Newest Homes for Sale in Pittsfield, MA

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  /33

  $459,900

  • 10 Beds
  • 4 Baths
  • 3,872 Sq Ft

  19 Dalton Ave, Pittsfield, MA 01201

  Income-producing four-family home with one unit vacant and 3 units rented out. Two of the tenants have Section 8 assistance. Whether you are an owner-occupant or an investor, this is a great opportunity! The vacant apartment is a spacious 3 bedroom/1 bath unit and has been tastefully renovated with new kitchen cabinets and quartz countertops, updated bathroom, flooring and freshly painted

  Maria Liccardi KEMPF-VANDERBURGH REALTY CONSULTANTS, INC.

  19 Dalton Ave, Pittsfield, MA 01201
• Explore Pittsfield

• 

  

  

  /76

  $1,450,000

  • 5 Beds
  • 3.5 Baths
  • 3,877 Sq Ft

  38 Crofut St, Pittsfield, MA 01201

  One of the most exceptional homes to come to market, this remarkable property blends timeless elegance with resort-style living. Featuring 5 bedrooms, 3.5 baths, including private guest quarters with bath and secondary staircase, this home offers both sophistication and versatility. The luxurious primary bedroom suite is a true retreat, complete with a spacious en-suite bath designed for comfort

  Victoria Standring LAMACCHIA REALTY, INC

  38 Crofut St, Pittsfield, MA 01201
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  /79

  $379,900

  • 6 Beds
  • 4 Baths
  • 2,880 Sq Ft

  83 Euclid Ave, Pittsfield, MA 01201

  Perfect for an owner-occupant or investor alike, this well-maintained side-by-side duplex offers space, flexibility, and amenities rarely found together! Each unit features 3 bedrooms and 1.5 baths with clean, move-in-ready interiors. One unit also includes a spacious bonus room, perfect for a home office, playroom, gym, or additional living space. Outside, enjoy a two-car garage, inground pool,

  

  Corey Bishop

  BISHOP WEST REAL ESTATE

  (413) 423-0596

  83 Euclid Ave, Pittsfield, MA 01201
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  /49

  $257,500

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

  143 Newell St, Pittsfield, MA 01201

  Spacious two-family flat that's move-in ready! Sited on a corner lot this two-family flat has been owner occupied with family for many years. Two car garage garage, plenty of driveway parking spaces. First floor unit with updated kitchen, laundry hook-ups, gleaming wood floors. Woodstove (with permit) heats a year-round sunroom. Open side porch. The second-floor unit with 3 br also includes a

  Pamela Roberts ROBERTS & ASSOC. REALTY, INC

  143 Newell St, Pittsfield, MA 01201
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  /43

  $445,000

  • 3 Beds
  • 2.5 Baths
  • 1,994 Sq Ft

  76 Kenilworth St, Pittsfield, MA 01201

  Nestled at the end of a quiet dead-end street and surrounded by serene state land, this storybook brick Cape offers the privacy and charm you've been searching for. Step inside to find timeless style throughout, featuring elegant arched doorways, curved stairway, built-in shelving, and two cozy fireplaces perfect for New England winters.The functional layout offers 3 bedrooms and 2.5 baths,

  Tracy Crawford COMPASS MASSACHUSETTS , LLC GB

  76 Kenilworth St, Pittsfield, MA 01201
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  /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
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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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  /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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  /27

  $309,000

  • 2 Beds
  • 1.5 Baths
  • 1,032 Sq Ft

  34 Hungerford St, Pittsfield, MA 01201

  Welcome to this beautifully built new construction home offering the perfect blend of style, efficiency, and comfort. Featuring 2 spacious bedrooms and 1.5 bathrooms, this thoughtfully designed home boasts an open-concept layout with bright natural light, modern finishes, and quality craftsmanship throughout.The main living area flows seamlessly into the kitchen and dining space, creating an

