Pittsfield, MA Homes

• 

  

  

  /23

  $265,000

  • 2 Beds
  • 1 Bath
  • 974 Sq Ft

  122 Allengate Ave, Pittsfield, MA 01201

  OPEN HOUSE- Sat. 10/11/ 9:30-11:30 am. Single Level Living in this Sunny 2 Bedroom Bungalow in convenient Pittsfield location. Nice Hardwood Floors throughout. Many recent Updates including new electrical panel, hot water heater, gutters and slider. This home has been well cared for. Nice entryway with hall closet, large living room and adorable eat in kitchen, with slider to good sized deck. At

  Angel Black KRG - Key Realty Group

  122 Allengate Ave, Pittsfield, MA 01201
• 

  

  

  /39

  $285,000 Sold Oct 01, 2025

  • 1,236 Sq Ft
  • $231/SF
  • 33 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1930

  56 Perrine Ave, Pittsfield, MA 01201

  If you are searching for a turn-key home, embrace the charm of this fully renovated Pittsfield residence, nestled near schools, Berkshire Hills Country Club, medical care, and close to major Berkshire attractions. Recent updates in 2024 include a new roof, refinished hardwood floors, all new plumbing, electrical, carpeting, interior paint, and luxe bathrooms. The kitchen dazzles with butcher

  John Burns WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  56 Perrine Ave, Pittsfield, MA 01201
• 

  

  

  /36

  Est $334,982 Not Listed For Sale

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

  11 Boison St, Pittsfield, MA 01201

  11 Boison St, Pittsfield, MA 01201
• 

  

  

  /48

  $469,000

  • 4 Beds
  • 4 Baths
  • 2,466 Sq Ft

  194 Bartlett Ave, Pittsfield, MA 01201

  Step into a world where historic charm meets contemporary living in this unique 4-bedroom, 4-bath Arts & Crafts home located in the heart of Southeast Pittsfield. This one-of-a-kind residence is brimming with character and has been lovingly maintained to showcase its original features while providing all the comforts of Berkshire living. This majestic home has a fascinating origin story. Built in

  Carrie Wright WILLIAM PITT SOTHEBY'S - LENOX

  194 Bartlett Ave, Pittsfield, MA 01201
• 

  

  

  /5

  $25,000 Sold Oct 01, 2025

  • Land
  • 0.81 Acre
  • $30,788 per Acre

  • 521 Days On Market

  Lot #50 Barker Rd, Pittsfield, MA 01201

  This building lot boasts convenient access to essential utilities including water & sewer, available along the road. This parcel provides a seamless foundation for construction and future living. The lot is nestled within a residential neighborhood while being just a stone's throw away from amenities and recreational hotspots. With it's R6 zoning designation, the property presents versatile

  Corey Bishop BISHOP WEST REAL ESTATE

  Lot #50 Barker Rd, Pittsfield, MA 01201
• 

  

  /38

  Est $377,962 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,547 Sq Ft

  19 Roselyn Dr, Pittsfield, MA 01201

  19 Roselyn Dr, Pittsfield, MA 01201
• 

  

  /41

  $249,900

  • 3 Beds
  • 1 Bath
  • 1,257 Sq Ft

  66 Holmes Rd, Pittsfield, MA 01201

  Charming and light-filled Colonial in a highly desirable Southeast Pittsfield neighborhood. This inviting home offers 3 bedrooms and 1 full bath, a welcoming layout, and an abundance of natural light. Recent updates include a brand-new sewer line, brand new living room carpet, a newer roof and boiler, adding comfort and peace of mind. Enjoy the convenience of a rear deck perfect for relaxing or

  Victoria Standring LAMACCHIA REALTY, INC

  66 Holmes Rd, Pittsfield, MA 01201
• 

  

  /25

  $255,000 Sold Sep 30, 2025

  • 816 Sq Ft
  • $312/SF
  • 2 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1969

  4 Onota Ln Unit 7, Pittsfield, MA 01201

  Welcome to Onota Lake Manor Condominiums! This two-bedroom, one-bath unit offers an incredible lakefront setting with stunning mountain views and breathtaking sunsets. The spacious living room features sliders that open to a private deck, where you can relax and take in the beauty of Onota Lake year-round or simply unwind while watching the sunset over the water.Located on the second floor, this

  Jose Larios LAMACCHIA REALTY, INC

  4 Onota Ln Unit 7, Pittsfield, MA 01201
• 

  

  /29

  Est $453,034 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 2,087 Sq Ft

  71 S Church St Unit N305, Pittsfield, MA 01201

  71 S Church St Unit N305, Pittsfield, MA 01201
• 

  

