Berkshire, MA Homes

• 

  

  

  /36

  Est $396,327 Not Listed For Sale

  • 5 Beds
  • 1 Bath
  • 1,731 Sq Ft

  328 Benedict Rd, Pittsfield, MA 01201

  328 Benedict Rd, Pittsfield, MA 01201
• 

  

  

  /24

  $124,900 Pending

  • 4 Beds
  • 2 Baths
  • 1,866 Sq Ft

  26 Springside Ave, Pittsfield, MA 01201

  Hurry and make your appointment! Seller is motivated, bring all offers!!! Tenant will convey with property at a fixed rental amount. This 1,866 sq ft home has 4 bedrooms and 2 baths. Centrally located near Rotary Park, Dorothy Bak Playground, Springside Park, shopping, restaurants and so much more!!! The property is tenant-occupied, and the tenants will convey with a lease in place until January

  Adam Devine DORRANCE REALTY, LLC

  26 Springside Ave, Pittsfield, MA 01201
• 

  

  

  /38

  $560,000 Sold Apr 11, 2025

  • 2,432 Sq Ft
  • $230/SF
  • 5 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1984

  30 Galway Ct, Lenox, MA 01240

  You can't beat the location of this Garrison Colonial, set on a rare 3.7-acre lot in desirable Lenox! Tucked back from the road for added privacy, this home offers hardwood floors, a spacious family room with a wood-burning fireplace and cathedral ceilings, a large country eat-in kitchen, and first-floor laundry. With four generously sized bedrooms, 2.5 bathrooms, and town services, it's designed

  Nick Geranios WILLIAM PITT SOTHEBY'S - LENOX

  30 Galway Ct, Lenox, MA 01240
• 

  

  

  /28

  Est $266,739 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,212 Sq Ft

  31 Virginia Ave, Pittsfield, MA 01201

  31 Virginia Ave, Pittsfield, MA 01201
• 

  

  

  /14

  $269,900 Pending

  • 4 Beds
  • 3.5 Baths
  • 2,597 Sq Ft

  31 Henry Ave, Pittsfield, MA 01201

  This 3-family home sits on a nicely sized lot with driveway and good parking space on the back. The yard is partially fenced-in. A new roof and new vinyl siding were installed just a few years ago! One apartment features 2 bedrooms, living room, kitchen, full bath and laundry room. The 2nd unit offers 3 bedrooms, but since you have to walk through one of the bedrooms to get to the other this

  Maria Liccardi Lamacchia Realty, Inc.

  31 Henry Ave, Pittsfield, MA 01201
• 

  

  /55

  $370,000 Sold Apr 11, 2025

  • 1,331 Sq Ft
  • $278/SF
  • 68 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1950

  97 Sampson Pkwy, Pittsfield, MA 01201

  Brick exterior one level home with 1 car garage. Wood floors in living room and bedrooms all newly refinished. New fireplace doors. Bathroom has been totally remodeled with large walk-in shower, new sink, new toilet.Eat in kitchen, mud room that takes you to attached one car garage. Great finished space in basement with 1/2 bath. Gas was brought to the house for new hot water tank. Newer

  Penney Cardonnel SIGNATURE ASSOCIATES

  97 Sampson Pkwy, Pittsfield, MA 01201
• 

  

  /20

  Est $270,003 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 946 Sq Ft

  93 Doreen St, Pittsfield, MA 01201

  93 Doreen St, Pittsfield, MA 01201
• 

  

  /21

  $375,000 Pending

  • 4 Beds
  • 2 Baths
  • 1,968 Sq Ft

  524 Walker St, Lenox Dale, MA 01242

  Come see one of the very few multi families available in Lenox!! One unit is vacant and move in ready. Perfect for owner occupied buyer or an investor looking for a nice multi family in the Berkshires!!

