Pittsfield Homes for Sale

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  /28

  $1,250,000

  • 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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  /35

  $279,900

  • 4 Beds
  • 2 Baths
  • 1,392 Sq Ft

  1 Monteleone Place, Pittsfield, MA 01201

  Renovated two-family home! The first floor unit is vacant and ready for immediate occupancy while the second floor unit is rented on a year lease at $1,550/month with the tenant paying for his own natural gas heat, hot water, and electric since these utilities are separate for each unit.The apartments have been tastefully renovated, they're freshly painted, each offering 2 bedrooms, full bath,

  Maria Liccardi KEMPF-VANDERBURGH REALTY CONSULTANTS, INC.

  1 Monteleone Place, 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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  /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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  /57

  $349,900

  • 7 Beds
  • 2.5 Baths
  • 2,870 Sq Ft

  5 Monteleone Place, Pittsfield, MA 01201

  Large side-by-side two family brick home with a total of 6 garage bays. The home comes with an attached 2-car garage plus a detached 4-bay garage. Unit 6 is vacant and has been renovated. The first floor offers an enclosed porch, new beautiful kitchen with quartz countertops and stainless appliances, dining room, living room and full bathroom. The layout offers a possibility to turn one of the

  Maria Liccardi KEMPF-VANDERBURGH REALTY CONSULTANTS, INC.

  5 Monteleone Place, Pittsfield, MA 01201
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  /24

  $315,000

  • 5 Beds
  • 4 Baths
  • 3,276 Sq Ft

  474 Tyler St, Pittsfield, MA 01201

  Strategic investment opportunity in the heart of Pittsfield! This 3-unit multi-family home features a versatile unit mix: two 1-bedroom/1-bath apartments and one spacious 3-bedroom/2-bath apartment. currently vacant! All tenants are on month-to-month leases, offering immediate flexibility for market rent adjustments or owner-occupancy. High rental demand area with proximity to Berkshire Medical

  Maria Cano NOCHER REALTY

  474 Tyler St, 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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  /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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  /25

  $299,900

  • 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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  /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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  /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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  /49

  $527,000

  • 4 Beds
  • 3 Baths
  • 2,236 Sq Ft

  83 Alfred Dr, Pittsfield, MA 01201

  Welcome to this beautifully renovated raised ranch located in a highly desirable neighborhood with convenient access to city amenities and cultural attractions. Thoughtfully updated from top to bottom, this home is move in ready offering the perfect blend of style, comfort and flexibility for the Berkshire lifestyle. The open floor plan showcases new engineered wood flooring and a beautiful

  Lisa Kelley MACCARO REAL ESTATE

  83 Alfred Dr, 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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  /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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  /31

  $680,000

  • 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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  /26

  $279,000 Open Sun 12AM - 2PM

  • 2 Beds
  • 1 Bath
  • 1,053 Sq Ft

  28 Adell St, Pittsfield, MA 01201

  OPEN HOUSE SUNDAY, 4/12 NOON-2PM. Welcome to comfortable, easy living in this charming and move-in ready home, perfectly situated in a premium location on a quiet street. This bright and inviting two- to three-bedroom, one-bath residence offers a warm and welcoming atmosphere with beautiful hardwood floors. Enjoy peace of mind with major updates already completed, including a new roof and new

  Ryan Lane GILCREST PROPERTIES

  28 Adell 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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  /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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  /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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  /48

  $329,900

  • 3 Beds
  • 1.5 Baths
  • 1,612 Sq Ft

  55 Crystal St, Pittsfield, MA 01201

  Located in the heart of Pittsfield, this meticulously maintained 3-bedroom, 1.5-bath ranch offers the perfect blend of comfortable indoor living and exceptional outdoor versatility. Situated on a rare double lot, this property provides a sense of space and privacy that is hard to find. The highlight of this home is the huge, beautiful yard, fully enclosed by quality fencing--ideal for pets,

  Jason Nocher NOCHER REALTY

  55 Crystal St, 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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  /15

