Pittsfield, MA Homes for Sale under $300,000

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  /2

  $39,900

  • Land
  • 6,438 Sq Ft
  • $269,966 per Acre

  0 Courtland Place, Pittsfield, MA 01201

  Cleared City lot with public water and sewer

  

  John Ciepiela

  BISHOP WEST REAL ESTATE

  (413) 553-1360

  0 Courtland Place, Pittsfield, MA 01201
• Explore Pittsfield

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  /12

  $114,900

  $25K PRICE DROP

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

  407 Churchill St, Pittsfield, MA 01201

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

  

  Corey Bishop

  BISHOP WEST REAL ESTATE

  (413) 216-4191

  407 Churchill St, Pittsfield, MA 01201
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  /7

  $35,000

  • Land
  • 1.08 Acres
  • $32,407 per Acre

  Lot 25 Old Farm Ln, Pittsfield, MA 01201

  This Woodmonte Estates lot offers a builder-ready parcel equipped with on-site utilities, including public sewer, a private well, and underground electric and gas.Tucked away in a premier luxury community, this location provides a serene, private setting while maintaining close proximity to year-round recreation. It is just a short drive to the renowned cultural hubs, skiing, lakes, and

  

  Diane Thorson

  WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  (413) 299-2220

  Lot 25 Old Farm Ln, Pittsfield, MA 01201
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  /8

  $25,000

  • Land
  • 1.51 Acres
  • $16,556 per Acre

  Lot #26 Old Farm Ln, Pittsfield, MA 01201

  Old Farm Lane, Lot #26 offers the perfect blend of wooded privacy and neighborhood community, while being tucked away on a quiet cul-de-sac. Utilities are in place with public sewer, private well, underground electric + gas. This lot borders the Pittsfield State Forest and offers close proximity to other year-round activities. It is also a short drive to the cultural hubs of Lenox, Williamstown,

  

  Diane Thorson

  WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  (413) 331-7250

  Lot #26 Old Farm Ln, Pittsfield, MA 01201
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  /10

  $89,900

  $20K PRICE DROP

  • Land
  • 2.14 Acres
  • $42,009 per Acre

  403 Churchill St, Pittsfield, MA 01201

  Experience refined country living on this immaculate 2.14-acre estate parcel, mostly cleared prepared with an installed private well, 3 bedroom septic design and underground electric in place. There is an existing RDA plan approved which has expired and would need renewing for nearby wetlands on common land. The HOA provides driveway and common-land maintenance. The restrictions and covenants in

  

  Corey Bishop

  BISHOP WEST REAL ESTATE

  (413) 414-4478

  403 Churchill St, Pittsfield, MA 01201
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  /9

  $179,900

  $75K PRICE DROP

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

  411 Churchill St, Pittsfield, MA 01201

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

  

  Corey Bishop

  BISHOP WEST REAL ESTATE

  (413) 359-6411

  411 Churchill St, Pittsfield, MA 01201
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  /13

  $145,000

  • 2 Beds
  • 1 Bath
  • 2,386 Sq Ft

  141 Dewey Ave, Pittsfield, MA 01201

  Investor Opportunity. Property is being offered as-is and will require significant TLC throughout. Great opportunity for a contractor, rehab investor, or buyer looking for a project with potential in a convenient Pittsfield location.The property is in need of repairs and updates, and financing may be limited due to condition. Buyer responsible for all due diligence, inspections, and

  

  John Ciepiela

  BISHOP WEST REAL ESTATE

  (413) 288-5568

  141 Dewey Ave, Pittsfield, MA 01201
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  /37

  $274,900

  • 3 Beds
  • 1 Bath
  • 1,344 Sq Ft

  11 Merriam St, Pittsfield, MA 01201

  Located in Pittsfield, this beautifully restored home in Pittsfield, where modern updates meet classic charm. Featuring a brand-new kitchen and stylishly updated bath, this home also offers gleaming hardwood floors, new fixtures and appliances, and a recently installed roof for added peace of mind. Cozy up by the wood-burning fireplace during colder months, or enjoy the convenience of nearby

