Berkshire, MA Homes

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  /51

  $445,000 Sold Jun 27, 2025

  • 1,824 Sq Ft
  • $244/SF
  • 10 Days On Market

  • 5 Beds
  • 3 Baths
  • Built 1960

  178 Harryel St, Pittsfield, MA 01201

  MOVE IN READY 5-bedroom, 3 bath home in Southeast Pittsfield! This beautiful home has hardwoods throughout, newly renovated bathrooms, a massive primary suite with a walk-in closet & bath with a glass shower door. There is a partially finished basement with new carpet. An oversized garage with fenced in back yard. There are many updates throughout the home including a new oil tank (2024),

  Anthony Riello LAMACCHIA REALTY, INC

  178 Harryel St, Pittsfield, MA 01201
• 

  

  

  /27

  Est $292,686 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,104 Sq Ft

  19 Eleanor Rd, Dalton, MA 01226

  19 Eleanor Rd, Dalton, MA 01226
• 

  

  

  /5

  $39,000

  • Land
  • 0.41 Acre
  • $95,120 per Acre

  33 Circular Ave, Pittsfield, MA 01201

  Building lot that is well located and cleared in downtown Pittsfield. City lot is 0.41 acres, approved for building Single Family or Multi-Family up to 4 units and fits within the Multi-Family Residential zone (R-M). Walk-able and close to all amenities including restaurants, grocery stores, shops and public transportation. Water, sewer and gas available on the street. Proximity to the region's

  Cory Evangelisto NOCHER REALTY

  33 Circular Ave, Pittsfield, MA 01201
• 

  

  

  /43

  $250,000 Sold Jun 27, 2025

  • 1,853 Sq Ft
  • $135/SF
  • 64 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 1939

  14 Cooper Pkwy, Pittsfield, MA 01201

  This well appointed Cape Style home is beautifully set on approximately 1.3 acres in the heart of one of Southeast Pittsfield's more desirable neighborhoods. The 1st floor of the home offers a spacious living room complete with hardwood floors and a fireplace, formal dining room, kitchen, half bath and 1st floor bedroom with a full bath attached. The second floor boasts 3 large bedrooms, a full

  Doug Collins LAMACCHIA REALTY, INC

  14 Cooper Pkwy, Pittsfield, MA 01201
• 

  

  

  /11

  Est $332,973 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
• 

  

  /57

  $635,000

  • 3 Beds
  • 2.5 Baths
  • 1,720 Sq Ft

  4 Evergreen Trail, Lenox, MA 01240

  Heirloom peonies and fragrant David Austin rose varieties adorn the walkway of this Berkshire hidden gem inviting you into tranquillity, peace and calm. Once indoors, you'll find easy living. The first level has an open kitchen and living area with a gas fireplace, large primary bedroom with a full bath and walk-in closet along with a screened in patio which overlooks a well established low

  Wayne Ditore BERKSHIRE HATHAWAY HOMESERVICES REALTY PROFESSIONALS-WESTFIELD

  4 Evergreen Trail, Lenox, MA 01240
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  /32

  $211,000 Sold Jun 27, 2025

  • 1,734 Sq Ft
  • $122/SF
  • 19 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1902

  395 W Housatonic St, Pittsfield, MA 01201

  This two-family flat style property offers spacious living and excellent functionality, ideal for both owner-occupants and investors. Located on a generous lot, it features ample off-street parking and a one-car detached garage for added convenience. Each unit enjoys separate utilities and laundry hookups in the basement. First Floor Apartment has two comfortable bedrooms. A large, inviting

  Michael Sorrentino BERKSHIRE HATHAWAY HOMESERVICES REALTY PROFESSIONALS-WESTFIELD

  395 W Housatonic St, Pittsfield, MA 01201
• 

  

  /28

  Est $454,539 Not Listed For Sale

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

  54 Pomeroy Ave, Pittsfield, MA 01201

  54 Pomeroy Ave, Pittsfield, MA 01201
• 

  

