Pittsfield, MA Homes for Sale under $400,000

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  /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.

  

  Syrah Bradley

  BISHOP WEST REAL ESTATE

  0 Broadview Terrace, Pittsfield, MA 01201
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  /4

  $399,900

  • 3 Beds
  • 2 Baths
  • 1,340 Sq Ft

  Lot 4 Tanner St, Pittsfield, MA 01201

  To Be Built, energy-efficient, low-maintenance 1,340 sq ft gable entry ranch with 3 bedrooms and 2 full baths. This home features an open-concept layout connecting the kitchen, dining, and living areas, ideal for everyday living and entertaining. A split-entry design leads to a one-car garage underneath, offering convenience and additional storage. The primary suite includes a private full bath,

  

  Syrah Bradley

  BISHOP WEST REAL ESTATE

  Lot 4 Tanner St, Pittsfield, MA 01201
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  /12

  $114,900

  $25K PRICE DROP

  • Land
  • 3.59 Acres
  • $32,006 per Acre

  407 Churchill St, Pittsfield, MA 01201

  Experience refined country living on this immaculate 3.59-acre estate parcel, mostly cleared prepared with an installed private well, perc test/soil evaluation complete, and underground electric in place. A septic easement benefits the property via a neighboring parcel. The HOA provides driveway and common-land maintenance. The restrictions and covenants in place ensure lasting elegance: minimum

  

  Corey Bishop

  BISHOP WEST REAL ESTATE

  407 Churchill St, Pittsfield, MA 01201
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  /4

  $399,900

  • 3 Beds
  • 2 Baths
  • 1,340 Sq Ft

  Lot 5 Tanner St, Pittsfield, MA 01201

  To Be Built, energy-efficient, low-maintenance 1,340 sq ft gable entry ranch with 3 bedrooms and 2 full baths. This home features an open-concept layout connecting the kitchen, dining, and living areas, ideal for everyday living and entertaining. A split-entry design leads to a one-car garage underneath, offering convenience and additional storage. The primary suite includes a private full bath,

  

  Syrah Bradley

  BISHOP WEST REAL ESTATE

  Lot 5 Tanner St, Pittsfield, MA 01201
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  /4

  $399,900

  • 3 Beds
  • 2 Baths
  • 1,340 Sq Ft

  Lot 6 Tanner St, Pittsfield, MA 01201

  To Be Built, energy-efficient, low-maintenance 1,340 sq ft gable entry ranch with 3 bedrooms and 2 full baths. This home features an open-concept layout connecting the kitchen, dining, and living areas, ideal for everyday living and entertaining. A split-entry design leads to a one-car garage underneath, offering convenience and additional storage. The primary suite includes a private full bath,

  

  Syrah Bradley

  BISHOP WEST REAL ESTATE

  Lot 6 Tanner St, Pittsfield, MA 01201
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  /9

  $179,900

  $75K PRICE DROP

  • Land
  • 8.93 Acres
  • $20,146 per Acre

  411 Churchill St, Pittsfield, MA 01201

  Experience refined country living on this immaculate 8.93-acre estate parcel, fully cleared and impeccably prepared with a private well, installed 4 bedroom septic system, underground electric tied in, and a 1,000-gallon underground propane tank. A proposed septic easement accommodates an abutting lot. The HOA provides driveway and common-land maintenance, with restrictions and covenants ensuring

  

  Corey Bishop

  BISHOP WEST REAL ESTATE

  411 Churchill St, Pittsfield, MA 01201
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  /33

  $385,000

  • 3 Beds
  • 2 Baths
  • 1,961 Sq Ft

  5 Putnam Ave, Pittsfield, MA 01201

  Southeast brick cape ready for summer fun! This 3 bed 2 bath cape is filled with warmth, character, and inviting spaces ready for memories all season long. Bright open kitchen, which flows to the dining area and family room with vaulted ceilings and doors to the deck. Around the corner a 2nd family room, game room or whatever you decide with wood burning fireplace. 1st floor also offers spacious

  

  Laura Arseneau

  PAULA MCLEAN REALTORS INC.