  

  John Ciepiela

  BISHOP WEST REAL ESTATE

  (413) 300-2018

  11 Merriam St, Pittsfield, MA 01201
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  /9

  $45,000

  • Land
  • 1.08 Acres
  • $41,667 per Acre

  Lot 24 Old Farm Ln, Pittsfield, MA 01201

  This Woodmonte Estates lot offers a builder-ready parcel equipped with on-site utilities, including public sewer, a private well, and underground electric and gas.Tucked away in a premier luxury community, this location provides a serene, private setting while maintaining close proximity to year-round recreation. It is just a short drive to the renowned cultural hubs, skiing, lakes, and

  

  Diane Thorson

  WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  (413) 343-7322

  Lot 24 Old Farm Ln, Pittsfield, MA 01201
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  /6

  $55,000

  • Land
  • 1 Acre
  • $55,000 per Acre

  Lot 23 Old Farm Ln, Pittsfield, MA 01201

  This Woodmonte Estates lot offers a builder-ready parcel equipped with on-site utilities, including public sewer, a private well, and underground electric and gas.Tucked away in a premier luxury community, this location provides a serene, private setting while maintaining close proximity to year-round recreation. It is just a short drive to the renowned cultural hubs, skiing, lakes, and

  

  Diane Thorson

  WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  (413) 307-3151

  Lot 23 Old Farm Ln, Pittsfield, MA 01201
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  /7

  $59,900

  $20K PRICE DROP

  • Land
  • 1.23 Acres
  • $48,699 per Acre

  Lot 140 Westbrook Terrace, Pittsfield, MA 01201

  Nestled on a quiet street among upscale homes, this 1.23-acre lot offers a prime setting to build your custom residence. Underground utilities are available at the road for a seamless start. Enjoy the privacy and natural beauty of the Berkshires with easy access to downtown Pittsfield, Tanglewood, hiking trails, and more. Protective covenants preserve the integrity and lasting value of this

  

  Corey Bishop

  BISHOP WEST REAL ESTATE

  (413) 288-3713

  Lot 140 Westbrook Terrace, Pittsfield, MA 01201
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  /7

  $59,900

  $20K PRICE DROP

  • Land
  • 1.08 Acres
  • $55,463 per Acre

  Lot 144 Eastbrook Ln, Pittsfield, MA 01201

  Nestled on a quiet street among upscale homes, this 1.08-acre lot offers a prime setting to build your custom residence. Underground utilities are available at the road for a seamless start. Enjoy the privacy and natural beauty of the Berkshires with easy access to downtown Pittsfield, Tanglewood, hiking trails, and more. Protective covenants preserve the integrity and lasting value of this

  

  Corey Bishop

  BISHOP WEST REAL ESTATE

  (413) 414-5864

  Lot 144 Eastbrook Ln, Pittsfield, MA 01201
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  /25

  $255,000

  • 2 Beds
  • 1 Bath
  • 1,227 Sq Ft

  58 Churchill Crest, Pittsfield, MA 01201

  2 bedroom end unit condo offering the rare ease of true one level living, tucked in Churchill Crest's most private and peaceful building. This special home feels like a quiet Berkshire sanctuary, with a thoughtful layout that flows comfortably and welcomes you the moment you arrive. It's ready for your vision, character allows you to shape the space to your own style. Outside, enjoy a sparkling

  Keyla Girard Lamacchia Realty, Inc. - Dalton

  58 Churchill Crest, Pittsfield, MA 01201
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  /26

  $220,000

  • 7 Beds
  • 3 Baths
  • 3,216 Sq Ft

  27 Daniels Ave, Pittsfield, MA 01201

  Bring your vision and creativity to this spacious side-by-side duplex that's been stripped down and prepped for its next chapter. Much of the heavy lifting has already been completed, including extensive demolition work and rough electrical installation. The exterior has also received a fresh coat of paint, providing a head start on your renovation plans. Originally intended to be converted into

  Michele Purcell Lamacchia Realty, Inc. - Dalton

  27 Daniels Ave, Pittsfield, MA 01201
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  /24

  $225,000

  • 4 Beds
  • 2 Baths
  • 1,642 Sq Ft

  547 Onota St, Pittsfield, MA 01201

  Come see this unique 2 family home. The owners side has a big 2 car garage and a gorgeous back yard and shed. The interior has many updates including modern kitchen and hardwood floors.

