Pittsfield, MA Homes

• 

  

  

  /29

  Est $319,641 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,130 Sq Ft

  77 Fort Hill Ave, Pittsfield, MA 01201

  77 Fort Hill Ave, Pittsfield, MA 01201
• 

  

  

  /40

  $389,000 Pending

  • 3 Beds
  • 2 Baths
  • 3,100 Sq Ft

  40 Sampson Pkwy, Pittsfield, MA 01201

  40 Sampson Parkway is a classic New England Cape boasting 3,100 sq. ft. Enter the front door and you have a formal living room with a pretty stone fireplace on the right and to the left a second room that can be used as a den or office. Hardwood floors run throughout. The first-floor bedroom is spacious and is right next to a full bath. The dining room is open to an eat in kitchen and has

  Brenda Bourne Keller Williams Realty

  40 Sampson Pkwy, Pittsfield, MA 01201
• 

  

  

  /16

  $199,900 Sold Jul 24, 2025

  • 891 Sq Ft
  • $224/SF
  • 13 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1890

  51 Worthington St, Pittsfield, MA 01201

  This delightful single-family ranch offers comfortable living with two bedrooms, all featuring beautiful bamboo flooring, and a fully updated bathroom. Located on a quiet dead-end street, the home provides good off-street parking and a private rear yard, perfect for relaxing or entertaining. Enjoy the benefits of an energy-efficient natural gas heating system and hot water. Conveniently situated

  Jose Larios Lamacchia Realty, Inc.

  51 Worthington St, Pittsfield, MA 01201
• 

  

  

  /16

  Est $115,049 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,108 Sq Ft

  14 Cove St, Pittsfield, MA 01201

  14 Cove St, Pittsfield, MA 01201
• 

  

  

  /31

  $224,900 Pending

  • 4 Beds
  • 1 Bath
  • 1,301 Sq Ft

  32 Mead Ave, Pittsfield, MA 01201

  Welcome to 32 Mead Ave in Pittsfield! This cape style home consists of Four bedrooms & 1 Bath. The first floor boasts a spacious kitchen with newer stove and refrigerator, a large living room perfect for entertaining, two bedrooms and a full bath. Upstairs you will find two additional bedrooms. A partially finished basement adds to the functionality and space in this home. On the exterior

  Doug Collins LAMACCHIA REALTY, INC

  32 Mead Ave, Pittsfield, MA 01201
• 

  

  /17

  $199,900 Sold Jul 24, 2025

  • 891 Sq Ft
  • $224/SF
  • 25 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1890

  51 Worthington Place, Pittsfield, MA 01201

  This delightful single-family ranch offers comfortable living with two bedrooms, all featuring beautiful bamboo flooring, and a fully updated bathroom. Located on a quiet dead-end street, the home provides good off-street parking and a private rear yard, perfect for relaxing or entertaining.Enjoy the benefits of an energy-efficient natural gas heating system and hot water. Conveniently situated

  Jose Larios LAMACCHIA REALTY, INC

  51 Worthington Place, Pittsfield, MA 01201
• 

  

  /44

  Est $538,742 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,081 Sq Ft

  408 Pomeroy Ave, Pittsfield, MA 01201

  408 Pomeroy Ave, Pittsfield, MA 01201
• 

  

  /50

  $379,000 Pending

  • 3 Beds
  • 1.5 Baths
  • 1,494 Sq Ft

  36 Roberta Rd, Pittsfield, MA 01201

  Charming 3 bed/1.5-bath Cape in a highly sought-after West Pittsfield neighborhood. This inviting home features beautiful hardwood floors and a classic layout filled with warmth and character. Recent updates include granite counters, new washer/dryer, second floor bathroom upgrades, custom shades, gutters, drainage system, wood shed, extensive landscaping, keyless entry, smart thermostat, and

  Victoria Standring LAMACCHIA REALTY, INC

  36 Roberta Rd, Pittsfield, MA 01201
• 

  

