Pittsfield, MA Homes for Sale

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  /3

  $35,000

  • Land
  • 0.4 Acre
  • $87,500 per Acre

  90 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

  90 Jones Ave, Pittsfield, MA 01201
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  /22

  $850,000

  • 25 Beds
  • 12 Baths
  • 18,402 Sq Ft

  40 Pecks Rd, Pittsfield, MA 01201

  Don’t be late for this redevelopment opportunity! 18,000 Sqft on 1.1 Acres. Structurally sound property offers a rare opportunity to transform a historic space into a vibrant new community. Preliminary estimates suggest the potential for 12 residential units, with ample room for parking and green space. Featuring solid brick construction. Expansive windows, high ceilings, and open floor plans,

  Xavier Cruz Fathom Realty

  40 Pecks Rd, 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
  • 0.34 Acre
  • $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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  $99,000

  • Land
  • 1.79 Acres
  • $55,308 per Acre

  499 Gale Ave, Pittsfield, MA 01201

  Nestled at the end of a quiet, dead-end road, this beautiful lot offers the perfect blend of privacy, pastoral charm and convenience. Enjoy sweeping views of the mountains and farmland, with neighboring pastures providing a tranquil, open feel. The lot has been thoughtfully prepared with many improvements already in place -- including a private well, septic design, wetlands delineation, and

  Tammy Christen BISHOP WEST REAL ESTATE

  499 Gale Ave, Pittsfield, MA 01201
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  /28

  $249,900

  • 3 Beds
  • 1 Bath
  • 1,152 Sq Ft

  50 Grand Ave, Pittsfield, MA 01201

  Amazing opportunity to own a home on 0.46 acres plus two additional lots with 0.46 and 0.17 acres each, totaling about 1.1 acres, in a private area, on a dead end street! The house is a fixer upper, the exterior is freshly painted, the interior needs renovation but all utilities and mechanicals are on. The first floor features a lovely enclosed front porch, dining room, living room and kitchen;

  Maria Liccardi Kempf-Vanderburgh Realty Consultants, Inc.

  50 Grand Ave, 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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  /38

  $259,900

  • 6 Beds
  • 3 Baths
  • 3,200 Sq Ft

  165 Appleton Ave, Pittsfield, MA 01201

  Classic two family brick colonial with many possibilities! Including a front/rear porch, two separate yards on each side, and off street parking. Enter each side into a wide, open hallway with the original hardwood floors throughout. The left side has four bedrooms and one bathroom with potential for a second bathroom off the kitchen. The right side has been split into two smaller units with

  Cory Evangelisto NOCHER REALTY

  165 Appleton Ave, Pittsfield, MA 01201
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  $279,900 Open Thu 4PM - 5:30PM

  • 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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  /36

  $229,900

  • 3 Beds
  • 2 Baths
  • 1,454 Sq Ft

  156 Elizabeth St, Pittsfield, MA 01201

  Charming 2-Family Flat - Great Investment or Owner-Occupied Opportunity!Don't miss this 2-family flat offering classic charm and modern convenience. Each spacious unit features hardwood floors The second-floor unit boasts an enclosed porch--perfect for relaxing or additional living space. Separate utilities, off street parking and shed add to the property. This property has potential to be used

  Robin Moore 413 REAL ESTATE

  156 Elizabeth St, Pittsfield, MA 01201
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  /2

  $199,900

  • 3 Beds
  • 1.5 Baths
  • 1,152 Sq Ft

  167 E Park Terrace, Pittsfield, MA 01201

  Sold strictly AS-IS / AS-SEEN. Cash or private money financing only. Seller will make no repairs or concessions. Charming Cape-style single-family home located in the desirable Southeast Pittsfield neighborhood, known for its tree-lined streets and established residential setting. This home features three bedrooms and one full, one half bathroom, offering a comfortable and functional layout. An

  Kyle Seyboth

  167 E Park Terrace, 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

  $599,900

  • 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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  /27

  $309,000

  • 2 Beds
  • 1 Bath
  • 1,000 Sq Ft

  119 Orlando Ave, Pittsfield, MA 01201

  Tastefully renovated single-level home tucked at the end of a quiet dead-end road, across from Pontoosuc Lake. Sun-filled living spaces feature refinished wood floors and a cozy fireplace; the brand-new kitchen offers quartz counters and stainless-steel appliances. The bathroom is beautifully remodeled with marble accents, and gleaming tile finishes make maintenance easy throughout. Simple,

  Tiffany Roberts ROBERTS & ASSOC. REALTY, INC

  119 Orlando Ave, Pittsfield, MA 01201
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  $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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  /12

