17,563

Pittsfield, MA Homes

Section Image Section Image
  • /6

    $55,000

    • Land
    • 1 Acre
    • $55,000 per Acre

    Lot 23 Old Farm Ln, Pittsfield, MA 01201

    This Woodmonte Estates lot offers a builder-ready parcel equipped with on-site utilities, including public sewer, a private well, and underground electric and gas.Tucked away in a premier luxury community, this location provides a serene, private setting while maintaining close proximity to year-round recreation. It is just a short drive to the renowned cultural hubs, skiing, lakes, and

    Agent Photo

    Diane Thorson

    WILLIAM PITT SOTHEBY'S - GT BARRINGTON

    Lot 23 Old Farm Ln, Pittsfield, MA 01201
  • /8

    $2,800

    Total Monthly Price

    • 2 Beds
    • 2 Baths
    • Single Family Home On 6 Acres Of Land

    125 Tamarack Rd, Pittsfield, MA 01201

    Nestled on 6 private acres in Berkshire County, this charming single-family home offers the perfect blend of country living and modern comfort. Featuring beautiful hardwood floors throughout, the spacious open-concept layout provides plenty of room for everyday living and entertaining.The custom eat-in kitchen is equipped with all major appliances, abundant cabinet storage, charming

    125 Tamarack Rd, Pittsfield, MA 01201
  • /35

    $365,000

    Sold Dec 15, 2025

    235 Dawes Ave, Pittsfield, MA 01201

    • 3 Beds
    • 1.5 Baths
    • 1,596 Sq Ft
    • Built 1925

    Last Sold Summary

    • 3% Below List Price
    • $229/SF
    • 37 Days On Market

    Current Estimated Value $377,841

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

    235 Dawes Ave, Pittsfield, MA 01201
    • /61

      Est $295,937

      Not Listed For Sale

      27 Paul Ave, Pittsfield, MA 01201

      • 3 Beds
      • 1 Bath
      • 1,140 Sq Ft
      • Built 1955
      27 Paul Ave, Pittsfield, MA 01201

      Last Sold Summary

      • 4 Days On Market

  • /15

    $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

    Agent Photo

    Corey Bishop

    BISHOP WEST REAL ESTATE

    306 South St, Pittsfield, MA 01201
  • /17

    $2,300 Per Month

    • 4 Beds
    • 1.5 Baths
    • 1,292 Sq Ft
    • House for Rent

    88 Wahconah St, Pittsfield, MA 01201

    Fully furnished 3-bedroom home with an additional room set up as a dedicated office—perfect for remote work or extended stays. This property includes all utilities, cable, and high-speed internet for a seamless, move-in-ready experience. Two off-street parking spaces are available. Conveniently located just minutes from Berkshire Medical Center and close to downtown Pittsfield, with easy access

    Patricia Molina Century 21 North East

    88 Wahconah St, Pittsfield, MA 01201
  • /55

    $267,000

    Sold Nov 20, 2025

    25 Kensington Ave, Pittsfield, MA 01201

    • 3 Beds
    • 1 Bath
    • 1,426 Sq Ft
    • Built 1940

    Last Sold Summary

    • 5% Below List Price
    • $187/SF
    • 49 Days On Market

    Current Estimated Value $276,104

    Last Listing Agent Chris Lipa BERKSHIRE PROPERTY MANAGERS,INC

    25 Kensington Ave, Pittsfield, MA 01201
    • /47

      Est $365,497

      Not Listed For Sale

      57 Mckinley Terrace, Pittsfield, MA 01201

      • 5 Beds
      • 2 Baths
      • 2,160 Sq Ft
      • Built 1910
      57 Mckinley Terrace, Pittsfield, MA 01201

      Last Sold Summary

      • 88 Days On Market

  • /43

    $650,000

    $50K PRICE DROP Pending
    • 5 Beds
    • 4 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

    Agent Photo

    Nick Geranios

    WILLIAM PITT SOTHEBY'S - LENOX

    161 Leona Dr, Pittsfield, MA 01201
  • /3

    $1,500

    Total Monthly Price

    • 3 Beds
    • 1 Bath
    • 2/4 Franco Terrace

    2-4 Franco Terrace Unit 4 Franco Terrace, Pittsfield, MA 01201

    2-4 Franco Terrace Unit 4 Franco Terrace, Pittsfield, MA 01201
  • /38

    $349,999

    Sold May 28, 2026

    1842 East St, Pittsfield, MA 01201

    • 3 Beds
    • 1.5 Baths
    • 1,940 Sq Ft
    • Built 1957

    Last Sold Summary

    • $180/SF
    • 84 Days On Market

    Current Estimated Value $349,071

    Last Listing Agent Kellie Perrault KEMPF-VANDERBURGH REALTY CONSULTANTS, INC.

