Berkshire, MA Homes

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  /44

  $595,000

  • 2 Beds
  • 2.5 Baths
  • 1,814 Sq Ft

  35 Chapman Rd, Pittsfield, MA 01201

  A charming 1900's farmhouse, thoughtfully renovated for modern living, just over the Lenox line in Pittsfield. Set on nearly 10 subdividable acres with sweeping views of the Berkshire Hills, the property also includes a two-car garage, workshop, and small horse barn. Relax in the shaded garden nook beneath the pergola, or enjoy the eat-in kitchen at the back of the home with views of fields and

  Tanya LeRose THE KINDERHOOK GROUP - PITTSFIELD

  35 Chapman Rd, Pittsfield, MA 01201
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  /28

  $475,000 Sold Aug 12, 2025

  • 1,380 Sq Ft
  • $344/SF
  • 35 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1860

  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
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  /33

  Est $355,542 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,269 Sq Ft

  6 Mountain Dr, Pittsfield, MA 01201

  6 Mountain Dr, Pittsfield, MA 01201
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  /44

  $349,900

  • 3 Beds
  • 2 Baths
  • 1,917 Sq Ft

  712 Barker Rd, Pittsfield, MA 01201

  Welcome to 712 Barker Road, a charming cape-style home nestled on a generous .71 acres in Pittsfield, MA. This delightful 3-bedroom, 2-bath residence features a spacious first floor with a well-appointed kitchen, inviting dining room, cozy living room, full bath, along with a convenient first-floor bedroom in addition to a large den off of the kitchen over looking the backyard. Upstairs, you'll

  Doug Collins LAMACCHIA REALTY, INC

  712 Barker Rd, Pittsfield, MA 01201
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  /11

  $265,000 Sold Aug 12, 2025

  • Land
  • 2.00 Acres
  • $132,500 per Acre

  • 53 Days On Market

  0 Old Stockbridge Rd, Lenox, MA 01240

  This 2-acre property just .4 mi. from the center of Lenox is an opportunity of a lifetime to build your Berkshire dream luxury/lifestyle home. This historical property was the site for the home of Jonathan Hinsdale-first European inhabitant in the town of Lenox (1750). Adjacent to Shakespeare & Company Campus and just minutes from Tanglewood and all the local attractions. Town

  Tim Gallagher STONE HOUSE PROPERTIES, LLC

  0 Old Stockbridge Rd, Lenox, MA 01240
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  /24

  Est $221,415 Not Listed For Sale

  • 4 Beds
  • 4 Baths
  • 2,502 Sq Ft

  21 George St, Pittsfield, MA 01201

  21 George St, Pittsfield, MA 01201
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  /49

  $379,900

  • 3 Beds
  • 1.5 Baths
  • 1,171 Sq Ft

  193 S Mountain Rd, Pittsfield, MA 01201

  Charming Cottage Retreat on Over 9 Acres!Nestled in a serene wooded setting, this inviting cottage offers the perfect blend of cozy charm and modern comfort. The home provides surprising privacy and peace, all while being conveniently located. Step inside to discover a warm and welcoming interior, featuring wood floors, a spacious kitchen perfect for cooking and entertaining, and an enclosed,

  Robin Moore 413 REAL ESTATE

  193 S Mountain Rd, Pittsfield, MA 01201
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  /24

  $300,000 Sold Aug 11, 2025

  • 1,488 Sq Ft
  • $202/SF
  • 9 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1917

  32 Hampshire St, Pittsfield, MA 01201

  Move-In Ready with Modern Updates!Discover the perfect blend of style and function at 32 Hampshire St. This updated home showcases a beautifully refreshed kitchen with modern cabinetry, sleek countertops, and updated appliances -- ideal for daily living and entertaining. Both bathrooms have been thoughtfully renovated with today's finishes. Gleaming, refinished hardwood floors add warmth

  John Ciepiela BISHOP WEST REAL ESTATE

  32 Hampshire St, Pittsfield, MA 01201
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  /25

  Est $399,900 Not Listed For Sale

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

  72 Stratford Ave, Pittsfield, MA 01201

  72 Stratford Ave, Pittsfield, MA 01201
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  /60

  $549,000

  • 4 Beds
  • 2.5 Baths
  • 2,072 Sq Ft

  206 Dawes Ave, Pittsfield, MA 01201

  Welcome to this beautifully appointed & pristinely maintained residence that combines timeless character with modern upgrades. Situated on a desirable corner lot, offering a fully fenced-in yard. This spacious home features generously sized rooms throughout, offering comfort & elegance at every turn. The stunning kitchen is equipped with stainless steel appliances, soapstone countertop, quartz