  5 Putnam Ave, Pittsfield, MA 01201
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  /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
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  /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
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  /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
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  /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
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  /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
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  /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
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  /14

  $259,900

  • 5 Beds
  • 2 Baths
  • 2,520 Sq Ft

  178 Appleton Ave, Pittsfield, MA 01201

  Move right into the vacant unit and start generating income from the other. The property includes a small, easy-to-maintain yard, perfect for enjoying outdoor space without extensive upkeep. While there is no off-street parking, the property's functional layout and income-producing potential make it an excellent value. Whether you're looking to owner-occupy or expand your investment portfolio,

  Robin Moore 413 REAL ESTATE

  178 Appleton Ave, Pittsfield, MA 01201
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  /30

  $284,900

  $15K PRICE DROP

  • 3 Beds
  • 1 Bath
  • 1,362 Sq Ft

  1952 East St, Pittsfield, MA 01201

  Worth a second look! With a newly reduced price and some recent seller improvements, this 3-bedroom 1- bath brick Cape offers unmatched value in today's market. The sellers have listened to feedback, completed repairs, and beautifully optimized the space. Bring your buyers back through before it's gone!Perfect for first-time buyers or downsizers. Features functional layout, warm hardwood

  Melinda Boos KEMPF-VANDERBURGH REALTY CONSULTANTS, INC.

  1952 East St, Pittsfield, MA 01201
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  /7

  $380,000

  $55K PRICE DROP

  • Land
  • 15 Acres
  • $25,333 per Acre

  0 Churchill St Unit 248259, Pittsfield, MA 01201

  Price reduction. Motivated seller.Discover the ideal setting for your next home or retreat on this 15-acre parcel in West Pittsfield. Thoughtfully prepared, the property already features installed electricity, along with a newly constructed driveway and building pad. Enjoy a perfect blend of open and wooded land, including 5+ acres of fields, 10 acres of forest, and approximately 700 feet of road

  Sally Carr KEY REALTY

  0 Churchill St Unit 248259, Pittsfield, MA 01201
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  /29

  $289,000

  $10K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 1,627 Sq Ft

  162 W Housatonic St, Pittsfield, MA 01201

  Enjoy this charming 4-bedroom, 2-bathroom home offering a spacious and functional layout, tasteful updates, and excellent convenience. The property features an updated heating system, efficient natural gas utilities, a large open kitchen with new appliances, and updated flooring. Both bathrooms have been recently renovated with stylish new finishes and tilework. Enjoy the flexibility of a

  Laiken Rapisarda Lamacchia Realty, Inc. - Dalton

  162 W Housatonic St, Pittsfield, MA 01201
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  /24

  $345,000

  $40K PRICE DROP

  • 6 Beds
  • 6 Baths
  • 2,260 Sq Ft

  37 Melville St, Pittsfield, MA 01201

  Six unit multi-family investment property located in the heart of downtown Pittsfield. Located footsteps from shopping, restaurants, an more!. Includes six studio apartments, vinyl siding, and separate electricity for each unit.

  Cory Evangelisto NOCHER REALTY

  37 Melville St, Pittsfield, MA 01201
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  /20

  $209,000

  • 4 Beds
  • 1.5 Baths
  • 2,059 Sq Ft

  232 First St, Pittsfield, MA 01201

  Located on the edge of Pittsfield's Downtown Creative District, this versatile colonial has served as professional office space for 20+ years and offers endless possibilities. Features include 6 private offices, a reception/waiting area, half bath, bonus room, handicap-accessible ramp, off-street parking, and a detached 4-bay garage with income potential. Ideal for medical, professional,

  Anthony Riello Lamacchia Realty, Inc. - Dalton

  232 First St, Pittsfield, MA 01201
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  /28

  $298,000

  $14K PRICE DROP

  • 3 Beds
  • 3 Baths
  • 5,392 Sq Ft

  50 W Housatonic St, Pittsfield, MA 01201

  This well-maintained multi-unit property presents an exceptional opportunity in the heart of Pittsfield's thriving Downtown Cultural District. Offering spacious units with strong rental appeal, the property combines classic character with important updates including newer siding, a high-efficiency natural gas heating system and a new roof in 2021. A unique feature of the property is the versatile