    1842 East St, Pittsfield, MA 01201
    • /11

      Est $278,333

      Not Listed For Sale

      20 Hopewell Dr, Pittsfield, MA 01201

      • 3 Beds
      • 1 Bath
      • 1,192 Sq Ft
      • Built 1953
      20 Hopewell Dr, Pittsfield, MA 01201

      Last Sold Summary

      • 4 Days On Market

  • /7

    $59,900

    $20K PRICE DROP
    • 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

    Agent Photo

    Corey Bishop

    BISHOP WEST REAL ESTATE

    Lot 140 Westbrook Terrace, Pittsfield, MA 01201
  • /4

    $21 Per Month

    • 2 Baths
    • 18,986 Sq Ft
    • Property for Rent

    1450 East St, Pittsfield, MA 01201

    Position your business for success in this well-maintained commercial building at 1450 East St. Now available: Suite 6J-L (618 sf) with two existing plumbing fixtures, as well as 6G (356 sf) 6C (302sf). in a high-traffic location, perfect for attracting clients and boosting brand exposure. The freshly paved parking lot offers ample parking in both the front and rear of the building, making it

    Conor Meehan STONE HOUSE PROPERTIES, LLC

    1450 East St, Pittsfield, MA 01201
  • /33

    $227,000

    Sold Jul 16, 2025

    13 Oswald Ave, Pittsfield, MA 01201

    • 3 Beds
    • 1 Bath
    • 1,224 Sq Ft
    • Built 1933

    Last Sold Summary

    • 9% Below List Price
    • $185/SF
    • 9 Days On Market

    Current Estimated Value $235,814

    Last Listing Agent Mariah Worth Lamacchia Realty, Inc. - Dalton

    13 Oswald Ave, Pittsfield, MA 01201
    • /9

      Est $270,926

      Not Listed For Sale

      166 Ridgeway Ave, Pittsfield, MA 01201

      • 3 Beds
      • 1 Bath
      • 1,503 Sq Ft
      • Built 1947
      166 Ridgeway Ave, Pittsfield, MA 01201

      Last Sold Summary

      • 6 Days On Market

  • /35

    $349,900

    • 4 Beds
    • 2 Baths
    • 1,865 Sq Ft

    38 Velma Ave, Pittsfield, MA 01201

    Welcome to 38 Velma Ave where your next chapter awaits. Behind the door is a well maintained 4 bedroom 2 full bath Cape style home. With 1st floor bedroom and full bathroom for extra convenience. Kitchen is tastefully updated with stainless steal appliances and gas range. Dining area has an entertaining spot for morning coffee or evening cocktail. Upstairs a spacious primary bedroom with 2 more

    Agent Photo

    Laura Arseneau

    PAULA MCLEAN REALTORS INC.

    38 Velma Ave, Pittsfield, MA 01201
  • /11

    $1,650

    Total Monthly Price

    • 2 Beds
    • 1 Bath
    • 900 Sq Ft
    • 124-126 Appleton

    124-126 Appleton Ave Unit 126 Second Floor, Pittsfield, MA 01201

    124-126 Appleton Ave Unit 126 Second Floor, Pittsfield, MA 01201
  • /78

    $780,000

    Sold May 21, 2026

    1020 Cascade St, Pittsfield, MA 01201

    • 3 Beds
    • 3 Baths
    • 2,662 Sq Ft
    • Built 1995

    Last Sold Summary

    • 33% Below List Price
    • $293/SF
    • 181 Days On Market

    Current Estimated Value $977,242

    Last Listing Agent Amy Wood KEMPF-VANDERBURGH REALTY CONSULTANTS, INC.

