Pittsfield, MA Homes for Sale

• 

  

  

  /56

  $189,000

  • 5 Beds
  • 3 Baths
  • 2,074 Sq Ft

  110 Elizabeth St, Pittsfield, MA 01201

  Three-family fixer-upper with strong income potential in a convenient central location. Features include replacement windows, hardwood floors, a two-car garage, off-street parking, a full unfinished basement, laundry hookups in two units, three electric meters, two above-ground oil tanks, and a roof replaced in 2018. Property needs significant renovation and is being offered as an opportunity for

  Cindy Carrigan Lamacchia Realty, Inc. - Dalton

  110 Elizabeth St, Pittsfield, MA 01201
• 

  

  

  /30

  $345,000

  $40K PRICE DROP

  • 6 Beds
  • 6 Baths
  • 2,260 Sq Ft

  37 Melville St, Pittsfield, MA 01201

  Six unit multi-family investment property located in the heart of downtown Pittsfield. Located footsteps from shopping, restaurants, an more!. Includes six studio apartments, vinyl siding, and separate electricity for each unit.

  Cory Evangelisto NOCHER REALTY

  37 Melville St, Pittsfield, MA 01201
• 

  

  

  /20

  $209,000

  • 4 Beds
  • 1.5 Baths
  • 2,059 Sq Ft

  232 First St, Pittsfield, MA 01201

  Located on the edge of Pittsfield's Downtown Creative District, this versatile colonial has served as professional office space for 20+ years and offers endless possibilities. Features include 6 private offices, a reception/waiting area, half bath, bonus room, handicap-accessible ramp, off-street parking, and a detached 4-bay garage with income potential. Ideal for medical, professional,

  Anthony Riello Lamacchia Realty, Inc. - Dalton

  232 First St, Pittsfield, MA 01201
• 

  

  

  /27

  $119,900

  • 2 Beds
  • 2 Baths
  • 1,008 Sq Ft

  1 Lakewood Cir, Pittsfield, MA 01201

  This immaculate two bedroom, two bathroom manufactured home offers comfortable living that includes a deck and shed that makes a great workshop.

  Michelle Picard NOCHER REALTY

  1 Lakewood Cir, Pittsfield, MA 01201
• 

  

  

  /41

  $289,900

  Pre-Foreclosure

  • 4 Beds
  • 1.5 Baths
  • 1,572 Sq Ft

  246 Dalton Ave, Pittsfield, MA 01201

  Welcome to 246 Dalton Ave, a charming colonial-style home nestled in the heart of Pittsfield, MA. This delightful residence features four spacious bedrooms and one and a half baths, perfect for families or those seeking extra space. The home does offer potential for a 1st floor bedroom as well. The classic architecture is complemented by modern updates, providing a cozy yet stylish living

  Doug Collins Lamacchia Realty, Inc. - Dalton

  246 Dalton Ave, Pittsfield, MA 01201
• 

  

  /11

  $42,000

  • Land
  • 1.31 Acres
  • $32,061 per Acre

  39 Old Farm Ln, Pittsfield, MA 01201

  This Ready to Build exceptional 1.31-acre cul-de-sac homesite in Woodmonte Estates is ready for your custom dream home, with town sewer, private well, underground electric & gas, cable availability, and paved roads already in place. Assessed at $74,000 and selling it for $42,000.Located in one of Pittsfield's premier luxury communities, the property offers a peaceful, private setting while

  Judi Panzano HOUSATONIC REAL ESTATE

  39 Old Farm Ln, Pittsfield, MA 01201
• 

  

  /3

  $349,900

  • 3 Beds
  • 1.5 Baths
  • 1,246 Sq Ft

  75 3rd St, Pittsfield, MA 01201

  Contemporary home boasting with charm and character. 3 bedrooms, and 1 1/2 baths Located close to the downtown area.

