Berkshire, MA Homes

• 

  

  

  /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
• 

  

  

  /25

  Est $264,489 Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 1,098 Sq Ft

  24 Evelyn St, Dalton, MA 01226

  24 Evelyn St, Dalton, MA 01226
• 

  

  

  /13

  $399,900

  • 3 Beds
  • 2 Baths
  • 1,710 Sq Ft

  528 Walker St, Lenox Dale, MA 01242

  Large well maintained Colonial on a half acre lot. Large open kitchen with lots of cabinet space. Sliders off kitchen leading to back deck. Bright and sunny living space with a bonus den or office. 3 full sized bedrooms. 2 full baths. Laundry hookups on 2nd floor for convenience. Seller willing to buy down the mortgage rate on this home. PLEASE BOOK SHOWINGS THROUGH SHOWINGTIME.

  Tyler Scaglione Cameron Real Estate Group

  528 Walker St, Lenox Dale, MA 01242
• 

  

  

  /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
• 

  

  

  /40

  Est $307,584 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,302 Sq Ft

  51 Kensington Ave, Pittsfield, MA 01201

  51 Kensington Ave, Pittsfield, MA 01201
• 

  

  /26

  $380,000

  • 5 Beds
  • 2.5 Baths
  • 3,030 Sq Ft

  145 Bartlett Ave, Pittsfield, MA 01201

  Welcome to this stunning Colonial home, perfectly situated near the vibrant heart of downtown Pittsfield. With 5 spacious bedrooms and 3 bathrooms, this 3030 square foot detached home offers ample space for both relaxation and entertaining. The hardwood flooring throughout the house adds a touch of elegance and warmth. Enjoy hosting gatherings on the large deck, or take a short stroll to the

  Jarrett Hernandez 360BERKSHIRE REALTY GROUP

  145 Bartlett Ave, 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
• 

  

  /31

  Est $286,060 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,742 Sq Ft

  25 Taylor St, Pittsfield, MA 01201

  25 Taylor St, Pittsfield, MA 01201
• 

  

  /38

  $389,900 Pending

  • 4 Beds
  • 2.5 Baths
  • 1,756 Sq Ft

  785 E New Lenox Rd, Pittsfield, MA 01201

  Colonial Retreat in the Berkshires Hills.A perfect blend of nature, comfort, and convenience for you to escape to the serene beauty of the Berkshires Hills in this charming woodland colonial home, located just minutes from Lenox. Perched atop a mountain, this property offers a wonderful connection to nature, with October Mountain hiking trails, biking paths, and mountaintop reservoirs practically

  Tonia Scalise WILLIAM PITT SOTHEBY'S - LENOX

  785 E New Lenox Rd, 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
• 

  

  /30

  Est $280,876 Not Listed For Sale

  • 5 Beds
  • 2 Baths
  • 1,913 Sq Ft

  273 Springside Ave, Pittsfield, MA 01201

  273 Springside Ave, Pittsfield, MA 01201
• 

  

  /51

  $389,000 Pending

  • 3 Beds
  • 2.5 Baths
  • 1,852 Sq Ft

  111 Northumberland Rd, Pittsfield, MA 01201

  Welcome to this beautifully maintained colonial located on a quiet tree-lined street in one of Pittsfield's most desirable neighborhoods. This spacious home has 3 bedrooms, 2.5 bathrooms, and over 1,800 square feet of living space. Step inside to find warm hardwood floors, original woodwork, and a cozy fireplace in the inviting living room. The bright and airy layout flows effortlessly into the

  Katie Soules WILLIAM RAVEIS REAL ESTATE

  111 Northumberland Rd, 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
• 

  

  /34

  Est $330,940 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,260 Sq Ft

  58 Birch Grove Dr, Pittsfield, MA 01201

  58 Birch Grove Dr, Pittsfield, MA 01201
• 

  

  /22

  $388,000 Pending

  • 3 Beds
  • 3 Baths
  • 1,194 Sq Ft

  927 Holmes Rd, Pittsfield, MA 01201

  Located in Southeast Pittsfield, this well-maintained raised ranch offers comfortable and versatile living space. The open-concept kitchen flows seamlessly into the main living area, perfect for everyday living and entertaining. The spacious primary bedroom includes a walk-in closet and en-suite bath. The finished lower level provides additional living space, perfect for a home office, or guest

