Newest Homes for Sale in Pittsfield, MA

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  /37

  $529,900

  Open Sat 11AM - 12PM

  • 6 Beds
  • 3 Baths
  • 3,320 Sq Ft

  136 Pomeroy Ave, Pittsfield, MA 01201

  Step into timeless elegance in this exceptional 6-bedroom, 3-bath historic residence, where classic architectural details blend seamlessly with thoughtful modern updates. Meticulously maintained and enhanced over the years, this one-of-a-kind home showcases the craftsmanship and character rarely found today. From the moment you enter, you'll be captivated by the grand, sun-filled rooms, gleaming

  Robin Moore 413 REAL ESTATE

  136 Pomeroy Ave, Pittsfield, MA 01201
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• 

  

  

  /16

  $272,500

  • 3 Beds
  • 1 Bath
  • 1,025 Sq Ft

  55 Howe Rd, Pittsfield, MA 01201

  Welcome to this well maintained 3-bedroom, 1-bath home tucked away at the end of a quiet side street, offering privacy, convenience, and a beautiful connection to nature. Inside, hardwood floors run throughout most of the home, reflecting years of attentive care and pride of ownership. Step outside to a spacious, fully fenced backyard featuring a deck with a remote-controlled retractable awning,

  Cody Gavin WILLIAM PITT SOTHEBY'S - LENOX

  55 Howe Rd, Pittsfield, MA 01201
• 

  

  

  /42

  $349,000

  Open Sun 2PM - 4PM

  • 4 Beds
  • 2 Baths
  • 2,158 Sq Ft

  62 Pomeroy Ave, Pittsfield, MA 01201

  Full of timeless charm and character, this spacious Colonial offers room for everyone! Featuring 4 bedrooms, 2 full bathrooms, a bright and inviting sunroom, and a convenient laundry room just off the kitchen, this home is designed for comfortable living. The large pantry provides excellent storage, while the flexible floor plan offers options for a dining room, family room, and living room to

  Andreea Duta BISHOP WEST REAL ESTATE

  62 Pomeroy Ave, Pittsfield, MA 01201
• 

  

  

  /32

  $210,000

  • 6 Beds
  • 2 Baths
  • 2,352 Sq Ft

  21 Newell St, Pittsfield, MA 01201

  A solid and versatile two-family flat located in Pittsfield's Newell Street neighborhood, 21-23 Newell St offers a great opportunity for owner-occupants, investors, or multi-generational living. This traditional New England multi-family home features two spacious units, each with private entrances.Just minutes to, Elm St Plaza, diners, restaurants, banks, variety store, and Ice Cream shop and

  Mark Harris SIGNATURE ASSOCIATES

  21 Newell St, Pittsfield, MA 01201
• 

  

  

  /28

  $349,900

  • 2 Beds
  • 1 Bath
  • 1,088 Sq Ft

  112 Gamwell Ave, Pittsfield, MA 01201

  First time ever offered! Single Level Living Surrounded by Gardens You'll Fall in Love With Lovingly maintained by the original builder's family, this cherished ranch is ready for it's next chapter. Recently refinished hardwood floors, a fireplace, and a sun filled four season room with French doors overlooking established perennial gardens create a warm and inviting atmosphere. Years of

  Stacy Hebb NOCHER REALTY

  112 Gamwell Ave, Pittsfield, MA 01201
• 

  /2

  $249,999

  • 3 Beds
  • 2 Baths
  • 1,534 Sq Ft

  15 Beech Grove Ave, Pittsfield, MA 01201

  Spacious living & dining areas blend timeless character with comfortable everyday living, a bright kitchen with a cozy breakfast nook creates the perfect gathering space. Upstairs, is three generously sized bedrooms with ample closet space and a full bath. Step outside to a low-maintenance backyard featuring faux turf, a playhouse, plenty of patio space & a swim spa/hot tub perfect for relaxing

  Harmony Edwards KELLER WILLIAMS REALTY

  15 Beech Grove Ave, Pittsfield, MA 01201
• 

  