    1020 Cascade St, Pittsfield, MA 01201
    • /21

      Est $257,338

      Not Listed For Sale

      65 Belvidere Ave, Pittsfield, MA 01201

      • 3 Beds
      • 1 Bath
      • 960 Sq Ft
      • Built 1953
      65 Belvidere Ave, Pittsfield, MA 01201

      Last Sold Summary

      • 3 Days On Market

  • /33

    $1,349,000

    $46K PRICE DROP
    • 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

    61 Tor Ct, Pittsfield, MA 01201
  • /30

    $500 Per Month

    • Studio
    • 2 Baths
    • 1,857 Sq Ft
    • Property for Rent

    20 Bank Row, Pittsfield, MA 01201

    MULTIPLE PROFESSIONAL OFFICE SPACES READY FOR IMMEDIATE TENANCY. Located in the historic Bank Row Building above Patrick's Pub, mere steps from the Berkshire District Courthouse. Perfect for Attorneys! Conference room, private restrooms, hardwood floors, exposed brick walls. Central A/C in the front of the building and electric baseboard heat in the back. Electric cost will be figured into the

    John Burns WILLIAM PITT SOTHEBY'S - GT BARRINGTON

    20 Bank Row, Pittsfield, MA 01201
  • /2

    $300,000

    Sold May 29, 2026

    27 Pleasant St, Pittsfield, MA 01201

    • 6 Beds
    • 3 Baths
    • 2,118 Sq Ft
    • Built 1880

    Last Sold Summary

    • $142/SF
    • 39 Days On Market

    Current Estimated Value $292,504

    Last Listing Agent Corey Bishop BISHOP WEST REAL ESTATE

    27 Pleasant St, Pittsfield, MA 01201
    • /36

      Est $330,360

      Not Listed For Sale

      33 Wellington Ave, Pittsfield, MA 01201

      • 8 Beds
      • 4 Baths
      • 3,024 Sq Ft
      • Built 1900
      33 Wellington Ave, Pittsfield, MA 01201

      Last Sold Summary

      • 24 Days On Market

  • /38

    $312,000

    Pending
    • 3 Beds
    • 1 Bath
    • 1,394 Sq Ft

    36 Pittsfield Ave, Pittsfield, MA 01201

    Discover the potential, a blend of classic charm and modern comfort awaits your finishing touches. 3-bedroom colonial, nestled in the nice neighborly Allendale area. Step inside to find 1,394 sq. ft. of bright, sun-drenched living space featuring brand-new laminate flooring and a freshly painted, neutral palette ready for your personal touch. In the heart of the home relax in the living room

    Agent Photo

    Mary Smith

    BISHOP WEST REAL ESTATE

    36 Pittsfield Ave, Pittsfield, MA 01201
  • /7

    $2,800

    Total Monthly Price

    • 3 Beds
    • 1 Bath
    • Elegant Single-Family Home with Chef’s Kitchen (Newly Reduced Price)

    398 Elm St, Pittsfield, MA 01201

    This fully furnished beautifully maintained single-family home is located in a highly sought after neighborhood in the Berkshires. Thoughtfully updated with high-end finishes and modern conveniences, this home offers a perfect combination of elegance, comfort, and functionality. Step into a bright and spacious open-concept layout featuring rich flooring, oversized windows, and an abundance of

    398 Elm St, Pittsfield, MA 01201
  • /27

    $430,000

    Sold Aug 22, 2025

    377 Pomeroy Ave, Pittsfield, MA 01201

    • 3 Beds
    • 2.5 Baths
    • 2,125 Sq Ft
    • Built 1950

    Last Sold Summary

    • 4% Below List Price
    • $202/SF
    • 20 Days On Market

    Current Estimated Value $443,706

    Last Listing Agent Franz Forster FRANZ J. FORSTER R. E.