  /13

  $50,000

  • Land
  • 1 Acre
  • $50,000 per Acre

  Lot 43 Westbrook Terrace, Pittsfield, MA 01201

  Welcome to Lot 43 at the corner of Westbrook Terrace and Old Farm Lane, a prime ready-to-build homesite in one of Pittsfield's most desirable neighborhoods. This one acre lot offers the perfect blend of nature, community, and convenience. With infrastructure already in place--including sidewalks, sewer, water, natural gas, and underground electric--your vision can take shape with ease.A

  Tracy Crawford COMPASS MASSACHUSETTS , LLC GB

  Lot 43 Westbrook Terrace, Pittsfield, MA 01201
• 

  

  /17

  $327,000 Sold Sep 30, 2025

  • 3,278 Sq Ft
  • $100/SF
  • 5 Days On Market

  • 8 Beds
  • 2 Baths
  • Built 1910

  29 Dalton Ave, Pittsfield, MA 01201

  This spacious, lead compliant duplex offers comfortable and practical living in a well-designed layout that mirrors each side. Perfect for multi-generational living, rental income, or investment purposes, each unit features 4 bedrooms and 1 bathroom, mini split heat & A/C, wood floors, front and back porches, and a 3 car garage, all conveniently located near shopping, dining, hospital, parks and

  Mary Jane Dunlop BISHOP WEST REAL ESTATE

  29 Dalton Ave, Pittsfield, MA 01201
• 

  

  /35

  Est $206,887 Not Listed For Sale

  • 6 Beds
  • 2 Baths
  • 2,196 Sq Ft

  55 Adam St, Pittsfield, MA 01201

  55 Adam St, Pittsfield, MA 01201
• 

  

  /20

  $249,900 Open Sun 10:30AM - 12PM

  • 2 Beds
  • 1 Bath
  • 1,200 Sq Ft

  1 Colt Rd Unit 2, Pittsfield, MA 01201

  Enjoy easy, low-maintenance living in this charming 2-bedroom, 1-bathroom main-level condo that includes a freestanding garage. Perfectly located just moments from downtown Pittsfield, this home offers the ideal blend of comfort and convenience.Step inside to a bright, open living space with single-level access throughout. The kitchen and living areas flow seamlessly, making everyday living and

  Maggie Gavin WILLIAM PITT SOTHEBY'S - LENOX

  1 Colt Rd Unit 2, Pittsfield, MA 01201
• 

  

  /24

  $270,000 Sold Sep 30, 2025

  • 912 Sq Ft
  • $296/SF
  • 19 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1970

  100 Cummings Ave, Pittsfield, MA 01201

  A nicely updated ranch style home in a quiet neighborhood setting just minutes from downtown Lenox as well as downtown Pittsfield. This 2 bedroom , 1 bath home offers the potential for single level living. As you enter the home you are greeted by an open concept Living/ Dining room /Kitchen. Down the hall you will find a spacious full bath and two bedrooms. A finished lower level adds to the

  Doug Collins LAMACCHIA REALTY, INC

  100 Cummings Ave, Pittsfield, MA 01201
• 

  

  /25

  Est $177,029 Not Listed For Sale

  • 4 Beds
  • 1 Bath
  • 1,480 Sq Ft

  57 Adam St, Pittsfield, MA 01201

  57 Adam St, Pittsfield, MA 01201
• 

  

  /46

  $439,900

  • 4 Beds
  • 2 Baths
  • 2,004 Sq Ft

  36 Joseph Dr, Pittsfield, MA 01201

  Welcome to this spacious and inviting 4-bedroom home, perfectly situated in a desirable neighborhood. Move-in ready and full of charm, this home features wood floors in the main living areas and a cozy gas fireplace that adds warmth and character to the living room. The first-floor primary bedroom offers convenience and privacy, while three additional generously sized bedrooms are located

  Robin Moore 413 REAL ESTATE

  36 Joseph Dr, Pittsfield, MA 01201
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  /38

  $390,000 Sold Sep 30, 2025

  • 2,024 Sq Ft
  • $193/SF
  • 5 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1956

  39 Velma Ave, Pittsfield, MA 01201

  Enjoy this move in ready, 3 bedroom home with a finished basement! This property offers a beautiful remodeled kitchen, with open floor plan to the dining room, making entertaining a breeze. The home features charming original hardwood flooring throughout the first level. The main bathroom is tastefully updated with a whirlpool tub. Natural light fills the first floor living room & bedroom.