  Elisha Poirier STONE HOUSE PROPERTIES, LLC

  927 Holmes Rd, Pittsfield, MA 01201
• 

  

  /49

  $487,500 Sold Jul 15, 2025

  • 3,210 Sq Ft
  • $152/SF
  • 17 Days On Market

  • 6 Beds
  • 2.5 Baths
  • Built 1901

  9 High St, Lenox, MA 01240

  Nestled in one of the most desirable towns in the Berkshires, this charming multi-family home presents a rare and exciting opportunity for investors, contractors, or visionary homeowners. Set on a spacious and desirable lot, this as-is property is ready to be reimagined--offering the perfect canvas for renovation, expansion, or transformation. The home features two side-by-side living units, each

  Diane Thorson WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  9 High St, Lenox, MA 01240
• 

  

  /18

  Est $293,438 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 2,076 Sq Ft

  35 Hazelwood Terrace, Pittsfield, MA 01201

  35 Hazelwood Terrace, Pittsfield, MA 01201
• 

  

  /38

  $375,000 Under Contract

  • 3 Beds
  • 2 Baths
  • 2,024 Sq Ft

  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
• 

  

  /23

  $355,000 Sold Jul 15, 2025

  • 1,552 Sq Ft
  • $229/SF
  • 3 Days On Market

  • 2 Beds
  • 3 Baths
  • Built 1976

  9 Rolling Hills Unit 5, Lenox, MA 01240

  This immaculate 2Bd, 3 Ba Move In condition unit is being offered Turn Key - fully furnished and fully stocked! But what really makes this unit special are the gorgeous Berkshire views from your private deck!The unit is completely updated & painted. Just bring your clothes and enjoy the pool, tennis & pickle ball courts, kayak racks, community victory garden, book club, mah jong, Bridge.

  Susan Baum BERKSHIRE HOMES AND CONDOS

  9 Rolling Hills Unit 5, Lenox, MA 01240
• 

  

  /41

  Est $595,110 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,861 Sq Ft

  92 Hubbard St, Lenox, MA 01240

  92 Hubbard St, Lenox, MA 01240
• 

  

  /34

  $399,900 Under Contract

  • 4 Beds
  • 2 Baths
  • 1,823 Sq Ft

  100 Anita Dr, Pittsfield, MA 01201

  WELCOME to your perfect retreat! This cape home offers the ultimate in comfort and convenience, featuring an inground pool, hot tub, and pastoral views that create a serene outdoor oasis. Step inside to a spacious family room, cozy living room with a wood burning fireplace, and an enclosed porch-ideal for year-round enjoyment. The open concept kitchen and dining area boasts abundant cabinetry,

  Pauline Green STEEPLEVIEW REALTY - ADAMS BRANCH

  100 Anita Dr, Pittsfield, MA 01201
• 

  

  /11

  $1,370,000 Sold Jul 15, 2025

  • 1,109 Sq Ft
  • $1235/SF
  • 34 Days On Market

  • 1 Bed
  • 1.5 Baths
  • Built 2017

  165 Kemble St Unit 2, Lenox, MA 01240

  Discover luxury living at Canyon Ranch with this 1-bedroom condo, boasting a chef's kitchen with marble countertops, and an expansive great room with a marble gas fireplace. Savor your morning coffee on the serene private balcony. The primary suite is a retreat with a spa-like marble bathroom, ample walk-in closet, and a cozy fireplace. Exclusive resort membership provides access to unparalleled

  Leslie Chesloff WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  165 Kemble St Unit 2, Lenox, MA 01240
• 

  

  /48

  Est $456,736 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 1,906 Sq Ft

  43 Baldwin Ave, Pittsfield, MA 01201

  43 Baldwin Ave, Pittsfield, MA 01201
• 

  

  /31

  $329,900 Open Sat 12PM - 2PM

  • 3 Beds
  • 2 Baths
  • 1,315 Sq Ft

  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
• 

  

