Pittsfield, MA Homes

• 

  

  

  /34

  Est $316,816

  Not Listed For Sale

  80 Plinn St, Pittsfield, MA 01201

  • 4 Beds
  • 2 Baths
  • 1,456 Sq Ft
  • Built 1910

  80 Plinn St, Pittsfield, MA 01201

  Last Sold Summary

  • 10 Days On Market
• 

  

  

  /61

  $899,000

  Coming Soon

  • 3 Beds
  • 2 Baths
  • 1,176 Sq Ft

  1641 North St, Pittsfield, MA 01201

  Wake up to breathtaking panoramic waterfront views & end every day with spectacular sunsets from this exceptional ranch offering approx. 170' of waterfront frontage.This well-maintained home features 3 bedrooms, 2 full baths & an inviting open layout designed to showcase the stunning scenery.The sunroom, with walls of glass sliders, opens to an expansive deck-perfect for entertaining, relaxing or

  Darcy Reid MOCKINGBIRD REAL ESTATE

  1641 North St, Pittsfield, MA 01201
• 

  

  

  /39

  $400,000

  Sold Oct 17, 2025

  2 Caratina Ave, Pittsfield, MA 01201

  • 3 Beds
  • 3 Baths
  • 2,109 Sq Ft
  • Built 1988

  Last Sold Summary

  • 3% Above List Price
  • $190/SF
  • 4 Days On Market

  Current Estimated Value $414,178

  Last Listing Agent Paula McLean PAULA MCLEAN REALTORS INC.

  2 Caratina Ave, Pittsfield, MA 01201
• 

  

  

  /18

  Est $328,960

  Not Listed For Sale

  200 Cheshire Rd, Pittsfield, MA 01201

  • 3 Beds
  • 1 Bath
  • 1,242 Sq Ft
  • Built 1950

  200 Cheshire Rd, Pittsfield, MA 01201

  Last Sold Summary

  • 87 Days On Market
• 

  

  

  /40

  $469,000

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

  81 Northumberland Rd, Pittsfield, MA 01201

  Rich in character and history, this beautifully maintained Colonial sits on land once belonging to Pittsfield's renowned Grey Tower Estate. Featuring original oak woodwork, decorative architectural leaded glass all which may have been salvaged from the estate. Move right in and relax on the expansive front porch with an iced tea in hand. As you walkthrough the quarter sawn oak doors there is

  Tanya LeRose THE KINDERHOOK GROUP

  81 Northumberland Rd, Pittsfield, MA 01201
• 

  

  /18

  $734,500

  Sold Nov 03, 2025

  38 Allengate Ave, Pittsfield, MA 01201

  • 6 Beds
  • 6 Baths
  • 8,834 Sq Ft
  • Built 1920

  Last Sold Summary

  • 2% Below List Price
  • $83/SF
  • 26 Days On Market

  Last Listing Agent Tim Gallagher STONE HOUSE PROPERTIES, LLC

  38 Allengate Ave, Pittsfield, MA 01201
• 

  

  /26

  Est $247,182

  Not Listed For Sale

  326 Lenox Ave, Pittsfield, MA 01201

  • 3 Beds
  • 2 Baths
  • 1,532 Sq Ft
  • Built 1912

  326 Lenox Ave, Pittsfield, MA 01201

  Last Sold Summary

  • 41 Days On Market
• 

  /2

  $185,000

  Pending Pre-Foreclosure

  • 6 Beds
  • 3 Baths
  • 2,290 Sq Ft

  110 Lenox Ave, Pittsfield, MA 01201

  Unlock the potential in this spacious two-family property ideally located near Berkshire Medical Center, local schools, and downtown Pittsfield amenities. Perfect for experienced renovators and investors, this property offers tremendous opportunity to restore and build equity. The lower unit features two bedrooms and a well-designed kitchen with a functional layout, though the bathroom ceiling

  Brenda Durant KEMPF-VANDERBURGH REALTY CONSULTANTS, INC.

  110 Lenox Ave, Pittsfield, MA 01201
• 

  

  /29

  $255,000

  Sold Feb 24, 2026

  90 Cheshire Rd, Pittsfield, MA 01201

  • 2 Beds
  • 1 Bath
  • 840 Sq Ft
  • Built 1937

  Last Sold Summary

  • 6% Below List Price
  • $304/SF
  • 9 Days On Market

  Current Estimated Value $259,113

  Last Listing Agent Doug Collins Lamacchia Realty, Inc. - Dalton

  90 Cheshire Rd, Pittsfield, MA 01201
• 

  