  Maggie Gavin WILLIAM PITT SOTHEBY'S - LENOX

  50 W Housatonic St, Pittsfield, MA 01201
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  /41

  $289,900

  Pre-Foreclosure

  • 4 Beds
  • 2 Baths
  • 1,572 Sq Ft

  246 Dalton Ave, Pittsfield, MA 01201

  Welcome to 246 Dalton Ave, a charming colonial-style home nestled in the heart of Pittsfield, MA. This delightful residence features four spacious bedrooms and one and a half baths, perfect for families or those seeking extra space. The home does offer potential for a 1st floor bedroom as well. The classic architecture is complemented by modern updates, providing a cozy yet stylish living

  Doug Collins Lamacchia Realty, Inc. - Dalton

  246 Dalton Ave, Pittsfield, MA 01201
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  /3

  $349,900

  • 3 Beds
  • 2 Baths
  • 1,246 Sq Ft

  75 3rd St, Pittsfield, MA 01201

  Contemporary home boasting with charm and character. 3 bedrooms, and 1 1/2 baths Located close to the downtown area.

  Janet Benoit MOCKINGBIRD REAL ESTATE

  75 3rd St, Pittsfield, MA 01201
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  /11

  $235,000

  • 3 Beds
  • 2 Baths
  • 1,920 Sq Ft

  20 Curtis Terrace, Pittsfield, MA 01201

  Welcome to this spacious 3-bedroom, 2-bath home offering 1,920 square feet of living space in Pittsfield's desirable Morningside neighborhood. This home blends classic character with several major updates already completed, including a newer roof (2025), replacement windows, oil tank (2024), boiler (2019), and sewer line (2019). The flexible floor plan provides plenty of room for everyday living,

  ShaDina Johnson Berkshire Hathaway HomeServices Realty Professionals

  20 Curtis Terrace, Pittsfield, MA 01201
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  /35

  $249,900

  $10K PRICE DROP

  • 1 Bed
  • 1 Bath
  • 1,060 Sq Ft

  64 Churchill Crest, Pittsfield, MA 01201

  Uniquely and tastefully renovated one-bedroom end unit condo with open living concept, and fully furnished! (some artwork excluded) Great room with fireplace, recessed lighting, ceiling fans, stainless appliances, microwave with expandable exhaust vent, modern bathroom with double shower, swanstone vanity sink, built in cabinet.... Simply move in and live! New central air conditioner in 2012 and

  Susan Calkins STONE HOUSE PROPERTIES, LLC

  64 Churchill Crest, Pittsfield, MA 01201
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  /31

  $144,900

  $55K PRICE DROP

  • 7 Beds
  • 4.5 Baths
  • 3,672 Sq Ft

  15 Buel St, Pittsfield, MA 01201

  Come finish the renovation of this expansive 7 bedroom home! This project is ready for your vision and creativity to bring it to fruition! Don't miss this opportunity!

  Benjamin Hause Keller Williams Realty North Central

  15 Buel St, Pittsfield, MA 01201
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  /40

  $289,900

  $10K PRICE DROP

  • 3 Beds
  • 1 Bath
  • 1,501 Sq Ft

  96 Boylston St, Pittsfield, MA 01201

  Back on the market, and someone else's loss is about to be your gain. Some homes just feel right the moment you arrive. Sitting at the end of a dead-end street, 96 Boylston offers the kind of quiet and privacy that's hard to find this close to downtown Pittsfield. No through traffic, no neighbors driving past, just a peaceful street that's yours to enjoy. Step inside and you'll find a clean,

  Kyle Crocker eXp REALTY

  96 Boylston St, Pittsfield, MA 01201
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  /46

  $379,900

  • 4 Beds
  • 2 Baths
  • 1,657 Sq Ft

  24 Marlboro Dr, Pittsfield, MA 01201

  Move right into this beautifully updated Colonial on a quiet, tree-lined street! Thoughtfully renovated and lovingly maintained, this charming home is truly turnkey. Enjoy peace of mind with a new roof and new sewer line, along with a stunning new kitchen featuring stone countertops, upgraded stainless steel appliances, soft-close cabinets and drawers, and abundant workspace. The inviting floor

  Brenda Durant KEMPF-VANDERBURGH REALTY CONSULTANTS, INC.

