Pittsfield, MA Homes for Sale

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  /32

  $170,000

  • 1 Bed
  • 1.5 Baths
  • 550 Sq Ft

  276 Pecks Rd, Pittsfield, MA 01201

  This adorable one-bedroom, one-and-a-half bath home is easy to love from the moment you walk in. You'll notice the beautiful hardwood floors, tons of natural light, and a layout that just feels comfortable and inviting. The kitchen has been nicely refreshed and offers a bay window. One of the best spots in the house is the enclosed front porch-perfect for morning coffee. The lower level offers

  Jessica Rizzo LAMACCHIA REALTY, INC

  276 Pecks Rd, Pittsfield, MA 01201
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  /26

  $219,000

  • 2 Beds
  • 1.5 Baths
  • 2,234 Sq Ft

  969 Dalton Ave, Pittsfield, MA 01201

  Exceptional Investment Opportunity: Versatility & Prime LocationDiscover a property that offers unparalleled flexibility in one of Pittsfield's most active commercial corridors. Situated on a sprawling 0.92-acre lot directly across from Berkshire Crossing, this unique property presents a rare ''blank canvas'' for homeowners and investors alike. Currently configured for mixed-use with a

  Timothy Johnson NOCHER REALTY

  969 Dalton Ave, Pittsfield, MA 01201
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  /19

  $819,000

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

  5 Aspen Way, Pittsfield, MA 01201

  Great opportunity to design your 2000 sq ft free-standing condo home at Berkshire Country Meadows! This is one of only three remaining homesites in this established condo community. Select from a several floor plans with contemporary design, featuring one-level living. Primary suite, one-two additional bedrooms, central a/c, gas heat, screened porch, two car garage. On-site amenities include

  Pamela Roberts ROBERTS & ASSOC. REALTY, INC

  5 Aspen Way, Pittsfield, MA 01201
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  /3

  $29,900

  • Land
  • 14,985 Sq Ft
  • $86,917 per Acre

  I11001904 Scammell Ave, Pittsfield, MA 01201

  Priced well below assessed value! Lot offers additional land with wooded areas. Zoning verification letter obtained from the City of Pittsfield states it is a buildable lot.

  Laurie Atkinson KELLER WILLIAMS REALTY

  I11001904 Scammell Ave, Pittsfield, MA 01201
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  /9

  $149,000

  • Land
  • 1.79 Acres
  • $83,241 per Acre

  499 Gale Ave, Pittsfield, MA 01201

  Set along a quiet dead-end road, this private and peaceful lot offers sweeping mountain and pastoral views in a serene setting with neighboring fields and open space providing a strong sense of privacy while still being just minutes from town conveniences. The parcel is well along in its preparation for building, featuring a private well, wetlands delineation, underground electric conduit, and

  Tammy Christen BISHOP WEST REAL ESTATE

  499 Gale Ave, Pittsfield, MA 01201
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  /28

  $1,200,000

  • 14 Beds
  • 14 Baths
  • 9,928 Sq Ft

  40 Reed St, Pittsfield, MA 01201

  14 Unit investment opportunity! Located just outside of downtown Pittsfield and within walking distance to shops, restaurants, and the Colonial Theater. Classic brick exterior and excellent off street parking. All units feature one bedroom and separate utilities. Coin-op laundry located on site for additional income.

  Cory Evangelisto NOCHER REALTY

  40 Reed St, Pittsfield, MA 01201
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  $449,000 Open Sun 1:30PM - 3:30PM

  • 3 Beds
  • 1.5 Baths
  • 1,562 Sq Ft

  434 Williams St, Pittsfield, MA 01201

  This inviting Ranch in highly desirable Southeast Pittsfield location, offers comfort, privacy, and breathtaking natural beauty. Abutting the serene trails and protected lands of the Mass Audubon Society at Canoe Meadows Wildlife Sanctuary, the property captures sweeping views for miles.Inside, hardwood floors and expansive windows fill the home with natural light, while the spacious living room

  Victoria Standring LAMACCHIA REALTY, INC

  434 Williams St, Pittsfield, MA 01201
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  /31

  $249,900

  • 4 Beds
  • 1 Bath
  • 1,125 Sq Ft

  66 Wilson St, Pittsfield, MA 01201

  This lovingly lived-in home was once the heart of a bustling family of seven, where the conversations likely revolved around school schedules, family dinners, and plenty of sports. Filled with warmth, memories, and years of love, this 4-bedroom home is now ready for its next chapter. Recent updates include a brand new roof installed in 2026, fresh interior painting & wood floors . There is also a

  Brenda Durant KEMPF-VANDERBURGH REALTY CONSULTANTS, INC.

