Berkshire, MA Homes

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  /64

  $427,000 Sold Mar 18, 2025

  • 1,368 Sq Ft
  • $312/SF
  • 7 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1979

  15 Winesap Rd, Pittsfield, MA 01201

  Welcome to this meticulously maintained Cape-style home, the home you have been waiting for! The first floor features a stunning updated kitchen, complete w/ granite countertops and radiant heating in the flooring for that extra touch of comfort. Relax in the cozy living room, highlighted by a wood-burning fireplace. The first floor also includes a spacious bedroom and a full bathroom, along with

  Jessica Rizzo LAMACCHIA REALTY, INC

  15 Winesap Rd, Pittsfield, MA 01201
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  /50

  Est $901,113 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 3,824 Sq Ft

  9 Gaston Dr, Pittsfield, MA 01201

  9 Gaston Dr, Pittsfield, MA 01201
• 

  

  

  /19

  $179,950 Pending

  • 5 Beds
  • 2 Baths
  • 1,872 Sq Ft

  129 Newell St, Pittsfield, MA 01201

  2 Unit property with charm and character. A good property to collect rent and live in one unit. Home is worth the investment. Located in a residential location, yet close to everything. Good layout, good size rooms and storage space. You will appreciate the layout and charm this property has! 7 day offer waiting period after the MLS date has passed.

  The Ponte Group Keller Williams South Watuppa

  129 Newell St, Pittsfield, MA 01201
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  /12

  $145,000 Sold Mar 18, 2025

  • 1,449 Sq Ft
  • $100/SF
  • 94 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1900

  106 Robbins Ave, Pittsfield, MA 01201

  3 Bedroom, 1.5 bath home fully fenced with a lot of potential. Kitchen has all new appliances, and bedrooms just need some finishing touches. House is being sold in "As Is" condition.

  Ann Jerebtsov Lamacchia Realty, Inc.

  106 Robbins Ave, Pittsfield, MA 01201
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  /36

  Est $475,281 Not Listed For Sale

  • 4 Beds
  • 4 Baths
  • 2,054 Sq Ft

  880 East St Unit 500A, Lee, MA 01238

  880 East St Unit 500A, Lee, MA 01238
• 

  

  /19

  $115,000 Sold Mar 17, 2025

  • 2,036 Sq Ft
  • $56/SF
  • 55 Days On Market

  • 6 Beds
  • 2 Baths
  • Built 1910

  104 Linden St, Pittsfield, MA 01201

  Two- family home with detached two-car garage plus off-street parking and small private backyard! The property features two 3 bedrooms/1 bath apartments with separate heat, hot water and electric. The plumbing and heating were updated about 5 years ago, with new high efficiency combo heat/hot water installed. Also, the electric meters were replaced. With some TLC this is a great opportunity,

  Maria Liccardi LAMACCHIA REALTY, INC

  104 Linden St, Pittsfield, MA 01201
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  /29

  Est $292,775 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,144 Sq Ft

  37 Edgemere Rd, Dalton, MA 01226

  37 Edgemere Rd, Dalton, MA 01226
• 

  

  /29

  $120,000 Sold Mar 17, 2025

  • 1,296 Sq Ft
  • $93/SF
  • 97 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1910

  21 Pacific St, Pittsfield, MA 01201

  Lead compliant two-family home, located in a quiet street in Pittsfield. Each unit offers 2 bedrooms and 1 bathroom. The home also features a nice fenced-in backyard, vinyl replacement windows, vinyl siding and recent plumbing updates . One unit is currently rented while the other is vacant, presenting a great opportunity for owner-occupants as well as investors.

  Maria Liccardi LAMACCHIA REALTY, INC

  21 Pacific St, Pittsfield, MA 01201
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  /28

  Est $293,010 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,720 Sq Ft

  86 Dickinson Ave, Pittsfield, MA 01201

  86 Dickinson Ave, Pittsfield, MA 01201
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  /28

  $234,000 Sold Mar 17, 2025

  • 1,080 Sq Ft
  • $217/SF
  • 85 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1988

  0 Pondview Dr Unit 3H 245005, Pittsfield, MA 01201

  Well-maintained condominium in central Berkshire, just minutes from shopping and dining. This turnkey unit is ready for you to call it home. Enjoy the winter with a cozy wood fireplace and a private deck overlooking scenic meadows. The bright, open living space features vaulted ceilings and a dining area. The primary bedroom on the main floor is spacious and includes a walk-in closet. The kitchen

  Gabriela Dearstyne BISHOP WEST REAL ESTATE

  0 Pondview Dr Unit 3H 245005, Pittsfield, MA 01201
• 

  