  /45

  $247,000 Sold Jul 15, 2025

  • 2,856 Sq Ft
  • $86/SF
  • 5 Days On Market

  • 8 Beds
  • 2 Baths
  • Built 1900

  43 Grove St, Pittsfield, MA 01201

  First time to market in decades ~ Large Centrally Located True Duplex! This property has been cherished by the same owner since 1987! It's a fantastic opportunity to own your home while generating rental income or to use as an investment property. Each unit features 4 bedrooms, 1 bathroom, a spacious kitchen with a pantry, dining room, and living room. The duplex boasts separate utilities,

  Maureen Kirby NOCHER REALTY

  43 Grove St, Pittsfield, MA 01201
• 

  

  /17

  Est $197,354 Not Listed For Sale

  • 6 Beds
  • 3 Baths
  • 2,988 Sq Ft

  160 Wahconah St, Pittsfield, MA 01201

  160 Wahconah St, Pittsfield, MA 01201
• 

  

  /30

  $240,000 Open Sun 10AM - 11:30AM

  • 3 Beds
  • 1 Bath
  • 822 Sq Ft

  63 Reuter Ave, Pittsfield, MA 01201

  Delightful Colonial nestled on a quiet street in Pittsfield's southeast neighborhood. This well-kept home blends classic charm with modern comforts, offering 3 bedrooms, 1 baths, and a spacious, functional layout. Step inside to find beautiful hardwood floors, generous natural light, and a cozy living room that opens to a formal dining space. Updated kitchen features ample cabinetry. Upstairs,

  Jeff Astore WILLIAM RAVEIS REAL ESTATE

  63 Reuter Ave, Pittsfield, MA 01201
• 

  

  /32

  $405,000 Sold Jul 14, 2025

  • 3,656 Sq Ft
  • $111/SF
  • 4 Days On Market

  • 8 Beds
  • 4 Baths
  • Built 1880

  33 Plunkett St, Pittsfield, MA 01201

  This well-maintained four-family property, renovated in 2017, offers excellent cash flow potential and is ideal for both investors and owner-occupants. Recent upgrades include a new roof, windows, complete electrical and plumbing systems, all certified lead-safe for every unit.Each spacious 2-bedroom apartment has been thoughtfully updated and is separately metered for utilities, ensuring

  Marc Bellora LAMACCHIA REALTY, INC

  33 Plunkett St, Pittsfield, MA 01201
• 

  

  /25

  Est $269,947 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,334 Sq Ft

  45 Dexter St, Pittsfield, MA 01201

  45 Dexter St, Pittsfield, MA 01201
• 

  

  /6

  $149,000

  • 4 Beds
  • 2 Baths
  • 2,309 Sq Ft

  194 Onota St, Pittsfield, MA 01201

  Two-family home offering a fantastic opportunity for owner-occupants or investors alike. Situated in a convenient Pittsfield location close to parks, shopping, and schools, this property offers great income potential. Each unit features 2/3 bedrooms and 1 full bath, with spacious layouts. The property includes off-street parking with its solid rental history. Don't miss this opportunity to own a

  Jeff Astore WILLIAM RAVEIS REAL ESTATE

  194 Onota St, Pittsfield, MA 01201
• 

  

  /9

  $189,900 Sold Jul 14, 2025

  • 2,688 Sq Ft
  • $71/SF
  • 24 Days On Market

  • 6 Beds
  • 2 Baths
  • Built 1900

  9 Atwood Ave, Pittsfield, MA 01201

  Welcome to 9-11 Atwood Avenue a well-maintained 2-family home offering great cash flow. Each spacious unit features3 bedrooms and 1 full bath, providing comfortable living with generous layouts on both sides. This fully occupied income-producing property is perfect for investors looking to expand their portfolio in a growing rental market. Tenants enjoyprivate entrances, ample living space, and

  Anthony La Penna Complete Real Estate LLC

  9 Atwood Ave, Pittsfield, MA 01201
• 

  