  66 Wilson St, Pittsfield, MA 01201
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  /64

  $1,199,800

  • 9 Beds
  • 4.5 Baths
  • 5,319 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, Upstreet 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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  /32

  $279,900

  • 4 Beds
  • 1.5 Baths
  • 1,444 Sq Ft

  94 Crane Ave, Pittsfield, MA 01201

  Conveniently located home offering more space than expected, with 4 bedrooms and 1.5 bathrooms. The main level features a bright living room, dining area, and kitchen, along with a full bath and bedroom or office option. Upstairs includes 3 additional bedrooms with great natural light. Mini split systems provide efficient heating and cooling, and solar helps offset electric costs. The lower level

  THE KAHN TEAM BISHOP WEST REAL ESTATE

  94 Crane Ave, Pittsfield, MA 01201
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  /40

  $214,900

  • 2 Beds
  • 1 Bath
  • 1,028 Sq Ft

  33 Maplewood Ave Unit 103, Pittsfield, MA 01201

  If you are looking for easy one-level living - don't miss this opportunity! The Maplewood is an elegant condo conversion consisting of eighteen units centrally located in downtown Pittsfield. You'll enjoy this light-filled corner/end unit on the first floor. High ceilings and an open-living plan give a very spacious feel to this two-bedroom unit. Kitchen with granite and stainless, hardwood

  Pamela Roberts ROBERTS & ASSOC. REALTY, INC

  33 Maplewood Ave Unit 103, Pittsfield, MA 01201
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  /50

  $579,900

  • 4 Beds
  • 3.5 Baths
  • 3,561 Sq Ft

  2 Amy Ct Unit 2, Pittsfield, MA 01201

  Stunning and beautifully designed three-level end unit condominium with luxury finishes throughout. Enter into an open-concept main level, highlighted by gleaming hardwood floors, recessed lighting, and expansive windows that flood the space with natural light. The kitchen offers stainless steel appliances, granite countertops, and custom cabinetry. The spacious living and dining areas are

  Cory Evangelisto NOCHER REALTY

  2 Amy Ct Unit 2, Pittsfield, MA 01201
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  /29

  $1,900,000

  • 28 Beds
  • 14 Baths
  • 14,280 Sq Ft

  401 Wahconah St, Pittsfield, MA 01201

  Rare Investment Opportunity: 14-Unit Residential PortfolioWhy buy just one multi-family investment property when you can own the whole neighborhood?Presenting a truly unique real estate package: seven contiguous duplexes situated on their own private street in Pittsfield. This portfolio offers a total of 14 high-demand apartments, providing immediate scale and streamlined management for the savvy

  Timothy Johnson NOCHER REALTY

  401 Wahconah St, Pittsfield, MA 01201
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  /53

  $825,000

  • 4 Beds
  • 2.5 Baths
  • 3,400 Sq Ft

  26 Westbrook Terrace, Pittsfield, MA 01201

  Set on over 3 acres abutting protected land, this Executive Ranch is the only single-level, ranch style home in the gated community of Woodmont Estates. 3,400 sq ft of expansive, easy living, featuring 4bd/2.5ba, a renovated primary bath, updated kitchen, and light-filled four-season sunroom w/ new Andersen windows. Designed for comfort & flexibility, the layout includes a private office, as well

  THE KAHN TEAM BISHOP WEST REAL ESTATE

  26 Westbrook Terrace, Pittsfield, MA 01201
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  /6

  $40,000

  • Land
  • 1.06 Acres
  • $37,736 per Acre

  Lot 42 Old Farm Ln, Pittsfield, MA 01201

  This is the lot you've been looking for! Over one acre in the wonderful Woodmonte Estates community. Located in West Pittsfield, you'll have easy access to all of the natural and cultural activities that the Berkshires has to offer. Get started on your dream home today!