  /31

  $392,000 Sold Jul 23, 2025

  • 8,048 Sq Ft
  • $49/SF
  • 13 Days On Market

  • 8 Beds
  • 4 Baths
  • Built 1990

  14 Westminster St, Pittsfield, MA 01201

  Here is your opportunity to own this conveniently located, 4-family investment property in Pittsfield! Each spacious apartment consists of 2 bedrooms and 1 bathroom. The property features front and back porch/decks, a large back yard that is partially fenced, natural gas heating and plenty of off-street paved parking. Schedule a viewing today to explore this investment opportunity firsthand and

  Nancy Bush Brooks SIGNATURE ASSOCIATES

  14 Westminster St, Pittsfield, MA 01201
• 

  

  /25

  Est $330,990 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,430 Sq Ft

  70 Donna Ave, Pittsfield, MA 01201

  70 Donna Ave, Pittsfield, MA 01201
• 

  

  /44

  $329,900 Pending

  • 3 Beds
  • 2 Baths
  • 1,917 Sq Ft

  712 Barker Rd, Pittsfield, MA 01201

  Welcome to 712 Barker Road, a charming cape-style home nestled on a generous .71 acres in Pittsfield, MA. This delightful 3-bedroom, 2-bath residence features a spacious first floor with a well-appointed kitchen, inviting dining room, cozy living room with wood burning fireplace, full bath, along with a convenient first-floor bedroom in addition to a large den off of the kitchen over looking the

  Doug Collins LAMACCHIA REALTY, INC

  712 Barker Rd, Pittsfield, MA 01201
• 

  

  /30

  $300,000 Sold Jul 23, 2025

  • 1,354 Sq Ft
  • $222/SF
  • 22 Days On Market

  • 2 Beds
  • 1.5 Baths
  • Built 1957

  86 Asci Dr, Pittsfield, MA 01201

  Pittsfield - Location, Location, Location!Enjoy the ease of true one-level living in this charming, well-maintained home featuring a one-car attached garage and inviting living room with hardwood floors and a cozy fireplace. With two generously sized bedrooms and a full bath, this home offers comfortable space and functionality. The galley kitchen flows seamlessly into the dining area and

  Colleen Zajac MONARCH REALTY, INC.

  86 Asci Dr, Pittsfield, MA 01201
• 

  

  /15

  Est $265,394 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,576 Sq Ft

  69 Richmond Ave, Pittsfield, MA 01201

  69 Richmond Ave, Pittsfield, MA 01201
• 

  

  /47

  $750,000 Pending

  • 4 Beds
  • 3.5 Baths
  • 2,204 Sq Ft

  1136 Barker Rd Unit 11, Pittsfield, MA 01201

  Beautifully redone unit at desirable South Pond. Great views from all windows. Freshly remodeled kitchen and baths. Many association amenities like pool, Richmond Pond access and tennis.

  Martha Piper THE KINDERHOOK GROUP - PITTSFIELD

  1136 Barker Rd Unit 11, Pittsfield, MA 01201
• 

  

  /37

  $365,000 Sold Jul 23, 2025

  • 2,912 Sq Ft
  • $125/SF
  • 6 Days On Market

  • 5 Beds
  • 6 Baths
  • Built 1924

  303 Springside Ave, Pittsfield, MA 01201

  If your an investor or looking to owner occupy and have your tenants help pay your mortgage don't look any further. This 3 family and its 5 Garages is in excellent condition. Newer roof and windows, All separate utilities, Newer hot water heaters, laundry hook ups for all units. All tenants have been informed of probable rent increases after sale.

  James Gelinas GELINAS REAL ESTATE

  303 Springside Ave, Pittsfield, MA 01201
• 

  

  /29

  Est $284,537 Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 1,072 Sq Ft

  429 Williams St, Pittsfield, MA 01201

  429 Williams St, Pittsfield, MA 01201
• 

  

  /35

  $279,000 Pending

  • 2 Beds
  • 1 Bath
  • 965 Sq Ft

  165 Connecticut Ave, Pittsfield, MA 01201

  Charming & well maintained 5 room, 2-bedroom ranch in desirable Pittsfield neighborhood. This home is in move condition with inviting layout, partially finished basement, nice private back deck, front porch with newer treks flooring. Showings will start Friday 10/10. Open house this Saturday 10/11 from 11am-1pm.

