Pittsfield, MA Homes

• 

  

  

  /61

  $365,000 Under Contract

  • 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

  (413) 848-7167

  25 Calumet St, Pittsfield, MA 01201
• 

  

  

  /13

  $1,535 total monthly price

  • 1 Bed
  • 1 Bath
  • 648 Sq Ft
  • Condo for Rent

  5 Highview Dr, Pittsfield, MA 01201

  Colonial Gardens is a lovely apartment complex currently offering 1 and 2-bedroom apartments. Rent includes the cost of heat, hot water and electricity, making this apartment an unbeatable deal! We require first and last month's rent prior to move in, and all applicants must pass credit, criminal and reference screening checks. Apartments are shown by appointment only. Rents subject

  5 Highview Dr, Pittsfield, MA 01201
• 

  

  

  /49

  $715,000 Sold Mar 28, 2025

  6 Lori Ct, Pittsfield, MA 01201

  • 5 Beds
  • 3 Baths
  • 4,275 Sq Ft
  • Built 1983

  Last Sold Summary

  • 3% Below List Price
  • $167/SF
  • 130 Days On Market

  Current Estimated Value $775,870

  Last Listing Agent Molly Thomas COMPASS MASSACHUSETTS , LLC GB

  6 Lori Ct, Pittsfield, MA 01201
• 

  

  

  /45

  Est $969,811 Not Listed For Sale

  89 Orchard Cir, Pittsfield, MA 01201

  • 6 Beds
  • 4 Baths
  • 3,873 Sq Ft
  • Built 1968

  89 Orchard Cir, Pittsfield, MA 01201

  Last Sold Summary

  • 10% Above List Price
  • $227/SF
  • 13 Days On Market

  Last Sold Price $879,900

  Last Listing Agent Stacy Chojnowski William Pitt
• 

  

  

  /39

  $325,000 Pending

  • 12 Beds
  • 3.5 Baths
  • 4,215 Sq Ft

  292 West St, Out-Of State, MA 99999

  This large residential property offers exceptional income potential in a strong Pittsfield rental market. With 12 bedrooms and 3.5 bathrooms, it supports high-capacity occupancy and steady cash flow. The full basement provides extensive storage and includes areas where two former bathrooms once existed, offering a foundation for future updates. A full standing attic adds valuable expansion

  

  Gary Fuls Jr

  Gary L Fuls DBA Re/MAX Transit

  (888) 256-3119

  292 West St, Out-Of State, MA 99999
• 

  

  /8

  $1,600 total monthly price

  • 2 Beds
  • 1 Bath
  • 4,706 Sq Ft
  • Property for Rent

  126 Appleton Ave Unit 1, Pittsfield, MA 01201

  Recently remodeled two bedroom unit on the first floor. Refinished hardwood floors throughout along with fresh paint, new appliances, and many more updates. Heat included in rent, tenant to pay for electricity which also covers the hot water.

  Cory Evangelisto NOCHER REALTY

  126 Appleton Ave Unit 1, Pittsfield, MA 01201
• 

  

  /13

  $295,500 Sold Oct 06, 2025

  61 Pomeroy Ave, Pittsfield, MA 01201

  • 6 Beds
  • 2 Baths
  • 3,081 Sq Ft
  • Built 1880

  Last Sold Summary

  • 6% Above List Price
  • $96/SF
  • 86 Days On Market

  Current Estimated Value $307,197

  Last Listing Agent Jessie Carlino MACCARO REAL ESTATE

  61 Pomeroy Ave, Pittsfield, MA 01201
• 

  

  /34

  Est $682,756 Not Listed For Sale

  79 View Dr, Pittsfield, MA 01201

  • 3 Beds
  • 2.5 Baths
  • 1,947 Sq Ft
  • Built 1960

  79 View Dr, Pittsfield, MA 01201

  Last Sold Summary

  • 6% Above List Price
  • $331/SF
  • 7 Days On Market

  Last Sold Price $645,000

  Last Listing Agent Jared Kelly William Pitt
• 

  

  /11

  $1,176,800

  • 4 Beds
  • 3.5 Baths
  • 2,634 Sq Ft

  411 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 8.94-acre lot (MLS #248342), featuring a

  

  Corey Bishop

  BISHOP WEST REAL ESTATE

  (413) 343-4823

  411 Churchill St, Pittsfield, MA 01201
• 

  

  /32

  $2,000 total monthly price

  • 3 Beds
  • 1 Bath
  • 1,200 Sq Ft
  • Condo for Rent

  70 Livingston Ave Unit 70 Livingston, Pittsfield, MA 01201

  Welcome to 70 Livingston Ave! A two-story, well-maintained apartment/townhome in a peaceful, desirable area in southeast Pittsfield. It features:Living area, common area, kitchen, and laundry (first floor)3 bedrooms (second floor)1 bathroom (second floor)In-unit washer and dryerDishwasherAll-new window blindsUpdated modern ceiling lightsFront porch equipped

  70 Livingston Ave Unit 70 Livingston, Pittsfield, MA 01201
• 

  

  /17

  $268,000 Sold May 01, 2025

  10 Hillside St, Pittsfield, MA 01201

  • 6 Beds
  • 3.5 Baths
  • 2,584 Sq Ft
  • Built 1910

  Last Sold Summary

  • 6% Below List Price
  • $104/SF
  • 11 Days On Market

  Current Estimated Value $284,325

  Last Listing Agent Marnie Garzone BISHOP WEST REAL ESTATE

  10 Hillside St, Pittsfield, MA 01201
• 

  

  /25

  Est $305,619 Not Listed For Sale

  10 Brookline Ave, Pittsfield, MA 01201

  • 3 Beds
  • 2 Baths
  • 1,080 Sq Ft
  • Built 1988

  10 Brookline Ave, Pittsfield, MA 01201

  Last Sold Summary

  • 9% Above List Price
  • $260/SF
  • 5 Days On Market

  Last Sold Price $281,000

  Last Listing Agent Craig Kahn ALL SEASONS REALTY GROUP
• 

  

  /30

  $277,500 Under Contract

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

  36 Churchill Crest Unit 36, Pittsfield, MA 01201

  Enjoy the ease of single level living in this beautifully updated end unit, ranch style condominium, ideally situated in one of the most desirable locations within the complex. This light filled corner home offers an open concept living room, dining area, and kitchen featuring stainless appliances and thoughtful updates designed for effortless everyday living and entertaining. The inviting living

  

  Nick Geranios

  WILLIAM PITT SOTHEBY'S - LENOX

  (413) 881-6439

  36 Churchill Crest Unit 36, Pittsfield, MA 01201
• 

  

  /10

  $1,600 total monthly price

  • 2 Beds
  • 1 Bath
  • 4,706 Sq Ft
  • Property for Rent

  124 Appleton Ave Unit 1, Pittsfield, MA 01201

  Recently remodeled two bedroom unit on the first floor. Refinished hardwood floors throughout along with fresh paint, new appliances, and many more updates. Heat included in rent, tenant to pay for electricity which also covers the hot water.

  Cory Evangelisto NOCHER REALTY

  124 Appleton Ave Unit 1, 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 $363,878

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

  235 Dawes Ave, Pittsfield, MA 01201
• 

  

  /20

  Est $262,911 Not Listed For Sale

  23 Day St, Pittsfield, MA 01201

  • 3 Beds
  • 1 Bath
  • 988 Sq Ft
  • Built 1955

  23 Day St, Pittsfield, MA 01201

  Last Sold Summary

  • 9% Above List Price
  • $244/SF
  • 5 Days On Market

  Last Sold Price $241,000

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

  /2

  $300,000

  • 6 Beds
  • 4 Baths
  • 4,136 Sq Ft

  Unlisted Address

  THIS LISTING TO BE SOLD AS PART OF A 11 UNIT PACKAGE: Other properties included are located at 40-42 Henry Ave. Pittsfield, MA 01201 and 27-31 Pleasant St. Pittsfield, MA 01201. Acquire this three multifamily package offered at $920,000. Income & expense and rent roll document available in documents and or upon request.

  

  Corey Bishop

  BISHOP WEST REAL ESTATE

  (413) 779-3154

  Unlisted Address
• 

  

  /13

  $1,535 total monthly price

  • 1 Bed
  • 1 Bath
  • 648 Sq Ft
  • Condo for Rent

  5 Highview Dr, Pittsfield, MA 01201

  Colonial Gardens is a lovely apartment complex currently offering 1 and 2-bedroom apartments. Rent includes the cost of heat, hot water and electricity, making this apartment an unbeatable deal! We require first and last month's rent prior to move in, and all applicants must pass credit, criminal and reference screening checks. Apartments are shown by appointment only. Rents subject

  5 Highview Dr, 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 $270,324

  Last Listing Agent Chris Lipa BERKSHIRE PROPERTY MANAGERS,INC

  25 Kensington Ave, Pittsfield, MA 01201
• 

  

  /34

  Est $268,191 Not Listed For Sale

  97 Bay State Rd, Pittsfield, MA 01201

  • 3 Beds
  • 1 Bath
  • 1,428 Sq Ft
  • Built 1930

  97 Bay State Rd, Pittsfield, MA 01201

  Last Sold Summary

  • 10% Above List Price
  • $171/SF
  • 12 Days On Market

  Last Sold Price $244,500

  Last Listing Agent Doug Collins Lamacchia Realty, Inc.
• 

  

  /7

  $809,900

  • 3 Beds
  • 2 Baths
  • 2,000 Sq Ft

  403 Churchill St, Pittsfield, MA 01201

  To Be Built - 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 2.14-acre lot (MLS # 248343), featuring a private

  

  Corey Bishop

  BISHOP WEST REAL ESTATE

  (413) 741-2226

  403 Churchill St, Pittsfield, MA 01201
• 

  

  /18

  $500 total monthly price

  • 0.5 Baths
  • 1,200 Sq Ft
  • Property for Rent

  212 South St, Pittsfield, MA 01201

  Incredible location for your business. Corner of South and Henry ave. just a short walk south of the busy North Street corridor. Four office spaces for lease. Rates are as follows: (Suite 1: 170 sq.ft./$700 mo., Suite 2: 100 sq.ft./$600 mo., Suite 3: 90 sq.ft./$500 mo., Suite 4: 250 sq.ft./$800/mo.) All utilities, including internet, is included. Private, off-street parking.

  Tim Gallagher STONE HOUSE PROPERTIES, LLC

  212 South St, Pittsfield, MA 01201
• 

  

  /38

  $436,500 Sold Jun 30, 2025

  75 Alfred Dr, Pittsfield, MA 01201

  • 3 Beds
  • 2 Baths
  • 1,682 Sq Ft
  • Built 1962

  Last Sold Summary

  • 1% Below List Price
  • $260/SF
  • 14 Days On Market

  Current Estimated Value $420,131

  Last Listing Agent Robin Moore 413 REAL ESTATE

  75 Alfred Dr, Pittsfield, MA 01201
• 

  

  /16

  Est $223,526 Not Listed For Sale

  88 Daniels Ave, Pittsfield, MA 01201

  • 3 Beds
  • 1.5 Baths
  • 1,580 Sq Ft
  • Built 1900

  88 Daniels Ave, Pittsfield, MA 01201

  Last Sold Summary

  • 18% Above List Price
  • $120/SF
  • 5 Days On Market

  Last Sold Price $189,900

  Last Listing Agent Oana Boucher ALL SEASONS REALTY GROUP
• 

  

  /92

  $689,900

  • 4 Beds
  • 5 Baths
  • 2,748 Sq Ft

  10 Lillybrook Rd, Pittsfield, MA 01201

  Beautiful 4 bedroom contemporary on Lilybrook Road. Vaulted entry way leads to living (sitting) room flanked by formal dining room. Also on the first floor is oversized great (family) room with fireplace, large eat-in kitchen and private master (in-law) suite with full bath and jet tub. The second floor has another master suite with full private bath, two additional bedrooms, and a second full

  

  Paul Clark

  CLARK REALTY GROUP LLC

  (413) 327-7998

  10 Lillybrook Rd, Pittsfield, MA 01201
• 

  

  /13

  $1,535 total monthly price

  • 1 Bed
  • 1 Bath
  • 648 Sq Ft
  • Condo for Rent

  5 Highview Dr, Pittsfield, MA 01201

  Colonial Gardens is a lovely apartment complex currently offering 1 and 2-bedroom apartments. Rent includes the cost of heat, hot water and electricity, making this apartment an unbeatable deal! We require first and last month's rent prior to move in, and all applicants must pass credit, criminal and reference screening checks. Apartments are shown by appointment only. Rents subject

  5 Highview Dr, 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 $230,135

  Last Listing Agent Mariah Worth LAMACCHIA REALTY, INC

  13 Oswald Ave, Pittsfield, MA 01201
• 

  