  $235,000

  • 3 Beds
  • 2 Baths
  • 1,776 Sq Ft

  15 High St, Pittsfield, MA 01201

  Welcome to 15 High Street in Pittsfield -- a well-located two-family flat offering versatility, investment potential, & everyday convenience. Situated within walking distance to local schools, banking, restaurants, & shops, this property makes it easy to enjoy all that city living has to offer.Each unit provides comfortable living space with functional layouts, making it ideal for owner-occupants

  Mary Jane Dunlop BISHOP WEST REAL ESTATE

  15 High St, Pittsfield, MA 01201
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  /15

  $49,500

  • Land
  • 0.25 Acre
  • $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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  /43

  $224,900

  • 3 Beds
  • 1 Bath
  • 1,194 Sq Ft

  461 Elm St, Pittsfield, MA 01201

  3 bd/1 ba home in desirable Pittsfield neighborhood offering solid space, good flow, & strong potential. Main level features a large eat-in dining area w/ sliders to a deck overlooking the fully fenced backyard & pool--ideal for summer enjoyment. The functional layout connects living, dining, & outdoor spaces with ease. The yard includes a large shed currently used for storage, w/ potential to

  THE KAHN TEAM BISHOP WEST REAL ESTATE

  461 Elm St, Pittsfield, MA 01201
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  /44

  $199,900

  • 3 Beds
  • 2 Baths
  • 1,290 Sq Ft

  153 Dewey Ave, Pittsfield, MA 01201

  Investment opportunity or owner-occupied two-family flat close to town! This property features a 2-car detached garage, large backyard, and a scenic setting along the Southern Branch of the Housatonic River. The first-floor unit offers 2 bedrooms, 1 full bath, and in-unit laundry, while the second-floor unit includes 1 bedroom and 1 bath. Recent updates include a new roof on both the house and

  Cindy Carrigan LAMACCHIA REALTY, INC

  153 Dewey Ave, Pittsfield, MA 01201
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  /37

  $189,900

  • 4 Beds
  • 2 Baths
  • 1,485 Sq Ft

  147 Dewey Ave, Pittsfield, MA 01201

  Opportunity awaits with this in-town multi-family flat, ideal for investors or owner-occupants. The first-floor unit offers 3 bedrooms, 1 full bath, and a new large covered side/back porch. The second-floor unit includes 1 bedroom, a 3/4 bath, and a small bonus room for added flexibility. An enclosed front porch, off-street parking, and a large/deep backyard with direct access to the Southwest

  Cindy Carrigan LAMACCHIA REALTY, INC

  147 Dewey Ave, Pittsfield, MA 01201
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  /30

  $284,900

  • 3 Beds
  • 1 Bath
  • 1,486 Sq Ft

  40 Roland St, Pittsfield, MA 01201

  Truely a move in ready home at an affordable price! You will fall in love with the 3 season front porch, the gorgeous updated kitchen, and a layout that is perfect for family time and entertaining. So much extra storage with the large pantry! The mudroom will be perfect for the backpacks, coats and boots. Upstairs you will find 3 large bedrooms and a full bath with tile shower surround. A clean

  Alice Kempf KEMPF-VANDERBURGH REALTY CONSULTANTS, INC.

  40 Roland St, Pittsfield, MA 01201
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  /15

  $80,000

  • 8 Beds
  • 8 Baths
  • 1,584 Sq Ft

  71 Center St, Pittsfield, MA 01201

  This property is a blank canvas ready for your vision. Previously operated as an 8-unit building consisting of studio and one-bedroom apartments, it is currently registered with the city as a two-family property. Any future changes or redevelopment will require approval through the local building department.With the right improvements, this property offers excellent potential for a strong

  Michele Purcell LAMACCHIA REALTY, INC

  71 Center St, Pittsfield, MA 01201
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  /2

  $235,000

  • 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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  /2

  $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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  /36

  $330,000

  • 3 Beds
  • 1 Bath
  • 1,144 Sq Ft

  4 Paula Ave, Pittsfield, MA 01201

  Well maintained ranch with attached garage, located on a corner lot, in the desirable southeast Pittsfield! Upon entering the home you will love the hardwood floors! The property offers an inviting living room, open to the dining area. The kitchen features lots of cabinet space. There are 3 bedrooms and one full bathroom, plus additional bonus space in the partially finished heated basement.The

  Maria Liccardi KEMPF-VANDERBURGH REALTY CONSULTANTS, INC.

