  Last Listing Agent Doug Collins LAMACCHIA REALTY, INC

  Unlisted Address
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  /50

  Est $1,314,024 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,820 Sq Ft

  127 Shore Dr, Pittsfield, MA 01201

  127 Shore Dr, Pittsfield, MA 01201
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  /25

  $249,900 Pending

  • 2 Beds
  • 1 Bath
  • 1,014 Sq Ft

  87 Maryland Ave, Pittsfield, MA 01201

  Charming and cozy, this well-maintained cape style home sits in a peaceful area with beautiful distant mountain views. On the first floor you'll find 2 bedrooms with a well-sized bathroom, and on the lower level another bonus room, which could be used as a 3rd bedroom, office or extra living space. The basement also offers plenty of other storage with a workshop area as well and access to the

  Andreea Duta BISHOP WEST REAL ESTATE

  87 Maryland Ave, Pittsfield, MA 01201
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  /50

  $510,000 Sold Sep 15, 2025

  225 Williams St, Pittsfield, MA 01201

  • 4 Beds
  • 2 Baths
  • 1,984 Sq Ft
  • Built 1947

  Last Sold Summary

  • 9% Above List Price
  • $257/SF
  • 10 Days On Market

  Current Estimated Value $493,621

  Last Listing Agent Tonia Scalise WILLIAM PITT SOTHEBY'S - LENOX

  225 Williams St, Pittsfield, MA 01201
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  /25

  Est $290,668 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,334 Sq Ft

  45 Dexter St, Pittsfield, MA 01201

  45 Dexter St, Pittsfield, MA 01201
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  /49

  $274,900 Under Contract

  • 3 Beds
  • 1 Bath
  • 1,240 Sq Ft

  64 Brooks Ave, Pittsfield, MA 01201

  Beautifully updated and thoughtfully maintained, this 3-bedroom, 1-bath home offers a rare double lot--a feature seldom available in this neighborhood. The interior boasts an open-concept feel with modern finishes, including stainless steel appliances, refreshed flooring, and numerous updates completed within the last two years. The convenience of a main-floor bedroom and bathroom adds to the

  Chris Lipa BERKSHIRE PROPERTY MANAGERS,INC

  64 Brooks Ave, Pittsfield, MA 01201
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  /34

  $431,000 Sold Aug 25, 2025

  100 Anita Dr, Pittsfield, MA 01201

  • 4 Beds
  • 2 Baths
  • 1,823 Sq Ft
  • Built 1961

  Last Sold Summary

  • 8% Above List Price
  • $236/SF
  • 40 Days On Market

  Current Estimated Value $432,798

  Last Listing Agent Pauline Green STEEPLEVIEW REALTY - ADAMS BRANCH

  100 Anita Dr, Pittsfield, MA 01201
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  /25

  Est $270,252 Not Listed For Sale

  • 5 Beds
  • 1.5 Baths
  • 1,998 Sq Ft

  76 Plunkett St, Pittsfield, MA 01201

  76 Plunkett St, Pittsfield, MA 01201
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  /45

  $450,000

  • 4 Beds
  • 2.5 Baths
  • 2,430 Sq Ft

  17 Kittredge Rd, Pittsfield, MA 01201

  This well-cared-for colonial home has been cherished by the same owners for over seven decades and is ready to welcome its next chapter. The first floor offers a spacious layout with a large kitchen, dining room with access to a seasonal porch, a living room featuring a wood-burning fireplace, a family room with half bath, and a four-season sunroom surrounded by windows overlooking the backyard.