  24 Marlboro Dr, Pittsfield, MA 01201
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  /2

  $211,000

  • 3 Beds
  • 2 Baths
  • 1,923 Sq Ft

  47 Lake St, Pittsfield, MA 01201

  Duplex Investment Property!

  Lisa Kelley MACCARO REAL ESTATE

  47 Lake St, Pittsfield, MA 01201
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  /2

  $189,000

  • 6 Beds
  • 2 Baths
  • 3,278 Sq Ft

  223 Linden St, Pittsfield, MA 01201

  Investment opportunity in Pittsfield. This spacious 2-family property offers 3,278 sq ft and is fully occupied with month-to-month tenants in place. The first-floor unit rents for $1,200 per month with the tenant paying utilities, while the second-floor unit rents for $1,100 per month with the owner currently paying utilities. The property needs some updates, but offers good bones and all major

  Jeffrey Puciato Puciato Altieri Realty Group

  223 Linden St, Pittsfield, MA 01201
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  /13

  $259,900

  $10K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 1,672 Sq Ft

  29 Westminster St, Pittsfield, MA 01201

  Income-producing two-family ranch with one vacant unit and one occupied unit, offering an excellent opportunity for both owner-occupants and investors looking to expand their portfolio. The occupied unit is supported by Section 8 assistance, providing reliable rental income. Each mirrored unit features 2 bedrooms and 1 full bathroom with functional, well-designed layouts. The vacant unit has been

  Matthew Keller KEMPF-VANDERBURGH REALTY CONSULTANTS, INC.

  29 Westminster St, Pittsfield, MA 01201
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  /20

  $199,900

  • 3 Beds
  • 2 Baths
  • 1,280 Sq Ft

  395 Cheshire Rd Unit 106, Pittsfield, MA 01201

  You can truly relax and enjoy life here, as this brand-new, thoughtfully crafted home in Pittsfield's premier community lets you skip the maintenance worries of an older house. This home is set to drop end of August 2026.The open-concept layout is bright and inviting, perfectly connecting your spacious living area to a lovely, modern kitchen. With three bedrooms and two full baths, there is

  Jason Nocher NOCHER REALTY

  395 Cheshire Rd Unit 106, Pittsfield, MA 01201
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  /8

  $134,900

  $4K PRICE DROP

  • Land
  • 5.68 Acres
  • $23,750 per Acre

  132 Cascade St, Pittsfield, MA 01201

  Build your Berkshire dream on this 5.68-acre parcel ideally located on a paved road just moments from Pittsfield State Forest. Offering a beautiful blend of privacy and accessibility, this property provides the perfect setting for a year-round home or weekend retreat. Enjoy easy access to miles of trails, hiking, biking, and outdoor recreation, all while being just a short drive to downtown

  Elisha Poirier STONE HOUSE PROPERTIES, LLC

  132 Cascade St, Pittsfield, MA 01201
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  /31

  $329,000

  • 4 Beds
  • 3 Baths
  • 1,575 Sq Ft

  28 Adelaide Ave, Pittsfield, MA 01201

  Welcome to this charming four-bedroom, three-bath home nestled in a desirable Southeast Pittsfield neighborhood. Lovingly maintained and well insulated through the years, this home offers a warm and inviting atmosphere with a wonderful blend of original character and everyday comfort.Inside, you'll find hardwood flooring, spacious bedrooms, two first-floor bedrooms and 2 full bathroom, and an

  Laiken Rapisarda Lamacchia Realty, Inc. - Dalton

  28 Adelaide Ave, Pittsfield, MA 01201
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  /48

  $294,900

  • 3 Beds
  • 1 Bath
  • 1,282 Sq Ft

  61 Harding St, Pittsfield, MA 01201

  Charming, Move-In Ready Side Hall Colonial - A True ''Dollhouse!''Welcome home to this absolutely stunning, meticulously maintained side hall colonial nestled in a super quiet, peaceful neighborhood. Combining classic charm with a long list of modern, high-ticket upgrades, this home is the definition of a turnkey property and is ready for its next chapter. Step inside to find a warm and