  /20

  $209,000

  • 4 Beds
  • 1.5 Baths
  • 2,059 Sq Ft

  232 First St, Pittsfield, MA 01201

  Located on the edge of Pittsfield's Downtown Creative District, this versatile colonial has served as professional office space for 20+ years and offers endless possibilities. Features include 6 private offices, a reception/waiting area, half bath, bonus room, handicap-accessible ramp, off-street parking, and a detached 4-bay garage with income potential. Ideal for medical, professional,

  Anthony Riello Lamacchia Realty, Inc. - Dalton

  232 First St, Pittsfield, MA 01201
• 

  

  /46

  $379,900

  • 4 Beds
  • 1.5 Baths
  • 1,657 Sq Ft

  24 Marlboro Dr, Pittsfield, MA 01201

  Move right into this beautifully updated Colonial on a quiet, tree-lined street! Thoughtfully renovated and lovingly maintained, this charming home is truly turnkey. Enjoy peace of mind with a new roof and new sewer line, along with a stunning new kitchen featuring stone countertops, upgraded stainless steel appliances, soft-close cabinets and drawers, and abundant workspace. The inviting floor

  Brenda Durant KEMPF-VANDERBURGH REALTY CONSULTANTS, INC.

  24 Marlboro Dr, Pittsfield, MA 01201
• 

  

  /20

  $199,900

  • 3 Beds
  • 2 Baths
  • 1,280 Sq Ft

  395 Cheshire Rd Unit 106, Pittsfield, MA 01201

  You can truly relax and enjoy life here, as this brand-new, thoughtfully crafted home in Pittsfield's premier community lets you skip the maintenance worries of an older house. This home is set to drop end of August 2026.The open-concept layout is bright and inviting, perfectly connecting your spacious living area to a lovely, modern kitchen. With three bedrooms and two full baths, there is

  Jason Nocher NOCHER REALTY

  395 Cheshire Rd Unit 106, Pittsfield, MA 01201
• 

  

  /31

  $329,000

  • 4 Beds
  • 3 Baths
  • 1,575 Sq Ft

  28 Adelaide Ave, Pittsfield, MA 01201

  Welcome to this charming four-bedroom, three-bath home nestled in a desirable Southeast Pittsfield neighborhood. Lovingly maintained and well insulated through the years, this home offers a warm and inviting atmosphere with a wonderful blend of original character and everyday comfort.Inside, you'll find hardwood flooring, spacious bedrooms, two first-floor bedrooms and 2 full bathroom, and an

  Laiken Rapisarda Lamacchia Realty, Inc. - Dalton

  28 Adelaide Ave, Pittsfield, MA 01201
• 

  

  /29

  $375,000

  • 3 Beds
  • 2 Baths
  • 1,728 Sq Ft

  18 Elaine Ave, Dalton, MA 01226

  Enjoy this beautifully maintained one-level living home in the heart of Dalton offering a spacious and convenient layout with thoughtful updates throughout. The open floor plan creates a seamless flow between the main living areas, featuring two spacious living rooms filled with natural light and excellent flexibility for everyday living, relaxing, entertaining, or working from home. The

  Laiken Rapisarda Lamacchia Realty, Inc. - Dalton

  18 Elaine Ave, Dalton, MA 01226
• 

  

  /14

  $259,900

  • 5 Beds
  • 2 Baths
  • 2,520 Sq Ft

  178 Appleton Ave, Pittsfield, MA 01201

  Move right into the vacant unit and start generating income from the other. The property includes a small, easy-to-maintain yard, perfect for enjoying outdoor space without extensive upkeep. While there is no off-street parking, the property's functional layout and income-producing potential make it an excellent value. Whether you're looking to owner-occupy or expand your investment portfolio,

  Robin Moore 413 REAL ESTATE

  178 Appleton Ave, Pittsfield, MA 01201
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  /8

  $380,000

  • Land
  • 15 Acres
  • $25,333 per Acre

  365 Churchill St, Pittsfield, MA 01201

  Discover the ideal setting for your next home or retreat on this 15-acre parcel in West Pittsfield. Thoughtfully prepared, the property already features installed electricity, along with a newly constructed driveway and building pad. Enjoy a perfect blend of open and wooded land, including 5+ acres of fields, 10 acres of forest, and approximately 700 feet of road frontage. With city water,

  Sarah Carr Key Realty

  365 Churchill St, Pittsfield, MA 01201
• 

  