  David Houser NON-MEMBER / RECIPROCAL

  524 Walker St, Lenox Dale, MA 01242
• 

  

  /23

  $210,000 Sold Apr 10, 2025

  • 2,380 Sq Ft
  • $88/SF
  • 17 Days On Market

  • 7 Beds
  • 3.5 Baths
  • Built 1880

  44 Cherry St, Pittsfield, MA 01201

  Welcome to Cherry St! This property has been fully renovated over the past few years making for an attractive investment. The left side of the building has the largest apartment which would be great for an owner occupant. The right side boasts a first floor one bedroom apartment and a two bedroom on the second floor, rented at market rate. Low maintenance electric heat and hot water. New back

  Derek Strzepa NOCHER REALTY

  44 Cherry St, Pittsfield, MA 01201
• 

  

  /25

  Est $225,744 Not Listed For Sale

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

  114 Plunkett St, Pittsfield, MA 01201

  114 Plunkett St, Pittsfield, MA 01201
• 

  

  /4

  $29,900 Pending

  • 4 Beds
  • 1 Bath
  • 2,069 Sq Ft

  159 Union St, Pittsfield, MA 01201

  PROPERTY IS BEING SOLD AS IS/ WHERE ISThe home is a 4 bed / 1 bath home on .25 acre lot with a 5 bay garage at the back of the property.The home is condemned with city of Pittsfield and under a demolition order please see document tab.

  THE KAHN TEAM BISHOP WEST REAL ESTATE

  159 Union St, Pittsfield, MA 01201
• 

  

  /41

  $255,851 Sold Apr 08, 2025

  • 2,214 Sq Ft
  • $116/SF
  • 26 Days On Market

  • 6 Beds
  • 2 Baths
  • Built 1880

  3 Pleasant St, Pittsfield, MA 01201

  Centrally located, well maintained multi-family home. This property includes: two 3 bed / 1 bath units, a private fully fenced in backyard, washer dryer hook ups in the basement for each unit, replacement windows, letter of full deleading compliance, and a vacant apartment for possible owner occupancy. This home also has modern upgrades to baths and kitchens, as shown in listing photos. Call

  Timothy Johnson NOCHER REALTY

  3 Pleasant St, Pittsfield, MA 01201
• 

  

  /39

  Est $405,567 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,243 Sq Ft

  191 Pomeroy Ave, Pittsfield, MA 01201

  191 Pomeroy Ave, Pittsfield, MA 01201
• 

  

  /41

  $599,900 Pending

  • 5 Beds
  • 4.5 Baths
  • 2,994 Sq Ft

  25 Alpine Trail Unit 6-A, Pittsfield, MA 01201

  Perfect vacation or full-time Condo in a great spot at The Pines at Bousquet. Tons of year round activities at your finger tips in the Berkshires. This fabulous End unit has 3 stories of finished space including 5 Bedrooms, 4.5 baths, eat-in kitchen, large living room with gas fireplace & large den in lower level. An abundance of natural light throughout with tons of windows, a great feature for

  Deborah Lincourt Lamacchia Realty, Inc.

  25 Alpine Trail Unit 6-A, Pittsfield, MA 01201
• 

  

  /42

  $360,000 Sold Apr 07, 2025

  • 2,944 Sq Ft
  • $122/SF
  • 10 Days On Market

  • 7 Beds
  • 3 Baths
  • Built 1880

  60 Division St, Pittsfield, MA 01201

  Recently renovated 3 family, one side has an updated 3 bedroom, 2 bathroom, up and down apartment, with a small deck and fenced back yard access, it is also set up with a handicap ramp. The other side has 2, two bedroom apartments both have also been updated.

  Michele Purcell Lamacchia Realty, Inc.

