Pittsfield, MA Homes

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  /32

  Est $263,273 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,314 Sq Ft

  187 Lakeway Dr, Pittsfield, MA 01201

  187 Lakeway Dr, Pittsfield, MA 01201
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  /27

  $249,900

  • 3 Beds
  • 1 Bath
  • 1,152 Sq Ft

  50 Grand Ave, Pittsfield, MA 01201

  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, living room and kitchen;

  Maria Liccardi Kempf-Vanderburgh Realty Consultants, Inc.

  50 Grand Ave, Pittsfield, MA 01201
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  /21

  $252,500 Sold May 23, 2025

  499 South St, Pittsfield, MA 01201

  • 6 Beds
  • 2.5 Baths
  • 2,646 Sq Ft
  • Built 1904

  Last Sold Summary

  • 16% Below List Price
  • $95/SF
  • 93 Days On Market

  Current Estimated Value $285,482

  Last Listing Agent Cameron Volastro WILLIAM PITT SOTHEBY'S - LENOX

  499 South St, Pittsfield, MA 01201
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  /28

  Est $423,789 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,842 Sq Ft

  54 Pomeroy Ave, Pittsfield, MA 01201

  54 Pomeroy Ave, Pittsfield, MA 01201
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  /60

  $394,900 Pending

  • 3 Beds
  • 2.5 Baths
  • 2,093 Sq Ft

  144 Kittredge Rd, Pittsfield, MA 01201

  Welcome to 144 Kittredge Road in Pittsfield, Massachusetts! This charming brick 3-bedroom, 2.5-bath ranch-style rambler offers a perfect blend of comfort and convenience. Step inside to find an inviting open floor plan featuring a spacious living area bathed in natural light, ideal for both relaxation and entertaining. The well-appointed kitchen boasts ample counter space, making meal prep a

  Doug Collins LAMACCHIA REALTY, INC

  144 Kittredge Rd, Pittsfield, MA 01201
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  /24

  $300,000 Sold Aug 11, 2025

  32 Hampshire St, Pittsfield, MA 01201

  • 3 Beds
  • 2 Baths
  • 1,488 Sq Ft
  • Built 1917

  Last Sold Summary

  • $202/SF
  • 9 Days On Market

  Current Estimated Value $288,554

  Last Listing Agent John Ciepiela BISHOP WEST REAL ESTATE

  32 Hampshire St, Pittsfield, MA 01201
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  /46

  Est $382,113 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,568 Sq Ft

  122 Maple Grove Dr, Pittsfield, MA 01201

  122 Maple Grove Dr, Pittsfield, MA 01201
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  /22

  $249,000 Pending

  • 2 Beds
  • 1 Bath
  • 974 Sq Ft

  122 Allengate Ave, Pittsfield, MA 01201

  Enjoy easy, single-level living in this sunny and well-cared-for bungalow. Beautiful hardwood floors flow throughout the home, complemented by numerous recent updates, including a new electrical panel, replaced sewer line, new hot water heater, updated gutters, and a new slider.The welcoming entryway with hall closet leads to a spacious living room and an eat-in kitchen that opens to a generously

  Angel Black KRG - Key Realty Group

  122 Allengate Ave, Pittsfield, MA 01201
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  /53

  $317,000 Sold Mar 28, 2025

  50 Hungerford St, Pittsfield, MA 01201

  • 5 Beds
  • 2 Baths
  • 1,848 Sq Ft
  • Built 1915

  Last Sold Summary

  • 2% Below List Price
  • $172/SF
  • 72 Days On Market

  Current Estimated Value $327,937

  Last Listing Agent John Segalla HOUSATONIC REAL ESTATE

  50 Hungerford St, Pittsfield, MA 01201
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  /37

  Est $633,588 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,262 Sq Ft

  8 Club Cir, Pittsfield, MA 01201

  8 Club Cir, Pittsfield, MA 01201
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  /14

  $124,900

  • 1 Bed
  • 1 Bath
  • 680 Sq Ft

  36 Beacon Ave, Pittsfield, MA 01201

  With a small floor plan this could be a great weekend getaway or easy every day living located on a .12 acre lot. this layout offers a one bedroom, office, kitchen, full bathroom and an enclosed entry way which would make an additional sitting area. The yard has ample space for gardening, outdoor gatherings or simply enjoying the peaceful surroundings. Just a short walk to Pontoosuc Lake where