  Matt Jarck WILLIAM PITT SOTHEBY'S - LENOX

  165 Connecticut Ave, Pittsfield, MA 01201
• 

  

  /32

  $300,000 Sold Jul 22, 2025

  • 1,365 Sq Ft
  • $220/SF
  • 29 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1955

  35 Deborah Ave, Pittsfield, MA 01201

  Your new home awaits! Enjoy this charming ranch style home in the heart of Southeast Pittsfield, situated between Williams Street and Elm Street. Featuring 3 bedrooms, spacious living room with fireplace, an abundance of natural lighting, and original hardwood floors throughout. The home has a new roof, central air conditioning, updated appliances, partially finished basement, & new hot water

  Laiken Rapisarda LAMACCHIA REALTY, INC

  35 Deborah Ave, Pittsfield, MA 01201
• 

  

  /44

  Est $353,149 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 1,696 Sq Ft

  1178 W Housatonic St, Pittsfield, MA 01201

  1178 W Housatonic St, Pittsfield, MA 01201
• 

  

  /28

  $119,900 Pending

  • 2 Beds
  • 1 Bath
  • 584 Sq Ft

  68 Orchard St, Pittsfield, MA 01201

  Back on the market because because buyer's financing fell through! This is your opportunity to own this adorable single family home, located close to the hospital and downtown!This property features a nice yard and driveway. There is also a detached garage which is need of rehab.On the front you'll enter the enclosed porch, leading to the living room. The first floor also includes full bathroom

  Maria Liccardi LAMACCHIA REALTY, INC

  68 Orchard St, Pittsfield, MA 01201
• 

  

  /40

  $325,000 Sold Jul 22, 2025

  • 2,008 Sq Ft
  • $162/SF
  • 59 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1927

  41 New Hampshire Ave, Pittsfield, MA 01201

  Virtual tour available!Beautiful 2-family flat with detached two-car garage plus 5 off-street spaces. Each unit offers 2 bedrooms, 1 bath, kitchen, living room, dining room and enclosed back porch. The 1st floor unit was recently renovated! There are separate electric meters, and natural gas heat & hot water for each apartment. The home is on city water and sewer. The basement has exterior

  Maria Liccardi LAMACCHIA REALTY, INC

  41 New Hampshire Ave, Pittsfield, MA 01201
• 

  

  /17

  Est $278,389 Not Listed For Sale

  • 6 Beds
  • 2 Baths
  • 2,288 Sq Ft

  50 Lake St, Pittsfield, MA 01201

  50 Lake St, Pittsfield, MA 01201
• 

  

  /20

  $184,900 Pending

  • 2 Beds
  • 1.5 Baths
  • 1,150 Sq Ft

  33 Maplewood Ave Unit 305, Pittsfield, MA 01201

  Welcome to historic Maplewood--timeless architecture, modern comfort, and a prime location come together in one of Pittsfield's most desirable residential historic buildings.The top-floor, corner unit offers hard wood floors with natural light and a spacious layout, and is a turnkey opportunity for buyers seeking convenience, character, and a maintenance-free lifestyle in the heart of the

  Cheryl Ryan BISHOP WEST REAL ESTATE

  33 Maplewood Ave Unit 305, Pittsfield, MA 01201
• 

  

  /25

  $297,900 Sold Jul 21, 2025

  • 1,244 Sq Ft
  • $239/SF
  • 6 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1927

  224 Jason St, Pittsfield, MA 01201

  This well-cared-for home offers a total of three bedrooms and three bathrooms, including a private in-law suite in the lower level.The in-law suite features its own bedroom, bathroom, kitchen and living area--ideal for extended family, guests, or potential rental opportunities. The basement also features a dedicated workshop space, great for tinkering, crafts, or additional storage.The home has

