Pittsfield, MA Homes

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  /21

  $289,900 Sold Sep 24, 2025

  • 1,000 Sq Ft
  • $290/SF
  • 14 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1956

  73 Velma Ave, Pittsfield, MA 01201

  Freshly updated and move-in ready, this 3 bed, 1 bath home offers 1,000sf of charm and modern style. Inside, refinished hardwood floors flow through the light-filled living spaces, while the brand-new kitchen features white shaker cabinets, quartz countertops, stainless steel appliances, and new tile flooring. The updated bathroom adds a fresh, modern touch, and thermal replacement windows

  Michael Del Greco Elite Realty Partners LLC

  73 Velma Ave, Pittsfield, MA 01201
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  /48

  Est $504,835 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 2,107 Sq Ft

  145 E New Lenox Rd, Pittsfield, MA 01201

  145 E New Lenox Rd, 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
• 

  

  

  /33

  $305,000 Sold Sep 24, 2025

  • 1,404 Sq Ft
  • $217/SF
  • 11 Days On Market

  • 1 Bed
  • 1 Bath
  • Built 2020

  12 Jones Ave, Pittsfield, MA 01201

  Welcome to this modern and energy-efficient home built in 2020, offering just over 1400 sq ft of flexible living space on a spacious 0.28-acre lot. The open layout features a large living area, one generously sized bedroom, and a full bath; all on a slab foundation with gas heat. Perfect for a first-time buyer, downsizer, or anyone seeking single-level living with room to expand or customize.

  Christina Acor LAMACCHIA REALTY, INC

  12 Jones Ave, Pittsfield, MA 01201
• 

  

  

  /53

  Est $283,928 Not Listed For Sale

  • 6 Beds
  • 2.5 Baths
  • 2,856 Sq Ft

  37 S John St, Pittsfield, MA 01201

  37 S John St, 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
• 

  

  /23

  $239,000 Sold Sep 24, 2025

  • 2,208 Sq Ft
  • $108/SF
  • 223 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1920

  30 Sadler Ave, Pittsfield, MA 01201

  Investment property with one unit vacant ready to move in for owner to live in one half. Lower level freshly painted. Very nice Wood floors2bedroom 1 bath for each unit. Front porches as well as side porch stairway. Recently replaced on first floor. Laundry hookups Separate utilitiesExtra Off street parking.

  Scott Higuera 413 REAL ESTATE

  30 Sadler Ave, Pittsfield, MA 01201
• 

  

  /41

  Est $577,782 Not Listed For Sale

  • 5 Beds
  • 2.5 Baths
  • 2,465 Sq Ft

  85 Spadina Pkwy, Pittsfield, MA 01201

  85 Spadina Pkwy, 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
• 

  

  /27

  $270,000 Sold Sep 23, 2025

  • 1,569 Sq Ft
  • $172/SF
  • 20 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1900

  205 Wendell Ave Unit C, Pittsfield, MA 01201

  Discover this stunning condo just steps from restaurants, boutiques, and theaters--live in style and comfort in the heart of it all. This elegant home features rich woodwork, hardwood floors, and soaring ceilings. Sunlight pours in through large windows, highlighting the spacious living room with a cozy gas fireplace. Two generous bedrooms and two beautifully updated bathrooms offer comfort and

  Cody Gavin WILLIAM PITT SOTHEBY'S - LENOX

  205 Wendell Ave Unit C, Pittsfield, MA 01201
• 

  

  /11

  Est $336,642 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,536 Sq Ft

  46 Deborah Ave, Pittsfield, MA 01201

  46 Deborah Ave, Pittsfield, MA 01201
• 

  

  /32

  $289,900

  • 3 Beds
  • 1.5 Baths
  • 1,320 Sq Ft

  20 Greenway St, Pittsfield, MA 01201

  Recently Renovated West End Home!Tucked away on a quiet dead-end street in Pittsfield's desirable West End, this charming 3-bedroom, 1.5-bath home has been beautifully updated and is ready to move right in. Updates include refinished hardwood floors, fresh interior paint, a fully updated kitchen and baths, and all new appliances. The home has been completely rewired, features a newer boiler, and

  Michele Purcell LAMACCHIA REALTY, INC

  20 Greenway St, Pittsfield, MA 01201
• 

  

  /36

  $333,000 Sold Sep 23, 2025

  • 1,610 Sq Ft
  • $207/SF
  • 137 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1957