  Michelle Picard NOCHER REALTY

  36 Beacon Ave, Pittsfield, MA 01201
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  /15

  $145,000 Sold Jan 07, 2025

  26 Crestview Dr, Pittsfield, MA 01201

  • 3 Beds
  • 1 Bath
  • 1,016 Sq Ft
  • Built 1972

  Last Sold Summary

  • 3% Below List Price
  • $143/SF
  • 3 Days On Market

  Current Estimated Value $249,955

  Last Listing Agent Corey Bishop BISHOP WEST REAL ESTATE

  26 Crestview Dr, Pittsfield, MA 01201
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  /30

  Est $314,579 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,124 Sq Ft

  101 Gamwell Ave, Pittsfield, MA 01201

  101 Gamwell Ave, Pittsfield, MA 01201
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  /85

  $888,800 Pending

  • 4 Beds
  • 2.5 Baths
  • 3,005 Sq Ft

  69 Gravesleigh Terrace, Pittsfield, MA 01201

  Escape to the Berkshires nature's preserve out your door overlooking Mass Audubon land to experience the ultimate easterly mountain and meadow view while in the midst of city conveniences and pleasures. Surprisingly exceptional views can be enjoyed from most rooms influencing your mind and spirit with a calming energy. This treelined one way street enhances the quiet and peaceful essence of the

  Tonia Scalise WILLIAM PITT SOTHEBY'S - LENOX

  69 Gravesleigh Terrace, Pittsfield, MA 01201
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  /29

  $276,500 Sold Jul 28, 2025

  32 Farnsworth Terrace, Pittsfield, MA 01201

  • 3 Beds
  • 1 Bath
  • 1,448 Sq Ft
  • Built 1952

  Last Sold Summary

  • 8% Below List Price
  • $191/SF
  • 39 Days On Market

  Current Estimated Value $278,511

  Last Listing Agent Nadine Hiser KRG - Key Realty Group

  32 Farnsworth Terrace, Pittsfield, MA 01201
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  /33

  Est $418,892 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 2,029 Sq Ft

  406 Elm St, Pittsfield, MA 01201

  406 Elm St, Pittsfield, MA 01201
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  /64

  $1,199,800

  • 9 Beds
  • 4.5 Baths
  • 5,319 Sq Ft

  5 Crofut St, Pittsfield, MA 01201

  Pride of ownership reasonates through this disctinctive Georgian-style brick home proudly set atop a hill in this coveted enclave of stately residences. Live on this historic Crofut St. near the esteemed Pittsfield Country Club, Upstreet Cultural District and is ideally just minutes to Lenox to experience the harmonic complexity of Tanglewood. Experience this solid design, rich in traditional

  Tonia Scalise WILLIAM PITT SOTHEBY'S - LENOX

  5 Crofut St, Pittsfield, MA 01201
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  /43

  $290,003 Sold Jul 01, 2025

  31 Kensington Ave, Pittsfield, MA 01201

  • 3 Beds
  • 1.5 Baths
  • 1,332 Sq Ft
  • Built 1940

  Last Sold Summary

  • 5% Above List Price
  • $218/SF
  • 4 Days On Market

  Current Estimated Value $289,908

  Last Listing Agent Katie Soules WILLIAM RAVEIS REAL ESTATE

  31 Kensington Ave, Pittsfield, MA 01201
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  /12

  Est $235,123 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,292 Sq Ft

  88 Wahconah St, Pittsfield, MA 01201

  88 Wahconah St, Pittsfield, MA 01201
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  /26

  $349,500

  • 3 Beds
  • 1.5 Baths
  • 1,484 Sq Ft

  63 Asci Dr, Pittsfield, MA 01201

  Welcome to this lovingly cared-for 3-bedroom, 1.5-bath home, offered for the first time in many years. The home has been exceptionally maintained--a rare find for buyers who value quality, solid construction, and the opportunity to personalize a space to their own taste.Step inside to an inviting layout with warm natural light throughout. The main level offers comfortable living and dining areas,