  James Gelinas GELINAS REAL ESTATE

  547 Onota St, Pittsfield, MA 01201
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  /44

  $289,900

  • 3 Beds
  • 2 Baths
  • 1,092 Sq Ft

  3 Clarendon St, Pittsfield, MA 01201

  Set on an oversized corner lot at the end of a quiet dead-end street, this bright renovated 3-bedroom, 2-bath home offers an impressive amount of outdoor space in a neighborhood setting. The expansive yard is the standout feature, with established gardens, mature trees, a firepit area, open lawn space, & a fenced section for pets. Inside, the home has been thoughtfully updated throughout. The

  Elle Villetto WILLIAM PITT SOTHEBY'S - LENOX

  3 Clarendon St, Pittsfield, MA 01201
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  /16

  $149,000

  $10K PRICE DROP

  • 1 Bed
  • 1 Bath
  • 617 Sq Ft

  108 E Housatonic St Unit 7, Pittsfield, MA 01201

  Great location in Southeast Pittsfield..Short walk to downtown Pittsfield.. Lovely unit with hardwood floors in the Living room and Bedroom......Nice sized balcony (facing the morning sun) to relax on..Coin operated laundry just a few steps down into the lower level.. Storage locker is available in an upstairs area through the door on the balcony. The unit sq footage is 617 and is recorded in

  Barbara K Greenfeld SIGNATURE ASSOCIATES

  108 E Housatonic St Unit 7, Pittsfield, MA 01201
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  /8

  $29,900

  • Land
  • 14,810 Sq Ft
  • $87,941 per Acre

  I110019004 Brown St, Pittsfield, MA 01201

  Priced well below assessed value. Zoning verification states: The property is a .344-acre lot having 100 feet of frontage on Brown Street and 50 feet of frontage on Scammell Ave. There are no structures on the property. The lot meets the minimum dimensional requirements for development.

  Laurie Atkinson KELLER WILLIAMS REALTY

  I110019004 Brown St, Pittsfield, MA 01201
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  /30

  $289,900

  $10K PRICE DROP

  • 3 Beds
  • 1 Bath
  • 1,362 Sq Ft

  1952 East St, Pittsfield, MA 01201

  Charming 3-bed, 1-bath brick Cape perfect for first-time buyers or downsizers. Features functional layout, warm hardwood floors, and a fully fenced backyard for kids and pets. Conveniently located minutes from grocery stores, retail, and amenities. Bring your vision to this cozy home and build equity today!

  Melinda Boos KEMPF-VANDERBURGH REALTY CONSULTANTS, INC.

  1952 East St, Pittsfield, MA 01201
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  /45

  $299,900

  • 7 Beds
  • 4 Baths
  • 2,968 Sq Ft

  24 Richmond Ave, Pittsfield, MA 01201

  Well-maintained two-family duplex offering spacious living accommodations and excellent owner-occupant or investment potential. One unit features 4 bedrooms and 2 full bathrooms, while the second unit offers 3 bedrooms and 1.5 bathrooms, providing flexible living options for extended families or rental income. Walk up attic and full basements add space for storage on each side. Easy outdoor

  Robin Moore 413 REAL ESTATE

  24 Richmond Ave, Pittsfield, MA 01201
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  /23

  $294,500

  • 3 Beds
  • 2 Baths
  • 1,104 Sq Ft

  180 Orlando Ave, Pittsfield, MA 01201

  Charming ranch-style home situated on three spacious lots with a beautiful yard offering plenty of room to enjoy outdoor living, gardening, or future possibilities. Built in 1974, this home has great bones and is ready for your personal cosmetic updates and finishing touches. Recent improvements include LifeProof flooring installed approximately 1.5 years ago, newer windows throughout most of the