  Josh Conant COHEN & WHITE ASSOCIATES

  Lot 42 Old Farm Ln, Pittsfield, MA 01201
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  /47

  $2,250,000

  • 3 Beds
  • 3 Baths
  • 3,091 Sq Ft

  122 Blythewood Dr, Pittsfield, MA 01201

  Set just off the shoreline of Onota Lake and accessed by a private bridge, this approximately 1.25-acre island offers a kind of ownership that is seldom available in the Berkshires.Surrounded by water, the property creates a natural sense of separation and calm, with broad lake views and a level of privacy that is difficult to replicate without sacrificing accessibility. Here, the experience is

  Cameron Volastro WILLIAM PITT SOTHEBY'S - LENOX

  122 Blythewood Dr, Pittsfield, MA 01201
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  /15

  $49,500

  • Land
  • 10,890 Sq Ft
  • $198,000 per Acre

  0 Parker St, Pittsfield, MA 01201

  Well-located and cleared corner lot with existing curb cuts on both Parker Street and Kellogg Street. The +/-0.25-acre parcel is zoned RM, with water, sewer, and natural gas available at the street. Its proximity to Berkshire Health Systems--the region's largest employer - along with walkability to Tyler Street businesses and public transportation, makes this an excellent opportunity for

  Conor Meehan STONE HOUSE PROPERTIES, LLC

  0 Parker St, 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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  /58

  $209,900

  • 2 Beds
  • 1 Bath
  • 962 Sq Ft

  156 Chapel St, Pittsfield, MA 01201

  Welcome to 156 Chapel Street, a cozy & charming country retreat that instantly feels like home. This well-loved property offers 2 bedrooms and 1 full bath, with a warm living room centered around a pellet stove-perfect for crisp Berkshire evenings. The dining room serves as the heart of the home, ideal for gathering.The country kitchen is full of character, with a heated sunroom just off the

  Jessie Downer LAMACCHIA REALTY, INC

  156 Chapel 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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  /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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  /22

  $215,000

  • 2 Beds
  • 1 Bath
  • 720 Sq Ft

  9 Leslie Ave, Pittsfield, MA 01201

  Welcome to 9 Leslie Ave in Lanesborough, MA! This charming 2-bed, 1-bath bungalow offers easy single-level living with recent updates including new siding and gutters. The home features a comfortable layout with bright living spaces with a cozy, efficient footprint. Enjoy the added benefit of deeded lake rights, giving you convenient access to beautiful local recreation. Whether you're looking

  Marci Levesque BISHOP WEST REAL ESTATE

  9 Leslie Ave, Pittsfield, MA 01201
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  /37

  $660,000

  • 8 Beds
  • 8 Baths
  • 6,120 Sq Ft

  301 Fenn St, Pittsfield, MA 01201

  8 Unit investment opportunity! Located just outside of downtown Pittsfield and within walking distance to shops, restaurants, schools, and parks. Low maintenance exterior with loads of off street parking. All units feature one bedroom with separate heat and electricity. Coin-op laundry located on site for additional income.

  Cory Evangelisto NOCHER REALTY

  301 Fenn St, Pittsfield, MA 01201
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  /2

  $219,900

  • 3 Beds
  • 2 Baths
  • 1,440 Sq Ft

  233 Cadwell Rd, Pittsfield, MA 01201

  Two-family home set on just under 1.5 acres offering the perfect blend of country living and city convenience. Each unit features decks overlooking a spacious backyard, ideal for relaxing or entertaining. Enjoy the privacy and open space while still being just minutes from city amenities, shopping, and dining. A great opportunity for owner-occupants or investors--live in one unit and rent the