  Jessica Rizzo LAMACCHIA REALTY, INC

  206 Dawes Ave, Pittsfield, MA 01201
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  /39

  $370,000 Sold Aug 11, 2025

  • 1,747 Sq Ft
  • $212/SF
  • 31 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1961

  70 Saratoga Dr, Pittsfield, MA 01201

  Perfectly positioned at the head of a quiet cul-de-sac in southeast Pittsfield, 70 Saratoga Drive is a 3+ bedroom, 2.5-bath ranch brimming with potential and showcasing the kind of long view that rarely comes available, and whose value can't be overstated.This home exudes mid-century character throughout, from its natural woodwork and hardwood floors to the very spacious fireplaced living room

  Nick Geranios WILLIAM PITT SOTHEBY'S - LENOX

  70 Saratoga Dr, Pittsfield, MA 01201
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  /57

  Est $373,512 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,238 Sq Ft

  49 Yorkshire Ave, Pittsfield, MA 01201

  49 Yorkshire Ave, Pittsfield, MA 01201
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  /46

  $349,900

  • 2 Beds
  • 2 Baths
  • 1,314 Sq Ft

  14 Blotz Rd, Washington, MA 01223

  This charming cape in Washington, MA offers 1.75 acres of land, providing plenty of space and privacy, A standout feature is the picturesque walking bridge that crosses a small creek, adding to the serene and tranquil ambiance. Built in 1845, this home combines historic character with modern comfort, boasting classic shaker siding and a cozy wood stove for the colder months. Beautiful gardens

  Amy Shufelt BERKSHIRE LISTINGS

  14 Blotz Rd, Washington, MA 01223
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  /22

  $110,000 Sold Aug 08, 2025

  • 1,152 Sq Ft
  • $95/SF
  • 18 Days On Market

  • 2 Beds
  • 1.5 Baths
  • Built 1993

  i-6 Robert Ave, Lenox, MA 01240

  This charming 2 bedroom, 1.5 bathroom manufactured home is located in the Berkshire Mobile Home Park community. With a little tender loving care, this unit could serve as a wonderful vacation home or a cozy full time dwelling. Just minutes from downtown Lenox, and Pittsfield; this unit enjoys easy access to many of the cultural and recreational activities that make the Berkshires a special place

  Cristian Sanchez COHEN & WHITE ASSOCIATES

  i-6 Robert Ave, Lenox, MA 01240
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  /17

  Est $225,117 Not Listed For Sale

  • 5 Beds
  • 2 Baths
  • 2,014 Sq Ft

  32 Madison Ave, Pittsfield, MA 01201

  32 Madison Ave, Pittsfield, MA 01201
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  /10

  $365,000

  • 5 Beds
  • 1.5 Baths
  • 2,490 Sq Ft

  15 Golden Hill Rd, Lee, MA 01238

  This incredibly spacious home built in the early 1900s features 5 bedrooms, an eat-in kitchen, a formal dining room, an office, a family room, a library with built-ins, and a backyard of more than a half acre with distant views and space for a good size garden as well as room for a pool. A fabulous 2-story barn offers extended space awaiting your vision. Mature plantings offer a feeling of

  John Segalla HOUSATONIC REAL ESTATE

  15 Golden Hill Rd, Lee, MA 01238
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  /34

  $356,000 Sold Aug 08, 2025

  • 1,272 Sq Ft
  • $280/SF
  • 16 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1955

  11 Leslie Dr, Pittsfield, MA 01201

  Enjoy this charming & move in ready cape home, with stylish finishes, & private backyard, abutting 130 acres of conservation land, nestled on almost one acre! This home features beautiful flooring & trim work throughout. The kitchen is open to a bright, yet cozy sunroom with vaulted ceilings, with access to the screened in porch overlooking the patio & gardens. The kitchen features room for a

  Laiken Rapisarda LAMACCHIA REALTY, INC

  11 Leslie Dr, Pittsfield, MA 01201
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  /25

  Est $256,303 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,216 Sq Ft

  184 Woodlawn Ave, Pittsfield, MA 01201

  184 Woodlawn Ave, Pittsfield, MA 01201
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  /49

  $369,900

  • 2 Beds
  • 2 Baths
  • 1,557 Sq Ft

  55 Revilla Terrace, Pittsfield, MA 01201

  Move-in ready New Construction in Southeast Pittsfield! This lovely home blends style, sophistication, function, efficiency & LOCATION! Enjoy an amazing kitchen, boasting an oversized quartz island, 2 stunning full bathrooms with high-end finishes, gleaming wood floors, large deck and FULLY Finished lower level with full walkout. This multi functional lower level space offers so many

  Brenda Durant KEMPF-VANDERBURGH REALTY CONSULTANTS, INC.