    377 Pomeroy Ave, Pittsfield, MA 01201
    • /35

      Est $273,234

      Not Listed For Sale

      34 Mcarthur St, Pittsfield, MA 01201

      • 3 Beds
      • 1.5 Baths
      • 1,576 Sq Ft
      • Built 1913
      34 Mcarthur St, Pittsfield, MA 01201

      Last Sold Summary

      • 7 Days On Market

  • /4

    $389,900

    • 3 Beds
    • 2 Baths
    • 1,375 Sq Ft

    0 Broadview Terrace, Pittsfield, MA 01201

    To Be Built, energy-efficient, low-maintenance 1,375 sq ft gable entry ranch with 3 bedrooms and 2 full baths. This home offers true single-level living with an open-concept layout connecting the kitchen, dining, and living areas, ideal for everyday living and entertaining. The primary suite includes a private full bath, while two additional bedrooms offer flexibility for guests or a home office.

    Agent Photo

    Syrah Bradley

    BISHOP WEST REAL ESTATE

    0 Broadview Terrace, Pittsfield, MA 01201
  • /12

    $11 Per Month

    • 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
  • /29

    $314,000

    Sold Dec 04, 2025

    39 Highlawn Dr, Pittsfield, MA 01201

    • 3 Beds
    • 1.5 Baths
    • 1,050 Sq Ft
    • Built 1949

    Last Sold Summary

    • 6% Below List Price
    • $299/SF
    • 42 Days On Market

    Current Estimated Value $320,110

    Last Listing Agent Marnie Garzone BISHOP WEST REAL ESTATE

    39 Highlawn Dr, Pittsfield, MA 01201
    • /18

      Est $282,898

      Not Listed For Sale

      33 Albro St, Pittsfield, MA 01201

      • 3 Beds
      • 1 Bath
      • 1,404 Sq Ft
      • Built 1925
      33 Albro St, Pittsfield, MA 01201

      Last Sold Summary

      • 3 Days On Market

  • /7

    $59,900

    $20K PRICE DROP
    • 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

    Agent Photo

    Corey Bishop

    BISHOP WEST REAL ESTATE

    Lot 144 Eastbrook Ln, Pittsfield, MA 01201
  • /22

    $2,900

    Total Monthly Price

    • 3 Beds
    • 1 Bath
    • 1,350 Sq Ft
    • House for Rent

    25 Putnam Ave, Pittsfield, MA 01201

    Welcome to your ideal home! This beautifully updated, single-family 3-bedroom, 1-bath house offers 1,350 square feet of living space in a fantastic location. The home features a detached garage, a spacious sunroom along the back, and a large yard with a cozy outdoor sitting area. Inside, you'll find recent updates throughout, including brand new carpet upstairs and fresh tile in both the kitchen

    25 Putnam Ave, Pittsfield, MA 01201
  • /36

    $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 $240,735

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

    24 Lebanon Ave, Pittsfield, MA 01201
    • /61

      Est $288,521

      Not Listed For Sale

      58 Franklin St, Pittsfield, MA 01201

      • 3 Beds
      • 1 Bath
      • 1,197 Sq Ft
      • Built 1900
      58 Franklin St, Pittsfield, MA 01201

      Last Sold Summary

      • 74 Days On Market

  • /11

    $814,900

    $25K PRICE DROP
    • 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

    Agent Photo

    Corey Bishop

    BISHOP WEST REAL ESTATE

    407 Churchill St, Pittsfield, MA 01201
  • /18

    $16 Per Month

    • 1.5 Baths
    • 1,705 Sq Ft
    • Property for Rent

    1 Fenn St, Pittsfield, MA 01201

    Gated off street Parking! Position your business for success in this well-maintained 1,705 sq. ft. street-level office space, offering excellent visibility and easy access for clients and staff alike. Designed with functionality and convenience in mind, this professional space features two separate entrances, providing flexibility for multiple uses, private offices, or client-facing

    Tim Gallagher STONE HOUSE PROPERTIES, LLC

    1 Fenn St, Pittsfield, MA 01201
  • /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 $229,102

    Last Listing Agent Abbie West GELINAS REAL ESTATE

    46 Bossidy Dr, Pittsfield, MA 01201
    • /9

      Not Listed For Sale

      68 Lyman St, Pittsfield, MA 01201

      • 12 Beds
      • 4 Baths
      • 4,284 Sq Ft
      • Built 1920
      68 Lyman St, Pittsfield, MA 01201

      Last Sold Summary

      • 2 Days On Market

Showing Results 41 - 80, Page 2 of 18

How to Buy a Home How to Finance a Home How to Sell a Home