  Tanya Shepardson LAMACCHIA REALTY, INC

  63 Asci Dr, Pittsfield, MA 01201
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  /38

  $325,000 Sold Jul 18, 2025

  97 Dorchester Ave, Pittsfield, MA 01201

  • 4 Beds
  • 2 Baths
  • 1,512 Sq Ft
  • Built 2005

  Last Sold Summary

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

  Current Estimated Value $326,279

  Last Listing Agent Jessica Rizzo LAMACCHIA REALTY, INC

  97 Dorchester Ave, Pittsfield, MA 01201
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  /34

  Est $335,668 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,344 Sq Ft

  223 Chapel St, Pittsfield, MA 01201

  223 Chapel St, Pittsfield, MA 01201
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  /4

  $549,999

  • Land
  • 0.41 Acre
  • $1,345,399 per Acre

  199 Clark Rd, Pittsfield, MA 01201

  This 4.4-acre vacant lot is located in one of Pittsfield's most desirable neighborhoods, offering exceptional privacy on a wooded parcel at the end of a dead-end street. With public utilities available and no HOA restrictions, the property provides flexibility for your future plans. Enjoy a prime location close to Berkshire Hills Country Club and just minutes from Pontoosuc Lake, schools,

  Steven Bintz PlatLabs, LLC

  199 Clark Rd, Pittsfield, MA 01201
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  /67

  $489,900 Sold Oct 01, 2025

  200 Bryant St, Pittsfield, MA 01201

  • 3 Beds
  • 2.5 Baths
  • 2,912 Sq Ft
  • Built 2012

  Last Sold Summary

  • $168/SF
  • 19 Days On Market

  Last Listing Agent Susan Colvin MONARCH REALTY, INC.

  200 Bryant St, Pittsfield, MA 01201
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  /32

  Est $246,861 Not Listed For Sale

  • 6 Beds
  • 4 Baths
  • 2,498 Sq Ft

  163 Francis Ave, Pittsfield, MA 01201

  163 Francis Ave, Pittsfield, MA 01201
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  /47

  $849,000

  • 4 Beds
  • 3.5 Baths
  • 3,196 Sq Ft

  5 Eastbrook Ln, Pittsfield, MA 01201

  Located in the desirable, gated community of Woodmont Estates, this thoughtfully updated home offers a timeless layout, flexible living spaces, and easy access to the best of the Berkshires. Inside, vaulted ceilings, expansive windows, and hardwood oak floors create a light-filled and inviting atmosphere, anchored by a gas fireplace and elegant details. The custom kitchen serves as the heart of

  THE KAHN TEAM BISHOP WEST REAL ESTATE

  5 Eastbrook Ln, Pittsfield, MA 01201
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  /43

  $557,000 Sold Apr 23, 2025

  11 Brookside Dr, Pittsfield, MA 01201

  • 4 Beds
  • 2.5 Baths
  • 2,448 Sq Ft
  • Built 1972

  Last Sold Summary

  • 12% Below List Price
  • $228/SF
  • 36 Days On Market

  Current Estimated Value $562,938

  Last Listing Agent Mary Blair SIGNATURE ASSOCIATES

  11 Brookside Dr, Pittsfield, MA 01201
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  /32

  Est $261,026 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 988 Sq Ft

  30 Mohegan St, Pittsfield, MA 01201

  30 Mohegan St, Pittsfield, MA 01201
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  /36

  $229,900

  • 3 Beds
  • 2 Baths
  • 1,454 Sq Ft

  156 Elizabeth St, Pittsfield, MA 01201

  Charming 2-Family Flat - Great Investment or Owner-Occupied Opportunity!Don't miss this 2-family flat offering classic charm and modern convenience. Each spacious unit features hardwood floors The second-floor unit boasts an enclosed porch--perfect for relaxing or additional living space. Separate utilities, off street parking and shed add to the property. This property has potential to be used