  Maggie Gavin WILLIAM PITT SOTHEBY'S - LENOX

  17 Kittredge Rd, Pittsfield, MA 01201
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  /42

  $290,000 Sold Oct 24, 2025

  25 Yarmouth St, Pittsfield, MA 01201

  • 3 Beds
  • 1.5 Baths
  • 1,906 Sq Ft
  • Built 1930

  Last Sold Summary

  • 11% Below List Price
  • $152/SF
  • 61 Days On Market

  Last Listing Agent Laiken Rapisarda LAMACCHIA REALTY, INC

  25 Yarmouth St, Pittsfield, MA 01201
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  /25

  Est $764,173 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 3,819 Sq Ft

  5 Woodland Dr, Pittsfield, MA 01201

  5 Woodland Dr, Pittsfield, MA 01201
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  /61

  $365,000

  • 4 Beds
  • 1.5 Baths
  • 1,600 Sq Ft

  25 Calumet St, Pittsfield, MA 01201

  This well-loved home offers 4 bedrooms and 1.5 baths on a very large lot with beautiful open views. A classic enclosed front porch welcomes you inside, where old-world molding, window seats, hardwood floors, and handsome laminate flooring add warmth and character throughout.The spacious kitchen is fully applianced and features plenty of cabinetry, flowing into a separate breakfast/dining room

  Nick Geranios WILLIAM PITT SOTHEBY'S - LENOX

  25 Calumet St, Pittsfield, MA 01201
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  /36

  $240,000 Sold Jan 06, 2025

  39 Catherine St, Pittsfield, MA 01201

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

  Last Sold Summary

  • 4% Above List Price
  • $300/SF
  • 36 Days On Market

  Current Estimated Value $248,687

  Last Listing Agent Kelley And Katzer Team Kelley & Katzer Real Estate, LLC

  39 Catherine St, Pittsfield, MA 01201
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  /20

  Est $362,463 Not Listed For Sale

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

  6 Putnam Ave, Pittsfield, MA 01201

  6 Putnam Ave, Pittsfield, MA 01201
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  /68

  $1,350,000

  • 5 Beds
  • 4.5 Baths
  • 4,948 Sq Ft

  65 Crofut St, Pittsfield, MA 01201

  Designed in 1929 by noted architect Henry Seaver (Berkshire Museum, Lenox Town Hall), this distinguished Georgian Colonial was once the centerpiece of Pittsfield's social scene. The home preserves exquisite 18th-century details - mantels, wainscoting, and finely crafted woodwork salvaged from two of the city's earliest residences, making it a living piece of Berkshire history. Set back on 2.5

  Conor Meehan STONE HOUSE PROPERTIES, LLC

  65 Crofut St, Pittsfield, MA 01201
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  /11

  $210,001 Sold Sep 02, 2025

  90 Turner Ave, Pittsfield, MA 01201

  • 3 Beds
  • 1 Bath
  • 1,452 Sq Ft
  • Built 1900

  Last Sold Summary

  • 11% Above List Price
  • $145/SF
  • 20 Days On Market

  Current Estimated Value $207,451

  Last Listing Agent Zachary DeCaro Property Works New England

  90 Turner Ave, Pittsfield, MA 01201
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  /44

  Est $307,319 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,318 Sq Ft

  17 Harding St, Pittsfield, MA 01201

  17 Harding St, Pittsfield, MA 01201
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  /28

  $295,000

  • 3 Beds
  • 1.5 Baths
  • 1,515 Sq Ft

  29 Murphy Place, Pittsfield, MA 01201

  Split-level ranch located at the end of a quiet street with a private backyard. This inviting home features three bedrooms and two bathrooms. Hardwood floors extend from the living room. Downstairs, you'll find a versatile space where the garage has been converted into functional areas, ideal for office or a utility room. This space can be reverted back to a garage, or with the addition of

  Mariah Worth LAMACCHIA REALTY, INC

  29 Murphy Place, Pittsfield, MA 01201
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  /39

  $530,000 Sold Mar 21, 2025

  139 Ann Dr, Pittsfield, MA 01201

  • 6 Beds
  • 4 Baths
  • 2,927 Sq Ft
  • Built 1960

  Last Sold Summary

  • 12% Below List Price
  • $181/SF
  • 171 Days On Market

  Current Estimated Value $572,727

  Last Listing Agent Maggie Gavin WILLIAM PITT SOTHEBY'S - LENOX

  139 Ann Dr, Pittsfield, MA 01201
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  /35

  Est $374,087 Not Listed For Sale

  • 4 Beds
  • 1.5 Baths
  • 2,304 Sq Ft

  58 Pomeroy Ave, Pittsfield, MA 01201

  58 Pomeroy Ave, Pittsfield, MA 01201

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