Pittsfield, MA Homes

• 

  

  

  /25

  Est $290,871 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,334 Sq Ft

  45 Dexter St, Pittsfield, MA 01201

  45 Dexter St, Pittsfield, MA 01201
• 

  

  

  /30

  $253,900 Open Sat 10AM - 11:30PM

  • 3 Beds
  • 1 Bath
  • 1,248 Sq Ft

  559 Onota St, Pittsfield, MA 01201

  Don't wait to make your appointment to see this move-in ready home! Features that make this property special are many! The living room opens to an enclosed sun porch filled with natural light. The open kitchen is large enough to accommodate a cafe table or work island. Off the kitchen you will find a pantry closet and updated full bath with shower/tub. The family room with flexible plans doubles

  Pamela Roberts ROBERTS & ASSOC. REALTY, INC

  559 Onota St, Pittsfield, MA 01201
• 

  

  

  /53

  $955,000 Sold Oct 10, 2025

  • 5,198 Sq Ft
  • $184/SF
  • 56 Days On Market

  • 6 Beds
  • 6 Baths
  • Built 1914

  68 Colt Rd, Pittsfield, MA 01201

  Nestled in a charming historic southeast Pittsfield neighborhood, this 4+ bedroom, 5+ bath gem was brought to life in 1914 by the talented architects Harding and Seaver. Their impressive portfolio features notable landmarks like the Berkshire Museum and Lenox Town Hall, showcasing their remarkable contribution to the area's rich history.This grand, yet comfortable home spans four inviting levels!

  Carrie Wright WILLIAM PITT SOTHEBY'S - LENOX

  68 Colt Rd, Pittsfield, MA 01201
• 

  

  

  /25

  Est $271,925 Not Listed For Sale

  • 5 Beds
  • 1.5 Baths
  • 1,998 Sq Ft

  76 Plunkett St, Pittsfield, MA 01201

  76 Plunkett St, Pittsfield, MA 01201
• 

  

  

  /18

  $219,900

  • 2 Beds
  • 1 Bath
  • 1,430 Sq Ft

  1 Pondview Dr Unit C3, Pittsfield, MA 01201

  large 2 bedroom condo in a great complex. Bright and sunny living area. Large bedrooms. Tons of cabinets in the well maintained kitchen. Great price and cheaper than renting.

  Tyler Scaglione Cameron Real Estate Group

  1 Pondview Dr Unit C3, Pittsfield, MA 01201
• 

  

  /44

  $485,000 Sold Oct 10, 2025

  • 2,994 Sq Ft
  • $162/SF
  • 98 Days On Market

  • 5 Beds
  • 2.5 Baths
  • Built 1900

  100 Holmes Rd, Pittsfield, MA 01201

  Classic elegance meets modern living in this stately Colonial set on a large corner lot in a highly desired neighborhood, with circular driveway for easy in and out access. Gracious entry, hardwood floors, an updated eat in kitchen plus a formal dining room with original leaded glass hutch and a formal living room. The stunning great room addition, with separate entrance and access to deck and

  Victoria Standring LAMACCHIA REALTY, INC

  100 Holmes Rd, Pittsfield, MA 01201
• 

  

  /25

  Est $764,964 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 3,819 Sq Ft

  5 Woodland Dr, Pittsfield, MA 01201

  5 Woodland Dr, Pittsfield, MA 01201
• 

  

  /20

  $229,000

  • 2 Beds
  • 1 Bath
  • 1,140 Sq Ft

  41 Highland Ave, Pittsfield, MA 01201

  Sweet home in a desirable neighborhood minutes away from both Onota and Pontoosuc lakes. This corner lot 2 bed, 1 bath home is ready for it's new chapter. The home offers a spacious primary bedroom, eat-in-kitchen, dining area, and living room with sliding glass doors that lead out to a deck overlooking the playground across the street (Mcallister St.). Relax under the grape vine covered pergola,

  Melissa Dimassimo STONE HOUSE PROPERTIES, LLC

  41 Highland Ave, Pittsfield, MA 01201
• 

  