  /43

  $729,000

  • 3 Beds
  • 3 Baths
  • 2,381 Sq Ft

  101 Alpine Trail, Pittsfield, MA 01201

  Beautiful end-unit property featuring soaring ceilings and serene wooded views.The home offers open common spaces with excellent natural light, a screened porch, and a first-floor primary en suite. The second level includes two guest bedrooms, a full bath, and a loft overlooking the great room. Additionally, the lower-level walkout provides significant potential to be finished for extra

  Cortney Dupont COHEN & WHITE ASSOCIATES

  101 Alpine Trail, Pittsfield, MA 01201
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  /61

  $899,000

  • 3 Beds
  • 2 Baths
  • 1,176 Sq Ft

  1641 North St, Pittsfield, MA 01201

  Wake up to breathtaking panoramic waterfront views & end every day with spectacular sunsets from this exceptional ranch offering approx. 170' of waterfront frontage.This well-maintained home features 3 bedrooms, 2 full baths & an inviting open layout designed to showcase the stunning scenery.The sunroom, with walls of glass sliders, opens to an expansive deck-perfect for entertaining, relaxing or

  Darcy Reid MOCKINGBIRD REAL ESTATE

  1641 North St, Pittsfield, MA 01201
• 

  

  /27

  $195,000

  • 2 Beds
  • 1 Bath
  • 540 Sq Ft

  21 Woodleigh Rd, Pittsfield, MA 01201

  Robin Moore 413 REAL ESTATE

  21 Woodleigh Rd, Pittsfield, MA 01201
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  /33

  $385,000

  • 3 Beds
  • 2 Baths
  • 1,961 Sq Ft

  5 Putnam Ave, Pittsfield, MA 01201

  Southeast brick cape ready for summer fun! This 3 bed 2 bath cape is filled with warmth, character, and inviting spaces ready for memories all season long. Bright open kitchen, which flows to the dining area and family room with vaulted ceilings and doors to the deck. Around the corner a 2nd family room, game room or whatever you decide with wood burning fireplace. 1st floor also offers spacious

  

  Laura Arseneau

  PAULA MCLEAN REALTORS INC.

  5 Putnam Ave, Pittsfield, MA 01201
• 

  

  /21

  $199,000

  • 1 Bed
  • 1 Bath
  • 965 Sq Ft

  28 Baker St, Lanesboro, MA 01237

  Whether you're looking for a year-round home or a weekend retreat, this cozy getaway offers the best of both worlds - close to everyday conveniences, while tucked away from the hustle and bustle. This inviting home features 1 bedroom, 1 full bath, a bright sunroom addition, and a private courtyard in the back with a storage shed, that can be a great space to relax and unwind. The sunroom addition

  Lisa Peltier ROBERTS & ASSOC. REALTY, INC

  28 Baker St, Lanesboro, MA 01237
• 

  

  /20

  $289,000

  • 3 Beds
  • 2 Baths
  • 1,267 Sq Ft

  4 Garden St, Pittsfield, MA 01201

  Charming and well-maintained Cape offering 3 bedrooms and 1.5 baths in a desirable location just moments from Onota Lake. This inviting home features an open kitchen and dining area, creating a welcoming space for everyday living and entertaining. Full of character and warmth, the home also boasts a newly finished basement that provides additional living space perfect for a family room, home

  Elisha Poirier STONE HOUSE PROPERTIES, LLC

  4 Garden St, Pittsfield, MA 01201
• 

  

  /41

  $313,900

  • 2 Beds
  • 2 Baths
  • 1,210 Sq Ft

  560 Crane Ave, Pittsfield, MA 01201

  More than meets the eye from the street view! Spacious embankment ranch welcomes you with gleaming hardwood flooring. Enter into the living room w cedar entry closet. What are YOU looking for? Here, you'll find a flexible floor plan featuring two or three bedrooms on the main floor (third bedroom off kitchen makes great formal dining option. Eat-in galley kitchen. Bonus space is the year-round

