Pittsfield, MA Homes

• 

  

  

  /55

  $449,900

  $20K PRICE DROP Pending

  • 4 Beds
  • 2.5 Baths
  • 2,300 Sq Ft

  59 Joan Dr, Pittsfield, MA 01201

  Discover the perfect blend of modern style and effortless living in this stunning contemporary-style Ranch. Nestled on an expansive lot within one of Pittsfield's most sought-after neighborhoods, this home offers a rare combination of space, light, and a sophisticated layout. Sun-Drenched Interiors: light inviting windows throughout the home allow an abundance of natural light, creating a warm

  Jason Nocher NOCHER REALTY

  59 Joan Dr, Pittsfield, MA 01201
• 

  

  /2

  $329,900

  Sold May 14, 2026

  1070 Holmes Rd, Pittsfield, MA 01201

  • 3 Beds
  • 2 Baths
  • 1,563 Sq Ft
  • Built 1952

  Last Sold Summary

  • $211/SF
  • 178 Days On Market

  Current Estimated Value $331,470

  Last Listing Agent Derek Strzepa NOCHER REALTY

  1070 Holmes Rd, Pittsfield, MA 01201
• 

  

  

  /56

  Est $592,045

  Not Listed For Sale

  20 Warwick St, Pittsfield, MA 01201

  • 3 Beds
  • 3.5 Baths
  • 1,845 Sq Ft
  • Built 1957

  20 Warwick St, Pittsfield, MA 01201

  Last Sold Summary

  • 3 Days On Market
• 

  

  

  /42

  $359,900

  • 4 Beds
  • 2 Baths
  • 1,793 Sq Ft

  112 Plunkett St, Pittsfield, MA 01201

  Welcome to this impeccably maintained 4-bedroom, 2-full-bath residence offering comfort, style, & exceptional outdoor living. Every room has been recently painted! The updated kitchen features all new appliances, while the spacious layout provides plenty of room for family, guests, or a home office. Step outside & discover your own private backyard retreat. Relax under the covered porch,

  Mary Jane Dunlop BISHOP WEST REAL ESTATE

  112 Plunkett St, Pittsfield, MA 01201
• 

  

  

  /32

  $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 $374,130

  Last Listing Agent Andreea Duta BISHOP WEST REAL ESTATE

  209 Velma Ave, Pittsfield, MA 01201
• 

  

  /38

  Est $291,917

  Not Listed For Sale

  46 Worthington St, Pittsfield, MA 01201

  • 4 Beds
  • 2 Baths
  • 2,890 Sq Ft
  • Built 1910

  46 Worthington St, Pittsfield, MA 01201

  Last Sold Summary

  • 3 Days On Market
• 

  

  /25

  $255,000

  • 2 Beds
  • 1 Bath
  • 1,227 Sq Ft

  58 Churchill Crest, Pittsfield, MA 01201

  2 bedroom end unit condo offering the rare ease of true one level living, tucked in Churchill Crest's most private and peaceful building. This special home feels like a quiet Berkshire sanctuary, with a thoughtful layout that flows comfortably and welcomes you the moment you arrive. It's ready for your vision, character allows you to shape the space to your own style. Outside, enjoy a sparkling

  Keyla Girard Lamacchia Realty, Inc. - Dalton

  58 Churchill Crest, Pittsfield, MA 01201
• 

  

  /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 $332,163

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

  198 Allengate Ave, Pittsfield, MA 01201
• 

  

  /35

  Est $289,730

  Not Listed For Sale

  11 Pleasure Ave, Pittsfield, MA 01201

  • 4 Beds
  • 2.5 Baths
  • 1,704 Sq Ft
  • Built 1870

  11 Pleasure Ave, Pittsfield, MA 01201

  Last Sold Summary

  • 139 Days On Market
• 

  

  /62

  $799,900

  $90K PRICE DROP

  • 5 Beds
  • 3 Baths
  • 3,370 Sq Ft

  5 Crofut St, Pittsfield, MA 01201

  Own Pittsfield History in this distinctive solidly built Georgian-style brick estate set proudly atop a hill in this coveted enclave of stately residences. Live on historic Crofut St. near the esteemed Pittsfield Country Club, Up Street Cultural Art District and ideally minutes to Lenox to experience the harmonic complexity of Tanglewood. Experience this solid design, rich in traditional detail