  55 Revilla Terrace, Pittsfield, MA 01201
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  /40

  $360,000 Sold Aug 08, 2025

  • 1,623 Sq Ft
  • $222/SF
  • 47 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1915

  11 Laflin Terrace, Pittsfield, MA 01201

  Tucked away on an oversized lot, on a dead-end street, this southeast colonial has so much to offer! The charm of yesteryear meets the conveniences of today. You'll be welcomed into the open foyer and see gleaming hardwood floors throughout. The living room features a fireplace and opens to an enchanting private screened porch surrounded by lush landscape for ultimate privacy! Formal

  Pamela Roberts ROBERTS & ASSOC. REALTY, INC

  11 Laflin Terrace, Pittsfield, MA 01201
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  /4

  Est $204,068 Not Listed For Sale

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

  287 Columbus Ave, Pittsfield, MA 01201

  287 Columbus Ave, Pittsfield, MA 01201
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  /38

  $404,900

  • 4 Beds
  • 2 Baths
  • 1,918 Sq Ft

  16 Revere Pkwy, Pittsfield, MA 01201

  The Parkway neighborhoods of southeast Pittsfield are among the city's most sought-after, prized for their tree-lined streets, classic architecture, and easy access to downtown, parks, and schools. Built in 1930, this well-maintained 4 bedroom, 2 bath home provides everything your family needs, with plenty of space for everyone. The first floor features a large living room, east-facing with

  Stephen Daoust STONE HOUSE PROPERTIES, LLC

  16 Revere Pkwy, Pittsfield, MA 01201
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  /39

  $502,500 Sold Aug 08, 2025

  • 1,798 Sq Ft
  • $279/SF
  • 19 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1953

  80 Plunkett St, Lenox, MA 01240

  Lenox ranch in pristine condition! Freshly painted exterior, gleaming hardwood floors; wide hallway and generously proportioned rooms. Vintage kitchen opens to rear deck. The large unfinished basement/workshop has potential for additional finished space with some full-sized windows and walk-out. Custom built for the owner's family, this home has never been on the market before! The

  Pamela Roberts ROBERTS & ASSOC. REALTY, INC

  80 Plunkett St, Lenox, MA 01240
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  /5

  Est $275,712 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,446 Sq Ft

  171 Ridgeway Ave, Pittsfield, MA 01201

  171 Ridgeway Ave, Pittsfield, MA 01201
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  /42

  $375,000

  • 3 Beds
  • 2.5 Baths
  • 1,760 Sq Ft

  72 Cleveland St, Pittsfield, MA 01201

  Stylish Southeast contemporary on a quiet dead-end street near Brattle Brook Park! This versatile 3-bed, 2.5-bath home features a bright open floor plan with vaulted ceilings, a sunken living room with wood-burning fireplace, and an eat-in kitchen. The formal dining room can also serve as a home office or flex space.Two bedrooms and a 1.5 baths are located on the main level with a spacious

  Heather Gallagher JAN PERRY REALTY & ASSOCIATES, LLC

  72 Cleveland St, Pittsfield, MA 01201
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  /32

  $450,000 Sold Aug 08, 2025

  • 3,744 Sq Ft
  • $120/SF
  • 80 Days On Market

  • 6 Beds
  • 6 Baths
  • Built 1900

  92 Dalton Ave, Pittsfield, MA 01201

  6 Units Fully rented, all 1 bedroom 1 bathroom. Many recent improvments. Fresh interior paint significant amount of new flooring. New Furnace with New gas lines. New water heaters. GFCI outlet updates. New windows. New exterior side stairs. New Roof on house & Garage. Garage currently being rented out as a workshop/office space, it has heat and electric. See attached sheet under paperclip for

  Michalann Cosme Citylight Homes LLC

  92 Dalton Ave, Pittsfield, MA 01201
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  /42

  Est $300,023 Not Listed For Sale

  • 5 Beds
  • 2 Baths
  • 1,880 Sq Ft

  88 Hungerford St, Pittsfield, MA 01201

  88 Hungerford St, Pittsfield, MA 01201
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  /51

  $437,900

  • 4 Beds
  • 1.5 Baths
  • 2,126 Sq Ft

  31 Lexington Pkwy, Pittsfield, MA 01201

  New and Improved! Amazing finishing touches to make it sparkle and shine and move in ready! New roof, fresh exterior paint, new energy efficient mini splits for heating and cooling and Mass Save Insulated for low annual utility cost, new 200 amp electric service, updated baths, full-length front porch perfect for relaxing or socializing. Be welcomed onto the glorious front porch wonderfully