  /23

  Est $322,863 Not Listed For Sale

  • 4 Beds
  • 1.5 Baths
  • 1,664 Sq Ft

  42 Putnam Ave, Pittsfield, MA 01201

  42 Putnam Ave, Pittsfield, MA 01201
• 

  

  /28

  $286,875 Sold Mar 14, 2025

  • 1,116 Sq Ft
  • $257/SF
  • 62 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1928

  60 Whittier Ave, Pittsfield, MA 01201

  Lovely two bedroom home featuring wood floors, spacious bedrooms, walk up attic, finished lower level, french door off of kitchen leading to deck and nice fenced yard located in Southeast Pittsfield.

  Robin Moore 413 REAL ESTATE

  60 Whittier Ave, Pittsfield, MA 01201
• 

  

  /15

  Not Listed For Sale

  • 6 Beds
  • 1 Bath
  • 5,712 Sq Ft

  278 Onota St, Pittsfield, MA 01201

  278 Onota St, Pittsfield, MA 01201
• 

  

  /53

  $645,000 Sold Mar 13, 2025

  • 2,826 Sq Ft
  • $228/SF
  • 277 Days On Market

  • 3 Beds
  • 3.5 Baths
  • Built 1986

  1136 Barker Rd Unit 48, Pittsfield, MA 01201

  What could be better than living at South Pond Farm with its glorious 1800 ft of shoreline on glistening Richmond Pond with private beachfront, heated swimming pool and tennis all on site. This awe-inspiring home is totally immaculate and has been improved by its loving owner with all new appliances, granite countertops, custom landscape, built-ins and continual care. An inviting wood fireplace,

  Paula McLean PAULA MCLEAN REALTORS INC.

  1136 Barker Rd Unit 48, Pittsfield, MA 01201
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  /27

  Est $313,016 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,844 Sq Ft

  21 Hazelwood Terrace, Pittsfield, MA 01201

  21 Hazelwood Terrace, Pittsfield, MA 01201
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  /42

  $301,000 Sold Mar 11, 2025

  • 4,000 Sq Ft
  • $75/SF
  • 5 Days On Market

  • 8 Beds
  • 4 Baths
  • Built 1910

  66 N Pearl St, Pittsfield, MA 01201

  A beautifully updated and maintained 4 family home centrally located in the heart of Pittsfield. This home offers 4 apartments with 2 bedrooms each. Each side has two apartments, one downstairs and one upstairs. Property located near Berkshire Medical Center, schools, restaurants, laundromats, gas stations, downtown's cultural attractions, grocery stores and other Berkshire amenities. The

  Jose Larios LAMACCHIA REALTY, INC

  66 N Pearl St, Pittsfield, MA 01201
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  /36

  Est $257,468 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,290 Sq Ft

  401 W Housatonic St, Pittsfield, MA 01201

  401 W Housatonic St, Pittsfield, MA 01201
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  /36

  $232,000 Sold Mar 11, 2025

  • 1,064 Sq Ft
  • $218/SF
  • 39 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1956

  1047 South St, Dalton, MA 01226

  Experience the convenience of one-level living in this delightful three-bedroom, one-bath ranch-style home. This property boasts a prime location, just a stone's throw away from a local park and a convenience store. Step inside to discover an inviting open kitchen that flows into the living and dining areas, creating a perfect space for entertaining. Additionally, you can enjoy access from the

  Jessica Rizzo LAMACCHIA REALTY, INC

  1047 South St, Dalton, MA 01226
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  /42

  Est $312,427 Not Listed For Sale

  • 6 Beds
  • 2 Baths
  • 2,700 Sq Ft

  71 Howard St, Pittsfield, MA 01201

  71 Howard St, Pittsfield, MA 01201
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  /33

  $255,000 Sold Mar 07, 2025

  • 1,544 Sq Ft
  • $165/SF
  • 5 Days On Market

  • 6 Beds
  • 2 Baths
  • Built 1900

  283 Francis Ave, Pittsfield, MA 01201

  Tastefully remodeled, move-in-ready duplex conveniently located close to downtown and BMC. New flooring throughout, redesigned baths and kitchens, separate gas utilities, new roof 2024, two new 100amp electric panels 2024, updated plumbing and electric, new appliances. large private fenced backyard, large private freshly stained deck, off street parking. Both units have been fully remodeled.