  /25

  Est $248,609 Not Listed For Sale

  • 5 Beds
  • 1.5 Baths
  • 1,998 Sq Ft

  76 Plunkett St, Pittsfield, MA 01201

  76 Plunkett St, Pittsfield, MA 01201
• 

  

  /17

  $327,000

  • 8 Beds
  • 2 Baths
  • 3,278 Sq Ft

  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
• 

  

  /28

  $253,207 Sold Jul 14, 2025

  • 1,552 Sq Ft
  • $163/SF
  • 47 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1976

  8 Rolling Hills Unit 9, Lenox, MA 01240

  Welcome to The Rolling Hills Townhouse Community in the glorious town of Lenox, Mass. The facility boasts the finest of amenities including a fully equipped clubhouse, fitness center, pool, tennis, community gardens and walking trails for you and your furry friends. Only minutes from downtown fine restaurants, shopping , Shakespeare&Company and Tanglewood. The school system is one of the most

  Buddy Lewis BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

  8 Rolling Hills Unit 9, Lenox, MA 01240
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  /42

  Est $2,307,343 Not Listed For Sale

  • 5 Beds
  • 5.5 Baths
  • 6,625 Sq Ft

  809 East St, Lenox, MA 01240

  809 East St, Lenox, MA 01240
• 

  

  /29

  $305,000

  • 3 Beds
  • 2 Baths
  • 1,400 Sq Ft

  880 East St Unit 16B, Lee, MA 01238

  The Village at October Mountain. This small village backs up to beautiful October State Forest where you will still see deer grazing.The layout of this Condo with the added windows/skylights and all the walls removed brings the condo to a large open contemporary space with Living dining and kitchen open together. The back porch opens from the dining room with a newer electronic Awning for outdoor

  Ginger Conner RED HORSE REAL ESTATE, LLC

  880 East St Unit 16B, Lee, MA 01238
• 

  

  /41

  $390,000 Sold Jul 14, 2025

  • 2,400 Sq Ft
  • $162/SF
  • 90 Days On Market

  • 5 Beds
  • 2.5 Baths
  • Built 1925

  24 Weston St, Pittsfield, MA 01201

  This charming, century year old, 8-room home, nestled on a quiet one-way street, offers a perfect blend of space and comfort. Featuring five generously sized bedrooms, this home is ideal for families or those needing extra room for guests or a home office. The main living areas are bright and inviting, with ample natural light and a warm, welcoming atmosphere. Downstairs, the partially finished

  Michael Harrigan BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

  24 Weston St, Pittsfield, MA 01201
• 

  

  /20

  Est $365,008 Not Listed For Sale

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

  6 Putnam Ave, Pittsfield, MA 01201

  6 Putnam Ave, Pittsfield, MA 01201
• 

  

  /3

  $239,900

  • 5 Beds
  • 2 Baths
  • 1,768 Sq Ft

  24 Southern Ave, Pittsfield, MA 01201

  Excellent investment opportunity! This recently updated multi-family home features a 3-bedroom, 1 bathroom downstairs unit and a 2-bedroom, 1-bathroom upstairs unit. Updates include a new roof, gas furnace, radiators, drywall, electrical, and plumbing. Both kitchens and bathrooms have been fully renovated. The downstairs unit has vinyl flooring and a kitchen with granite countertops, while the

  Derek Greene The Greene Realty Group

  24 Southern Ave, Pittsfield, MA 01201
• 

  

  /25

  $218,900 Sold Jul 11, 2025

  • 1,456 Sq Ft
  • $150/SF
  • 21 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1910

  1 Taubert Ave, Pittsfield, MA 01201

  This exceptional residence offers 4 bedrooms and two updated bathrooms, combining modern comfort with timeless charm. Major ''Big-Ticket'' items have already been taken care of, including a brand new roof and a newer high-efficiency furnace so you can move in with confidence. Both bathrooms and kitchen were thoughtfully remodeled within in the last ten years, Don't miss your chance to own this

  Janice Braim CARRIAGE HOUSE REAL ESTATE

  1 Taubert Ave, Pittsfield, MA 01201

Showing Results 121 - 160, Page 4 of 18