Colonial Homes for Sale in Pittsfield, MA

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  /11

  $1,101,800

  New Construction $75K PRICE DROP

  • 4 Beds
  • 3.5 Baths
  • 2,634 Sq Ft

  411 Churchill St, Pittsfield, MA 01201

  To Be Built Home - Create your custom, energy-efficient, low-maintenance home with flexible floor plans! Photos, prices, and layouts are for display only and subject to change with market and site conditions. Plans may be modified, changed and repriced. You'll select all colors and most finishes for a fully personalized build. Home price includes the 8.94-acre lot (MLS #248342), featuring a

  

  Corey Bishop

  BISHOP WEST REAL ESTATE

  411 Churchill St, Pittsfield, MA 01201
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  /57

  $249,900

  • 6 Beds
  • 2 Baths
  • 2,600 Sq Ft

  158 Linden St, Pittsfield, MA 01201

  Welcome to 158-160 Linden Street in Pittsfield. This centrally located 2 family boast 3 bedrooms, 1 bath and laundry in each unit. The entire home was renovated approximately 25 years ago and has been well maintained since. Separate electric meters for each unit and they both offer electric baseboard heat that is not included in the rent. On the exterior you will find a large fenced in side yard,

  Doug Collins Lamacchia Realty, Inc. - Dalton

  158 Linden St, Pittsfield, MA 01201
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  /62

  $799,900

  $90K PRICE DROP

  • 5 Beds
  • 2.5 Baths
  • 3,370 Sq Ft

  5 Crofut St, Pittsfield, MA 01201

  Own Pittsfield History in this distinctive solidly built Georgian-style brick estate set proudly atop a hill in this coveted enclave of stately residences. Live on historic Crofut St. near the esteemed Pittsfield Country Club, Up Street Cultural Art District and ideally minutes to Lenox to experience the harmonic complexity of Tanglewood. Experience this solid design, rich in traditional detail

  Tonia Scalise WILLIAM PITT SOTHEBY'S - LENOX

  5 Crofut St, Pittsfield, MA 01201
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  /26

  $220,000

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

  27 Daniels Ave, Pittsfield, MA 01201

  Bring your vision and creativity to this spacious side-by-side duplex that's been stripped down and prepped for its next chapter. Much of the heavy lifting has already been completed, including extensive demolition work and rough electrical installation. The exterior has also received a fresh coat of paint, providing a head start on your renovation plans. Originally intended to be converted into

  Michele Purcell Lamacchia Realty, Inc. - Dalton

  27 Daniels Ave, Pittsfield, MA 01201
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  /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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  /43

  $399,000

  $16K PRICE DROP

  • 3 Beds
  • 1.5 Baths
  • 1,404 Sq Ft

  19 Roselyn Dr, Pittsfield, MA 01201

  This charming 3-bedroom home is ready to move in! Great west Pittsfield neighborhood. Just 5 minutes from downtown, less than 20 to Tanglewood, a half hour drive to Williams College and the Clark Art Institute. Wood burning fireplace, lots of natural light, heated sun porch, and a beautiful backyard with a large deck, berry bushes, and fruit trees. The first floor features the kitchen with

  Allison Pacelli PACELLI ZEPKA

  19 Roselyn Dr, Pittsfield, MA 01201
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  /29

  $284,000

  Open Sat 12PM - 1PM $15K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 1,627 Sq Ft

  162 W Housatonic St, Pittsfield, MA 01201

  Enjoy this charming 4-bedroom, 2-bathroom home offering a spacious and functional layout, tasteful updates, and excellent convenience. The property features an updated heating system, efficient natural gas utilities, a large open kitchen with new appliances, and updated flooring. Both bathrooms have been recently renovated with stylish new finishes and tilework. Enjoy the flexibility of a

  Laiken Rapisarda Lamacchia Realty, Inc. - Dalton

  162 W Housatonic St, Pittsfield, MA 01201
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  /37

  $499,900

  $30K PRICE DROP

  • 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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  /30

  $345,000

  $40K PRICE DROP

  • 6 Beds
  • 6 Baths
  • 2,260 Sq Ft

  37 Melville St, Pittsfield, MA 01201

  Six unit multi-family investment property located in the heart of downtown Pittsfield. Located footsteps from shopping, restaurants, an more!. Includes six studio apartments, vinyl siding, and separate electricity for each unit.