  Amanda Kmetz ROBERTS & ASSOC. REALTY, INC

  560 Crane Ave, Pittsfield, MA 01201
• 

  /2

  $189,000

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

  223 Linden St, Pittsfield, MA 01201

  Investment opportunity in Pittsfield. This spacious 2-family property offers 3,278 sq ft and is fully occupied with month-to-month tenants in place. The first-floor unit rents for $1,200 per month with the tenant paying utilities, while the second-floor unit rents for $1,100 per month with the owner currently paying utilities. The property needs some updates, but offers good bones and all major

  Jeffrey Puciato Puciato Altieri Realty Group

  223 Linden St, Pittsfield, MA 01201
• 

  

  /20

  $2,250

  • 3 Beds
  • 1 Bath

  144 Parkside Ave, Pittsfield, MA 01201

  Be the first to call this beautifully renovated, handicap-accessible first-floor apartment home! Designed for comfort and convenience, this spacious 3-bedroom unit features modern finishes throughout and easy, step-free living. Apartment Features: 3 spacious bedroomsHandicap-accessible first-floor layoutBrand-new luxury vinyl plank (LVP) flooring throughoutModern, updated

  Erin Vincent BISHOP WEST REAL ESTATE

  144 Parkside Ave, Pittsfield, MA 01201
• 

  

  /10

  $325,000

  • 4 Beds
  • 2 Baths
  • 2,378 Sq Ft

  89 Robbins Ave, Pittsfield, MA 01201

  Great Two family with some updates. Hardwood floor in dining room and bedrooms. Kitchen and bathroom with Ceramic floor. Newer Roof. Parking off street for 4 cars

  Al DeSouza First Option Properties Inc.

  89 Robbins Ave, Pittsfield, MA 01201
• 

  

  /9

  $214,900

  • 3 Beds
  • 2 Baths
  • 1,280 Sq Ft

  395 Cheshire Rd Unit 117, Pittsfield, MA 01201

  This home is being dropped end of August with an expected turn-key date end of October 2026. A new Pittsfield premier community lets you skip the maintenance worries of an older house. The open-concept layout is bright and inviting, perfectly connecting your spacious living area to a lovely, modern kitchen. With three bedrooms and two full baths, there is plenty of room. You'll also love the

  Jason Nocher NOCHER REALTY

  395 Cheshire Rd Unit 117, Pittsfield, MA 01201
• 

  

  /34

  $749,000

  Open Sat 11AM - 1PM

  • 2 Beds
  • 2 Baths
  • 1,044 Sq Ft

  595 Lakeway Dr, Pittsfield, MA 01201

  Discover the exceptional lakefront lifestyle in this beautifully renovated, move-in ready 2-bedroom, 2-bath residence on Onota Lake. Bathed in natural light, expansive walls of windows frame captivating water views from the living room, dining area, and kitchen, creating a seamless connection to the outdoors. A welcoming fireplace adds warmth and charm, while efficient mini-split systems provide

  Victoria Standring Lamacchia Realty, Inc. - Dalton

  595 Lakeway Dr, Pittsfield, MA 01201
• 

  

  /13

  $1,500

  • 2 Beds
  • 1 Bath
  • 1,573 Sq Ft

  15 Fairfield St, Pittsfield, MA 01201

  Welcome home to this charming first-floor apartment in a desirable South Pittsfield location. Featuring beautiful wood floors throughout, this well maintained 2 bedroom, 1 bath unit offers an updated kitchen and bathroom, combining classic character with modern convenience.Enjoy the added benefits of off-street parking for two vehicles, on-site laundry and access to a backyard, and cozy front

  Pauline Green Lamacchia Realty, Inc. - Adams

  15 Fairfield St, Pittsfield, MA 01201
• 

  

  /42

  $349,900

  • 4 Beds
  • 2 Baths
  • 1,668 Sq Ft

  43 State St, Pittsfield, MA 01201

  Recently renovated brick cape with attached garage, on a beautiful corner lot! The first floor offers spacious living room open to the updated large eat-in kitchen, with quartz countertops and new stainless appliances. The home has a total of 4 bedrooms and 1.5 baths. The first floor also features a renovated full bathroom and 2 bedrooms. Upstairs you will find a hat bathroom and two additional

  Maria Liccardi KEMPF-VANDERBURGH REALTY CONSULTANTS, INC.