  60 Division St, Pittsfield, MA 01201
• 

  

  /30

  Est $288,383 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,008 Sq Ft

  271 Barker Rd, Pittsfield, MA 01201

  271 Barker Rd, Pittsfield, MA 01201
• 

  

  /21

  $359,900 Pending

  • 14 Beds
  • 5 Baths
  • 6,822 Sq Ft

  58 Seymour St, Pittsfield, MA 01201

  12.5% CAP ~ Market Potential CAP 16.8%. Numbers do NOT include single family home - possible subdivision - flip back house or keep as more income! Well maintained large brick apartment building, including a single family home & large garage! 4 - 3BR/1B apts, 1- 2BR/1B single family home, 3 car garage = 6 rental units total. Many updates throughout: all appliances (+3washers/3dryers), fixtures,

  Derek Greene NON-MEMBER / RECIPROCAL

  58 Seymour St, Pittsfield, MA 01201
• 

  

  /31

  $249,900 Sold Apr 04, 2025

  • 1,688 Sq Ft
  • $148/SF
  • 7 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1908

  11 Dartmouth St, Pittsfield, MA 01201

  Come fall in love with this fully renovated colonial style home located in the heart of Pittsfield and convenient to area shopping, recreation and cultural venues. An open entry way leads to a fully renovated kitchen with stone counters and stainless-steel appliances. The bright and airy living room overlooks the private, back yard. A primary en-suite is also located on the first floor. On the

  Tracy Munger KEMPF-VANDERBURGH REALTY CONSULTANTS, INC.

  11 Dartmouth St, Pittsfield, MA 01201
• 

  

  /35

  Est $257,299 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,169 Sq Ft

  79 Ontario St, Pittsfield, MA 01201

  79 Ontario St, Pittsfield, MA 01201
• 

  

  /20

  $224,950 Pending

  • 2 Beds
  • 1.5 Baths
  • 1,069 Sq Ft

  15 Hubbard St, Lenox, MA 01240

  Terrific opportunity to own a piece of Historic Lenox. Set back from the road, secluded by deciduous shade tree. Spacious front lawn & close to village This is a diamond in the rough & with some sweat equity could be a shining star. Original wood floors throughout. One car garage and garden shed in backyard which is very private. HW heater 1 yr old. Enclosed Porch has new footings & roof is

  Beth VanNess Key Realty

  15 Hubbard St, Lenox, MA 01240
• 

  

  /35

  $391,000 Sold Apr 04, 2025

  • 2,088 Sq Ft
  • $187/SF
  • 6 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1985

  266 Appleton Ave, Pittsfield, MA 01201

  This lovely light filled condo with many updates offers the convenience of single level living with a 1st floor bedroom, full bath and laundry. An open and bright living & dining area w/ beautiful hardwood floors leads to the kitchen w/ all new appliances. Large windows invite you to a private deck w/ powered awning overlooking the expansive yard with perennial plantings and view of the

  Conor Meehan STONE HOUSE PROPERTIES, LLC

  266 Appleton Ave, Pittsfield, MA 01201
• 

  

  /41

  Est $232,308 Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 1,068 Sq Ft

  91 Newell St, Pittsfield, MA 01201

  91 Newell St, Pittsfield, MA 01201
• 

  

  /28

  $499,000 Pre-Foreclosure

  • 3 Beds
  • 1 Bath
  • 1,380 Sq Ft

  127 Housatonic St, Lenox, MA 01240

  LOCATION- DOWNTOWN LENOX! Upstairs has 3 bedroom, 1 bath. Main level has nice flow. Kitchen and dining has direct access to back patio and attached garage. Large living room flows out to front covered sitting porch. New decking and steps go down to the walk out full basement with workshop. Walk to public tennis /pickle ball courts, ball fields, food / cafes, Kennedy Park & Lenox Community

  Donna DiGrigoli DIGRIGOLI REAL ESTATE

  127 Housatonic St, Lenox, MA 01240
• 

  

  /19

  $74,000 Sold Apr 04, 2025

  • 1,344 Sq Ft
  • $55/SF
  • 35 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1990

  147 Onota St, Pittsfield, MA 01201

  Modular home built in 1990 featuring three bedrooms and two bathroom. Most items are original. Interior has sub floor in all rooms, with a roughed in kitchen and bathrooms. Large unfinished basement with walkout that can be used as additional living space. Property does need electric, water, and sewer connected to the house.