  Ahliya Phillips KELLER WILLIAMS REALTY

  34 Hungerford St, Pittsfield, MA 01201
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  /31

  $299,900

  • 3 Beds
  • 1 Bath
  • 1,184 Sq Ft

  142 Benedict Rd, Pittsfield, MA 01201

  Well-maintained 1930 Colonial that has been cared for by its longtime owners for decades. This home features three spacious bedrooms, hardwood floors, abundant natural sunlight, and a functional layout with comfortable living spaces throughout, including a formal dining room. The front entrance offers a spacious enclosed porch, providing additional living or sitting space.The kitchen includes a

  Tracy Munger KEMPF-VANDERBURGH REALTY CONSULTANTS, INC.

  142 Benedict Rd, Pittsfield, MA 01201
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  /44

  $299,900

  • 2 Beds
  • 1 Bath
  • 1,117 Sq Ft

  340 Elm St, Pittsfield, MA 01201

  Charming 2-bedroom, 1-bath home filled with character and timeless details throughout. This inviting home features wood floors, classic French doors, built-ins, and generously sized closets that provide both charm and functionality. Enclosed front porch offers the perfect spot to relax while the first-floor den provides flexible space for a home office, reading room, or guest area.The kitchen

  Robin Moore 413 REAL ESTATE

  340 Elm St, Pittsfield, MA 01201
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  /54

  $1,290,000

  • 5 Beds
  • 3.5 Baths
  • 2,522 Sq Ft

  233 Narragansett Ave, Lanesborough, MA 01237

  Experience the beauty of Berkshire lakefront living on beautiful Pontoosuc Lake, where breathtaking sunrise views, peaceful waters, and exceptional privacy create the perfect year-round retreat. Nestled in the heart of the Berkshires, this beautifully remodeled home blends luxury, comfort, and thoughtful design, ideal for both everyday living and entertaining by the lake.

  Laiken Rapisarda LAMACCHIA REALTY, INC

  233 Narragansett Ave, Lanesborough, MA 01237
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  /29

  $299,000

  • 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

  162 W Housatonic St, Pittsfield, MA 01201
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  /41

  $299,900

  • 3 Beds
  • 2.5 Baths
  • 1,736 Sq Ft

  83 Fort Hill Ave, Pittsfield, MA 01201

  This home is full of warmth & potential. Nestled in the lovely west Pittsfield neighborhood, this spacious 3–4 bedroom, 2.5 bath home offers comfort, character, & an opportunity to build equity. Featuring a beautifully renovated kitchen, gleaming hardwood floors throughout the main level, and two masonry fireplaces - one in living room & 2nd fireplace in the cozy lower-level family room. Lovingly

  

  Nadine Hiser

  KRG - Key Realty Group

  (413) 216-9856

  83 Fort Hill Ave, Pittsfield, MA 01201
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  /35

  $269,900

  • 4 Beds
  • 1 Bath
  • 1,360 Sq Ft

  85 Edward Ave, Pittsfield, MA 01201

  This cherished family home is ready for it's next chapter. A welcoming front foyer opens to a spacious living room filled with natural light and featuring a classic wood-burning fireplace, seamlessly connected to a formal dining room ideal for entertaining. Beautiful hardwood floors, along with original wood molding and trim throughout add timeless character and warmth. The second floor offers

  Jeffrey King ALTON & WESTALL REAL ESTATE AGENCY, LLC

  85 Edward Ave, Pittsfield, MA 01201
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  /29

  $199,000

  • 4 Beds
  • 1 Bath
  • 1,480 Sq Ft

  57 Adam St, Pittsfield, MA 01201

  Conveniently located near downtown Pittsfield, this home offers an affordable opportunity for buyers looking to transition from renting to homeownership or for investors seeking their next project. The home features a spacious eat-in kitchen with first-floor laundry, functional living space, and a manageable yard with a covered back porch that could easily be screened in for seasonal enjoyment.