  Tonia Scalise WILLIAM PITT SOTHEBY'S - LENOX

  5 Crofut St, Pittsfield, MA 01201
• 

  

  /33

  $297,000

  Sold Jul 08, 2025

  41 Putnam Ave, Pittsfield, MA 01201

  • 3 Beds
  • 1.5 Baths
  • 2,212 Sq Ft
  • Built 1939

  Last Sold Summary

  • 18% Below List Price
  • $134/SF
  • 109 Days On Market

  Current Estimated Value $335,968

  Last Listing Agent Ruth Goyette Lamacchia Realty, Inc. - Adams

  41 Putnam Ave, Pittsfield, MA 01201
• 

  

  /26

  Est $368,952

  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

  • 24 Days On Market
• 

  

  /60

  $575,000

  Pending

  • 4 Beds
  • 3 Baths
  • 1,871 Sq Ft

  14 County Ct, Pittsfield, MA 01201

  Tucked away on a private cul-de-sac, this stunning 4-bedroom, 2.5-bath residence combines elegant upgrades with an effortlessly open and sun-drenched floor plan. The main-level primary suite is a true retreat, offering a walk-in closet and a beautifully appointed en suite with radiant heat tile, a soaking tub, and marble finishes. A convenient first-floor laundry room and a mudroom directly off

  Tracy Crawford COMPASS MASSACHUSETTS , LLC GB

  14 County Ct, Pittsfield, MA 01201
• 

  

  /49

  $267,000

  Sold Aug 04, 2025

  88 Newell St, Pittsfield, MA 01201

  • 2 Beds
  • 1 Bath
  • 988 Sq Ft
  • Built 1920

  Last Sold Summary

  • 3% Above List Price
  • $270/SF
  • 8 Days On Market

  Current Estimated Value $266,463

  Last Listing Agent Cristian Sanchez COHEN & WHITE ASSOCIATES

  88 Newell St, Pittsfield, MA 01201
• 

  

  /40

  Est $246,237

  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

  • 2 Days On Market
• 

  

  /37

  $830,000

  • 12 Beds
  • 1 Bath
  • 18,000 Sq Ft

  40 Pecks Rd, Pittsfield, MA 01201

  Don’t be late for this redevelopment opportunity! 18,000 Sqft on 1.1 Acres. Structurally sound property offers a rare opportunity to transform a historic space into a vibrant new community. Preliminary estimates suggest the potential for 12 residential units, with ample room for parking and green space. Featuring solid brick construction. Expansive windows, high ceilings, and open floor plans,

  Xavier Cruz Fathom Realty

  40 Pecks Rd, Pittsfield, MA 01201
• 

  

  /23

  $165,000

  Sold Dec 09, 2025

  115 Cloverdale St, Pittsfield, MA 01201

  • 2 Beds
  • 2 Baths
  • 1,360 Sq Ft
  • Built 1860

  Last Sold Summary

  • 27% Below List Price
  • $121/SF
  • 97 Days On Market

  Current Estimated Value $212,841

  Last Listing Agent Bonnie Brown Lamacchia Realty, Inc. - Adams

  115 Cloverdale St, Pittsfield, MA 01201
• 

  

  /32

  Est $319,060

  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

  • 20 Days On Market
• 

  

  /54

  $699,000

  Under Contract

  • 4 Beds
  • 5 Baths
  • 4,588 Sq Ft

  36 Meadow Ridge Dr, Pittsfield, MA 01201

  This custom-built home seamlessly blends country tranquility with modern convenience. Inside, a gracious foyer leads to formal and informal first floor living spaces designed for comfortable living and gracious entertaining. 4 bedrooms, 3 full and 2 half baths, including a large spacious primary suite, guest room with en suite bath, private home office, well appointed eat- in kitchen with sliders