  43 State St, Pittsfield, MA 01201
• 

  

  /25

  $295,000

  Open Sat 11AM - 1PM

  • 3 Beds
  • 1 Bath
  • 1,327 Sq Ft

  48 Plastics Ave, Pittsfield, MA 01201

  Renovated 3-Bedroom Cape in a Central Location. Welcome home to this newly renovated 3-bedroom Cape-style house, ideally situated in a convenient central location close to everyday amenities, local services, shopping, dining, and commuter routes. Combining classic Cape charm with fresh modern updates, this inviting home offers comfort, functionality, and move-in-ready appeal. Property highlights

  Dawn Vadnais MORESI REAL ESTATE PARTNERS

  48 Plastics Ave, Pittsfield, MA 01201
• 

  

  /41

  $289,900

  Pre-Foreclosure

  • 4 Beds
  • 2 Baths
  • 1,572 Sq Ft

  246 Dalton Ave, Pittsfield, MA 01201

  Welcome to 246 Dalton Ave, a charming colonial-style home nestled in the heart of Pittsfield, MA. This delightful residence features four spacious bedrooms and one and a half baths, perfect for families or those seeking extra space. The home does offer potential for a 1st floor bedroom as well. The classic architecture is complemented by modern updates, providing a cozy yet stylish living

  Doug Collins Lamacchia Realty, Inc. - Dalton

  246 Dalton Ave, Pittsfield, MA 01201
• 

  

  /42

  $599,900

  • 4 Beds
  • 3 Baths
  • 2,004 Sq Ft

  145 Leona Dr, Pittsfield, MA 01201

  Be wowed by this southeast sleeper that presents as a traditional-style colonial where you'll be pleasantly surprised by all the upgrades. This home offers custom luxury features & stylish finishes with exceptional indoor-outdoor living. 145 Leona is modernized inside and out. It is situated on a unique lot with a welcoming front porch, spacious side lawn ideal for play plus a bonus hilltop

  Tonia Scalise WILLIAM PITT SOTHEBY'S - LENOX

  145 Leona Dr, Pittsfield, MA 01201
• 

  

  /54

  $799,000

  • 4 Beds
  • 4 Baths
  • 3,325 Sq Ft

  576 Holmes Rd, Pittsfield, MA 01201

  Beautifully updated and maintained four bedroom, three and a half bath colonial. Spacious common areas washed with natural light make this home special. The main level boasts a large eat in kitchen, dining room, expansive living room with wood floors, family room with built ins and fireplace, separate laundry room, half bath, two car oversized garage and beautiful screened porch overlooking the

  Cortney Dupont COHEN & WHITE ASSOCIATES

  576 Holmes Rd, Pittsfield, MA 01201
• 

  

  /37

  $229,999

  • 2 Beds
  • 1 Bath
  • 863 Sq Ft

  34 Cummings Ave, Pittsfield, MA 01201

  This cozy Cape home feels like country, yet you're just minutes from markets, restaurants, the music of Tanglewood, Herman Melville's Arrowhead, and other cultural delights of the Berkshires. The first floor features a bedroom and bathroom while upstairs what was once the attic now consists of an expansive second bedroom. There's a service porch with space for storage and appliances, if you want

  Carolyn Reuben Green KEMPF-VANDERBURGH REALTY CONSULTANTS, INC.

  34 Cummings Ave, Pittsfield, MA 01201
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  /36

  $284,900

  • 2 Beds
  • 1 Bath
  • 912 Sq Ft

  184 Melbourne Rd, Pittsfield, MA 01201

  Welcome to 184 Melbourne Road in Pittsfield. This ranch style home boast two generously sized bedrooms, full bath, an open concept living room, kitchen and dining room. This home has been beautifully renovated and maintained throughout the years and it shows. Some of the recent updates include freshly refinished hardwood floors throughout, fresh interior paint, granite countertops, a large island

  Doug Collins Lamacchia Realty, Inc. - Dalton

  184 Melbourne Rd, Pittsfield, MA 01201
• 

  

  /42

  $359,900

  • 4 Beds
  • 2 Baths
  • 1,793 Sq Ft

  112 Plunkett St, Pittsfield, MA 01201

  Welcome to this impeccably maintained 4-bedroom, 2-full-bath residence offering comfort, style, & exceptional outdoor living. Every room has been recently painted! The updated kitchen features all new appliances, while the spacious layout provides plenty of room for family, guests, or a home office. Step outside & discover your own private backyard retreat. Relax under the covered porch,