  /34

  $285,000 Sold Oct 09, 2025

  • 1,052 Sq Ft
  • $271/SF
  • 7 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1942

  330 Connecticut Ave, Pittsfield, MA 01201

  Nestled in the heart of the Berkshires, this adorable 2-bedroom, 1-bath RANCH offers comfortable single-level living close to all Berkshire attractions. Step inside to find a warm and spacious living room and inviting open-concept kitchen and dining area, perfect for entertaining or enjoying cozy meals at home. Hardwood and ceramic tile floors flow throughout the main living space, adding classic

  Abbie West GELINAS REAL ESTATE

  330 Connecticut Ave, Pittsfield, MA 01201
• 

  

  /20

  Est $382,035 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 2,016 Sq Ft

  6 Putnam Ave, Pittsfield, MA 01201

  6 Putnam Ave, Pittsfield, MA 01201
• 

  

  /17

  $599,900

  • 12 Beds
  • 12 Baths
  • 6,803 Sq Ft

  217 Francis Ave, Pittsfield, MA 01201

  Rare opportunity to purchase three duplexes (six total units) in a package deal. All units have separate utilities paid by tenants,. Low-maintenance property with ample off-street parking, conveniently located near downtown shops, restaurants, and schools. A solid turnkey investment--call today to schedule a showing!

  Nolan Fernandez 413 REAL ESTATE

  217 Francis Ave, Pittsfield, MA 01201
• 

  

  /23

  $228,000 Sold Oct 09, 2025

  • 975 Sq Ft
  • $234/SF
  • 26 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1954

  72 Meadowview Dr, Pittsfield, MA 01201

  Welcome home to this charming Ranch-style gem, perfectly situated in an excellent central location within a lovely, walkable neighborhood. Enjoy the ease of one-level living with a spacious living room, three comfortable bedrooms, a bright eat-in kitchen, and a full bath. Thoughtful features include cedar closets, an attached garage, and a beautifully maintained backyard--ideal for relaxing or

  Heather Gallagher JAN PERRY REALTY & ASSOCIATES, LLC

  72 Meadowview Dr, Pittsfield, MA 01201
• 

  

  /44

  Est $305,084 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,318 Sq Ft

  17 Harding St, Pittsfield, MA 01201

  17 Harding St, Pittsfield, MA 01201
• 

  

  /36

  $375,000

  • 3 Beds
  • 2.5 Baths
  • 3,430 Sq Ft

  674 North St, Pittsfield, MA 01201

  Well-maintained mixed-use property ideally located on busy North Street offering excellent visibility and versatility not to mention it is in very close proximity of Berkshire Medical Center. The first floor is currently configured as professional office space featuring four private offices, a small conference room, an employee break area with kitchen, a full bath with shower, and an additional

  Denise DeSellier Berkshire Hathaway HomeServices Realty Professionals

  674 North St, Pittsfield, MA 01201
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  /36

  $366,000 Sold Oct 07, 2025

  • 1,700 Sq Ft
  • $215/SF
  • 4 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1949

  21 Huron St, Pittsfield, MA 01201

  Welcome to this well maintained 3-bedroom, 1.5-bath Colonial located in a quiet, family friendly neighborhood just minutes from local shops, parks, restaurants and schools. Newer roof 2011, gas furnace 2014 and hot water heater 2021. Kitchen was redone in 2020, wood floors in 2022 and main bath 2022. There is a finished basement room for kids to play, a home office, or a get a way to escape the

  Anthony Riello LAMACCHIA REALTY, INC

  21 Huron St, Pittsfield, MA 01201
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  /35

  Est $362,689 Not Listed For Sale

  • 4 Beds
  • 1.5 Baths
  • 2,304 Sq Ft

  58 Pomeroy Ave, Pittsfield, MA 01201

  58 Pomeroy Ave, Pittsfield, MA 01201
• 

  

  /33

  $229,000

  • 6 Beds
  • 2 Baths
  • 2,736 Sq Ft

  61 Seymour St, Pittsfield, MA 01201

  Centrally located 2 family, side by side duplex! This 6 Bed / 2 Bath property offers spacious rooms throughout, replacement windows, off street parking, newer boilers & water heaters and 1st floor laundry rooms. Walking distance to downtown Pittsfield and Berkshire Medical Center makes this a great investment property.Along with the possibility to owner occupy with the existing vacant unit.