  Leanne Sedlak REAL BROKER

  57 Adam St, Pittsfield, MA 01201
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  /28

  $312,000

  • 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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  /42

  $239,000

  • 4 Beds
  • 1.5 Baths
  • 2,528 Sq Ft

  49 Brenton Terrace, Pittsfield, MA 01201

  This 4-bedroom home is located in a highly desirable neighborhood and sits on a corner lot, offering added space, privacy, and curb appeal. The property features a 2-car garage, 1.5 bathrooms, and a functional layout with wood floors throughout much of the home. A cozy fireplace anchors the main living area, while a built-in smoke and carbon monoxide monitoring system provides added safety. The

  Tim Gallagher STONE HOUSE PROPERTIES, LLC

  49 Brenton Terrace, Pittsfield, MA 01201
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  /37

  $349,900

  • 3 Beds
  • 1 Bath
  • 1,092 Sq Ft

  15 Williamsburg Terrace, Pittsfield, MA 01201

  Relax and enjoy easy one-level living in this updated and beautifully maintained ranch with a huge private backyard, deck with a hot tub, and plenty of room for gardening, outdoor games, and recreation! Inside, you'll find a bright and airy designer-style kitchen with stainless steel appliances and a lovely dining area, a gorgeous bathroom with porcelain tile floors, and a spacious living room

  Ruth Goyette STEEPLEVIEW REALTY - ADAMS BRANCH

  15 Williamsburg Terrace, Pittsfield, MA 01201
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  /76

  $995,000

  • 5 Beds
  • 3 Baths
  • 3,024 Sq Ft

  757 S Main St, Lanesboro, MA 01237

  Completely transformed, this wonderful 1790's Colonial blends historic New England character with sophisticated global influence in a truly one-of-a-kind Berkshire setting. Located directly across from Pontoosuc Lake, the property offers stunning lake views, exceptional craftmanship and endless possibilities for live/work, business venture or investment in business/residential zone.

  Lisa Kelley MACCARO REAL ESTATE

  757 S Main St, Lanesboro, MA 01237
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  /48

  $349,900

  • 3 Beds
  • 2 Baths
  • 1,932 Sq Ft

  38 Hollister St, Pittsfield, MA 01201

  Charming two-family flat offering space, flexibility, and great updates throughout. The first-floor unit features a beautifully updated kitchen and bath, a spacious living room perfect for relaxing or entertaining, and an enclosed front porch filled with natural light. A partially finished basement provides additional living, recreation, or storage space. The second-floor unit offers 2 bedrooms,

  Robin Moore 413 REAL ESTATE

  38 Hollister St, Pittsfield, MA 01201
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  /38

  $479,900

  $20K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 2,197 Sq Ft

  33 Eleanor Rd, Pittsfield, MA 01201

  Welcome to this charming 4-bedroom, 2-bath home offering the perfect blend of comfort, updates, and extra living space. The updated kitchen and renovated first-floor bath provide modern style and convenience, while the finished lower level adds versatile space for a family room, home office, gym, or guest area. A bright and inviting sunroom fills the home with natural light and offers the perfect

  Robin Moore 413 REAL ESTATE

  33 Eleanor Rd, Pittsfield, MA 01201
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  /20

  $309,900

  • 3 Beds
  • 1 Bath
  • 1,326 Sq Ft

  77 Imperial Ave, Pittsfield, MA 01201

  Well maintained cape on a perfect corner lot in The Orchards! The home features two bedrooms, full bath, kitchen and living room all on the main level. The second floor has an additional bedroom and storage. Wood burning fireplace and mountain views from the back yard. Efficient natural gas heating and solar panels from SunRun. Basement was at one time finished and certainly could be in the

  Derek Strzepa NOCHER REALTY

  77 Imperial Ave, Pittsfield, MA 01201
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  /30

  $329,900

  • 3 Beds
  • 1.5 Baths
  • 1,656 Sq Ft

  8 Mohegan St, Pittsfield, MA 01201

  This sweet and charming 3 bedroom, 1.5 bath Colonial blends timeless character with thoughtful updates throughout. Set on a spacious, fully fenced yard, the property offers plenty of room to relax, garden, entertain, or play, along with a welcoming 3 season enclosed porch perfect for enjoying quiet mornings or summer evenings. Inside, the living and dining rooms feature beautifully refinished