  /35

  $725,000

  • 4 Beds
  • 3.5 Baths
  • 3,491 Sq Ft

  26 Filomena Dr, Pittsfield, MA 01201

  This lovely Colonial home is nestled at the end of the road adjoining Kirvin Park w/ great curb appeal. .The main floor has 2,488 sq.ft. w/ an attached double garage, a mudroom w/ laundry facilities, a large combined kitchen & family room leading to an outdoor deck. Also a spacious dining room & living room & a half bath off the front foyer.. Upstairs: 1,546 sq. ft, w/ a large en-suite primary

  Barbara K Greenfeld SIGNATURE ASSOCIATES

  26 Filomena Dr, Pittsfield, MA 01201
• 

  

  /38

  $375,000 Sold Jun 27, 2025

  • 2,160 Sq Ft
  • $174/SF
  • 65 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1930

  16 Chester St, Pittsfield, MA 01201

  Welcome home to Chester Street - hidden gem tucked between Revilla and Noblehurst for privacy. Spacious open first floor layout with freshly refinished hardwood floors. Living room w gas fireplace opens to formal dining.; year-round heated side porch for home office/play area. Galley-style kitchen opens to an eat-in area and family room. First floor full bath. Second floor features 3-4

  Pamela Roberts ROBERTS & ASSOC. REALTY, INC

  16 Chester St, Pittsfield, MA 01201
• 

  

  /30

  Est $319,672 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,124 Sq Ft

  101 Gamwell Ave, Pittsfield, MA 01201

  101 Gamwell Ave, Pittsfield, MA 01201
• 

  

  /3

  $268,500

  • 3 Beds
  • 3 Baths
  • 1,603 Sq Ft

  79 Center St, Pittsfield, MA 01201

  Spacious three-family home in the heart of Pittsfield's vibrant Downtown Cultural District! This property features a total of 3 bedrooms, offering strong rental potential and versatility. Recent capital improvements include newer roof and siding, reducing immediate maintenance costs and boosting curb appeal. Situated in a highly desirable, walkable location near restaurants, the Berkshire

  Heather Gallagher JAN PERRY REALTY & ASSOCIATES, LLC

  79 Center St, Pittsfield, MA 01201
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  /61

  $282,000 Sold Jun 27, 2025

  • 1,197 Sq Ft
  • $236/SF
  • 74 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1900

  58 Franklin St, Pittsfield, MA 01201

  This charming Cape with craftsmen-esq details features three bedrooms, one bath, a large eat-in Kitchen, the open flow of a Sitting area, Living room and Den is great for entertaining! You can enjoy the views while you relax on your front porch, a two car garage with extra space for a workshop or storage. All this sitting on an open almost a half acre lot with plenty of space and sunlight for

  Wayne Ditore BERKSHIRE HATHAWAY HOMESERVICES REALTY PROFESSIONALS-WESTFIELD

  58 Franklin St, Pittsfield, MA 01201
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  /12

  Est $214,735 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
• 

  

  /50

  $175,500

  • 6 Beds
  • 2.5 Baths
  • 3,216 Sq Ft

  27 Daniels Ave, Pittsfield, MA 01201

  Spacious side-by-side duplex offering three bedrooms in each unit. Hardwood floors throughout each unit along with a front/rear porch, first floor laundry, and separate utilities. Loads of additional space in attic and basement for storage or potential future expansion of living space. HUD Home. LBP. Sold ''AS IS'' by elec. bid only. Prop avail 06-12-25. Bids due by 06-22-25 by 11:59 PM Central

  Cory Evangelisto NOCHER REALTY

  27 Daniels Ave, Pittsfield, MA 01201
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  /34

  $1,392,500 Sold Jun 25, 2025

  • 4,800 Sq Ft
  • $290/SF
  • 236 Days On Market

  • 4 Beds
  • 6 Baths
  • Built 1989

  125 Old Stockbridge Rd, Lenox, MA 01240

  A grand two-story foyer with a beautifully crafted staircase welcomes your entrance to this stately home. The spacious rooms are bathed in natural light. Wonderful details include two fireplaces, French doors, butler's pantry, back staircase, beautiful wood floors. Large eat-in kitchen and formal dining room. Gracious back porch off the family room looks out to the lovely meadow and woods.