  /40

  Est $428,475

  Not Listed For Sale

  560 South St, Pittsfield, MA 01201

  • 4 Beds
  • 2.5 Baths
  • 2,528 Sq Ft
  • Built 1920

  560 South St, Pittsfield, MA 01201

  Last Sold Summary

  • 1 Day On Market
• 

  

  /34

  $275,000

  • 5 Beds
  • 2 Baths
  • 2,158 Sq Ft

  34 Daniels Ave, Pittsfield, MA 01201

  Welcome to 34 Daniels Avenue, part of the Westside Legends Attainable Housing Program. This updated Pittsfield home offers a comfortable layout with recent improvements throughout, including new flooring, new appliances, and refreshed bathrooms. The interior feels clean, bright, and move-in ready, while still offering a practical and manageable footprint for everyday living. Conveniently located

  Samantha Homeyer BIRCH PROPERTIES

  34 Daniels Ave, Pittsfield, MA 01201
• 

  

  /31

  $164,800

  Sold Jan 29, 2026

  469 Fenn St, Pittsfield, MA 01201

  • 4 Beds
  • 1.5 Baths
  • 1,637 Sq Ft
  • Built 1870

  Last Sold Summary

  • 13% Above List Price
  • $101/SF
  • 11 Days On Market

  Current Estimated Value $168,891

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

  469 Fenn St, Pittsfield, MA 01201
• 

  

  /38

  Est $331,419

  Not Listed For Sale

  99 Lyman St, Pittsfield, MA 01201

  • 4 Beds
  • 1.5 Baths
  • 1,708 Sq Ft
  • Built 1900

  99 Lyman St, Pittsfield, MA 01201

  Last Sold Summary

  • 5 Days On Market
• 

  

  /51

  $424,900

  Under Contract

  • 4 Beds
  • 2 Baths
  • 2,606 Sq Ft

  133 Pomeroy Ave, Pittsfield, MA 01201

  Step into style and comfort in this beautifully maintained move-in ready four bedroom, two-bath home in Southeast Pittsfield Conveniently located and perfectly positioned on a landscaped, fenced, corner lot. From the moment you enter the spacious hallway, you'll see gleaming hardwood floors that add warmth and character to every room. First floor includes timeless charm of a fireplaced living

  Pamela Roberts ROBERTS & ASSOC. REALTY, INC

  133 Pomeroy Ave, Pittsfield, MA 01201
• 

  

  /59

  $409,000

  Sold Oct 30, 2025

  75 Livingston Ave, Pittsfield, MA 01201

  • 3 Beds
  • 1.5 Baths
  • 1,684 Sq Ft
  • Built 1912

  Last Sold Summary

  • $243/SF
  • 6 Days On Market

  Current Estimated Value $416,909

  Last Listing Agent Stephen Daoust STONE HOUSE PROPERTIES, LLC

  75 Livingston Ave, Pittsfield, MA 01201
• 

  

  /39

  Est $237,727

  Not Listed For Sale

  147 Mill St, Pittsfield, MA 01201

  • 2 Beds
  • 1 Bath
  • 912 Sq Ft
  • Built 1940

  147 Mill St, Pittsfield, MA 01201

  Last Sold Summary

  • 4 Days On Market
• 

  

  /41

  $313,900

  • 2 Beds
  • 2 Baths
  • 1,210 Sq Ft

  560 Crane Ave, Pittsfield, MA 01201

  More than meets the eye from the street view! Spacious embankment ranch welcomes you with gleaming hardwood flooring. Enter into the living room w cedar entry closet. What are YOU looking for? Here, you'll find a flexible floor plan featuring two or three bedrooms on the main floor (third bedroom off kitchen makes great formal dining option. Eat-in galley kitchen. Bonus space is the year-round

  Amanda Kmetz ROBERTS & ASSOC. REALTY, INC

  560 Crane Ave, Pittsfield, MA 01201
• 

  /2

  $475,000

  Sold Jun 09, 2026

  56 Spring St, Pittsfield, MA 01201

  • 14 Beds
  • 7 Baths
  • 4,800 Sq Ft
  • Built 1900

  Last Sold Summary

  • 17% Below List Price
  • $99/SF
  • 111 Days On Market

  Last Listing Agent Charlie Kulas ASHMERE REALTY, INC.