  Stacy Chojnowski WILLIAM PITT SOTHEBY'S - LENOX

  61 Harding St, Pittsfield, MA 01201
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  /40

  $399,900

  • 4 Beds
  • 3 Baths
  • 2,170 Sq Ft

  118 Winesap Rd, Pittsfield, MA 01201

  Opportunity awaits in this spacious 4-bedroom, 3-bath Colonial located in the highly sought-after Orchard neighborhood. Offering generous room sizes throughout, this home features a welcoming family room with a fireplace and skylights that fill the space with natural light. The convenient first-floor laundry enhances everyday living. The partially finished basement provides additional flexible

  Robin Moore 413 REAL ESTATE

  118 Winesap Rd, Pittsfield, MA 01201
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  /38

  $290,000

  • 3 Beds
  • 1 Bath
  • 1,180 Sq Ft

  28 Hopewell Dr, Pittsfield, MA 01201

  Welcome home to this charming three-bedroom, one-bath ranch conveniently located in Pittsfield, just minutes from shopping, dining, and everyday amenities. This well-maintained home offers comfortable one-level living and features a bright sunroom that provides the perfect space to relax while overlooking the backyard. With efficiency in mind, the property includes solar panels and a pellet stove

  Jessica Rizzo Lamacchia Realty, Inc. - Dalton

  28 Hopewell Dr, Pittsfield, MA 01201
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  /52

  $359,900

  $20K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 1,661 Sq Ft

  249 Hancock Rd, Pittsfield, MA 01201

  Spacious and inviting 4-bedroom, 3-bath home offering comfort, efficiency, and great indoor-outdoor living. Beautiful wood floors run throughout the main living areas, adding warmth and character. The private primary suite features its own bath and sliding doors leading to a deck that overlooks a fully fenced backyard--perfect for relaxing or entertaining. Enjoy the added bonus of a covered patio

  Robin Moore 413 REAL ESTATE

  249 Hancock Rd, Pittsfield, MA 01201
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  /21

  $235,900

  • 2 Beds
  • 1.5 Baths
  • 1,008 Sq Ft

  48 Crystal St, Pittsfield, MA 01201

  Charming and full of potential, this inviting two-bedroom Cape is tucked away on a quiet dead-end street and ready for its next owner! A fieldstone walkway welcomes you and adds timeless curb appeal from the moment you arrive. Inside, you’ll find an enclosed front porch perfect for enjoying your morning coffee, an updated kitchen including refrigerator and stove, a convenient first-floor bedroom,

  Denise DeSellier Berkshire Hathaway HomeServices Realty Professionals

  48 Crystal St, Pittsfield, MA 01201
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  /40

  $384,900

  $4K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,584 Sq Ft

  1121 North St, Pittsfield, MA 01201

  Welcome to 1121 North St in Pittsfield. A well cared for home offering comfort, convenience and style. Classic style with some modern updates. Fully fenced backyard. Perfect for pets, gardening, entertaining or relaxing in your own private retreat. Unwind in the bright sunroom with its own gas fireplace for chilly evenings and winter days. The oversized garage opens to a mudroom. Updated kitchen

  Anthony Riello Lamacchia Realty, Inc. - Dalton

  1121 North St, Pittsfield, MA 01201
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  /41

  $279,900

  • 3 Beds
  • 1 Bath
  • 1,521 Sq Ft

  20 Norman Ave, Pittsfield, MA 01201

  Discover the perfect blend of charm, space, and value in this well-maintained Colonial. Offering 3 bedrooms, 1 full bath, and over 1,500 square feet of living space. Hardwood floors, comfortable room sizes, and natural light create a warm and inviting atmosphere throughout. The dining area opens to a deck overlooking a spacious backyard, providing the ideal setting for outdoor

  Erin Vincent BISHOP WEST REAL ESTATE

  20 Norman Ave, Pittsfield, MA 01201

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