  Cory Evangelisto NOCHER REALTY

  147 Onota St, Pittsfield, MA 01201
• 

  

  /36

  Est $203,363 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 1,966 Sq Ft

  814 W Housatonic St, Pittsfield, MA 01201

  814 W Housatonic St, Pittsfield, MA 01201
• 

  

  /61

  $489,900 Coming Soon

  • 3 Beds
  • 2.5 Baths
  • 2,912 Sq Ft

  200 Bryant St, Pittsfield, MA 01201

  Welcome to your dream family home! Nestled on the peaceful outskirts of Pittsfield, this beautifully updated 3-bed, 2 1/2 bath split-level ranch offers space, comfort, and room to grow.Built in 2012 and thoughtfully redone, this home features quality cabinetry, granite countertops, and a bright, open layout perfect for everyday living and entertaining. The spacious lower-level family room is

  Susan Colvin MONARCH REALTY, INC.

  200 Bryant St, Pittsfield, MA 01201
• 

  

  /17

  $345,000 Sold Apr 04, 2025

  • 4,625 Sq Ft
  • $75/SF
  • 155 Days On Market

  • 11 Beds
  • 5 Baths
  • Built 1920

  17 Danforth Ave, Pittsfield, MA 01201

  3 homes being sold together on one lot on Danforth Ave: #17 is a single family with 3 bedrooms and 2 baths, #19-21 is a side-by-side two family home with 3 bedrooms and 1 bath in each unit; and #23 is a single family home with 2 bedrooms and 1 bath. All separate heat, hot water and electric. The houses share a nice private yard! This is a great investment opportunity, only a 2 min drive or

  Maria Liccardi LAMACCHIA REALTY, INC

  17 Danforth Ave, Pittsfield, MA 01201
• 

  

  /22

  Est $303,230 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,392 Sq Ft

  62 Longfellow Ave, Pittsfield, MA 01201

  62 Longfellow Ave, Pittsfield, MA 01201
• 

  

  /50

  $469,900 Under Contract

  • 4 Beds
  • 2 Baths
  • 1,984 Sq Ft

  225 Williams St, Pittsfield, MA 01201

  Meticulously maintained Berkshire brick beauty. This timeless home sets the stage with elegance and charm, subtlety wrapping you in quiet comfort and peace within the brick walls. Impeccably improved and maintained to captivate you as you enter each room. Relax and share time in the light filled living room with full length picture window. Feel the glow of the glimmering gas fired fireplaced

  Tonia Scalise WILLIAM PITT SOTHEBY'S - LENOX

  225 Williams St, Pittsfield, MA 01201
• 

  

  /51

  $1,300,000 Sold Apr 03, 2025

  • 2,548 Sq Ft
  • $510/SF
  • 5 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1995

  5 Wheatleigh Dr, Stockbridge, MA 01262

  THE BERKSHIRE HOUSE YOU'VE BEEN LOOKING FOR IS NOW AVAILABLE!!! This Contemporary is minutes from Tanglewood and the Village of Lenox, private on 6+ acres overlooking Lily Pond and has deeded rights to a private beach on Stockbridge Bowl! An open Great Room of living/dining/kitchen with fireplace and a double volume wall of windows maximizes the view from every vantage and direct access to a

  Cortney Dupont COHEN & WHITE ASSOCIATES

  5 Wheatleigh Dr, Stockbridge, MA 01262
• 

  

  /35

  Est $307,534 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,224 Sq Ft

  71 Backman Ave, Pittsfield, MA 01201

  71 Backman Ave, Pittsfield, MA 01201
• 

  

  /24

  $284,900 Under Contract

  • 2 Beds
  • 1 Bath
  • 912 Sq Ft

  100 Cummings Ave, Pittsfield, MA 01201

  A nicely updated ranch style home in a quiet neighborhood setting just minutes from downtown Lenox as well as downtown Pittsfield. This 2 bedroom , 1 bath home offers the potential for single level living. As you enter the home you are greeted by an open concept Living/ Dining room /Kitchen. Down the hall you will find a spacious full bath and two bedrooms. A finished lower level adds to the

  Doug Collins LAMACCHIA REALTY, INC

  100 Cummings Ave, Pittsfield, MA 01201
• 

  

  /29

  $340,000 Sold Apr 02, 2025

  • 1,050 Sq Ft
  • $324/SF
  • 4 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1958

  40 Wealthy Ave, Pittsfield, MA 01201

  Meticulous, Immaculate, Spotless, & Perfectly Located, truly MOVE-IN ready! These are just a few words to describe this sweetheart of a home! This well cared for home features a newer roof, vinyl siding, replacement windows, lovely three-season sunroom leading to a beautiful deck overlooking a flat fully fenced yard! This is THE home you have been waiting for! Not a thing for you to do. Enjoy

  Brenda Durant KEMPF-VANDERBURGH REALTY CONSULTANTS, INC.