  111 Oak Hill Rd, Pittsfield, MA 01201

  This may be the convenient location you are looking for....... a quiet neighborhood lane surrounded by a lovely yard just minutes from shopping, markets, restaurants and a golfcourse. This charming four bedroom, 2 bath Cape has a most desirable layout for bothgathering and privacy. Two main level bedrooms or an office and full bath with a livingroom open to dining/kitchen and direct access to

  Mary Jane White COHEN & WHITE ASSOCIATES

  111 Oak Hill Rd, Pittsfield, MA 01201
• 

  

  /23

  Est $222,705 Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 1,019 Sq Ft

  8 Broadway St, Pittsfield, MA 01201

  8 Broadway St, Pittsfield, MA 01201
• 

  

  /39

  $250,000

  • 3 Beds
  • 1 Bath
  • 1,152 Sq Ft

  50 Grand Ave, Pittsfield, MA 01201

  Amazing opportunity to own a home on 0.46 acres plus two additional lots with 0.46 and 0.17 acres each, totaling about 1.1 acres, in a private area, on a dead end street! The house is a fixer upper, the exterior is freshly painted, the interior needs renovation but all utilities and mechanicals are on. The first floor features a lovely enclosed front porch, dining room, living room and kitchen;

  Maria Liccardi LAMACCHIA REALTY, INC

  50 Grand Ave, Pittsfield, MA 01201
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  /31

  $333,000 Sold Sep 22, 2025

  • 1,265 Sq Ft
  • $263/SF
  • 2 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1962

  40 Jeffrey Dr, Pittsfield, MA 01201

  Welcome to 40 Jeffrey Drive! Tucked away at the end of a peaceful cul-de-sac, this charming 3-bedroom, 1-bath Cape features many recent upgrades, including freshly refinished hardwood floors, new bathroom vanity, toilet, kitchen floor and, more! An open-concept kitchen seamlessly flows into the dining area. Enjoy the convenience of the first-floor bedroom and full bathroom. Additionally,

  Jessica Rizzo LAMACCHIA REALTY, INC

  40 Jeffrey Dr, Pittsfield, MA 01201
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  /32

  Est $261,055 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,314 Sq Ft

  187 Lakeway Dr, Pittsfield, MA 01201

  187 Lakeway Dr, Pittsfield, MA 01201
• 

  

  /39

  $759,000

  • 3 Beds
  • 2.5 Baths
  • 2,381 Sq Ft

  103 Alpine Trail, Pittsfield, MA 01201

  Thoughtfully updated end unit located at the Pines at Bousquet The first level includes a gracious entry with custom flooring and cedar hall closet that flows beautifully into the great room with vaulted ceilings, gas fireplace and glass doors to the screened porch and deck with a scenic view of the woods. The lovely updated kitchen is open to the dining area and great room for comfortable open

  Cortney Dupont COHEN & WHITE ASSOCIATES

  103 Alpine Trail, Pittsfield, MA 01201
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  /31

  $352,500 Sold Sep 22, 2025

  • 1,315 Sq Ft
  • $268/SF
  • 4 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1955

  64 Donna Ave, Pittsfield, MA 01201

  64 Donna welcomes you! Ranch style home offering single level living at it's best! With 3 bedrooms 1 full bath, spacious kitchen & dining area with large living room with wood burning fireplace. Lot's of windows to allow beautiful sunlight in and beautiful hardwood floors. Kitchen overlooks the large backyard with covered deck. Perfect for relaxing or entertaining. Basement area provides

  Laura Arseneau PAULA MCLEAN REALTORS INC.

  64 Donna Ave, Pittsfield, MA 01201
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  /28

  Est $420,230 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,842 Sq Ft

  54 Pomeroy Ave, Pittsfield, MA 01201

  54 Pomeroy Ave, Pittsfield, MA 01201
• 

  

  /34

  $699,900

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

  23 Aspen Way, Pittsfield, MA 01201

  Built about 10 years ago, this standalone condominium is conveniently located with easy access to both the southern and northern parts of the county. Close to Tanglewood, MASS MoCA, nearby ski areas, theaters and two popular lakes. The community offers a pool, clubhouse and tennis courts for seasonal enjoyment.A welcoming foyer opens to an open-concept main level featuring a kitchen with granite

  Tiffany Roberts ROBERTS & ASSOC. REALTY, INC

  23 Aspen Way, Pittsfield, MA 01201
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  /40

  $264,900 Sold Sep 22, 2025

  • 1,008 Sq Ft
  • $263/SF
  • 31 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1950

  3 Burke Ave, Pittsfield, MA 01201

  Newly renovated & move-in ready, this charming ranch is a standout at this price! Close to Berkshire Medical Center, General Dynamics, downtown, lakes & bike trail. Inside, enjoy a beautiful kitchen w/ new cabinetry, quartz countertops, perfect for daily living & entertaining. A unique bonus room w/ vaulted ceilings, built-ins & separate entrance offers endless flexibility, ideal for home office,