  Janet Benoit MOCKINGBIRD REAL ESTATE

  75 3rd St, Pittsfield, MA 01201
• 

  

  /11

  $235,000

  • 3 Beds
  • 2 Baths
  • 1,920 Sq Ft

  20 Curtis Terrace, Pittsfield, MA 01201

  Welcome to this spacious 3-bedroom, 2-bath home offering 1,920 square feet of living space in Pittsfield's desirable Morningside neighborhood. This home blends classic character with several major updates already completed, including a newer roof (2025), replacement windows, oil tank (2024), boiler (2019), and sewer line (2019). The flexible floor plan provides plenty of room for everyday living,

  ShaDina Johnson Berkshire Hathaway HomeServices Realty Professionals

  20 Curtis Terrace, Pittsfield, MA 01201
• 

  

  /34

  $799,000

  New Construction

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

  15 Cherry Hill Dr, Pittsfield, MA 01201

  Berkshire Country Meadows single-family condo almost ready for occupancy. Seeking single level living? Compare this for value! 2000 sq ft, 3 br, 2 bath, central a/c, natural gas heat, gas fireplace hardwood flooring, screened porch, large basement offers expansion possibilities, and a two-car garage. Still time to make some custom finishes. Established condo community with pool, tennis, and

  Pamela Roberts ROBERTS & ASSOC. REALTY, INC

  15 Cherry Hill Dr, Pittsfield, MA 01201
• 

  

  /35

  $249,900

  $10K PRICE DROP

  • 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, stainless appliances, microwave with expandable exhaust vent, modern bathroom with double shower, swanstone vanity sink, built in cabinet.... Simply move in and live! New central air conditioner in 2012 and

  Susan Calkins STONE HOUSE PROPERTIES, LLC

  64 Churchill Crest, Pittsfield, MA 01201
• 

  

  /69

  $699,000

  • 5 Beds
  • 4.5 Baths
  • 3,381 Sq Ft

  33 Alpine Trail, Pittsfield, MA 01201

  Beautiful townhouse located in the Pines at Bousquet with picturesque mountain views! The main level boasts vaulted ceilings with open bright common areas, great room with wood flooring and gas fireplace, updated kitchen, dining room with views, primary bedroom with newly renovated en suite bath, oversized garage, half bathroom and private screened porch and deck to take in the fresh air and

  Cortney Dupont COHEN & WHITE ASSOCIATES

  33 Alpine Trail, Pittsfield, MA 01201
• 

  

  /32

  $539,000

  • 3 Beds
  • 1.5 Baths
  • 1,448 Sq Ft

  94 Tor Ct, Pittsfield, MA 01201

  Embrace the beauty of the Berkshires from this thoughtfully updated home, ideally situated on a sought-after street across from Onota Lake. Large windows fill the home with an abundance of natural light, highlighting the warmth and classic character found throughout. The many improvements include an updated kitchen, gorgeous wood flooring that creates an inviting connection to the spacious living

  Rena Rose KEMPF-VANDERBURGH REALTY CONSULTANTS, INC.

  94 Tor Ct, Pittsfield, MA 01201
• 

  

  /31

  $109,000

  $91K PRICE DROP Pre-Foreclosure

  • 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
• 

  

  /26

  $325,000

  • 3 Beds
  • 2 Baths
  • 1,533 Sq Ft

  38 Connecticut Ave, Pittsfield, MA 01201

  Welcome home to this charming and well-maintained three-bedroom, two-bath property located in a desirable neighborhood just moments from Allendale School, downtown Pittsfield, shopping, dining, and everyday conveniences. This inviting home offers a wonderful blend of character and comfort, featuring beautiful hardwood floors in excellent condition, vinyl replacement windows, and a cozy

  Laiken Rapisarda Lamacchia Realty, Inc. - Dalton

  38 Connecticut Ave, Pittsfield, MA 01201
• 

  

  /40

  $284,900

  $15K PRICE DROP

  • 3 Beds
  • 1 Bath
  • 1,501 Sq Ft

  96 Boylston St, Pittsfield, MA 01201

  Back on the market, and someone else's loss is about to be your gain. Some homes just feel right the moment you arrive. Sitting at the end of a dead-end street, 96 Boylston offers the kind of quiet and privacy that's hard to find this close to downtown Pittsfield. No through traffic, no neighbors driving past, just a peaceful street that's yours to enjoy. Step inside and you'll find a clean,

  Kyle Crocker eXp REALTY

  96 Boylston St, Pittsfield, MA 01201
• 

  