  40 Wealthy Ave, Pittsfield, MA 01201
• 

  

  /32

  Est $254,875 Not Listed For Sale

  • 6 Beds
  • 2.5 Baths
  • 3,132 Sq Ft

  60 Pine St, Pittsfield, MA 01201

  60 Pine St, Pittsfield, MA 01201
• 

  

  /46

  $390,000 Under Contract

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

  36 Chickering St, Pittsfield, MA 01201

  Charming Duplex in Southeast Pittsfield - Great Investment Opportunity!Welcome to this well-maintained duplex nestled in a desirable Southeast Pittsfield neighborhood! The layout on both sides includes a living room, dining room, large kitchen, and three comfortably sized bedrooms. Unit #38 has one bath and laundry hook-ups in the basement, while Unit #36 has 1.5 baths and laundry hook-ups on the

  Chris LaPatin LAMACCHIA REALTY, INC

  36 Chickering St, Pittsfield, MA 01201
• 

  

  /32

  $160,000 Sold Apr 02, 2025

  • 966 Sq Ft
  • $166/SF
  • 6 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1890

  33 Craigie Ave, Pittsfield, MA 01201

  Off the beaten path this home is an opportunity to make it your own. There is a bonus room on main floor w/ no heat. Lot is very long and has a two-car garage with plenty of electric outlets, storage, lighting and heat. Newer electric garage door opener and doors. This space is perfect for someone that may want a workshop to work on vehicles, build furniture etc. do repair work, and more.

  Mark Harris SIGNATURE ASSOCIATES

  33 Craigie Ave, Pittsfield, MA 01201
• 

  

  /30

  Est $242,119 Not Listed For Sale

  • 6 Beds
  • 2 Baths
  • 2,628 Sq Ft

  241 2nd St, Pittsfield, MA 01201

  241 2nd St, Pittsfield, MA 01201
• 

  

  /20

  $239,900 Under Contract

  • 2 Beds
  • 1 Bath
  • 816 Sq Ft

  11 Bushey Rd, Pittsfield, MA 01201

  Welcome to 11 Bushey Road -- a stylish and move-in ready two-bedroom, one-bath ranch located in a sought-after Pittsfield neighborhood. This charming home offers just under 900 square feet of thoughtfully updated living space, ideal for first-time buyers, downsizers, or those looking for easy single-level living.Enjoy a brand-new kitchen with modern cabinetry and countertops. The home also

  Christina Acor LAMACCHIA REALTY, INC

  11 Bushey Rd, Pittsfield, MA 01201
• 

  

  /28

  $355,000 Sold Apr 02, 2025

  • 2,488 Sq Ft
  • $143/SF
  • 50 Days On Market

  • 5 Beds
  • 4 Baths
  • Built 1905

  82 Lyman St, Pittsfield, MA 01201

  *Back on the market due to buyer not being able to obtain financing.Renovated 4-family home with fenced backyard located in the desirable southeast Pittsfield! This property offers 3 one-bedroom/1 bath and 1 two-bedroom/1 bath apartments. The kitchens were updated with beautiful granite countertops. The home also features vinyl siding and vinyl replacement windows. Lead paint compliance

  Maria Liccardi LAMACCHIA REALTY, INC

  82 Lyman St, Pittsfield, MA 01201
• 

  

  /29

  Est $345,678 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,769 Sq Ft

  95 Chickering St, Pittsfield, MA 01201

  95 Chickering St, Pittsfield, MA 01201

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