  Jackie Harrington LAMACCHIA REALTY, INC

  3 Burke Ave, Pittsfield, MA 01201
• 

  

  /72

  Est $1,144,910 Not Listed For Sale

  • 5 Beds
  • 4.5 Baths
  • 3,979 Sq Ft

  10 Eastbrook Ln, Pittsfield, MA 01201

  10 Eastbrook Ln, Pittsfield, MA 01201
• 

  

  /40

  $439,000

  • 6 Beds
  • 3 Baths
  • 3,822 Sq Ft

  247 South St, Pittsfield, MA 01201

  **PRICE REFRESH!**Beautifully renovated multi-zoned building has huge potential for residential use. Centrally located and just minutes to downtown Pittsfield and all Berkshire cultural venues. This fabulous building has been updated with modern amenities and chic decor! This home offers an enormous kitchen area with washer & dryer, 6 bedrooms, 3 full baths, 4 fireplaces and oversized spaces that

  Trish Petricca BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

  247 South St, Pittsfield, MA 01201
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  /52

  $329,000 Sold Sep 19, 2025

  • 2,200 Sq Ft
  • $150/SF
  • 2 Days On Market

  • 4 Beds
  • 1.5 Baths
  • Built 1925

  131 E Housatonic St, Pittsfield, MA 01201

  This charming Colonial-style home offers timeless character and generous living space. Once you enter, you will discover beautiful wood floors, high ceilings, French doors, and spacious rooms that create an inviting home throughout. The modern kitchen is a true standout, featuring stainless steel appliances, a double oven, granite countertops, and classic subway tile. The expansive living room

  Jessica Rizzo LAMACCHIA REALTY, INC

  131 E Housatonic St, Pittsfield, MA 01201
• 

  

  /37

  Est $647,079 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,262 Sq Ft

  8 Club Cir, Pittsfield, MA 01201

  8 Club Cir, Pittsfield, MA 01201
• 

  /2

  $269,900

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

  42 John St, Pittsfield, MA 01201

  Investment Property Priced to Sell! This 2 family flat offers 4 bedrooms in each unit, vinyl siding, replacement windows, in unit laundry and separate utilities paid by tenants. Plenty of parking, private yard and right next to the park make this a lucrative addition to any investment portfolio. Both units were completely updated in 2022. Unit #44 has a certificate of lead compliance.

  Brenda Durant KEMPF-VANDERBURGH REALTY CONSULTANTS, INC.

  42 John St, Pittsfield, MA 01201
• 

  

  /23

  $220,000 Sold Sep 19, 2025

  • 960 Sq Ft
  • $229/SF
  • 73 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1963

  85 Wilson St, Pittsfield, MA 01201

  Single Level Living! This charming 3-bedroom, 1-bath ranch with a spacious walkout basement offers comfort, convenience, and recent upgrades throughout. Remodeled in 2017, improvements include granite countertops, new 200amp electrical, solar panels (2020) and a new sewer line (2021). Ideally located just minutes from Pontoosuc Lake, Onota Lake, Springside Park, and vibrant downtown Pittsfield.

  Molly Gillon COMPASS MASSACHUSETTS , LLC GB

  85 Wilson St, Pittsfield, MA 01201
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  /30

  Est $334,887 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,124 Sq Ft

  101 Gamwell Ave, Pittsfield, MA 01201

  101 Gamwell Ave, Pittsfield, MA 01201
• 

  

  /32

  $299,000

  • 4 Beds
  • 1 Bath
  • 1,285 Sq Ft

  156 Draper Ave, Pittsfield, MA 01201

  This charming four-bedroom, one-bath Cape sits on a sunny corner lot just steps from Springside Park. Inside, you'll find a bright and welcoming layout featuring a functional kitchen, comfortable living spaces, and two bedrooms on the main level, plus two more upstairs with cozy dormer charm. Recent updates include a brand-new water heater and sewer line, offering peace of mind for years to

  The Mazzeo Duo BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

  156 Draper Ave, Pittsfield, MA 01201
• 

  

  /25

  $184,900 Sold Sep 18, 2025

  • 1,408 Sq Ft
  • $131/SF
  • 27 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1900

  102 Pontoosuc Ave, Pittsfield, MA 01201

  BRAND NEW BOILER!! Experience the charm of this recently renovated colonial-style home featuring two bedrooms and one bathroom. Located across the street from St. Charles Church in Pittsfield, this property boasts a variety of updates, including new kitchen cabinets and appliances, a fully renovated bathroom, fresh paint and new water resistant laminate flooring throughout. New hot water heater