  Carrie Wright WILLIAM PITT SOTHEBY'S - LENOX

  8 Mohegan St, Pittsfield, MA 01201
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  /3

  $898,000

  • Land
  • 12.84 Acres
  • $69,938 per Acre

  21 Dan Fox Dr, Pittsfield, MA 01201

  12.84 Acres of Prime development Land. Ideal for possible Commercial and/or Residential projects. Close to Shopping and Transportation. Curb cut and some engineering done.

  Steven Weisz WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  21 Dan Fox Dr, Pittsfield, MA 01201
• 

  

  /65

  $649,900

  • 5 Beds
  • 5 Baths
  • 3,524 Sq Ft

  15 Kenilworth St, Pittsfield, MA 01201

  Grand, timeless, & beautifully situated in one of Pittsfield's most beloved neighborhoods, this classic 5-bedroom, 5-bath home offers the perfect blend of elegance, character, & space. Its stately presence, gracious proportions, & inviting warmth are just exceptional. Inside, spacious living areas, beautiful architectural details, & abundant natural light create an atmosphere that feels both

  Heather Gallagher STONE HOUSE PROPERTIES, LLC

  15 Kenilworth St, Pittsfield, MA 01201
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  /41

  $275,000

  • 3 Beds
  • 1 Bath
  • 1,339 Sq Ft

  53 Edison Ave, Pittsfield, MA 01201

  Enjoy this charming three-bedroom Cape-style home located in desirable Southeast Pittsfield. Gleaming hardwood floors run throughout most of the home. The first floor features a comfortable living room filled with natural light and a fireplace, a dining room, and a kitchen, along with a first-floor bedroom and full bathroom. Upstairs, you'll find two additional bedrooms, along with extra space

  Jose Larios Lamacchia Realty, Inc.

  53 Edison Ave, Pittsfield, MA 01201
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  /73

  $1,399,000

  $51K PRICE DROP

  • 5 Beds
  • 5.5 Baths
  • 6,121 Sq Ft

  63 Blythewood Dr, Pittsfield, MA 01201

  Live, Love, & Play in Blythewood Estates a private enclave near premier Lake Onota to experience idyllic living in the Berkshire hills. This stunning modern 6000+ sf, 5 Bedroom, 5.5 bath colonial is thoughtfully designed and beautifully set on 3.42 manageable acres with sweeping meadow views nestled perfectly to create peace in nature while centrally located minutes to the culture, arts, museums,

  Tonia Scalise WILLIAM PITT SOTHEBY'S - LENOX

  63 Blythewood Dr, Pittsfield, MA 01201
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  /16

  $159,000

  • 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 the

  Barbara K Greenfeld SIGNATURE ASSOCIATES

  108 E Housatonic St Unit 7, Pittsfield, MA 01201
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  /33

  $379,000

  • 5 Beds
  • 4 Baths
  • 3,727 Sq Ft

  39 Bartlett Ave, Pittsfield, MA 01201

  Introducing 39-41 Bartlett Avenue, a classic three-family Victorian in the heart of Pittsfield, offering a fantastic investment opportunity. This fully occupied property provides immediate income potential and features separate natural gas utilities for each unit. The home boasts vinyl siding and replacement windows, combining classic charm with practical updates. Ideally situated just moments

  Jessica Rizzo LAMACCHIA REALTY, INC

  39 Bartlett Ave, Pittsfield, MA 01201
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  /70

  $989,000

  • 5 Beds
  • 5 Baths
  • 3,823 Sq Ft

  9 Eastbrook Ln, Pittsfield, MA 01201

  Set within one of the Berkshires most coveted communities, 9 Eastbrook Lane is a masterclass in refined living, where thoughtful design meets impeccable care. Beautifully and intentionally sited, this distinguished residence offers 5 bedrooms, 3 full and 2 half baths across a gracious, light-filled layout designed for both elegant entertaining and everyday comfort.The stunning kitchen showcases