  /16

  $264,900

  • 6 Beds
  • 3 Baths
  • 3,510 Sq Ft

  32 Westminster St, Pittsfield, MA 01201

  Calling all investors and hands-on owner-occupants! This 3-unit multi-family offers 15 rooms, 6 bedrooms, and 3 full baths across 3,510 sq ft on a 0.17-acre lot. The owner has already made key updates, including some new flooring, fresh paint, updated electric, and a new bulkhead, giving you a head start on renovations. Still needed: updated heating systems, roof work, wall patching, and final

  Clifford Ponte KELLER WILIAMS SOUTH WATTUPA

  32 Westminster St, Pittsfield, MA 01201
• 

  

  /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
• 

  

  /8

  $1,850,000

  • 15 Beds
  • 15 Baths
  • 18,329 Sq Ft

  68 Union St, Pittsfield, MA 01201

  68-80 Union Street presents a rare opportunity to acquire a stabilized, fully renovated 15-unit multifamily property in the heart of Pittsfield, Massachusetts. The property delivers strong in-place cash flow at a 7.52 cap rate with meaningful embedded upside through below-market rents and two ready-to-lease vacant units. Every unit has been comprehensively renovated: kitchens include new

  Cole Ungar SKYTOP ASSET MANAGEMENT

  68 Union St, Pittsfield, MA 01201
• 

  

  /46

  $379,900

  • 4 Beds
  • 1.5 Baths
  • 1,657 Sq Ft

  24 Marlboro Dr, Pittsfield, MA 01201

  Move right into this beautifully updated Colonial on a quiet, tree-lined street! Thoughtfully renovated and lovingly maintained, this charming home is truly turnkey. Enjoy peace of mind with a new roof and new sewer line, along with a stunning new kitchen featuring stone countertops, upgraded stainless steel appliances, soft-close cabinets and drawers, and abundant workspace. The inviting floor

  Brenda Durant KEMPF-VANDERBURGH REALTY CONSULTANTS, INC.

  24 Marlboro Dr, Pittsfield, MA 01201
• 

  /2

  $195,000

  $16K PRICE DROP

  • 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
• 

  

  /8

  $95,000

  • Land
  • 0 Sq Ft

  499 Gale Ave, Pittsfield, MA 01201

  Build Your Berkshire Dream Home: Views, Convenience, & Site Prep Complete! Immerse yourself in the tranquil beauty of the Berkshires. This exceptional property offers the perfect balance of a scenic country retreat and effortless proximity to urban convenience. Situated along a picturesque road, the gently graded, partially cleared acreage showcases sweeping mountain and pastoral views--the

  Tammy Christen KELLER WILLIAMS REALTY

  499 Gale Ave, Pittsfield, MA 01201
• 

  

  /18

  $449,900

  • 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
• 

  

  /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
• 

  

  /20

  $199,900

  • 3 Beds
  • 2 Baths
  • 1,280 Sq Ft

  395 Cheshire Rd Unit 106, Pittsfield, MA 01201

  You can truly relax and enjoy life here, as this brand-new, thoughtfully crafted home in Pittsfield's premier community lets you skip the maintenance worries of an older house. This home is set to drop end of August 2026.The open-concept layout is bright and inviting, perfectly connecting your spacious living area to a lovely, modern kitchen. With three bedrooms and two full baths, there is

  Jason Nocher NOCHER REALTY

  395 Cheshire Rd Unit 106, Pittsfield, MA 01201
• 

  

  /8

  $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
• 

  

  /31

  $329,000

  • 4 Beds
  • 3 Baths
  • 1,575 Sq Ft

  28 Adelaide Ave, Pittsfield, MA 01201

  Welcome to this charming four-bedroom, three-bath home nestled in a desirable Southeast Pittsfield neighborhood. Lovingly maintained and well insulated through the years, this home offers a warm and inviting atmosphere with a wonderful blend of original character and everyday comfort.Inside, you'll find hardwood flooring, spacious bedrooms, two first-floor bedrooms and 2 full bathroom, and an