  Tim Gallagher STONE HOUSE PROPERTIES, LLC

  125 Old Stockbridge Rd, Lenox, MA 01240
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  /34

  Est $331,147 Not Listed For Sale

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

  223 Chapel St, Pittsfield, MA 01201

  223 Chapel St, Pittsfield, MA 01201
• 

  

  /41

  $350,000

  • 6 Beds
  • 3 Baths
  • 3,366 Sq Ft

  151 Onota St, Pittsfield, MA 01201

  First Bulk showings/open house 6/13/25 11-12:30! Welcome to this fully rented professionally managed 3-family investment opportunity at 151 Onota St in Pittsfield! Each spacious unit features 2 bedrooms and 1 bathroom, offering excellent rental income potential. The second and third floors are occupied by long-term tenants, while the first floor welcomed new tenants as of June 1st. Don’t miss

  Michael Johnson Lock and Key Realty Inc.

  151 Onota St, Pittsfield, MA 01201
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  /39

  $615,250 Sold Jun 25, 2025

  • 1,600 Sq Ft
  • $385/SF
  • 28 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1963

  9 Sullivan Ln, Lenox, MA 01240

  Charming move-in-ready 4-bedroom, 2-bath home, thoughtfully renovated in 2010. This home combines modern updates with comfort and convenience. The full renovation in 2010 included a new septic system, Buderus boiler, all new windows, roof & Hardie Plank siding and an upstairs expansion including a shed dormer, 3 bedrooms, and a full bath. This home has been continually updated and maintained over

  Erin Candee LANCE VERMEULEN RE, INC., LENOX

  9 Sullivan Ln, Lenox, MA 01240
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  /32

  Est $232,226 Not Listed For Sale

  • 6 Beds
  • 4 Baths
  • 2,498 Sq Ft

  163 Francis Ave, Pittsfield, MA 01201

  163 Francis Ave, Pittsfield, MA 01201
• 

  

  /43

  $799,000

  • 7 Beds
  • 7 Baths
  • 4,290 Sq Ft

  17 - 23 Linden St, Pittsfield, MA

  Incredible Multi-Unit Investment Opportunity in Downtown Pittsfield!Located just steps from the Barrington Stage Company theater in the heart of the cultural district, this dynamic property includes two fully occupied buildings plus a 4-bay garage, making it a true income-generating powerhouse. With a solid 11.2 cap rate, this is a rare opportunity for both the savvy investor and the live-in

  Michael Castellano Gilcrest Properties

  17 - 23 Linden St, Pittsfield, MA
• 

  

  /18

  $280,000 Sold Jun 24, 2025

  • 1,404 Sq Ft
  • $199/SF
  • 3 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1925

  33 Albro St, Pittsfield, MA 01201

  The sellers have loved this home for over 53 years. 3 bedrooms with eat-in kitchen, dining room and nice size living room, Bright enclosed front porch and landscaped yard. This home has been well maintained. Sellers are selling the house AS IS.

  Toni Marie Gage SIGNATURE ASSOCIATES

  33 Albro St, Pittsfield, MA 01201
• 

  

  /33

  Est $329,745 Not Listed For Sale

  • 6 Beds
  • 2 Baths
  • 3,200 Sq Ft

  207 Pomeroy Ave, Pittsfield, MA 01201

  207 Pomeroy Ave, Pittsfield, MA 01201
• 

  

  /44

  $629,500

  • 4 Beds
  • 4.5 Baths
  • 3,081 Sq Ft

  24 Alpine Trail, Pittsfield, MA 01201

  Welcome to your Berkshire retreat! 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

  Tanya Shepardson LAMACCHIA REALTY, INC

  24 Alpine Trail, Pittsfield, MA 01201
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  /34

  $215,000 Sold Jun 24, 2025

  • 2,400 Sq Ft
  • $90/SF
  • 4 Days On Market

  • 6 Beds
  • 2 Baths
  • Built 1900

  12 Willow St, Pittsfield, MA 01201

  Investors & Owner Occupants take NOTICE!!! Schedule your appointment to view this great investment property. This 2-family home does need a little updating and is priced to sell! Conveniently located near all necessary amenities. Seller is motivated, bring all offers!!!