  Kimberlee Olson GELINAS REAL ESTATE

  283 Francis Ave, Pittsfield, MA 01201
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  /34

  Est $421,654 Not Listed For Sale

  • 6 Beds
  • 2.5 Baths
  • 4,066 Sq Ft

  75 Appleton Ave, Pittsfield, MA 01201

  75 Appleton Ave, Pittsfield, MA 01201
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  /44

  $235,000 Sold Mar 07, 2025

  • 1,552 Sq Ft
  • $151/SF
  • 246 Days On Market

  • 2 Beds
  • 3 Baths
  • Built 1976

  4 Rolling Hills Bld4 Unit 9 -- Unit 4-9, Lenox, MA 01240

  Enjoy the convenience of condo living when you move to Rolling Hills. This unit enjoys a pastoral setting in the community. Open living with two bedrooms and two full baths on the main living level. Living room opens to a private rear deck. Oversized slider lets in lots of natural light and brings the sights and sounds of nature to your doorstep. The partially finished lower level includes

  Pamela Roberts ROBERTS & ASSOC. REALTY, INC

  4 Rolling Hills Bld4 Unit 9 -- Unit 4-9, Lenox, MA 01240
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  /26

  Est $735,992 Not Listed For Sale

  • 5 Beds
  • 2.5 Baths
  • 2,204 Sq Ft

  109 West St, Lenox, MA 01240

  109 West St, Lenox, MA 01240
• 

  

  /45

  $400,000 Sold Mar 06, 2025

  • 5,588 Sq Ft
  • $72/SF
  • 18 Days On Market

  • 12 Beds
  • 4 Baths
  • Built 1910

  39 Maplewood Ave, Pittsfield, MA 01201

  Fully renovated, expansive Pittsfield duplex in the Downtown Creative District. Live/work in the same space and rent the other side! Boarding house? Traveling nurse rental income opportunity? Each unit hosts three floors and over 2700 sq. ft of living space. New roof, flooring, insulation, electric, plumbing , vinyl windows, high efficiency boilers with natural gas conversion all within the

  Amy Wood STEEPLEVIEW REALTY - N. ADAMS

  39 Maplewood Ave, Pittsfield, MA 01201
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  /31

  Est $297,426 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,456 Sq Ft

  36 Brighton Ave, Pittsfield, MA 01201

  36 Brighton Ave, Pittsfield, MA 01201
• 

  /2

  $180,000 Sold Mar 05, 2025

  • 2,354 Sq Ft
  • $76/SF
  • 9 Days On Market

  • 5 Beds
  • 3 Baths
  • Built 1900

  43 Cherry St, Pittsfield, MA 01201

  Income-producing multifamily home, fully rented. The apartments where freshened up with paint and newer flooring, and a new roof and boiler were installed in the last year. This property is located near downtown Pittsfield and it can be purchased with the multifamily next door at 39-41 Cherry St.

  Maria Liccardi LAMACCHIA REALTY, INC

  43 Cherry St, Pittsfield, MA 01201
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  /26

  Est $192,796 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,276 Sq Ft

  14 Goodrich St, Pittsfield, MA 01201

  14 Goodrich St, Pittsfield, MA 01201
• 

  

  /34

  $360,000 Sold Mar 03, 2025

  • 1,918 Sq Ft
  • $188/SF
  • 32 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1900

  7 Crystal St, Lenox, MA 01240

  This charming, recently renovated two-family home offers modern updates and a convenient location in the heart of Lenox Dale, situated directly on the public bus line. Each unit features two bedrooms, updated kitchens, refreshed bathrooms, and new flooring throughout, complemented by stylish new siding. The front unit boasts a well-thought-out layout with a first-floor bedroom, a full

  Michael Sorrentino BERKSHIRE HATHAWAY HOMESERVICES REALTY PROFESSIONALS-WESTFIELD

  7 Crystal St, Lenox, MA 01240
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  /10

  Est $177,090 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 600 Sq Ft

  81 Dartmouth St Unit 308, Pittsfield, MA 01201

  81 Dartmouth St Unit 308, Pittsfield, MA 01201
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  /47

  $381,000 Sold Feb 28, 2025

  • 2,596 Sq Ft
  • $147/SF
  • 4 Days On Market

  • 6 Beds
  • 2 Baths
  • Built 1923

  98 Stratford Ave, Pittsfield, MA 01201

  Incredible opportunity to own this Two- Family flat in desirable Southeast Pittsfield! Each unit boasts spacious living with three bedrooms and one bathroom. This house has its original charm blended with recent updates in the upstairs unit. Updated kitchen and bath in 2022 as well as updates in the playroom, dining and living area. There are also two bonus rooms upstairs great for a home