  Cory Evangelisto NOCHER REALTY

  37 Melville St, Pittsfield, MA 01201
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  /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
• 

  

  /41

  $289,900

  Pre-Foreclosure

  • 4 Beds
  • 1.5 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
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  /31

  $109,000

  $91K PRICE DROP Pre-Foreclosure

  • 7 Beds
  • 4.5 Baths
  • 3,672 Sq Ft

  15 Buel St, Pittsfield, MA 01201

  Come finish the renovation of this expansive 7 bedroom home! This project is ready for your vision and creativity to bring it to fruition! Don't miss this opportunity!

  Benjamin Hause Keller Williams Realty North Central

  15 Buel St, Pittsfield, MA 01201
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  /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
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  /2

  $195,000

  $16K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,923 Sq Ft

  47 Lake St, Pittsfield, MA 01201

  Duplex Investment Property!

  Lisa Kelley MACCARO REAL ESTATE

  47 Lake St, Pittsfield, MA 01201
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  /68

  $735,000

  • 4 Beds
  • 2.5 Baths
  • 2,720 Sq Ft

  47 Warwick St, Pittsfield, MA 01201

  This move-in-ready 4-bedroom, 2.5-bath Colonial in Southeast Pittsfield sits on over half an acre and blends classic charm with thoughtful updates. The welcoming chefs kitchen opens to a screened porch and flows into a generous dining room with built-in cabinetry, perfect for everyday living and entertaining. A light-filled living room anchored by a wood-burning fireplace creates a warm and

  Tracy Crawford COMPASS MASSACHUSETTS , LLC GB

  47 Warwick St, Pittsfield, MA 01201
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  /40

  $399,900

  • 4 Beds
  • 3 Baths
  • 2,170 Sq Ft

  118 Winesap Rd, Pittsfield, MA 01201

  Opportunity awaits in this spacious 4-bedroom, 3-bath Colonial located in the highly sought-after Orchard neighborhood. Offering generous room sizes throughout, this home features a welcoming family room with a fireplace and skylights that fill the space with natural light. The convenient first-floor laundry enhances everyday living. The partially finished basement provides additional flexible

  Robin Moore 413 REAL ESTATE

  118 Winesap Rd, Pittsfield, MA 01201
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  /40

  $369,900

  $19K PRICE DROP

  • 3 Beds
  • 1.5 Baths
  • 1,584 Sq Ft

  1121 North St, Pittsfield, MA 01201

  Motivated Seller! 1121 North St is a well-cared for home offering comfort, convenience with classic style and some modern updates. Fully fenced backyard. Perfect for pets, gardening, entertaining or relaxing in your own private retreat. Unwind in the bright sunroom with its own gas fireplace for chilly evenings and winter days. The oversized garage opens to a mudroom. Updated kitchen and a half

  Anthony Riello Lamacchia Realty, Inc. - Dalton

  1121 North St, Pittsfield, MA 01201
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  /42

  $429,900

  • 3 Beds
  • 1 Bath
  • 1,998 Sq Ft

  191 Fort Hill Ave, Pittsfield, MA 01201

  Well-maintained & move-in ready with historic charm, exceptional acreage, and endless possibilities. Set on approximately 5.2 acres in West Pittsfield's scenic farm country, this 1820s home offers a rare opportunity to enjoy the space & privacy that's increasingly difficult to find at this price point. Inside, you'll find spacious rooms, beautiful hardwood floors, a wide central staircase,

  THE KAHN TEAM BISHOP WEST REAL ESTATE

  191 Fort Hill Ave, Pittsfield, MA 01201
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  /75

  $965,000

  $30K PRICE DROP

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

  757 S Main St, Lanesboro, MA 01237

  Completely reimagined from top to bottom, 1790's Colonial blends historic New England character with modern luxury in a truly one-of-a-kind Berkshire setting. Located directly across from Pontoosuc Lake, the property offers stunning lake views, exceptional craftmanship and endless possibilities for live/work, business venture or investment in business/residential zone. Stunning kitchen featuring

  Lisa Kelley MACCARO REAL ESTATE

  757 S Main St, Lanesboro, MA 01237
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  /26

  $199,000

  $30K PRICE DROP

  • 2 Beds
  • 1.5 Baths
  • 2,234 Sq Ft

  969 Dalton Ave, Pittsfield, MA 01201

  Exceptional Investment Opportunity: Versatility & