Pittsfield, MA Homes

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  $59,900

  • 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

  

  Corey Bishop

  BISHOP WEST REAL ESTATE

  (413) 414-5864

  Lot 144 Eastbrook Ln, Pittsfield, MA 01201
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  $1,400 - $1,600 total monthly price

  • 2 - 3 Beds
  • 1 Bath
  • 900 Sq Ft
  • Condo for Rent

  44 Robbins Ave, Pittsfield, MA 01201

  Outstanding 4-Apartments ! Unit 44-1 ( 2 bedrooms) 44-2 ( 3 bedrooms) 46-1 ( 2 bedrooms) and 46-2 (3 bedrooms)This well-maintained multifamily property features four spacious units, each renovated, offering strong rental appeal.

  44 Robbins Ave, Pittsfield, MA 01201
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  /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 $266,228

  Last Listing Agent Angel Black KRG - Key Realty Group

  56 Velma Ave, Pittsfield, MA 01201
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  Est $934,341 Not Listed For Sale

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

  89 Orchard Cir, Pittsfield, MA 01201

  89 Orchard Cir, Pittsfield, MA 01201
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  $839,900

  • 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

  

  Corey Bishop

  BISHOP WEST REAL ESTATE

  (413) 475-9767

  407 Churchill St, Pittsfield, MA 01201
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  $1,300 total monthly price

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

  51 Orchard St Unit 1, Pittsfield, MA 01201

  Charming, light-filled 1 bedroom 1 bath, first-floor apartment. Bonus room with closet; can be used as a 2nd bedroom or study. Newly remodeled kitchen with new appliances and newly remodeled bathroom. Wood floors throughout.Includes your very own off-street reserved parking space in front of building. The property is well-maintained and includes snow removal, lawn care & trash service. Around

  51 Orchard St Unit 1, Pittsfield, MA 01201
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  $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

  Last Listing Agent Marnie Garzone THE KINDERHOOK GROUP

  39 Highlawn Dr, Pittsfield, MA 01201
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  /34

  Est $670,526 Not Listed For Sale

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

  79 View Dr, Pittsfield, MA 01201

  79 View Dr, Pittsfield, MA 01201
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  $279,891

  • 6 Beds
  • 2 Baths
  • 2,850 Sq Ft

  89 Pecks Rd, Pittsfield, MA 01201

  This duplex offers two generous three-bedroom apartments, each thoughtfully laid out across three full levels. Every unit features one bedroom on each floor , giving occupants plenty of privacy and flexible living options. You'll find large eat-in kitchens, in unit laundry , and oversized windows that flood the space with natural light. A long driveway provides ample off-street parking. Whether

  

  Kellie Perrault

  KEMPF-VANDERBURGH REALTY CONSULTANTS, INC.

  (413) 486-5543

  89 Pecks Rd, Pittsfield, MA 01201
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  $1,435 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
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  /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

  Last Listing Agent Abbie West GELINAS REAL ESTATE

  46 Bossidy Dr, Pittsfield, MA 01201
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  /25

  Est $307,939 Not Listed For Sale

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

  10 Brookline Ave, Pittsfield, MA 01201

  10 Brookline Ave, Pittsfield, MA 01201
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  $1,199,000 New Construction

  • 4 Beds
  • 3 Baths
  • 3,100 Sq Ft

  8 Northbrook Ln, Pittsfield, MA 01201

  This new, thoughtfully crafted contemporary home showcases quality construction, energy efficiency, and flexibility. Built with comfort and performance in mind, it includes spray-foam insulation in the walls and attic, fiberglass between floors, energy-efficient windows, and a high-performance HVAC system. The walkout basement provides the option to expand the living space, while allowances for

  

  Corey Bishop

  BISHOP WEST REAL ESTATE

  (413) 591-5199

  8 Northbrook Ln, Pittsfield, MA 01201
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  $1,435 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
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  $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

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

  24 Lebanon Ave, Pittsfield, MA 01201
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  /20

  Est $263,983 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 988 Sq Ft

  23 Day St, Pittsfield, MA 01201

  23 Day St, Pittsfield, MA 01201
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  $360,000

  • 3 Beds
  • 2 Baths
  • 1,120 Sq Ft

  612 E New Lenox Rd, Pittsfield, MA 01201

  Welcome to this move in ready embankment ranch in a desirable southeast neighborhood! This home has been loved by one family for the last 50 years, and is now ready to host a new family! Come see the beautiful hardwood floors in the large living room and all 3 bedrooms. Two of the bedrooms have large cedar-lined closets. The eat-in kitchen has ample cabinet space with easy access to the attached

  Juli Kowach LAMACCHIA REALTY, INC

  612 E New Lenox Rd, Pittsfield, MA 01201
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  $319,900 Sold Sep 11, 2025

  17 Jeffrey Dr, Pittsfield, MA 01201

  • 3 Beds
  • 1.5 Baths
  • 1,386 Sq Ft
  • Built 1963

  Last Sold Summary

  • $231/SF
  • 19 Days On Market

  Current Estimated Value $317,357

  Last Listing Agent Stacy Hebb NOCHER REALTY

  17 Jeffrey Dr, Pittsfield, MA 01201
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  Est $263,771 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,428 Sq Ft

  97 Bay State Rd, Pittsfield, MA 01201

  97 Bay State Rd, Pittsfield, MA 01201
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  /20

  $199,900 Pending

  • 2 Beds
  • 1 Bath
  • 867 Sq Ft

  55 Pomeroy Ave Unit 6, Pittsfield, MA 01201

  Charming Historic Carriage House CondoEnjoy carefree living in this beautifully converted historic carriage house, now a cozy and tastefully renovated condo. Tucked within a peaceful community, this unique home features a private rear deck and a charming stone patio--perfect for relaxing or entertaining. Inside, modern updates blend seamlessly with original character. Just a short stroll brings

  Michele Purcell LAMACCHIA REALTY, INC

  55 Pomeroy Ave Unit 6, Pittsfield, MA 01201
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  /25

  $184,900 Sold Sep 18, 2025

  102 Pontoosuc Ave, Pittsfield, MA 01201

  • 2 Beds
  • 1 Bath
  • 1,408 Sq Ft
  • Built 1900

  Last Sold Summary

  • $131/SF
  • 27 Days On Market

  Current Estimated Value $183,122

  Last Listing Agent Maureen Kirby NOCHER REALTY

  102 Pontoosuc Ave, Pittsfield, MA 01201
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  Est $226,205 Not Listed For Sale

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

  88 Daniels Ave, Pittsfield, MA 01201

  88 Daniels Ave, Pittsfield, MA 01201
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  $525,900

  • 6 Beds
  • 3 Baths
  • 4,034 Sq Ft

  144 Brombach St, Pittsfield, MA 01201

  Beautiful, spacious 6 bedroom, 3 updated bath, 4000+sf home, custom built and nestled between two lakes with incredible views in the heart of the picturesque Berkshire Mountains! Walk to Onota Lake in approximately 9 minutes and enjoy a 5 minute drive to Pontoosuc Lake both suitable for kayaking, fishing, swimming, picnicking and more. Enjoy the convenience of 2 laundry rooms and two updated

  Darcy Reid MOCKINGBIRD REAL ESTATE

  144 Brombach St, Pittsfield, MA 01201
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  /18

  $190,000 Sold Nov 26, 2025

  51 Adam St, Pittsfield, MA 01201

  • 4 Beds
  • 2 Baths
  • 1,480 Sq Ft
  • Built 1900

  Last Sold Summary

  • 9% Below List Price
  • $128/SF
  • 365 Days On Market

  Last Listing Agent Scott Higuera 413 REAL ESTATE

  51 Adam St, Pittsfield, MA 01201
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  Est $344,350 Not Listed For Sale

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

  71 S Church St Unit S301, Pittsfield, MA 01201

  71 S Church St Unit S301, Pittsfield, MA 01201
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  $253,900 Under Contract

  • 3 Beds
  • 1 Bath
  • 1,248 Sq Ft

  559 Onota St, Pittsfield, MA 01201

  Don't wait to make your appointment to see this move-in ready home! Features that make this property special are many! The living room opens to an enclosed sun porch filled with natural light. The open kitchen is large enough to accommodate a cafe table or work island. Off the kitchen you will find a pantry closet and updated full bath with shower/tub. The family room with flexible plans doubles

  Pamela Roberts ROBERTS & ASSOC. REALTY, INC

  559 Onota St, Pittsfield, MA 01201
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  $89,500 Sold Jul 07, 2025

  0 Churchill St, Pittsfield, MA 01201

  • Land
  • 2.54 Acres
  • $35,195 per Acre

  Last Sold Summary

  • 19% Below List Price
  • 93 Days On Market

  Last Listing Agent Stacy Chojnowski WILLIAM PITT SOTHEBY'S - LENOX

  0 Churchill St, Pittsfield, MA 01201
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  Est $615,192 Not Listed For Sale

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

  20 Warwick St, Pittsfield, MA 01201

  20 Warwick St, Pittsfield, MA 01201
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  $599,900

  • 12 Beds
  • 12 Baths
  • 6,803 Sq Ft

  217 Francis Ave, Pittsfield, MA 01201

  Rare opportunity to purchase three duplexes (six total units) in a package deal. All units have separate utilities paid by tenants,. Low-maintenance property with ample off-street parking, conveniently located near downtown shops, restaurants, and schools. A solid turnkey investment--call today to schedule a showing!

  Nolan Fernandez 413 REAL ESTATE

  217 Francis Ave, Pittsfield, MA 01201
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  $392,000 Sold Nov 14, 2025

  204 Harryel St, Pittsfield, MA 01201

  • 3 Beds
  • 1.5 Baths
  • 1,307 Sq Ft
  • Built 1966

  Last Sold Summary

  • 2% Below List Price
  • $300/SF
  • 17 Days On Market

  Last Listing Agent Elle Villetto WILLIAM PITT SOTHEBY'S - LENOX

  204 Harryel St, Pittsfield, MA 01201
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  Est $307,966 Not Listed For Sale

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

  46 Worthington St, Pittsfield, MA 01201

  46 Worthington St, Pittsfield, MA 01201
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  $889,900

  • 5 Beds
  • 3.5 Baths
  • 3,370 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, BUpstreet 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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  $291,000 Sold Apr 30, 2025

  78 Winship Ave, Pittsfield, MA 01201

  • 3 Beds
  • 1.5 Baths
  • 1,548 Sq Ft
  • Built 1927

  Last Sold Summary

  • 1% Below List Price
  • $188/SF
  • 20 Days On Market

  Current Estimated Value $303,600

  Last Listing Agent Samar Moushabeck WILLIAM RAVEIS REAL ESTATE

  78 Winship Ave, Pittsfield, MA 01201
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  Est $302,616 Not Listed For Sale

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

  11 Pleasure Ave, Pittsfield, MA 01201

  11 Pleasure Ave, Pittsfield, MA 01201
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  $1,170,000

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

  1020 Cascade St, Pittsfield, MA 01201

  TURN-KEY Nestled on 19.2 private, bucolic acres, this meticulously maintained 3-4 bedroom/3 bath log home is being offered fully furnished with numerous upgrades, all within the past 3 years. 1st floor features an open floor plan with hardwood floors, vaulted ceilings, an abundance of natural light, along with the convenience of a 1st floor laundry and full bath. 2nd floor is home to a generous

  Amy Wood STEEPLEVIEW REALTY - N. ADAMS

  1020 Cascade St, Pittsfield, MA 01201
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  $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

  Last Listing Agent Rena Rose MOCKINGBIRD REAL ESTATE

  209 Velma Ave, Pittsfield, MA 01201
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  Est $267,301 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 750 Sq Ft

  234 California Ave, Pittsfield, MA 01201

  234 California Ave, Pittsfield, MA 01201
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  $255,000

  • 3 Beds
  • 1 Bath
  • 1,224 Sq Ft

  326 Dalton Ave, Pittsfield, MA 01201

  PRICE PERFECTED @ $255,000 Affordable and Adorable! 3-bedroom, 1-bathroom cape-style home with a detached one-car garage, perfectly situated on Dalton Ave. This charming property features a convenient first-floor bedroom, full bathroom, and laundry. Enjoy spacious bedrooms, a formal dining room, a cozy fireplace, and a mudroom with pantry and laundry. Beautiful hardwood floors throughout most of

  Jessie Downer LAMACCHIA REALTY, INC

  326 Dalton Ave, Pittsfield, MA 01201
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  $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 $326,367

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

  198 Allengate Ave, Pittsfield, MA 01201
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  Est $362,731 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,260 Sq Ft

  69 Valentine Rd, Pittsfield, MA 01201

  69 Valentine Rd, Pittsfield, MA 01201

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