  Adam Devine DORRANCE REALTY, LLC

  12 Willow St, Pittsfield, MA 01201
• 

  

  /26

  Est $688,247 Not Listed For Sale

  • 4 Beds
  • 4.5 Baths
  • 2,881 Sq Ft

  65 Alpine Trail, Pittsfield, MA 01201

  65 Alpine Trail, Pittsfield, MA 01201
• 

  

  /4

  $50,000

  • Land
  • 1.10 Acres
  • $45,455 per Acre

  0 Hungerford St, Pittsfield, MA 01201

  Build Your Dream Home on 1.1 Acres. Don’t miss this rare opportunity to own a spacious 1.1-acre buildable lot, perfect for your custom single-family home. Located in a peaceful setting and convenience, this lot offers level terrain and is ready for development with utilities water, sewer, electric available at the street. Whether you’re looking to build now or invest for the future, this property

  Xavier Cruz Fathom Realty

  0 Hungerford St, Pittsfield, MA 01201
• 

  

  /9

  $100,000 Sold Jun 24, 2025

  • 4,284 Sq Ft
  • $23/SF
  • 2 Days On Market

  • 12 Beds
  • 4 Baths
  • Built 1920

  68 Lyman St, Pittsfield, MA 01201

  Four family home close to downtown Pittsfield, parks & restaurants. This fourplex offers a great investment opportunity in the Berkshires. Property is a fixer-upper with four 3 bed/1 bath units. Detached 2 car garage and a nice backyard with plenty of off street parking. Separate utilities. All utilities are currently off and will not be turned on for inspection. Natural gas heat & hot water. No

  Jose Larios LAMACCHIA REALTY, INC

  68 Lyman St, Pittsfield, MA 01201
• 

  /2

  Est $867,736 Not Listed For Sale

  • 26 Beds
  • 12 Baths
  • 8,712 Sq Ft

  549 North St, Pittsfield, MA 01201

  549 North St, Pittsfield, MA 01201
• 

  

  /22

  $284,888

  • 4 Beds
  • 2 Baths
  • 2,132 Sq Ft

  50 John St, Pittsfield, MA 01201

  This two-family home was renovated in the last two years! Improvements include roof, windows, flooring, painting, and more! The home offers an enclosed front porch to access both units, and a side porch for each apartment independently. Each unit features living room, dining room, kitchen, 2 bedrooms and 1 bath. There is separate heat, hot water and electric: Unit 52 has natural gas heat while

  Maria Liccardi Lamacchia Realty, Inc.

  50 John St, Pittsfield, MA 01201
• 

  

  /35

  $345,000 Sold Jun 20, 2025

  • 1,552 Sq Ft
  • $222/SF
  • 1 Day On Market

  • 2 Beds
  • 3 Baths
  • Built 1976

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

  Move right into this beautifully updated two-bedroom, three full bath condo located in the highly sought-after Rolling Hills Condo Association in picturesque Lenox, Massachusetts. The brand-new kitchen is a standout feature, boasting all-new cabinetry, stylish butcher block countertops, updated flooring, and a complete suite of modern appliances. Throughout the main living areas, quality laminate

  Michael Sorrentino BERKSHIRE HATHAWAY HOMESERVICES REALTY PROFESSIONALS-WESTFIELD

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

  

  /15

  Est $261,574 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,632 Sq Ft

  80 Dartmouth St, Pittsfield, MA 01201

  80 Dartmouth St, Pittsfield, MA 01201
• 

  

  /50

  $1,950,000

  • 5 Beds
  • 4.5 Baths
  • 4,301 Sq Ft

  20 E Dugway Rd, Lenox, MA 01240

  Lenox Estate on 36 Acres - Two HomesJust one mile from the center of Lenox, this unique estate offers exceptional space and versatility with two separate residences. The main home boasts 4,100 square feet with five bedrooms and three and a half bathrooms--perfect for spacious living or entertaining. The second home is a charming 1,200-square-foot residence with two bedrooms and two full baths,