  Denise DeSellier Berkshire Hathaway HomeServices Realty Professionals

  233 Cadwell Rd, Pittsfield, MA 01201
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  /27

  $265,000

  • 4 Beds
  • 2 Baths
  • 1,408 Sq Ft

  17 S Church St, Pittsfield, MA 01201

  Spacious and freshly updated West Side single-family offering 4 bedrooms and 2 full baths across 1,408 sq ft. Bright, functional layout with generous room sizes, fresh interior paint, and new laminate flooring throughout. Modern kitchen features brand-new appliances and clean, updated finishes. Enjoy a charming wraparound porch with dual entry, ideal for relaxing or entertaining, plus a level

  Samantha Homeyer BIRCH PROPERTIES

  17 S Church St, 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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  /7

  $189,900

  • 3 Beds
  • 2 Baths

  395 Cheshire Rd Unit 102, Pittsfield, MA 01201

  Check out this adorable 3 bed/2 bath double wide manufactured home with a welcoming front porch situated on the Ashuwillticook Rail Trail. Allendale Pines North is a brand new development with 22 homes slated for completion by the end of 2026. Be one of the first owners in this gorgeous new community.

  Val Whaling

  395 Cheshire Rd Unit 102, Pittsfield, MA 01201
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  /14

  $1,399,000

  • 16 Beds
  • 16 Baths
  • 8,608 Sq Ft

  14 Highland Ave, Pittsfield, MA 01201

  Excellent 8-Unit Investment Opportunity-5 minute walk to the Lake!Clean, well-maintained multifamily property featuring 8 total units with separate utilities. Each unit includes central A/C. Property offers private, dedicated parking for tenants. Prime location--just minutes from major hospitals, large employers, shopping, and public transit. High-demand rental area with strong occupancy history.

  Tim Gallagher STONE HOUSE PROPERTIES, LLC

  14 Highland Ave, Pittsfield, MA 01201
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  /3

  $419,000

  • 7 Beds
  • 4.5 Baths
  • 4,682 Sq Ft

  312 South St, Pittsfield, MA 01201

  Four-family investment opportunity that checks all the boxes! Great location. Fully rented. Turnkey. Robust net operating income. This well-maintained home, comprising three 2-bedroom units and one 1-bedroom unit all with separate utilities, is an instant profit generator and offers real value in today's market.

  Derek Greene The Greene Realty Group

  312 South St, Pittsfield, MA 01201
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  /20

  $189,900

  • 2 Beds
  • 1 Bath
  • 1,040 Sq Ft

  1 Pondview Dr Unit C3, Pittsfield, MA 01201

  Two bedroom condo in James Meadows featuring fireplace, loft bedroom, storage room, and deck all conveniently located close to Allendale area.

  Robin Moore 413 REAL ESTATE

  1 Pondview Dr Unit C3, Pittsfield, MA 01201
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  /4

  $204,900

  • 3 Beds
  • 2 Baths

  395 Cheshire Rd Unit 112, Pittsfield, MA 01201

  Absolutely beautiful double wide manufactured home situated on the south end corner of Allendale Pines North. 3 bedroom/2 bath home overlooking the woods with direct access to the Ashuwillticook Rail Trail! Sliding glass door of kitchen leads to private deck with no neighbors behind you!!

  Val Whaling

  395 Cheshire Rd Unit 112, Pittsfield, MA 01201
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  /40

  $4,900,000

  • 8 Beds
  • 6.5 Baths
  • 7,494 Sq Ft

  140 Hancock Rd, Pittsfield, MA 01201

  Welcome to an extraordinary lakefront estate on the shores of Pontoosuc Lake, an offering that sets a new benchmark for luxury living in the Berkshires. With over 7,494 square feet of total space, including exceptional garage capacity ideal for car collectors or hobbyists, this remarkable property offers unparalleled scale, versatility, and setting.The main living area showcases a thoughtfully

  Elisha Poirier STONE HOUSE PROPERTIES, LLC

  140 Hancock Rd, Pittsfield, MA 01201
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  /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
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  /19