  Maureen Kirby NOCHER REALTY

  102 Pontoosuc Ave, Pittsfield, MA 01201
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  /33

  Est $420,976 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 2,029 Sq Ft

  406 Elm St, Pittsfield, MA 01201

  406 Elm St, Pittsfield, MA 01201
• 

  

  /33

  $1,395,000

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

  61 Tor Ct, Pittsfield, MA 01201

  Easy living Ranch home on beautiful Onota Lake. Fantastic views of the Lake and Distant Berkshire Hills. Enjoy westerly sunset views from your expansive, manicured lawn and almost every room in the house. A quiet setting with comparable homes and easy access to all the Berkshires has to offer. Needs a little TLC, but well worth it for this sought after location and lifestyle. Hardwood floors

  Allen Bassen BERKSHIRE HOMES AND CONDOS

  61 Tor Ct, Pittsfield, MA 01201
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  /38

  $217,500 Sold Sep 18, 2025

  • 883 Sq Ft
  • $246/SF
  • 145 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1940

  66 Orlando Ave, Pittsfield, MA 01201

  Small house with a lot to offer! This cozy single level ranch home has undergone many recent updates, including new roof, new siding, new sewer line, new HVAC mini split systems, and new hot water heater and exterior doors Kitchen features stainless steel appliances and laundry area with stacked washer dryer. Two bedrooms w/ good size closets. Outside is a powered shed in the partially fenced

  Conor Meehan STONE HOUSE PROPERTIES, LLC

  66 Orlando Ave, Pittsfield, MA 01201
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  /12

  Est $232,327 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,292 Sq Ft

  88 Wahconah St, Pittsfield, MA 01201

  88 Wahconah St, Pittsfield, MA 01201
• 

  

  /30

  $309,900

  • 3 Beds
  • 1.5 Baths
  • 1,515 Sq Ft

  29 Murphy Place, Pittsfield, MA 01201

  Split-level ranch located at the end of a quiet street with a private backyard. This inviting home features three bedrooms and two bathrooms. Hardwood floors extend from the living room. Downstairs, you'll find a versatile space where the garage has been converted into functional areas, ideal for office or a utility room. This space can be reverted back to a garage, or with the addition of

  Mariah Worth LAMACCHIA REALTY, INC

  29 Murphy Place, Pittsfield, MA 01201
• 

  

  /35

  $689,000 Sold Sep 16, 2025

  • 804 Sq Ft
  • $857/SF
  • 3 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1964

  292 Shore Rd, Pittsfield, MA 01201

  Experience the beauty of lakeside living in this impeccably remodeled waterfront home on the peaceful shores of Richmond Pond. Wake up to stunning sunrises and enjoy your private retreat, thoughtfully designed for comfort and elegance.Vaulted ceilings throughout enhance the home's spacious feel, while the open-concept kitchen impresses with new cabinetry, custom tilework, GE Cafe appliances, and

  Laiken Rapisarda LAMACCHIA REALTY, INC

  292 Shore Rd, Pittsfield, MA 01201
• 

  

  /34

  Est $342,264 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,344 Sq Ft

  223 Chapel St, Pittsfield, MA 01201

  223 Chapel St, Pittsfield, MA 01201
• 

  

  /34

  $294,000

  • 6 Beds
  • 2 Baths
  • 2,850 Sq Ft

  89 Pecks Rd, Pittsfield, MA 01201

  Welcome to this well maintained two-family home, perfect for both owner occupants and investors seeking positive cash flow. Each until has three bedrooms and one bath. Outside, enjoy a large yard ideal for entertaining, gardening along with plenty of off street parking for tenants and guests alike. Don't miss this opportunity to own a versatile , income generating property in a great location.

  Jason Nocher NOCHER REALTY

  89 Pecks Rd, Pittsfield, MA 01201
• 

  

  /45

  $270,000 Sold Sep 16, 2025

  • 1,158 Sq Ft
  • $233/SF
  • 68 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1935

  44 Jason St, Pittsfield, MA 01201

  This delightful 3-bedroom Cape-style home offers serene and comfortable living. Situated on a large lot this home boasts southwesterly mountain views. Designed for convenience, this home features all essential living spaces on a single level. Wood burning fireplace in the living room. A large attic space presents an opportunity for future expansion, whether as a home office, studio, or

  Derek Strzepa NOCHER REALTY

  44 Jason St, Pittsfield, MA 01201

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