  Tanya Shepardson LAMACCHIA REALTY, INC

  20 E Dugway Rd, Lenox, MA 01240
• 

  

  /21

  $239,000 Sold Jun 20, 2025

  • 960 Sq Ft
  • $249/SF
  • 3 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1953

  65 Belvidere Ave, Pittsfield, MA 01201

  Tucked away at the end of a quiet dead-end street, this 3-bedroom, 1-bath home offers privacy, potential, and a fantastic location. Whether you're a first-time home buyer, investor, or renovator, this property is a blank canvas ready to be transformed and brought up to date.Step inside and imagine the possibilities. The home also features a one-car garage for convenient storage or parking.

  Rhonda Cyr LAMACCHIA REALTY, INC

  65 Belvidere Ave, Pittsfield, MA 01201
• 

  

  /15

  Est $313,066 Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 1,056 Sq Ft

  880 East St Unit 200A, Lee, MA 01238

  880 East St Unit 200A, Lee, MA 01238
• 

  

  /27

  $255,000

  • 3 Beds
  • 1 Bath
  • 888 Sq Ft

  157 Maple Grove Dr, Pittsfield, MA 01201

  Welcome to easy, one-level living in this 3-bedroom ranch, nestled in the sought-after southeast section of Pittsfield. The property features vinyl siding, modern appliances, and on-demand hot water. Outside you will find a fully fenced-in yard ideal for relaxing or entertaining. Enjoy summer days on the expansive deck or take a dip in the above-ground pool. Two storage sheds provide space for

  Jessica Rizzo LAMACCHIA REALTY, INC

  157 Maple Grove Dr, Pittsfield, MA 01201
• 

  

  /28

  $280,000 Sold Jun 20, 2025

  • 2,728 Sq Ft
  • $103/SF
  • 23 Days On Market

  • 6 Beds
  • 3 Baths
  • Built 1910

  47 Atwood Ave, Pittsfield, MA 01201

  Spacious and updated, this side-by-side two-family property offers a total of 6 bedrooms, 3 bathrooms, and 2 Flex Rooms --perfect for home offices, playrooms, or guest space. Both units have been thoughtfully renovated, with fresh interior and exterior paint completed in 2023 and new carpeting. The large lot provides valuable outdoor space.Located close to public transportation, shopping, and

  Gabriela Dearstyne BISHOP WEST REAL ESTATE

  47 Atwood Ave, Pittsfield, MA 01201
• 

  

  /25

  Est $226,682 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,404 Sq Ft

  63 Gale Ave, Pittsfield, MA 01201

  63 Gale Ave, Pittsfield, MA 01201
• 

  

  /33

  $500,000 Open Sun 12PM - 3PM

  • 3 Beds
  • 3 Baths
  • 2,351 Sq Ft

  499 Tamarack Rd, Pittsfield, MA 01201

  CHECK OUT THE NEW PHOTOS!!!! Located next to Bousquet, just up the road from the Pittsfield airport, minutes from Lenox and Tanglewood and easy access to all the Berkshires have to offer! Lot's of love and care has gone into this home and property. Beautifully maintained and manicured lawn, private backyard, renovated deck with hot tub and a recently paved driveway are just a few of the outdoor

  Allen Halstead Berkshire Hathaway Home Services Blake

  499 Tamarack Rd, Pittsfield, MA 01201
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  /36

  $335,000 Sold Jun 20, 2025

  • 3,024 Sq Ft
  • $111/SF
  • 24 Days On Market

  • 8 Beds
  • 4 Baths
  • Built 1900

  33 Wellington Ave, Pittsfield, MA 01201

  Welcome to this beautifully updated three-family property offering strong rental potential and modern living comforts. Perfectly suited for investors or those looking to live in one unit while generating income from the others! # 33: Spacious 4-bedroom, 2-bath unit - recently updated with modern finishes, ideal for larger families or premium rental income. #35 1st and 2nd floor apartments: Each

  Kellie Perrault NOCHER REALTY

  33 Wellington Ave, Pittsfield, MA 01201

Showing Results 241 - 280, Page 7 of 18