  56 Spring St, Pittsfield, MA 01201
• 

  

  /23

  Est $255,446

  Not Listed For Sale

  61 Caroline St, Pittsfield, MA 01201

  • 3 Beds
  • 1 Bath
  • 1,440 Sq Ft
  • Built 1916

  61 Caroline St, Pittsfield, MA 01201

  Last Sold Summary

  • 3 Days On Market
• 

  

  /30

  $299,900

  Pending

  • 3 Beds
  • 2 Baths
  • 1,556 Sq Ft

  428 Dalton Ave, Pittsfield, MA 01201

  Well-maintained Cape-style home situated on a corner lot in a convenient Pittsfield location. The main level offers three bedrooms, a full bath, a bright living room, dining area, and kitchen, along with hardwood floors throughout much of the living space. The walk-up attic provides excellent storage and potential for future expansion, while the partially finished lower level offers additional

  Christina Acor Lamacchia Realty, Inc. - Dalton

  428 Dalton Ave, Pittsfield, MA 01201
• 

  

  /26

  $249,900

  Sold Jan 15, 2026

  44 Churchill Crest Unit 44, Pittsfield, MA 01201

  • 2 Beds
  • 2 Baths
  • 1,227 Sq Ft
  • Built 1972

  Last Sold Summary

  • 7% Below List Price
  • $204/SF
  • 80 Days On Market

  Last Listing Agent Cory Evangelisto NOCHER REALTY

  44 Churchill Crest Unit 44, Pittsfield, MA 01201
• 

  

  /40

  Est $261,360

  Not Listed For Sale

  7 Manchester Ave, Pittsfield, MA 01201

  • 4 Beds
  • 1 Bath
  • 1,326 Sq Ft
  • Built 1955

  7 Manchester Ave, Pittsfield, MA 01201

  Last Sold Summary

  • 5 Days On Market
• 

  

  /21

  $359,900

  $65K PRICE DROP Pending

  • 14 Beds
  • 5 Baths
  • 6,822 Sq Ft

  58 Seymour St, Pittsfield, MA 01201

  12.5% CAP ~ Market Potential CAP 16.8%. Numbers do NOT include single family home - possible subdivision - flip back house or keep as more income! Well maintained large brick apartment building, including a single family home & large garage! 4 - 3BR/1B apts, 1- 2BR/1B single family home, 3 car garage = 6 rental units total. Many updates throughout: all appliances (+3washers/3dryers), fixtures,

  Derek Greene NON-MEMBER / RECIPROCAL

  58 Seymour St, Pittsfield, MA 01201
• 

  

  /34

  $293,000

  Sold Jun 30, 2026

  46 Berkley St, Pittsfield, MA 01201

  • 3 Beds
  • 1 Bath
  • 1,202 Sq Ft
  • Built 1920

  Last Sold Summary

  • 5% Above List Price
  • $244/SF
  • 12 Days On Market

  Current Estimated Value $272,467

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

  46 Berkley St, Pittsfield, MA 01201
• 

  

  /33

  Est $240,520

  Not Listed For Sale

  283 Francis Ave, Pittsfield, MA 01201

  • 6 Beds
  • 2 Baths
  • 1,544 Sq Ft
  • Built 1900

  283 Francis Ave, Pittsfield, MA 01201

  Last Sold Summary

  • 5 Days On Market
• 

  

  /14

  $445,000

  $50K PRICE DROP

  • 3 Beds
  • 1 Bath
  • 1,998 Sq Ft

  191 Fort Hill Ave, Pittsfield, MA 01201

  Historic farmhouse property located on 5.2 acres +/- in rural setting in west Pittsfield farm country. Abuts undeveloped, wooded landscape to the east. Walk to Fort Hill Farm. Close to Pittsfield State Forest and downtown. First floor bathroom, second floor bedrooms. Newer replacement windows. Beautiful, centrally-located fireplace. Screened-in three season porch. Fresh paint and carpet

  Andrew Hillman Hillman Real Estate

  191 Fort Hill Ave, Pittsfield, MA 01201
• 

  

  /35

  $329,900

  Sold Dec 05, 2025

  36 George St, Pittsfield, MA 01201

  • 4 Beds
  • 1.5 Baths
  • 2,004 Sq Ft
  • Built 1931

  Last Sold Summary

  • $165/SF
  • 4 Days On Market

  Current Estimated Value $339,965

  Last Listing Agent James Gelinas GELINAS REAL ESTATE

  36 George St, Pittsfield, MA 01201
• 

  

  /31

  Est $215,848

  Not Listed For Sale

  42 Churchill Crescent, Pittsfield, MA 01201

  • 1 Bed
  • 1 Bath
  • 1,056 Sq Ft
  • Built 1972

  42 Churchill Crescent, Pittsfield, MA 01201

  Last Sold Summary

  • 4 Days On Market
• 

  

  /30

  $199,900

  $5K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 833 Sq Ft

  106 E Housatonic St Unit 3, Pittsfield, MA 01201

  Lovely and affordable Condominium in Southeast Pittsfield. 2nd floor End unit with two very spacious bedrooms, wood floors throughout, with the exception of ceramic tile in kitchen and bath. Enjoy your morning coffee, with the warm sun on your face from the fresh air balcony. Coin op laundry, 2 storage units and a parking space on the property. Beautifully maintained exterior.