  Victoria Standring Lamacchia Realty, Inc. - Dalton

  36 Meadow Ridge Dr, Pittsfield, MA 01201
• 

  

  /34

  $235,000

  Sold Oct 31, 2025

  92 W Housatonic St, Pittsfield, MA 01201

  • 3 Beds
  • 2 Baths
  • 1,872 Sq Ft
  • Built 1880

  Last Sold Summary

  • 2% Below List Price
  • $126/SF
  • 5 Days On Market

  Current Estimated Value $244,927

  Last Listing Agent Jessica Rizzo Lamacchia Realty, Inc. - Dalton

  92 W Housatonic St, Pittsfield, MA 01201
• 

  

  /20

  Est $509,438

  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

  • 25 Days On Market
• 

  

  /37

  $229,999

  • 2 Beds
  • 1 Bath
  • 863 Sq Ft

  34 Cummings Ave, Pittsfield, MA 01201

  This cozy Cape home feels like country, yet you're just minutes from markets, restaurants, the music of Tanglewood, Herman Melville's Arrowhead, and other cultural delights of the Berkshires. The first floor features a bedroom and bathroom while upstairs what was once the attic now consists of an expansive second bedroom. There's a service porch with space for storage and appliances, if you want

  Carolyn Reuben Green KEMPF-VANDERBURGH REALTY CONSULTANTS, INC.

  34 Cummings Ave, Pittsfield, MA 01201
• 

  

  /40

  $805,000

  Sold Aug 20, 2025

  1 Pheasant Way, Pittsfield, MA 01201

  • 4 Beds
  • 3.5 Baths
  • 3,800 Sq Ft
  • Built 1995

  Last Sold Summary

  • 13% Below List Price
  • $212/SF
  • 146 Days On Market

  Current Estimated Value $849,161

  Last Listing Agent Selina Lamb BIRCH PROPERTIES

  1 Pheasant Way, Pittsfield, MA 01201
• 

  

  /17

  Est $246,113

  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

  • 4 Days On Market
• 

  

  /26

  $220,000

  • 7 Beds
  • 3 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
• 

  

  /38

  $460,000

  Sold Dec 12, 2025

  381 Williams St, Pittsfield, MA 01201

  • 3 Beds
  • 2.5 Baths
  • 2,084 Sq Ft
  • Built 1950

  Last Sold Summary

  • 3% Below List Price
  • $221/SF
  • 17 Days On Market

  Current Estimated Value $473,417

  Last Listing Agent Laiken Rapisarda Lamacchia Realty, Inc. - Dalton

  381 Williams St, Pittsfield, MA 01201
• 

  

  /30

  Est $207,297

  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

  • 88 Days On Market
• 

  

  /24

  $225,000

  Pending

  • 4 Beds
  • 2 Baths
  • 1,642 Sq Ft

  547 Onota St, Pittsfield, MA 01201

  Come see this unique 2 family home. The owners side has a big 2 car garage and a gorgeous back yard and shed. The interior has many updates including modern kitchen and hardwood floors.

  James Gelinas GELINAS REAL ESTATE

  547 Onota St, Pittsfield, MA 01201
• 

  

  /17

  $199,900

  Sold Jul 24, 2025

  51 Worthington Place, Pittsfield, MA 01201

  • 2 Beds
  • 1 Bath
  • 891 Sq Ft
  • Built 1890

  Last Sold Summary

  • $224/SF
  • 25 Days On Market

  Last Listing Agent Jose Larios Lamacchia Realty, Inc. - Dalton

  51 Worthington Place, Pittsfield, MA 01201
• 

  

  /23

  Est $295,384

  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

  • 9 Days On Market
• 

  

  /42

  $289,900

  • 3 Beds
  • 2 Baths
  • 1,092 Sq Ft

  3 Clarendon St, Pittsfield, MA 01201

  Set on an oversized corner lot at the end of a quiet dead-end street, this bright renovated 3-bedroom, 2-bath home offers an impressive amount of outdoor space in a neighborhood setting. The expansive yard is the standout feature, with established gardens, mature trees, a firepit area, open lawn space, & a fenced section for pets. Inside, the home has been thoughtfully updated throughout. The