  Laiken Rapisarda LAMACCHIA REALTY, INC

  39 Velma Ave, Pittsfield, MA 01201
• 

  

  /27

  Est $226,483 Not Listed For Sale

  • 6 Beds
  • 2 Baths
  • 2,220 Sq Ft

  144 Mill St, Pittsfield, MA 01201

  144 Mill St, Pittsfield, MA 01201
• 

  

  /36

  $249,900

  • 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
• 

  

  /44

  $595,000 Sold Sep 30, 2025

  • 3,081 Sq Ft
  • $193/SF
  • 64 Days On Market

  • 4 Beds
  • 4.5 Baths
  • Built 2006

  24 Alpine Trail, Pittsfield, MA 01201

  Price Reduction! This spacious 4-bedroom, 5-bath condo at The Pines of Bousquet is a rare corner unit filled with natural light and sweeping views of the bunny ski slope--right in your backyard. Whether you're watching skiers in the winter from your office nook on the second floor, or enjoying peaceful greenery in warmer months from your screened porch, this home offers four-season enjoyment in

  Tanya Shepardson LAMACCHIA REALTY, INC

  24 Alpine Trail, Pittsfield, MA 01201
• 

  

  /28

  Est $643,853 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,030 Sq Ft

  11 Cherry Hill Dr, Pittsfield, MA 01201

  11 Cherry Hill Dr, Pittsfield, MA 01201
• 

  

  /59

  $889,900

  • 5 Beds
  • 3.5 Baths
  • 3,370 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, BUpstreet 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
• 

  

  /33

  $474,900 Sold Sep 28, 2025

  • 3,012 Sq Ft
  • $158/SF
  • 2 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1988

  4 Faucett Ln, Pittsfield, MA 01201

  Expanded cape located in a desirable cul-de-sac near Berkshire Hills Country Club! The home features a heated 2-car garage with recently done epoxy flooring. The garage leads to the mudroom with two closets. Upon entering you will love the open floor plan! The kitchen has with quartz countertops and stainless appliances. The dining area opens to the deck, overlooking the expansive backyard. The

  Maria Liccardi LAMACCHIA REALTY, INC

  4 Faucett Ln, Pittsfield, MA 01201
• 

  

  /28

  Est $242,461 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,344 Sq Ft

  13 Vivian Ave, Pittsfield, MA 01201

  13 Vivian Ave, Pittsfield, MA 01201
• 

  

  /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
• 

  

  /60

  $310,000 Sold Sep 26, 2025

  • 2,592 Sq Ft
  • $120/SF
  • 15 Days On Market

  • 6 Beds
  • 2 Baths
  • Built 1915

  47 Hawthorne Ave, Pittsfield, MA 01201

  Charming two-family duplex offering the perfect blend of move-in-ready comfort and renovation potential, just around the corner from Clapp Park. Each unit features 3 bedrooms, 1 bathroom, and a divided basement. One side is lovingly maintained with an inviting enclosed porch and warm interior details, while the other side offers original wood floors, trim, and doors--ready for your updates and

  Corey Bishop BISHOP WEST REAL ESTATE

  47 Hawthorne Ave, Pittsfield, MA 01201
• 

  

  /22

  Est $322,469 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,504 Sq Ft

  21 May Terrace, Pittsfield, MA 01201

  21 May Terrace, Pittsfield, MA 01201
• 

  

  /78

  $1,170,000

  • 3 Beds
  • 3 Baths
  • 2,662 Sq Ft

  1020 Cascade St, Pittsfield, MA 01201

  TURN-KEY Nestled on 19.2 private, bucolic acres, this meticulously maintained 3-4 bedroom/3 bath log home is being offered fully furnished with numerous upgrades, all within the past 3 years. 1st floor features an open floor plan with hardwood floors, vaulted ceilings, an abundance of natural light, along with the convenience of a 1st floor laundry and full bath. 2nd floor is home to a generous

  Amy Wood STEEPLEVIEW REALTY - N. ADAMS

  1020 Cascade St, Pittsfield, MA 01201
• 

  

  /37

  $270,000 Sold Sep 26, 2025

  • 912 Sq Ft
  • $296/SF
  • 32 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1950

  91 Greenwich St, Pittsfield, MA 01201

  This well-maintained 2-bedroom, 1-bath home offers great curb appeal in a desirable neighborhood. Enjoy a beautifully landscaped yard, paved driveway and a welcoming exterior that sets the tone from the moment you arrive. Inside, you'll find a thoughtfully updated interior featuring a renovated oversized kitchen with pantry -perfect for cooking, entertaining, or gathering with family. Natural gas

  Lisa Kelley MACCARO REAL ESTATE

  91 Greenwich St, Pittsfield, MA 01201
• 

  

  /5

  Est $226,095 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 2,265 Sq Ft

  136 Union St, Pittsfield, MA 01201

  136 Union St, Pittsfield, MA 01201
• 

  

  /45

  $450,000

  • 4 Beds
  • 2.5 Baths
  • 2,430 Sq Ft

  17 Kittredge Rd, Pittsfield, MA 01201

  This well-cared-for colonial home has been cherished by the same owners for over seven decades and is ready to welcome its next chapter. The first floor offers a spacious layout with a large kitchen, dining room with access to a seasonal porch, a living room featuring a wood-burning fireplace, a family room with half bath, and a four-season sunroom surrounded by windows overlooking the backyard.