  4 Paula Ave, Pittsfield, MA 01201
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  /20

  $209,900

  • 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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  /54

  $498,000

  • 3 Beds
  • 2 Baths
  • 1,800 Sq Ft

  8 Iroquois St, Pittsfield, MA 01201

  Beautifully updated and well-maintained 3-4 bedroom split level home nestled in a peaceful lake community on a RARE DOUBLE LOT with partial views of Pontoosuc Lake. Features include hardwood floors throughout, rich cherry wood cabinetry, granite countertops, quality Anderson windows and sliding patio door that blend timeless style with everyday functionality. Step out from the kitchen onto the

  Cindy Carrigan LAMACCHIA REALTY, INC

  8 Iroquois St, 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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  /55

  $339,900

  • 3 Beds
  • 2 Baths
  • 1,500 Sq Ft

  1450 North St Unit 107, Pittsfield, MA 01201

  Enjoy lakefront living at The Pines Condominium Association on the southern shore of Pontoosuc Lake. Rarely available, this spacious 3-bedroom, 2 full bath condo is one of the larger units in the complex and features a desirable first-floor primary bedroom with beautiful lake views. The home offers vaulted ceilings, crown moldings, new skylights, and a functional layout, plus a flexible fourth

  Marc Bellora LAMACCHIA REALTY, INC

  1450 North St Unit 107, Pittsfield, MA 01201
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  /3

  $35,000

  • Land
  • 0.29 Acre
  • $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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  /8

  $239,900

  • 2 Beds
  • 2 Baths
  • 1,560 Sq Ft

  13 Goodrich St, Pittsfield, MA 01201

  2 family with brand new gas on demand heat baseboard on first floor.Roof approx 10 years oldPlenty of parking. 1 bedroom currently vacant

  Scott Higuera 413 REAL ESTATE

  13 Goodrich St, Pittsfield, MA 01201
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  /17

  $129,000

  • 3 Beds
  • 2 Baths
  • 720 Sq Ft

  1 Lakewood Dr, Pittsfield, MA 01201

  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 regarding down

  Janet Benoit MOCKINGBIRD REAL ESTATE

  1 Lakewood Dr, Pittsfield, MA 01201
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  $179,900

  • 2 Beds
  • 1 Bath
  • 952 Sq Ft

  21 Austin Ave, Pittsfield, MA 01201

  Discover the charm of this ranch-style fixer-upper at 21 Austin Ave, nestled on a quiet dead-end street in southeast Pittsfield. This two-bedroom, one-bath home offers a fantastic opportunity for those looking to invest in a property with great potential. With a spacious layout, you can easily envision transforming this space into your dream home. The generous lot provides ample outdoor space for

  Doug Collins Lamacchia Realty, Inc.

  21 Austin Ave, Pittsfield, MA 01201
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  /18

  $465,000

  • 4 Beds
  • 4 Baths
  • 2,790 Sq Ft

  21 Linden St, Pittsfield, MA 01201

  Incredible Multi-Unit Investment Opportunity in Downtown Pittsfield! Located just steps from the Barrington Stage Company theater in the heart of the cultural district, this dynamic property includes 3 apartments, making it a true income-generating powerhouse. This is a rare opportunity for both the savvy investor and the live-in owner looking to offset housing expenses. The entire property has

  Michael Castellano GILCREST PROPERTIES

  21 Linden St, Pittsfield, MA 01201
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  /24

  $219,900

  • 2 Beds
  • 1.5 Baths
  • 866 Sq Ft

  139 2nd St, Pittsfield, MA 01201

  This beautiful home has been recently renovated and it is ready for immediate occupancy. The first floor features an enclosed front porch, living room, foyer, full bathroom, laundry room and updated kitchen with new quartz countertops and stainless appliances. Upstairs you will find two bedrooms and half bathroom. Both of the bathrooms have been renovated! Other improvements include flooring,

  Maria Liccardi KEMPF-VANDERBURGH REALTY CONSULTANTS, INC.

  139 2nd St, Pittsfield, MA 01201
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  /38

  $348,000

  • 8 Beds
  • 4 Baths
  • 3,266 Sq Ft

  261 Pomeroy Ave, Pittsfield, MA 01201

  Spacious Fully -Rented Duplex Investment OpportunityDiscover an investment opportunity with strong income potential. This 3,266 sqft duplex, built in 1900, offers timeless character combined with functionally. Situated on .41 acres, with plenty of off-street parking, the property features 15 rooms, 8 bedrooms, and 4 full baths across both units, making it ideal for long-term rental stability.

  Marnie Garzone BISHOP WEST REAL ESTATE

  261 Pomeroy Ave, Pittsfield, MA 01201

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