  Elle Villetto WILLIAM PITT SOTHEBY'S - LENOX

  3 Clarendon St, Pittsfield, MA 01201
• 

  

  /57

  $418,000

  Sold May 15, 2026

  11 Concord Pkwy, Pittsfield, MA 01201

  • 3 Beds
  • 1.5 Baths
  • 1,630 Sq Ft
  • Built 1925

  Last Sold Summary

  • 4% Above List Price
  • $256/SF
  • 12 Days On Market

  Current Estimated Value $401,188

  Last Listing Agent Nick Geranios WILLIAM PITT SOTHEBY'S - LENOX

  11 Concord Pkwy, Pittsfield, MA 01201
• 

  

  /26

  Est $267,528

  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

  • 19 Days On Market
• 

  

  /16

  $149,000

  $10K PRICE DROP

  • 1 Bed
  • 1 Bath
  • 617 Sq Ft

  108 E Housatonic St Unit 7, Pittsfield, MA 01201

  Great location in Southeast Pittsfield..Short walk to downtown Pittsfield.. Lovely unit with hardwood floors in the Living room and Bedroom......Nice sized balcony (facing the morning sun) to relax on..Coin operated laundry just a few steps down into the lower level.. Storage locker is available in an upstairs area through the door on the balcony. The unit sq footage is 617 and is recorded in

  Barbara K Greenfeld SIGNATURE ASSOCIATES

  108 E Housatonic St Unit 7, Pittsfield, MA 01201
• 

  

  /32

  $238,400

  Sold Jan 14, 2026

  22 Auburn St, Pittsfield, MA 01201

  • 3 Beds
  • 1.5 Baths
  • 1,288 Sq Ft
  • Built 1960

  Last Sold Summary

  • 18% Below List Price
  • $185/SF
  • 29 Days On Market

  Current Estimated Value $257,833

  Last Listing Agent Victoria Standring Lamacchia Realty, Inc. - Dalton

  22 Auburn St, Pittsfield, MA 01201
• 

  

  /49

  Est $516,333

  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

  • 5 Days On Market
• 

  

  /8

  $29,900

  • Land
  • 14,810 Sq Ft
  • $87,941 per Acre

  I110019004 Brown St, Pittsfield, MA 01201

  Priced well below assessed value. Zoning verification states: The property is a .344-acre lot having 100 feet of frontage on Brown Street and 50 feet of frontage on Scammell Ave. There are no structures on the property. The lot meets the minimum dimensional requirements for development.

  Laurie Atkinson KELLER WILLIAMS REALTY

  I110019004 Brown St, Pittsfield, MA 01201
• 

  /2

  $135,000

  Sold Jul 31, 2025

  25 Root Place, Pittsfield, MA 01201

  • 6 Beds
  • 2 Baths
  • 2,946 Sq Ft
  • Built 1917

  Last Sold Summary

  • $46/SF
  • 0 Days On Market

  Current Estimated Value $137,678

  Last Listing Agent Comparable Listing COMPARABLE LISTING ONLY

  25 Root Place, Pittsfield, MA 01201
• 

  

  /62

  Est $986,827

  Not Listed For Sale

  4 Southbrook Ln, Pittsfield, MA 01201

  • 5 Beds
  • 4.5 Baths
  • 4,416 Sq Ft
  • Built 1999

  4 Southbrook Ln, Pittsfield, MA 01201

  Last Sold Summary

  • 10 Days On Market
• 

  

  /30

  $284,900

  $15K PRICE DROP

  • 3 Beds
  • 1 Bath
  • 1,362 Sq Ft

  1952 East St, Pittsfield, MA 01201

  Charming 3-bed, 1-bath brick Cape perfect for first-time buyers or downsizers. Features functional layout, warm hardwood floors, and a fully fenced backyard for kids and pets. Conveniently located minutes from grocery stores, retail, and amenities. Bring your vision to this cozy home and build equity today!

  Melinda Boos KEMPF-VANDERBURGH REALTY CONSULTANTS, INC.

  1952 East St, Pittsfield, MA 01201

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