  Timothy Johnson NOCHER REALTY

  61 Seymour St, Pittsfield, MA 01201
• 

  

  /46

  $213,000 Sold Oct 07, 2025

  • 1,678 Sq Ft
  • $127/SF
  • 4 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1910

  34 Lenox Ave, Pittsfield, MA 01201

  Charming three-bedroom home in move-in condition, offering comfort, character, with a fully fenced backyard with elaborate flower gardens, perfect for relaxation or entertaining. The first floor features a spacious living and dining room, a convenient half bath, and a laundry room. Upstairs, you'll find three well-proportioned bedrooms, a full bath with a tub/shower combination, and a generous

  Michael Sorrentino BERKSHIRE HATHAWAY HOMESERVICES REALTY PROFESSIONALS-WESTFIELD

  34 Lenox Ave, Pittsfield, MA 01201
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  /40

  Est $431,937 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,260 Sq Ft

  219 Mcintosh Dr, Pittsfield, MA 01201

  219 Mcintosh Dr, Pittsfield, MA 01201
• 

  

  /21

  $239,900

  • 4 Beds
  • 2 Baths
  • 1,728 Sq Ft

  39 Circular Ave, Pittsfield, MA 01201

  Discover this well-maintained two-family property, each unit featuring 2 bedrooms and separate utilities. Both units are tenant-occupied, first floor has a lease (second floor is month to month), providing immediate income for the new owner. A solid investment property with excellent rental potential and consistent returns.

  Michele Purcell LAMACCHIA REALTY, INC

  39 Circular Ave, Pittsfield, MA 01201
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  /43

  $352,000 Sold Oct 07, 2025

  • 1,428 Sq Ft
  • $246/SF
  • 4 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1960

  76 Alfred Dr, Pittsfield, MA 01201

  Located in one of Pittsfield's most desired Southeast neighborhoods. This home has been lived in and loved by the original owners for the past 65 years, think of all the memories! It features Hardwood floors,4 Bedrooms 1 Full and 2 Half baths, one off the Primary Bedroom and the other in the lower level laundry area. The kitchen has beautiful wood cabinets with plenty of storage. A Partially

  Wayne Ditore BERKSHIRE HATHAWAY HOMESERVICES REALTY PROFESSIONALS-WESTFIELD

  76 Alfred Dr, Pittsfield, MA 01201
• 

  

  /38

  Est $281,957 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 2,208 Sq Ft

  52 Merriam St, Pittsfield, MA 01201

  52 Merriam St, Pittsfield, MA 01201
• 

  

  /13

  $495,000

  • 3 Beds
  • 1 Bath
  • 1,998 Sq Ft

  191 Fort Hill Ave, Pittsfield, MA 01201

  Historic farmhouse property located on 5.2 acres +/- in rural setting in west Pittsfield farm country. Abuts undeveloped, wooded landscape to the east. Walk to Fort Hill Farm. Close to Pittsfield State Forest and downtown. First floor bathroom, second floor bedrooms. Newer replacement windows. Beautiful, centrally-located fireplace. Screened-in three season porch. Fresh paint and carpet

  Andrew Hillman Hillman Real Estate

  191 Fort Hill Ave, Pittsfield, MA 01201
• 

  

  /39

  $395,000 Sold Oct 06, 2025

  • 3,488 Sq Ft
  • $113/SF
  • 4 Days On Market

  • 8 Beds
  • 4 Baths
  • Built 1880

  52 N Pearl St, Pittsfield, MA 01201

  This well-maintained 4-family, all 2 bed with 1 bath, offers an excellent investment opportunity with long-term tenants and a solid cap rate. Separate utilities all gas with one boiler being replaced in 2025. Originally part of the Capital Theater Urban Renewal Plan, the home was relocated and updated in 1993 with a new foundation, electrical, w/ lead certificate. Larger units feature hardwood