  Maggie Gavin WILLIAM PITT SOTHEBY'S - LENOX

  17 Kittredge Rd, Pittsfield, MA 01201
• 

  

  /53

  $350,000 Sold Sep 26, 2025

  • 4,263 Sq Ft
  • $82/SF
  • 127 Days On Market

  • 8 Beds
  • 2.5 Baths
  • Built 1906

  119 Appleton Ave, Pittsfield, MA 01201

  This large two-family home blends timeless character with thoughtful updates. Featuring beautiful original woodwork, wood floors, and charming built-ins, each unit offers a warm and inviting atmosphere. One side boasts a newer, modern kitchen perfect for today's lifestyle, while both units enjoy generous living spaces. A finished attic provides additional versatile space--ideal for an office,

  Robin Moore 413 REAL ESTATE

  119 Appleton Ave, Pittsfield, MA 01201
• 

  

  /37

  Est $293,873 Not Listed For Sale

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

  428 Dalton Ave, Pittsfield, MA 01201

  428 Dalton Ave, Pittsfield, MA 01201
• 

  

  /14

  $90,000

  • Land
  • 2.82 Acres
  • $31,915 per Acre

  0 Cheshire Rd, Pittsfield, MA 01201

  Opportunity awaits on this nearly 3-acre cleared parcel, offering flexibility and convenience in a desirable location. With a curb cut already in place and town utilities--sewer, water, and electric--available at the street, much of the groundwork has been done for you.The property includes an outbuilding/garage with electricity, perfect for storage or as a head start on your future plans. The

  Maggie Gavin WILLIAM PITT SOTHEBY'S - LENOX

  0 Cheshire Rd, Pittsfield, MA 01201
• 

  

  /24

  $275,000 Sold Sep 25, 2025

  • 984 Sq Ft
  • $279/SF
  • 5 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1961

  37 Toronita Ave, Pittsfield, MA 01201

  Inviting 3-bedroom, 1-bath home in a quiet Pittsfield neighborhood. New roof (August 2023) with a 50-year transferable warranty, partially finished basement for bonus recreational space. Just a short stroll to Capeless Elementary School, within minutes of Taconic High School, and an easy walk to the scenic beauty of Onota Lake. Whether its school drop offs, weekend walks by the water, or enjoying

  Brett Haas GELINAS REAL ESTATE

  37 Toronita Ave, Pittsfield, MA 01201
• 

  

  /23

  Est $272,100 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 958 Sq Ft

  30 Springside Ave, Pittsfield, MA 01201

  30 Springside Ave, Pittsfield, MA 01201
• 

  

  /40

  $465,000

  • 5 Beds
  • 2.5 Baths
  • 2,761 Sq Ft

  989 Williams St, Pittsfield, MA 01201

  OPEN HOUSE Sat 11/01/25 11am-12:30pm. This stunning 5-bedroom, 3-bath farmhouse was fully renovated from top to bottom in 2020, offering 2,800 SqFt of stylish, move-in-ready living space in one of Southeast Pittsfield's most desirable neighborhoods. Situated on a generous corner lot, the home makes a striking first impression with its inviting wraparound front porch. A circular driveway provides

  Cindy Carrigan LAMACCHIA REALTY, INC

  989 Williams St, Pittsfield, MA 01201
• 

  

  /26

  $82,000 Sold Sep 25, 2025

  • 1,310 Sq Ft
  • $63/SF
  • 20 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1900

  118 Danforth Ave, Pittsfield, MA 01201

  This 3-bedroom, 1-bath property offers strong potential for the right investor. Several major improvements have already been completed, including updated electric (2022), roof (2020), hot water heater (2020), and insulation (2018). Additional features include a 3-season porch, and walkout basement. On-street parking only. Being sold AS IS.

  THE KAHN TEAM BISHOP WEST REAL ESTATE

  118 Danforth Ave, Pittsfield, MA 01201
• 

  

  /27

  Est $311,890 Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 1,274 Sq Ft

  157 Dorchester Ave, Pittsfield, MA 01201

  157 Dorchester Ave, Pittsfield, MA 01201
• 

  

  /29

  $264,900

  • 3 Beds
  • 1 Bath
  • 975 Sq Ft

  26 Davis St, Pittsfield, MA 01201

  Set on a private .41-acre lot, this renovated three bedroom, one bath home gives you the chance to move in without worrying about projects. The updates are fresh throughout, and the house has not been lived in since the work was completed.A large garage provides plenty of storage or space for hobbies, and the yard offers room to spread out, garden, or just enjoy the outdoors.26 Davis Street

  Cameron Volastro STONE HOUSE PROPERTIES, LLC

  26 Davis St, Pittsfield, MA 01201

Showing Results 201 - 240, Page 6 of 18