  Natalie Cespedes BISHOP WEST REAL ESTATE

  180 Orlando Ave, Pittsfield, MA 01201
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  /5

  $39,000

  • Land
  • 17,859 Sq Ft
  • $95,122 per Acre

  33 Circular Ave, Pittsfield, MA 01201

  Building lot that is well located and cleared in downtown Pittsfield. City lot is 0.41 acres, approved for building Single Family or Multi-Family up to 4 units and fits within the Multi-Family Residential zone (R-M). Walk-able and close to all amenities including restaurants, grocery stores, shops and public transportation. Water, sewer and gas available on the street. Proximity to the region's

  Cory Evangelisto NOCHER REALTY

  33 Circular Ave, Pittsfield, MA 01201
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  /2

  $60,000

  • Land
  • 7,840 Sq Ft
  • $333,333 per Acre

  95 Union St, Pittsfield, MA 01201

  95 Union Street offers a rare downtown Pittsfield infill land opportunity within the Downtown Creative District. The parcel is approximately 0.18 acres / 7,661 SF and is currently land only, with frontage on Union Street near the Center Street extension. Flexible DCD zoning supports a vibrant mix of potential uses, including arts and creative uses, retail, restaurant/food and beverage concepts,

  Cole Ungar SKYTOP ASSET MANAGEMENT

  95 Union St, Pittsfield, MA 01201
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  /29

  $289,000

  $10K PRICE DROP

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

  162 W Housatonic St, Pittsfield, MA 01201

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

  Laiken Rapisarda Lamacchia Realty, Inc. - Dalton

  162 W Housatonic St, Pittsfield, MA 01201
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  /28

  $298,000

  $14K PRICE DROP

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

  50 W Housatonic St, Pittsfield, MA 01201

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

  Maggie Gavin WILLIAM PITT SOTHEBY'S - LENOX

  50 W Housatonic St, Pittsfield, MA 01201
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  /17

  $169,900

  $25K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 747 Sq Ft

  243 Robbins Ave, Pittsfield, MA 01201

  Completely renovated in 2021, this thoughtfully updated 2-bedroom, 1-bath home offers easy, low-maintenance living with a fresh, modern feel throughout. With 747 square feet of efficiently designed space, every inch has been maximized for comfort and functionality. The interior features updated finishes, an inviting layout, and abundant natural light, creating a warm and welcoming atmosphere. The

  Maggie Gavin WILLIAM PITT SOTHEBY'S - LENOX

  243 Robbins Ave, Pittsfield, MA 01201
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  /35

  $260,000

  • 1 Bed
  • 1 Bath
  • 1,060 Sq Ft

  64 Churchill Crest, Pittsfield, MA 01201

  Uniquely and tastefully renovated one-bedroom end unit condo with open living concept, and fully furnished! (some artwork excluded) Great room with fireplace, recessed lighting, ceiling fans, quartz counters, stainless appliances, programmable under cabinet multi color lighting, microwave with expandable exhaust vent, modern bathroom with double shower, swanstone vanity sink, built in cabinet....

  Susan Calkins STONE HOUSE PROPERTIES, LLC

  64 Churchill Crest, Pittsfield, MA 01201
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  /31

  $159,900

  $40K PRICE DROP

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

  15 Buel St, Pittsfield, MA 01201

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

  Benjamin Hause Keller Williams Realty North Central

  15 Buel St, Pittsfield, MA 01201
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  /10

  $59,900

  • Land
  • 5,662 Sq Ft
  • $460,769 per Acre

  69 Tyler St, Pittsfield, MA 01201

  Commercial Lot located in a prime business district. Just steps away from one of Pittsfield's busiest intersections Tyler St and Rt 7 North and next to the Berkshire Medical Center Campus, the possibilities are endless. A note, the underlying zoning for the parcel is B-G, which has no setback requirements and no lot minimum size. This means that there are many options you could choose from if you