  $299,000

  • 3 Beds
  • 2.5 Baths
  • 1,863 Sq Ft

  51 Churchill Crest Unit 51, Pittsfield, MA 01201

  This charming 3 bedroom and 2.5 bathroom condo is a must see! Offering fantastic location with scenic views of the swimming pool from your private deck. The bright and sunny kitchen seamlessly connect to the dining room making it perfect for entertaining. A Spacious living room features a wood burning fireplace. Additional features include one-car garage, storage closest and in-unit laundry for

  Molly Thomas COMPASS MASSACHUSETTS , LLC GB

  51 Churchill Crest Unit 51, Pittsfield, MA 01201
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  /3

  $35,000

  • Land
  • 12,502 Sq Ft
  • $121,948 per Acre

  0 Jones Ave, Pittsfield, MA 01201

  Looking for land in West Pittsfield for your new build? This vacant lot is one of three contiguous lots located on Jones and Stearns Ave. All have public water and sewer available. The lots are zoned residential. Listed below assessed value!

  Erin Vincent BISHOP WEST REAL ESTATE

  0 Jones Ave, Pittsfield, MA 01201
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  /16

  $109,000

  • 3 Beds
  • 2 Baths
  • 1,100 Sq Ft

  1 Lakewood Dr, Pittsfield, MA 01201

  Just reduced....Great opportunity to own this newly remodeled 3 bedroom 1 and 3/4 bath home. Large living room with vaulted ceilings, large open eat in kitchen, with laundry conveniently located off the kitchen. Primary bedroom has a newly remodeled 3/4 bath. There is an added utility room with closets and built ins for added storage. Shed on property. Contact Priority Lending with questions

  Janet Benoit MOCKINGBIRD REAL ESTATE

  1 Lakewood Dr, Pittsfield, MA 01201
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  $259,900

  • 2 Beds
  • 1 Bath
  • 1,500 Sq Ft

  32 Lakeview St, Pittsfield, MA 01201

  Charming and affordable 2-story home near Pontoosuc Lake on the Pittsfield/Lanesborough line! This 2-bedroom, 1-bath home is ideal for a first-time buyer or weekend getaway in the Berkshires. Set on nearly an acre, it offers great outdoor space for relaxing, gardening, or future expansion. A flexible first-floor bonus room can serve as a guest room, den, or home office. Enjoy solar efficiency and

  Holly Stracuzzi BISHOP WEST REAL ESTATE

  32 Lakeview St, Pittsfield, MA 01201
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  /5

  $245,000

  • 4 Beds
  • 2 Baths
  • 1,947 Sq Ft

  15 Noble Ave, Pittsfield, MA 01201

  Two family duplex just outside of downtown. Featuring two bedrooms and one bathroom in each unit with hardwood floors. Off Street parking and separate utilities. Please reach out for interior photos.

  Cory Evangelisto NOCHER REALTY

  15 Noble Ave, Pittsfield, MA 01201
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  /34

  $299,900

  • 3 Beds
  • 1.5 Baths
  • 1,566 Sq Ft

  73 Plymouth St, Pittsfield, MA 01201

  Perfectly situated on a spacious corner lot in a highly desirable neighborhood. This colonial style home is defined by its bright, airy atmosphere, featuring expansive windows that invite abundant natural sunlight into every room.The main level offers a seamless flow between the inviting living spaces and a convenient half-bath, while the second floor hosts three generous bedrooms and a full

  Jason Nocher NOCHER REALTY

  73 Plymouth St, Pittsfield, MA 01201
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  /28

  $229,000

  • 2 Beds
  • 1 Bath
  • 902 Sq Ft

  1 Colt Rd Unit 1, Pittsfield, MA 01201

  Welcome to easy, in-town living at sought-after One Colt Road in a charming neighborhood. This first-floor condominium offers the perfect blend of convenience and comfort, just a short stroll to Berkshire Museum, Colonial Theatre, local restaurants, and boutique shops. Featuring 2 bedrooms and 1 bath, the layout is both functional and inviting. A rare screened porch extends your living space,

  Victoria Standring LAMACCHIA REALTY, INC

  1 Colt Rd Unit 1, Pittsfield, MA 01201

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