  Laiken Rapisarda Lamacchia Realty, Inc. - Dalton

  28 Adelaide Ave, Pittsfield, MA 01201
• 

  

  /42

  $1,099,000

  • 4 Beds
  • 3 Baths
  • 3,242 Sq Ft

  92 Ridge Ave, Pittsfield, MA 01201

  Wake up each morning to breathtaking sunrises over beautiful Pontoosuc Lake from this exceptional waterfront retreat. Perfectly positioned to capture panoramic water views, this stunning 4 bedroom, 3 bath home offers the ideal blend of comfort and style. An inviting open-concept floor plan is designed to maximize the spectacular views, seamlessly connecting the spacious living, dining, and

  Victoria Standring Lamacchia Realty, Inc. - Dalton

  92 Ridge Ave, Pittsfield, MA 01201
• 

  

  /68

  $735,000

  • 4 Beds
  • 2.5 Baths
  • 2,720 Sq Ft

  47 Warwick St, Pittsfield, MA 01201

  This move-in-ready 4-bedroom, 2.5-bath Colonial in Southeast Pittsfield sits on over half an acre and blends classic charm with thoughtful updates. The welcoming chefs kitchen opens to a screened porch and flows into a generous dining room with built-in cabinetry, perfect for everyday living and entertaining. A light-filled living room anchored by a wood-burning fireplace creates a warm and

  Tracy Crawford COMPASS MASSACHUSETTS , LLC GB

  47 Warwick St, Pittsfield, MA 01201
• 

  

  /40

  $399,900

  • 4 Beds
  • 3 Baths
  • 2,170 Sq Ft

  118 Winesap Rd, Pittsfield, MA 01201

  Opportunity awaits in this spacious 4-bedroom, 3-bath Colonial located in the highly sought-after Orchard neighborhood. Offering generous room sizes throughout, this home features a welcoming family room with a fireplace and skylights that fill the space with natural light. The convenient first-floor laundry enhances everyday living. The partially finished basement provides additional flexible

  Robin Moore 413 REAL ESTATE

  118 Winesap Rd, Pittsfield, MA 01201
• 

  

  /14

  $114,990

  • 2 Beds
  • 1 Bath
  • 1,120 Sq Ft

  7 Ash Ln, Pittsfield, MA 01201

  Move-in ready and tastefully updated! Welcome to this charming 2-bedroom, 1-bath manufactured home in the desirable Lake Onota Village community. The bright, inviting interior features an open-concept living area, an updated kitchen with modern finishes and appliances, an updated bathroom, new flooring, and fresh paint throughout. Relax on the front porch and enjoy the convenience of a storage

  Sai Kamasani Lamacchia Realty, Inc. - Dalton

  7 Ash Ln, Pittsfield, MA 01201
• 

  

  /38

  $290,000

  • 3 Beds
  • 1 Bath
  • 1,180 Sq Ft

  28 Hopewell Dr, Pittsfield, MA 01201

  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 includes solar panels and a pellet stove

  Jessica Rizzo Lamacchia Realty, Inc. - Dalton

  28 Hopewell Dr, Pittsfield, MA 01201
• 

  

  /32

  $280,000

  $30K PRICE DROP

  • 3 Beds
  • 1 Bath
  • 1,275 Sq Ft

  16 Wealthy Ave, Pittsfield, MA 01201

  3 bedroom, 1 bath ranch in Pittsfield's desirable Orchards neighborhood! Featuring beautifully refinished hardwood floors, this home offers comfortable one level living with plenty of potential to make it your own. Enjoy morning coffee or unwind in the screened porch overlooking the backyard. Additional features include a one car garage, full basement offering ample storage or workshop space, and

  Katie Soules WILLIAM RAVEIS - BERKSHIRE

  16 Wealthy Ave, Pittsfield, MA 01201
• 

  

  /40

  $369,900

  $19K PRICE DROP

  • 3 Beds
  • 1.5 Baths
  • 1,584 Sq Ft

  1121 North St, Pittsfield, MA 01201

  Motivated Seller! 1121 North St is a well-cared for home offering comfort, convenience with classic style and some modern updates. Fully fenced backyard. Perfect for pets, gardening, entertaining or relaxing in your own private retreat. Unwind in the bright sunroom with its own gas fireplace for chilly evenings and winter days. The oversized garage opens to a mudroom. Updated kitchen and a half