  $285,000 Open Sat 12PM - 1PM

  • 3 Beds
  • 1 Bath
  • 1,152 Sq Ft

  51 Bushey Rd, Pittsfield, MA 01201

  Charming Southeast ranch located on a quiet street in one of Pittsfield's most desirable neighborhoods. This well-maintained 3-bedroom, 1-bath home was completely rebuilt from the studs in 2004, offering peace of mind with updated systems throughout. Enjoy easy one-level living with a comfortable layout and abundant natural light. Step outside to a nicely fenced backyard featuring a newer deck,

  Elisha Poirier STONE HOUSE PROPERTIES, LLC

  51 Bushey Rd, Pittsfield, MA 01201
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  /56

  $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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  /19

  $315,000

  • 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
  • 0.29 Acre
  • $120,690 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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  /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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  /27

  $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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  /6

  $69,900

  • Land
  • 0.29 Acre
  • $241,034 per Acre

  0 Faucett Ln, Pittsfield, MA 01201

  Build your dream home in one of Pittsfield's most desirable neighborhoods. This .29-acre lot offers a rare combination of privacy and community, backing up to Association Land--so you'll never have neighbors behind you. Enjoy a quiet, residential setting with nearby access to parks, golf courses, and the country club. This is a great opportunity to build in a well-established area that offers

  Nikki Carchedi STONE HOUSE PROPERTIES, LLC

  0 Faucett Ln, 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.

  Cory Evangelisto NOCHER REALTY

  15 Noble Ave, Pittsfield, MA 01201
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  /34

  $319,900

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

  73 Plymouth St, Pittsfield, MA 01201

  Discover timeless elegance in this classic 3-bedroom, 1.5-bath Colonial, perfectly situated on a spacious corner lot in a highly desirable neighborhood. This 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

  Jason Nocher NOCHER REALTY

  73 Plymouth St, Pittsfield, MA 01201
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  /20

  $445,000

  • 3 Beds
  • 2.5 Baths
  • 2,075 Sq Ft

  145 Velma Ave, Pittsfield, MA 01201

  AMAZING 3 Bedroom, 2.5 Bath Contemporary in a Wonderful South Pittsfield Neighborhood! Immaculate inside and out, this home offers an open, bright floor plan perfect for everyday living or a second home retreat. Enjoy beautiful wooded views from the rear Trex deck, fireplaced family room, and kitchen. The new granite kitchen features wood floors and flows seamlessly into the main living

  Elisha Poirier STONE HOUSE PROPERTIES, LLC

  145 Velma Ave, Pittsfield, MA 01201
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  /4

  $67,500

  • Land
  • 0.28 Acre
  • $241,071 per Acre

  0 Oakhurst Ave, Pittsfield, MA 01201

  Completely cleared and ready to build, this newly surveyed building lot is just under one-third of an acre and sits near the end of a dead-end street. Corner parcel perched atop a hill with distant views of Mount Greylock and directly across the street from Pontoosuc Lake. Ideal for one-level living or a vacation property. Utilities: natural gas at the street; public water and sewer available.

  Tiffany Roberts ROBERTS & ASSOC. REALTY, INC

  0 Oakhurst Ave, Pittsfield, MA 01201
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  /6

  $99,000

  • Land
  • 5.15 Acres
  • $19,223 per Acre

  0 Old Farm Ln, Pittsfield, MA 01201

  Tucked away at the end of a cul-de-sac in Woodmonte Estates, these three lots are very private. Public sewer and utilities are at each of the three lots.

  Michael Harrigan BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

  0 Old Farm Ln, Pittsfield, MA 01201
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  /35

  $283,900 Open Sat 3:30PM - 5PM

  • 2 Beds
  • 2 Baths
  • 1,352 Sq Ft

  55 Newton Ave, Pittsfield, MA 01201

  Welcome to this warm and inviting home just minutes from Pontoosuc Lake offering a comfortable layout, charming details, and a generous outdoor space. The main level features a spacious living room filled with natural light, vaulted ceilings, and an open concept into the dining area, and a beautifully updated kitchen. Conveniently, there is also a first-floor bathroom and laundry. Upstairs boasts

  Jessica Rizzo LAMACCHIA REALTY, INC

  55 Newton Ave, Pittsfield, MA 01201

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