  Tonia Scalise WILLIAM PITT SOTHEBY'S - LENOX

  31 Lexington Pkwy, Pittsfield, MA 01201
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  /61

  $1,550,000 Sold Aug 06, 2025

  • 4,049 Sq Ft
  • $383/SF
  • 13 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1880

  38 Taconic Ave, Lenox, MA 01240

  Here is your VERY rare opportunity to own a truly gracious in-town Lenox Victorian. With every inch of this lovely residence meticulously updated, the attention to detail and quality craftsmanship evident throughout ensures the ideal blend of aesthetics and modern day convenience.From the stunning entry foyer, to two front parlors, to the grand dining room and expansive wet bar, you will find

  Anne Meczywor ROBERTS & ASSOC. REALTY, INC

  38 Taconic Ave, Lenox, MA 01240
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  /30

  Est $371,921 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,520 Sq Ft

  45 Grace Terrace, Pittsfield, MA 01201

  45 Grace Terrace, Pittsfield, MA 01201
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  /32

  $379,000

  • 4 Beds
  • 2 Baths
  • 1,704 Sq Ft

  207 S Mountain Rd, Pittsfield, MA 01201

  A picture-perfect farmhouse thoughtfully renovated for today's lifestyle. This charming 4-bedroom, 2-bathroom home is nestled on nearly 2 acres in Pittsfield, offering easy access to all the cultural, natural, and recreational attractions of the Berkshires.The home has been fully updated in the past 3 years with new siding, windows, flooring, electrical and a newer roof. Enjoy modern

  Molly Gillon COMPASS MASSACHUSETTS , LLC GB

  207 S Mountain Rd, Pittsfield, MA 01201
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  /37

  $500,000 Sold Aug 06, 2025

  • 2,102 Sq Ft
  • $238/SF
  • 34 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1967

  92 Leroi Dr, Pittsfield, MA 01201

  This meticulously maintained Colonial sits on a generous half-acre lot in one of Pittsfield's most sought-after neighborhoods. You're going to love hosting family and friends in the custom kitchen, complete with an island and breakfast bar that opens seamlessly into the dining room. The spacious living room is ideal for entertaining, while the bonus room and sun porch offer cozy spots for

  Andrew Manns LAMACCHIA REALTY, INC

  92 Leroi Dr, Pittsfield, MA 01201
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  /25

  Est $277,458 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
• 

  

  /22

  $349,000

  • 3 Beds
  • 1 Bath
  • 1,986 Sq Ft

  349 New Lenox Rd, Lenox, MA 01240

  Spacious 3 Bed/1 Bath Colonial located in a quiet Lenox neighborhood. This charming home offers: gleaming hardwood floors, an oversized family room which could be used as a 1st floor primary, a new Refrigerator & Stove, Washer & Dryer hook ups on the 1st floor, attached garage, steam heat and plenty of light throughout! Savor the beautiful Berkshires, while you lounge in your expansive flat

  Timothy Johnson NOCHER REALTY

  349 New Lenox Rd, Lenox, MA 01240
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  /30

  $265,000 Sold Aug 05, 2025

  • 1,498 Sq Ft
  • $177/SF
  • 18 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1930

  12 Boison St, Pittsfield, MA 01201

  Welcome to 12 Boison Street, a charming residence nestled in the heart of Pittsfield, MA overlooking Goodrich Pond. This delightful home features three spacious bedrooms and 1.5 bathrooms, perfect for those seeking extra space. The inviting living area is bathed in natural light, making it an ideal spot for relaxation or entertaining. The well-appointed kitchen boasts modern appliances and ample

  Doug Collins LAMACCHIA REALTY, INC

  12 Boison St, Pittsfield, MA 01201
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  /40

  Est $306,439 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,302 Sq Ft

  51 Kensington Ave, Pittsfield, MA 01201

  51 Kensington Ave, Pittsfield, MA 01201
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  /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
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  /57

  $250,000 Sold Aug 05, 2025

  • 1,696 Sq Ft
  • $147/SF
  • 10 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1900

  77 King St, Pittsfield, MA 01201

  Inviting 3-bedroom, 1.5-bath home on a generous lot with a spacious yard. Move-in ready with major upgrades completed in 2025, including a partial roof, water heater, mini-split systems for efficient heating/cooling, and updated electrical. The kitchen has been refreshed with refaced cabinets, updated fixtures, new flooring, brand new appliances and a laundry area for convenience. Full of

  Patricia Molina CENTURY 21 NORTHEAST

  77 King St, Pittsfield, MA 01201
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  /31

  Est $289,407 Not Listed For Sale

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

  25 Taylor St, Pittsfield, MA 01201

  25 Taylor St, Pittsfield, MA 01201
• 

  

  /30

  $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

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