  Jesse Dimitropolis RE/MAX COMPASS

  224 Jason St, Pittsfield, MA 01201
• 

  

  /43

  Est $307,567 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,077 Sq Ft

  37 Jayne Ave, Pittsfield, MA 01201

  37 Jayne Ave, Pittsfield, MA 01201
• 

  

  /18

  $199,900 Pending

  • 4 Beds
  • 2 Baths
  • 1,480 Sq Ft

  51 Adam St, Pittsfield, MA 01201

  2 family flat featuring 2br, 1 bth each apartment, enclosed front porch on downstairs and off street parking.One apartment vacant for easy showing and move in ready. new Flooring being updated for upstairs unit.

  Scott Higuera 413 REAL ESTATE

  51 Adam St, Pittsfield, MA 01201
• 

  

  /31

  $310,000 Sold Jul 21, 2025

  • 1,050 Sq Ft
  • $295/SF
  • 3 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1958

  110 Maple Grove Dr, Pittsfield, MA 01201

  Charming 3-Bedroom Ranch in a desirable southeast neighborhood. This cozy and efficient single level home is ready for your finishing touches. Enjoy the outdoors in your private backyard. Ideal for entertaining, pets or relaxing on the back patio. Attached garage. New oil burner installed 05-2025. Bonus room in the basement for your imagination. Concrete driveway. Front porch for afternoon sun.

  Anthony Riello LAMACCHIA REALTY, INC

  110 Maple Grove Dr, Pittsfield, MA 01201
• 

  

  /40

  Est $292,920 Not Listed For Sale

  • 7 Beds
  • 2 Baths
  • 2,592 Sq Ft

  29 Scammell Ave, Pittsfield, MA 01201

  29 Scammell Ave, Pittsfield, MA 01201
• 

  

  /20

  $324,900 Pending

  • 4 Beds
  • 2 Baths
  • 2,021 Sq Ft

  28 Mckinley Terrace, Pittsfield, MA 01201

  Move-in ready 2000sf+, 4 bedroom home on a quiet cul-de-sac street! Enter through the front door to a beautiful Foyer with tin ceilings. This home has a new kitchen with stainless steel appliances and granite countertops. The bathrooms are updated, newer replacement windows, young gas boiler and hot water tank. Full repaint and a new roof! the hardwood floors have all been refinished as well. 2

  Tim Hart HART REALTY

  28 Mckinley Terrace, Pittsfield, MA 01201
• 

  

  /37

  $350,000 Sold Jul 18, 2025

  • 1,919 Sq Ft
  • $182/SF
  • 37 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1979

  881 Holmes Rd, Pittsfield, MA 01201

  Enjoy beautiful mountain views from this spacious 4-bedroom, 2-bath Pittsfield split-level on Holmes Road. Featuring a bright open layout, large picture windows, and fresh interior updates, this home offers a flexible floor plan with generous living space. The lower level includes space ideal for a home office or family room. Enjoy outdoor living on the rear deck and a large private yard. With a

  Ed Rich BISHOP WEST REAL ESTATE

  881 Holmes Rd, Pittsfield, MA 01201
• 

  

  /45

  Est $398,192 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 2,095 Sq Ft

  56 Unkamet Park Dr, Pittsfield, MA 01201

  56 Unkamet Park Dr, Pittsfield, MA 01201
• 

  

  /15

  $227,500 Pending

  • 2 Beds
  • 1 Bath
  • 768 Sq Ft

  8 Balance Rock Rd, Pittsfield, MA 01201

  Super cute 2 bedroom Ranch in Lanesboro, Located a stones throw from Pontoosuc Lake with deeded lake rights. Hardwood floors , and many recent updates spacious backyard for entertaining. Current owner has taken great pride in the upkeep of this home.