  Anthony Riello Lamacchia Realty, Inc. - Dalton

  1121 North St, Pittsfield, MA 01201
• 

  

  /25

  $1,450,000

  • 20 Beds
  • 18 Baths
  • 8,653 Sq Ft

  162 Woodlawn Ave, Pittsfield, MA 01201

  162 Woodlawn Ave is comprised of two (2) 2-Bedroom/1-Bathroom units, eleven (11) 1-Bedroom/1-Bathroom units, and five (5) Studio units with 8,653 square feet of gross living area in 11,653 square feet of gross area. The Property is situated upon a 0.47-acre parcel and offers twenty (20) off-street parking spaces. The Property is well-positioned within Pittsfield’s established Morningside

  Michael Bradley Horvath & Tremblay

  162 Woodlawn Ave, Pittsfield, MA 01201
• 

  

  /61

  $699,900

  • 4 Beds
  • 3 Baths
  • 3,268 Sq Ft

  10 Lori Ct, Pittsfield, MA 01201

  Gracefully situated on a gentle sloping hillside street this distinctively designed multi-level home offers distant and seasonal Berkshire mountain views. Abutting the rolling meadows of Arrowhead, Melville's historic home and grounds, you can embrace the vast privacy, open land and natural beauty much like the famed author. Surrounded by artfully designed gardens, this architecturally refined

  Tonia Scalise WILLIAM PITT SOTHEBY'S - LENOX

  10 Lori Ct, Pittsfield, MA 01201
• 

  

  /42

  $429,900

  • 3 Beds
  • 1 Bath
  • 1,998 Sq Ft

  191 Fort Hill Ave, Pittsfield, MA 01201

  Well-maintained & move-in ready with historic charm, exceptional acreage, and endless possibilities. Set on approximately 5.2 acres in West Pittsfield's scenic farm country, this 1820s home offers a rare opportunity to enjoy the space & privacy that's increasingly difficult to find at this price point. Inside, you'll find spacious rooms, beautiful hardwood floors, a wide central staircase,

  THE KAHN TEAM BISHOP WEST REAL ESTATE

  191 Fort Hill Ave, Pittsfield, MA 01201
• 

  

  /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
• 

  

  /9

  $109,900

  • Land
  • 2.34 Acres
  • $46,966 per Acre

  0 Pleasant St, Pittsfield, MA 01201

  Attention developers! This is a great opportunity to own two adjacent buildable lots totaling 2.34 acres near downtown In Pittsfield, zoned RM (High Density Multifamily Residential). The lot with Parcel ID:I100002301 has 1.32 acres. The lot with Parcel ID:I100002026 has 1.02 acres.

  Maria Liccardi Kempf-Vanderburgh Realty Consultants, Inc.

  0 Pleasant St, Pittsfield, MA 01201
• 

  

  /8

  $380,000

  • Land
  • 15 Acres
  • $25,333 per Acre

  365 Churchill St, Pittsfield, MA 01201

  Discover the ideal setting for your next home or retreat on this 15-acre parcel in West Pittsfield. Thoughtfully prepared, the property already features installed electricity, along with a newly constructed driveway and building pad. Enjoy a perfect blend of open and wooded land, including 5+ acres of fields, 10 acres of forest, and approximately 700 feet of road frontage. With city water,

  Sarah Carr Key Realty

  365 Churchill St, Pittsfield, MA 01201
• 

  

  /12

  $159,000

  • Land
  • 1.3 Acres
  • $122,308 per Acre

  636 Hancock Rd, Pittsfield, MA 01201

  An excellent opportunity to build your dream home on over an acre of land with many of the major improvements already in place. This developed parcel is ready for its next owner, featuring power with meter and panel, city water connected with an on-site shutoff, and operable internet service. A milled blacktop driveway provides convenient access, and city-approved septic designs have already been

  Laiken Rapisarda Lamacchia Realty, Inc. - Dalton

  636 Hancock Rd, Pittsfield, MA 01201

Showing Results 41 - 80, Page 2 of 5