  Jessie Carlino MACCARO REAL ESTATE

  98 Stratford Ave, Pittsfield, MA 01201
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  /46

  Est $303,680 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,296 Sq Ft

  71 Strong Ave, Pittsfield, MA 01201

  71 Strong Ave, Pittsfield, MA 01201
• 

  

  /42

  $271,900 Sold Feb 28, 2025

  • 2,626 Sq Ft
  • $104/SF
  • 5 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1910

  25 Elizabeth St, Pittsfield, MA 01201

  Welcome to this beautifully updated duplex, offering an ideal blend of comfort and modern amenities. Each unit boasts 2 spacious bedrooms with 2 additional rooms perfect for home offices, play areas, or extra living spaces. Each unit also offers updated eat in kitchens with granite, bathrooms and large living rooms. Both units are equipped with convenient first-floor laundry. The property also

  Jessie Downer LAMACCHIA REALTY, INC

  25 Elizabeth St, Pittsfield, MA 01201
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  /24

  Est $186,044 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 720 Sq Ft

  81 Dartmouth St Unit 201, Pittsfield, MA 01201

  81 Dartmouth St Unit 201, Pittsfield, MA 01201
• 

  

  /21

  $220,000 Sold Feb 28, 2025

  • 832 Sq Ft
  • $264/SF
  • 18 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1911

  38 Foote Ave, Pittsfield, MA 01201

  American Bungalow in a desirable neighborhood. Plenty of potential. Two bedroom One bath, Replacement windows, Great Attic space with a floor. Detached 1-car garage, Leased Solar Panels (SunRun), electric hot water heater, Steam heat, Mini split in dining room provides heat and AC. House needs updating. There is a house cat at this location. Please be prepared to remove your shoes.New Photos

  Mary Blair SIGNATURE ASSOCIATES

  38 Foote Ave, Pittsfield, MA 01201
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  /16

  Est $241,924 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,860 Sq Ft

  20 Allessio St, Pittsfield, MA 01201

  20 Allessio St, Pittsfield, MA 01201
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  /39

  $560,000 Sold Feb 28, 2025

  • 2,022 Sq Ft
  • $277/SF
  • 56 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1988

  24 Pinecrest Dr, Lenox, MA 01240

  This 3 bedroom 2.5 bath, fully fenced in flat, spacious yard on a quiet cul de sac is ready for it's new owner! Hardwood floor throughout, EIK with sliders to the back deck, large dining room, living room with fireplace, a flex space with half bathroom and laundry room next to the kitchen. Upstairs you'll find a large primary suite with fireplace and full bath, two guest bedrooms and a full

  Melissa Dimassimo STONE HOUSE PROPERTIES, LLC

  24 Pinecrest Dr, Lenox, MA 01240
• 

  

  /23

  Est $405,392 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 2,595 Sq Ft

  140 Bartlett Ave, Pittsfield, MA 01201

  140 Bartlett Ave, Pittsfield, MA 01201
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  /51

  $425,000 Sold Feb 27, 2025

  • 1,780 Sq Ft
  • $239/SF
  • 8 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1947

  188 Windsor Ave, Pittsfield, MA 01201

  Move right into this beautiful home. This immaculate and well cared for home has spacious living room with pellet stove and formal dining room. Den/Office on the first floor. Hardwood floors, first floor full bath. Bright kitchen with quartz countertops, center island, stone backsplash and stainless-steel appliances. 3 large bedroom and full bath on 2nd floor. The gorgeous sunroom off the

  Penney Cardonnel SIGNATURE ASSOCIATES

  188 Windsor Ave, Pittsfield, MA 01201
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  /33

  Est $477,213 Not Listed For Sale

  • 4 Beds
  • 1.5 Baths
  • 1,840 Sq Ft

  37 Bishop Pkwy, Pittsfield, MA 01201

  37 Bishop Pkwy, Pittsfield, MA 01201
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  /48

  $295,000 Sold Feb 27, 2025

  • 2,808 Sq Ft
  • $105/SF
  • 10 Days On Market

  • 6 Beds
  • 2 Baths
  • Built 1900

  176 Woodlawn Ave, Pittsfield, MA 01201

  Welcome to 176 Woodlawn Ave in Pittsfield! This charming very well maintained two-family duplex offers a fantastic opportunity for both investors and owner-occupants. Each unit features three spacious bedrooms and a full bath, providing ample space for comfortable living. Enjoy the convenience of separate utilities, ensuring minimal hassle and efficient management. The property is situated in a

  Doug Collins LAMACCHIA REALTY, INC

  176 Woodlawn Ave, Pittsfield, MA 01201

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