  James Gelinas GELINAS REAL ESTATE

  8 Balance Rock Rd, Pittsfield, MA 01201
• 

  

  /38

  $325,000 Sold Jul 18, 2025

  • 1,512 Sq Ft
  • $215/SF
  • 7 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 2005

  97 Dorchester Ave, Pittsfield, MA 01201

  Welcome to this well-maintained Cape-style home, built in 2005. With four spacious bedrooms and two full bathrooms, there's room for everyone. Enjoy the ease of first-floor living with two bedrooms, ideal for guests, a home office, or multigenerational needs. The kitchen features newer stainless-steel appliances. Outside you will find a manageable yard, perfect for low-maintenance living. Enjoy

  Jessica Rizzo LAMACCHIA REALTY, INC

  97 Dorchester Ave, Pittsfield, MA 01201
• 

  

  /36

  Est $398,251 Not Listed For Sale

  • 5 Beds
  • 1 Bath
  • 1,731 Sq Ft

  328 Benedict Rd, Pittsfield, MA 01201

  328 Benedict Rd, Pittsfield, MA 01201
• 

  

  /11

  $389,000 Pending

  • 8 Beds
  • 4 Baths
  • 3,600 Sq Ft

  41 Perrine Ave, Pittsfield, MA 01201

  Located at 41-43 Perrine Ave, Pittsfield, MA, this multi-family residence in Berkshire County presents a unique opportunity. Constructed in 1900, this property holds a wealth of potential waiting to be unlocked. With a generous 3600 square feet of living space, this residence offers ample room to reimagine the possibilities within. The property includes eight bedrooms and four full bathrooms,

  Francisco Alonso Dell Realty Inc.

  41 Perrine Ave, Pittsfield, MA 01201
• 

  

  /35

  $397,500 Sold Jul 18, 2025

  • 1,941 Sq Ft
  • $205/SF
  • 5 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1902

  955 Barker Rd, Pittsfield, MA 01201

  Quintessential New England farmhouse nestled on over an acre in the heart of the Berkshires! This inviting 3-bedroom home blends timeless charm with modern updates--just minutes from Tanglewood and downtown Lenox. Enjoy serene country living with a sweet front porch, a 2-car garage, and a spacious bonus room ready for your finishing touches to become your ideal outdoor entertainment space. Step

  Victoria Standring LAMACCHIA REALTY, INC

  955 Barker Rd, Pittsfield, MA 01201
• 

  

  /28

  Est $315,641 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,338 Sq Ft

  157 Benedict Rd, Pittsfield, MA 01201

  157 Benedict Rd, Pittsfield, MA 01201
• 

  

  /15

  $217,000 Pending

  • 2 Beds
  • 1 Bath
  • 583 Sq Ft

  74 Briggs Ave, Pittsfield, MA 01201

  This adorable 2-bedroom, 1-bath ranch is cute as a button and move-in ready. Every detail has been thoughtfully updated, including a new heating system, plumbing, electrical, sewer line, windows, insulation, floors, and carpet. The modern kitchen features updated appliances, while a cozy covered porch provides the perfect spot to relax and unwind. With all the major upgrades already done, this

  Elisha Poirier STONE HOUSE PROPERTIES, LLC

  74 Briggs Ave, Pittsfield, MA 01201
• 

  

  /33

  $227,000 Sold Jul 16, 2025

  • 1,224 Sq Ft
  • $185/SF
  • 9 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1933

  13 Oswald Ave, Pittsfield, MA 01201

  Delightful three-bedroom, one-bathroom bungalow located off West Housatonic Street in Pittsfield. This charming home features hardwood floors throughout. Enjoy the open concept layout with a dining room flowing into the livingroom. The main floor has two cozy bedrooms and a conveniently located bathroom. Ascend through one of the bedrooms to discover a unique third-floor open bedroom. Outside,

  Mariah Worth LAMACCHIA REALTY, INC

  13 Oswald Ave, Pittsfield, MA 01201
• 

  

  /25

  Est $254,056 Not Listed For Sale

  • 6 Beds
  • 3 Baths
  • 2,592 Sq Ft

  114 Plunkett St, Pittsfield, MA 01201

  114 Plunkett St, Pittsfield, MA 01201

Showing Results 521 - 560, Page 14 of 18