  Robin Moore 413 REAL ESTATE

  156 Elizabeth St, Pittsfield, MA 01201
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  /2

  $180,000 Sold Mar 05, 2025

  43 Cherry St, Pittsfield, MA 01201

  • 5 Beds
  • 3 Baths
  • 2,354 Sq Ft
  • Built 1900

  Last Sold Summary

  • 28% Below List Price
  • $76/SF
  • 9 Days On Market

  Current Estimated Value $209,397

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

  43 Cherry St, Pittsfield, MA 01201
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  /33

  Est $356,369 Not Listed For Sale

  • 6 Beds
  • 2 Baths
  • 3,200 Sq Ft

  207 Pomeroy Ave, Pittsfield, MA 01201

  207 Pomeroy Ave, Pittsfield, MA 01201
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  /3

  $268,500 Under Contract

  • 3 Beds
  • 3 Baths
  • 1,603 Sq Ft

  79 Center St, Pittsfield, MA 01201

  Spacious three-family home in the heart of Pittsfield's vibrant Downtown Cultural District! This property features a total of 3 bedrooms, offering strong rental potential and versatility. Recent capital improvements include newer roof and siding, reducing immediate maintenance costs and boosting curb appeal. Situated in a highly desirable, walkable location near restaurants, the Berkshire

  Heather Gallagher JAN PERRY REALTY & ASSOCIATES, LLC

  79 Center St, Pittsfield, MA 01201
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  /19

  $285,000 Sold Aug 01, 2025

  33 Churchill Crest Unit 33, Pittsfield, MA 01201

  • 2 Beds
  • 1.5 Baths
  • 1,444 Sq Ft
  • Built 1972

  Last Sold Summary

  • 3% Below List Price
  • $197/SF
  • 31 Days On Market

  Last Listing Agent Molly Thomas COMPASS MASSACHUSETTS , LLC GB

  33 Churchill Crest Unit 33, Pittsfield, MA 01201
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  /3

  Est $917,457 Not Listed For Sale

  • 26 Beds
  • 12 Baths
  • 8,712 Sq Ft

  549 North St, Pittsfield, MA 01201

  549 North St, Pittsfield, MA 01201
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  /22

  $299,900

  • 3 Beds
  • 1 Bath
  • 1,552 Sq Ft

  121 Edward Ave, Pittsfield, MA 01201

  Welcome to 121 Edward Avenue, an updated home in desirable Southeast Pittsfield offering a rare blend of move-in-ready improvements and classic character. The property features a one-car detached garage and a large yard, providing excellent outdoor space and functionality. The owner has completed extensive upgrades including brand-new roofs on both the house and garage, a new high-efficiency

  Nathan Girard ROYAL PROPERTY GROUP

  121 Edward Ave, Pittsfield, MA 01201
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  /47

  $465,500 Sold Sep 02, 2025

  18 Lacona St, Pittsfield, MA 01201

  • 3 Beds
  • 2.5 Baths
  • 2,104 Sq Ft
  • Built 2025

  Last Sold Summary

  • 22% Below List Price
  • $221/SF
  • 141 Days On Market

  Last Listing Agent Robin Moore 413 REAL ESTATE

  18 Lacona St, Pittsfield, MA 01201
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  /28

  Est $335,443 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,745 Sq Ft

  30 Churchill Crescent, Pittsfield, MA 01201

  30 Churchill Crescent, Pittsfield, MA 01201
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  /14

  $259,000 Pending

  • 4 Beds
  • 2 Baths
  • 2,641 Sq Ft

  41 Brown St, Pittsfield, MA 01201

  Your new home or a potential investment! Come take a look at the spacious fenced backyard, off street parking for 4+ cars, and cozy front porch - just a couple of the features that make this property feel like home. This 2-family flat is a stone's throw away from the restaurants and shops of Tyler Street.

  Erika Wainwright GREEN RIVER REAL ESTATE

  41 Brown St, Pittsfield, MA 01201
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  /53

  $350,000 Sold Sep 26, 2025

  119 Appleton Ave, Pittsfield, MA 01201

  • 8 Beds
  • 2.5 Baths
  • 4,263 Sq Ft
  • Built 1906

  Last Sold Summary

  • 5% Below List Price
  • $82/SF
  • 127 Days On Market

  Last Listing Agent Robin Moore 413 REAL ESTATE

  119 Appleton Ave, Pittsfield, MA 01201
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  /53

  Est $394,477 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,352 Sq Ft

  21 Roberta Rd, Pittsfield, MA 01201

  21 Roberta Rd, Pittsfield, MA 01201

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