  Wendy Smith RE/MAX COMPASS

  106 E Housatonic St Unit 3, Pittsfield, MA 01201
• 

  

  /12

  $4,000

  Sold Oct 17, 2025

  0 Longview Terrace, Pittsfield, MA 01201

  • Land
  • 19,999 Sq Ft
  • $8,712 per Acre

  Last Sold Summary

  • 69% Below List Price
  • 130 Days On Market

  Last Listing Agent Timothy Johnson NOCHER REALTY

  0 Longview Terrace, Pittsfield, MA 01201
• 

  

  /31

  Est $290,491

  Not Listed For Sale

  282 Elm St, Pittsfield, MA 01201

  • 3 Beds
  • 1.5 Baths
  • 1,383 Sq Ft
  • Built 1947

  282 Elm St, Pittsfield, MA 01201

  Last Sold Summary

  • 10 Days On Market
• 

  

  /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
• 

  

  /35

  $450,000

  Sold Apr 16, 2026

  149 Kittredge Rd, Pittsfield, MA 01201

  • 4 Beds
  • 2.5 Baths
  • 2,140 Sq Ft
  • Built 1970

  Last Sold Summary

  • 3% Below List Price
  • $210/SF
  • 5 Days On Market

  Current Estimated Value $441,463

  Last Listing Agent Tanya Shepardson Lamacchia Realty, Inc.

  149 Kittredge Rd, Pittsfield, MA 01201
• 

  

  /16

  Est $184,656

  Not Listed For Sale

  14 Cove St, Pittsfield, MA 01201

  • 2 Beds
  • 2 Baths
  • 1,108 Sq Ft
  • Built 1870

  14 Cove St, Pittsfield, MA 01201

  Last Sold Summary

  • 4 Days On Market
• 

  

  /56

  $339,900

  Under Contract

  • 3 Beds
  • 2 Baths
  • 1,500 Sq Ft

  1450 North St Unit 107, Pittsfield, MA 01201

  Enjoy lakefront living at The Pines Condominium Association on the southern shore of Pontoosuc Lake. Rarely available, this spacious 3-bedroom, 2 full bath condo is one of the larger units in the complex and features a desirable first-floor primary bedroom with beautiful lake views. The home offers vaulted ceilings, crown moldings, new skylights, and a functional layout, plus a flexible fourth

  Marc Bellora Lamacchia Realty, Inc. - Dalton

  1450 North St Unit 107, Pittsfield, MA 01201
• 

  /2

  $344,000

  Sold Apr 16, 2026

  89 Delancy Ave, Pittsfield, MA 01201

  • 3 Beds
  • 1.5 Baths
  • 1,296 Sq Ft
  • Built 1955

  Last Sold Summary

  • 1% Above List Price
  • $265/SF
  • 33 Days On Market

  Current Estimated Value $340,429

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

  89 Delancy Ave, Pittsfield, MA 01201
• 

  

  /44

  Est $524,553

  Not Listed For Sale

  408 Pomeroy Ave, Pittsfield, MA 01201

  • 3 Beds
  • 2.5 Baths
  • 2,081 Sq Ft
  • Built 1948

  408 Pomeroy Ave, Pittsfield, MA 01201

  Last Sold Summary

  • 6 Days On Market
• 

  

  /48

  $349,900

  Pending

  • 3 Beds
  • 2 Baths
  • 1,582 Sq Ft

  28 Calumet St, Pittsfield, MA 01201

  Charming Cape-style home on a quiet Pittsfield street offering 3 bedrooms and 1.5 baths. Move-in ready and well maintained, this inviting home features hardwood floors throughout, an updated kitchen and baths, and a newer heating and hot water system. The beautifully finished lower level provides valuable additional living space for a family room, home office, or recreation area. An attached

  Mauren White-Kirkby BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

  28 Calumet St, Pittsfield, MA 01201
• 

  

  /37

  $270,000

  Sold Sep 26, 2025

  91 Greenwich St, Pittsfield, MA 01201

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

  Last Sold Summary

  • 10% Below List Price
  • $296/SF
  • 32 Days On Market

  Current Estimated Value $271,201

  Last Listing Agent Lisa Kelley MACCARO REAL ESTATE

  91 Greenwich St, Pittsfield, MA 01201
• 

  

  /41

  Est $346,052

  Not Listed For Sale

  55 Orlando Ave, Pittsfield, MA 01201

  • 3 Beds
  • 2 Baths
  • 1,319 Sq Ft
  • Built 1930

  55 Orlando Ave, Pittsfield, MA 01201

  Last Sold Summary

  • 112 Days On Market

Showing Results 601 - 640, Page 16 of 18