  Mary Jane Dunlop BISHOP WEST REAL ESTATE

  112 Plunkett St, Pittsfield, MA 01201
• 

  

  /40

  $289,900

  $10K PRICE DROP

  • 3 Beds
  • 1 Bath
  • 1,501 Sq Ft

  96 Boylston St, Pittsfield, MA 01201

  Back on the market, and someone else's loss is about to be your gain. Some homes just feel right the moment you arrive. Sitting at the end of a dead-end street, 96 Boylston offers the kind of quiet and privacy that's hard to find this close to downtown Pittsfield. No through traffic, no neighbors driving past, just a peaceful street that's yours to enjoy. Step inside and you'll find a clean,

  Kyle Crocker eXp REALTY

  96 Boylston St, Pittsfield, MA 01201
• 

  

  /41

  $279,900

  • 3 Beds
  • 1 Bath
  • 1,521 Sq Ft

  20 Norman Ave, Pittsfield, MA 01201

  Discover the perfect blend of charm, space, and value in this well-maintained Colonial. Offering 3 bedrooms, 1 full bath, and over 1,500 square feet of living space. Hardwood floors, comfortable room sizes, and natural light create a warm and inviting atmosphere throughout. The dining area opens to a deck overlooking a spacious backyard, providing the ideal setting for outdoor

  Erin Vincent BISHOP WEST REAL ESTATE

  20 Norman Ave, Pittsfield, MA 01201
• 

  

  /58

  $549,900

  • 4 Beds
  • 3 Baths
  • 2,670 Sq Ft

  48 Brookside Dr, Pittsfield, MA 01201

  Meticulously maintained and lovingly cared for, this spacious four-bedroom, two-and-a-half-bath home offers the perfect combination of comfort, quality, and location. Featuring generously sized rooms throughout, this home provides ample space for both everyday living and entertaining. Pristine wood floors lie beneath the carpeting, offering the opportunity to uncover their timeless beauty. Recent

  Brenda Durant KEMPF-VANDERBURGH REALTY CONSULTANTS, INC.

  48 Brookside Dr, Pittsfield, MA 01201
• 

  

  /55

  $629,900

  $20K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 2,572 Sq Ft

  1188 West St, Pittsfield, MA 01201

  Welcome home to this well-maintained 3-bedroom, 2.5-bath Cape offering 2,561 square feet of comfortable living space. The heart of the home is the kitchen and den area, featuring durable tile flooring and an open, inviting layout perfect for everyday living and entertaining. Sliding doors lead to a large screened porch overlooking the in-ground pool and beautifully sized backyard, creating an

  Robin Moore 413 REAL ESTATE

  1188 West St, Pittsfield, MA 01201
• 

  

  /20

  $189,900

  New Construction

  • 3 Beds
  • 2 Baths
  • 1,280 Sq Ft

  395 Cheshire Rd Unit 113, Pittsfield, MA 01201

  You can truly relax and enjoy life here, as this brand-new, thoughtfully crafted home in Pittsfield's premier community lets you skip the maintenance worries of an older house. The open-concept layout is bright and inviting, perfectly connecting your spacious living area to a lovely, modern kitchen. With three bedrooms and two full baths, there is plenty of room. You'll also love the convenience

  Jason Nocher NOCHER REALTY

  395 Cheshire Rd Unit 113, Pittsfield, MA 01201
• 

  

  /11

  $235,000

  • 3 Beds
  • 2 Baths
  • 1,920 Sq Ft

  20 Curtis Terrace, Pittsfield, MA 01201

  Welcome to this spacious 3-bedroom, 2-bath home offering 1,920 square feet of living space in Pittsfield's desirable Morningside neighborhood. This home blends classic character with several major updates already completed, including a newer roof (2025), replacement windows, oil tank (2024), boiler (2019), and sewer line (2019). The flexible floor plan provides plenty of room for everyday living,

  ShaDina Johnson Berkshire Hathaway HomeServices Realty Professionals

  20 Curtis Terrace, Pittsfield, MA 01201

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