  Victoria Standring LAMACCHIA REALTY, INC

  9 Eastbrook Ln, Pittsfield, MA 01201
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  /40

  $294,900

  $5K PRICE DROP

  • 3 Beds
  • 1 Bath
  • 1,501 Sq Ft

  96 Boylston St, Pittsfield, MA 01201

  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, modern interior that's been thoughtfully updated throughout. The kitchen is

  Kyle Crocker eXp REALTY

  96 Boylston St, Pittsfield, MA 01201
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  /26

  $249,000

  $26K PRICE DROP

  • 4 Beds
  • 1.5 Baths
  • 1,480 Sq Ft

  19 Upland Rd, Pittsfield, MA 01201

  Set at the end of a quiet dead-end street in the desirable north side, this home offers classic bungalow charm with the kind of layout that makes everyday living easy. Featuring a fireplace in the living room, a convenient first-floor bedroom and bath.Tucked away with added privacy, the driveway is accessed from Overfield--last home on the right--giving the property a unique and secluded feel.

  Michele Purcell LAMACCHIA REALTY, INC

  19 Upland Rd, Pittsfield, MA 01201
• 

  /2

  $155,000

  • Land
  • 5 Acres
  • $31,000 per Acre

  365 Churchill St, Pittsfield, MA 01201

  Seller is offering a 5-acre lot for separate sale from the 15-acre property. The 5-acre parcel does not include the installed electricity, driveway, or building pad, which are located on the 10-acre parcel.Also available with 15 acres MLS#248259

  Sally Carr KEY REALTY

  365 Churchill St, Pittsfield, MA 01201
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  /26

  $74,900

  • 4 Beds
  • 1 Bath
  • 1,461 Sq Ft

  89 Turner Ave, Pittsfield, MA 01201

  Looking for a project? Look no further, located on a dead-end street is a four bedroom and one bathroom home. Featuring off-street parking and a fenced-in yard. While this home does need a major renovation it does present an investment opportunity at a price point not seen in years. Located within walking distance to Berkshire Medical Center, downtown, and a local park.

  Cory Evangelisto NOCHER REALTY

  89 Turner Ave, Pittsfield, MA 01201
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  /52

  $379,900

  • 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
• 

  

  /5

  $139,000

  • Land
  • 5.68 Acres
  • $24,472 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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  /29

  $600,000

  • 3 Beds
  • 2 Baths
  • 2,030 Sq Ft

  32 Aspen Way, Pittsfield, MA 01201

  Set on Aspen Way in Pittsfield, this well-maintained condo offers a practical layout and easy, low-maintenance living in a desirable community.The main level welcomes you with an open living area featuring a gas fireplace, flowing into a spacious dining area. The kitchen is positioned at the back of the home and is finished with stainless steel appliances and granite countertops, with a slider

  Maggie Gavin WILLIAM PITT SOTHEBY'S - LENOX

  32 Aspen Way, Pittsfield, MA 01201
• 

  

  /14

  $495,000

  • 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
• 

  

  /34

  $560,000

  • 3 Beds
  • 2 Baths
  • 1,896 Sq Ft

  290 Barker Rd, Pittsfield, MA 01201

  Welcome to this stately raised ranch nestled in one of Pittsfield's most sought-after neighborhoods--Barkerville. Offering 1,896 square feet of thoughtfully designed living space, this home blends comfort, efficiency, and natural beauty in a truly special setting.Set on a cozy, private lot, the property is framed by mature evergreen trees, classic stone walls, and a peaceful brook flowing through

  Melinda Boos KEMPF-VANDERBURGH REALTY CONSULTANTS, INC.

  290 Barker Rd, Pittsfield, MA 01201

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