  /26

  Est $353,468 Not Listed For Sale

  71 S Church St Unit S301, Pittsfield, MA 01201

  • 2 Beds
  • 2 Baths
  • 1,368 Sq Ft
  • Built 2008

  71 S Church St Unit S301, Pittsfield, MA 01201

  Last Sold Summary

  • 16% Above List Price
  • $223/SF
  • 56 Days On Market

  Last Sold Price $305,000

  Last Listing Agent Elle Villetto William Pitt
• 

  

  /24

  $149,000 Pending

  • 3 Beds
  • 1 Bath
  • 3,600 Sq Ft

  68 Lakeway Dr, Pittsfield, MA 01201

  Calling all investors, contractors, and visionaries--this is a rare chance to transform a former four-family property into a high-performing asset. The top floor is currently a livable three-bedroom, one-bath apartment, offering rental income or owner-occupancy while you complete the rest of the project. Below, the entire first floor has been gutted to the studs, giving you a true blank canvas to

  

  Kellie Perrault

  KEMPF-VANDERBURGH REALTY CONSULTANTS, INC.

  (413) 337-3928

  68 Lakeway Dr, Pittsfield, MA 01201
• 

  

  /30

  $500 total monthly price

  • 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
• 

  

  /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 $440,678

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

  377 Pomeroy Ave, Pittsfield, MA 01201
• 

  

  /56

  Est $627,795 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

  • 13% Above List Price
  • $301/SF
  • 3 Days On Market

  Last Sold Price $555,000

  Last Listing Agent Jessica Rizzo LAMACCHIA REALTY, INC
• 

  

  /8

  $45,000

  • Land
  • 1.08 Acres
  • $41,666 per Acre

  Lot 24 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 numerous

  

  Diane Thorson

  WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  (413) 343-7322

  Lot 24 Old Farm Ln, Pittsfield, MA 01201
• 

  

  /6

  $1,200 total monthly price

  • 1 Bed
  • 1 Bath
  • 650 Sq Ft
  • Condo for Rent

  43 John St Unit 2, Pittsfield, MA 01201

  This is a 1-bedroom unit. It is a second-floor apartment located in quiet neighborhood and includes stove, refrigerator. Tenant pays own utilities and it heats by electric. No pets of any kind allowed. No smoking. Ten minutes to downtown, banking, groceries, pharmacy, shopping and entertainment. On bus line. Shown by appointment. Must complete online application.

  43 John St Unit 2, Pittsfield, MA 01201
• 

  

  /22

  $268,000 Sold Jun 17, 2025

  56 Velma Ave, Pittsfield, MA 01201

  • 3 Beds
  • 1 Bath
  • 950 Sq Ft
  • Built 1955

  Last Sold Summary

  • $282/SF
  • 11 Days On Market

  Current Estimated Value $269,568

  Last Listing Agent Angel Black KRG - Key Realty Group

  56 Velma Ave, Pittsfield, MA 01201
• 

  

  /38

  Est $306,762 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

  • 23% Above List Price
  • $87/SF
  • 3 Days On Market

  Last Sold Price $250,000

  Last Listing Agent Margaret Apkin William Pitt
• 

  

  /8

  $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 numerous

  

  Diane Thorson

  WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  (413) 307-3151

  Lot 23 Old Farm Ln, Pittsfield, MA 01201
• 

  

  /15

  $1,800 total monthly price

  • 2,346 Sq Ft
  • Property for Rent

  324 North St, Pittsfield, MA 01201

  Available for immediate occupancy, this freshly renovated, open-concept commercial space offers approximately 4,500 square feet in the heart of downtown Pittsfield. A blank slate, perfect for a wide range of uses like retail, office space, art gallery, wellness/fitness studio, boutique, or a creative space. Features include street-level storefront with large display windows, front & rear

  Patricia Molina CENTURY 21 NORTHEAST

  324 North 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 $316,526

  Last Listing Agent Marnie Garzone BISHOP WEST REAL ESTATE

  39 Highlawn Dr, Pittsfield, MA 01201
• 

  

  /35

  Est $297,674 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

  • 12% Above List Price
  • $156/SF
  • 139 Days On Market

  Last Sold Price $265,000

  Last Listing Agent Sarah Carr Key Realty

Showing Results 41 - 80, Page 2 of 18