  Marc Bellora LAMACCHIA REALTY, INC

  52 N Pearl St, Pittsfield, MA 01201
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  /28

  Est $417,078 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,144 Sq Ft

  18 Greenings Ave, Pittsfield, MA 01201

  18 Greenings Ave, Pittsfield, MA 01201
• 

  

  /64

  $479,000

  • 3 Beds
  • 2.5 Baths
  • 1,890 Sq Ft

  134 Oak Hill Rd, Pittsfield, MA 01201

  Beautifully set on 1.7 acres, this custom-built, 3 bedroom, 2.5 bathroom raised ranch offers exceptional design and craftsmanship throughout. Built with a full I-beam support system, the lower level features full-size windows, a Gas fireplace and custom bar flooding the space with natural light, an uncommon find in this style home. The main level features 17ft vaulted ceilings, a skylight, and a

  Abbie West GELINAS REAL ESTATE

  134 Oak Hill Rd, Pittsfield, MA 01201
• 

  

  /13

  $295,500 Sold Oct 06, 2025

  • 3,081 Sq Ft
  • $96/SF
  • 86 Days On Market

  • 6 Beds
  • 2 Baths
  • Built 1880

  61 Pomeroy Ave, Pittsfield, MA 01201

  Investment Opportunity on Pomeroy Ave! 2 Family flat with each unit boasting a spacious layout with 3 bedrooms and 1 full bath. Both units are currently rented, offering immediate income. Convenient location close to the heart of downtown and the cultural district of Pittsfield.

  Jessie Carlino MACCARO REAL ESTATE

  61 Pomeroy Ave, Pittsfield, MA 01201
• 

  

  /43

  Est $458,007 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,578 Sq Ft

  93 Roselyn Dr, Pittsfield, MA 01201

  93 Roselyn Dr, Pittsfield, MA 01201
• 

  

  /27

  $139,000

  • Land
  • 9.42 Acres
  • $14,751 per Acre

  LOT 301 Cascade St, Pittsfield, MA 01201

  Here is the lot you have been waiting for! Located in a private and bucolic setting of West Pittsfield. A rare opportunity to have the privacy and benefits of living in nature but access to city amenities. This parcel is only a six minute drive to Onota Lake; one of the premier lakes in the county for boating and fishing. There has been a clearing made for a home site and a drilled well. ~3 hours

  Derek Strzepa NOCHER REALTY

  LOT 301 Cascade St, Pittsfield, MA 01201
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  /47

  $250,000 Sold Oct 03, 2025

  • 2,646 Sq Ft
  • $94/SF
  • 3 Days On Market

  • 6 Beds
  • 3 Baths
  • Built 1900

  1 Hall Place, Pittsfield, MA 01201

  Excellent investment opportunity close to downtown Pittsfield! This side by side duplex generates $3,000+ in monthly rental income with long-term tenants in place. Both units feature a living room, dining room, and kitchen on the main level, hardwood and tile flooring throughout, private entrances, separate utilities, and basement laundry access. Unit #1 has three bedrooms and one full bath on

  Patricia Molina CENTURY 21 NORTHEAST

  1 Hall Place, Pittsfield, MA 01201
• 

  

  /26

  Est $200,609 Not Listed For Sale

  • 6 Beds
  • 2 Baths
  • 2,028 Sq Ft

  61 Orchard St, Pittsfield, MA 01201

  61 Orchard St, Pittsfield, MA 01201
• 

  

  /14

  $124,900

  • 1 Bed
  • 1 Bath
  • 680 Sq Ft

  36 Beacon Ave, Pittsfield, MA 01201

  With a small floor plan this could be a great weekend getaway or easy every day living located on a .12 acre lot. this layout offers a one bedroom, office, kitchen, full bathroom and an enclosed entry way which would make an additional sitting area. The yard has ample space for gardening, outdoor gatherings or simply enjoying the peaceful surroundings. Just a short walk to Pontoosuc Lake where

  Michelle Picard NOCHER REALTY

  36 Beacon Ave, Pittsfield, MA 01201
• 

  

  /12

  $103,000 Sold Oct 01, 2025

  • 1,000 Sq Ft
  • $103/SF
  • 3 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 2001

  19 Lakewood Dr, Pittsfield, MA 01201

  Single wide mobile home in Lake Onota Village in very good condition. Many updates such as newer roof, hot water heater, flooring & shed.