  Wayne Ditore BERKSHIRE HATHAWAY HOMESERVICES REALTY PROFESSIONALS-WESTFIELD

  69 Tyler St, Pittsfield, MA 01201
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  /27

  $299,000

  • 3 Beds
  • 3 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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  /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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  /13

  $259,900

  $10K PRICE DROP

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

  29 Westminster St, Pittsfield, MA 01201

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

  Matthew Keller KEMPF-VANDERBURGH REALTY CONSULTANTS, INC.

  29 Westminster St, Pittsfield, MA 01201
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  /5

  $134,900

  $4K PRICE DROP

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

  132 Cascade St, Pittsfield, MA 01201

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

  Elisha Poirier STONE HOUSE PROPERTIES, LLC

  132 Cascade St, Pittsfield, MA 01201
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  /48

  $294,900

  • 3 Beds
  • 1 Bath
  • 1,282 Sq Ft

  61 Harding St, Pittsfield, MA 01201

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

  Stacy Chojnowski WILLIAM PITT SOTHEBY'S - LENOX

  61 Harding St, Pittsfield, MA 01201
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  /38

  $290,000

  • 3 Beds
  • 1 Bath
  • 1,180 Sq Ft

  28 Hopewell Dr, Pittsfield, MA 01201

  OPEN HOUSE SATURDAY 6/6 12-1:30.Welcome home to this charming three-bedroom, one-bath ranch conveniently located in Pittsfield, just minutes from shopping, dining, and everyday amenities. This well-maintained home offers comfortable one-level living and features a bright sunroom that provides the perfect space to relax while overlooking the backyard. With efficiency in mind, the property

  Jessica Rizzo Lamacchia Realty, Inc. - Dalton

  28 Hopewell Dr, 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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  /4

  $35,000

  $5K PRICE DROP

  • Land
  • 13,068 Sq Ft
  • $116,667 per Acre

  103 Stearns 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

  103 Stearns Ave, Pittsfield, MA 01201
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  /42

  $158,000

  • 3 Beds
  • 1.5 Baths
  • 3,450 Sq Ft

  334 Columbus Ave, Pittsfield, MA 01201

  A unique opportunity to own a work/live space. The building consists of an updated 3 bedroom house with kitchen, dining, and living room. The ''shop'' space has heat and a separate bathroom. It also boasts a detached two car garage with power. There are endless possibilities with this property. Bring your ideas and let them flow!

  Michele Purcell Lamacchia Realty, Inc.

  334 Columbus Ave, Pittsfield, MA 01201
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  /10

  $49,900

  $10K PRICE DROP

  • Land
  • 3.1 Acres
  • $16,097 per Acre

  0 Eastbrook Ln, Pittsfield, MA 01201

  **Build Your Dream Home in the Exclusive Woodmonte Community!**Welcome to this DOUBLE Lot # 148-9 Eastbrook Lane, located in the prestigious and private Woodmonte neighborhood in Pittsfield, MA. This secluded double lot, listed at $59,900, is a rare find--completely prepped, fully serviced, and ideal for building your dream home!Enjoy the convenience of immediate ''Plug & Play'' construction,

  Nathan Girard ROYAL PROPERTY GROUP

  0 Eastbrook Ln, Pittsfield, MA 01201
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  /6

  $65,000

  • 12 Beds
  • 5 Baths
  • 4,032 Sq Ft

  48 Brown St, Pittsfield, MA 01201

  Opportunity knocks! This 4-family property has suffered significant fire damage and is being sold as-is for land value. Ideal tear down project with endless redevelopment potential. The lot includes a detached garage and offers ample space for new construction. Bring your vision and rebuild in a growing area with strong rental demand. Cash or construction financing only. All offers considered.

  Xavier Cruz Fathom Realty

  48 Brown St, Pittsfield, MA 01201

Showing Results 1 - 40, Page 1 of 2