  Marcel Archambault DWYER AGENCY

  19 Lakewood Dr, Pittsfield, MA 01201
• 

  

  /12

  Est $314,785 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,412 Sq Ft

  27 Clinton Ave, Pittsfield, MA 01201

  27 Clinton Ave, Pittsfield, MA 01201
• 

  

  /29

  $199,000

  • 4 Beds
  • 2 Baths
  • 2,242 Sq Ft

  33 Adam St, Pittsfield, MA 01201

  Investment Opportunity in Pittsfield! Welcome to 33 Adam Street, a spacious 4-bedroom, 2-bath duplex offering excellent income potential for investors or owner-occupants alike. Each unit features comfortable layouts with ample living space and an enclosed backyard, making it attractive to long-term tenants. The property sits in a convenient in-town location, close to shops, restaurants, parks,

  Anne-Marie Glogowski Rydon Realty, LLC

  33 Adam St, Pittsfield, MA 01201
• 

  

  /22

  $329,850 Sold Oct 01, 2025

  • 1,274 Sq Ft
  • $259/SF
  • 8 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1963

  104 Quirico Dr, Pittsfield, MA 01201

  Sought after established neighborhood in the country but close to everything! Enjoy this well-maintained ranch style home in a location surrounded by land, woods, Tween Brook Farm, Sacket Brook, Housatonic River for canoeing and kayaking, Millbrook (Maple) Sugar House, yet not far from groceries, restaurants, shopping, movies, theater, downtown Pittsfield, Lenox, Lee, and turnpike. Immaculate

  Mark Harris SIGNATURE ASSOCIATES

  104 Quirico Dr, Pittsfield, MA 01201
• 

  

  /42

  Est $575,129 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 2,016 Sq Ft

  61 Stonehenge Rd, Pittsfield, MA 01201

  61 Stonehenge Rd, Pittsfield, MA 01201
• 

  

  /68

  $1,350,000

  • 5 Beds
  • 4.5 Baths
  • 4,948 Sq Ft

  65 Crofut St, Pittsfield, MA 01201

  Designed in 1929 by noted architect Henry Seaver (Berkshire Museum, Lenox Town Hall), this distinguished Georgian Colonial was once the centerpiece of Pittsfield's social scene. The home preserves exquisite 18th-century details - mantels, wainscoting, and finely crafted woodwork salvaged from two of the city's earliest residences, making it a living piece of Berkshire history. Set back on 2.5

  Conor Meehan STONE HOUSE PROPERTIES, LLC

  65 Crofut St, Pittsfield, MA 01201
• 

  

  /67

  $489,900 Sold Oct 01, 2025

  • 2,912 Sq Ft
  • $168/SF
  • 19 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2012

  200 Bryant St, Pittsfield, MA 01201

  Welcome to your dream family home! Nestled on the peaceful outskirts of Pittsfield, this beautifully updated 3-bed, 2 1/2 bath split-level ranch offers space, comfort, and room to grow.Built in 2012 and thoughtfully redone, this home features quality cabinetry, granite countertops, and a bright, open layout perfect for everyday living and entertaining. The spacious lower-level family room is

  Susan Colvin MONARCH REALTY, INC.

  200 Bryant St, Pittsfield, MA 01201
• 

  

  /45

  Est $292,124 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,144 Sq Ft

  50 Plumb St, Pittsfield, MA 01201

  50 Plumb St, Pittsfield, MA 01201

Showing Results 161 - 200, Page 5 of 18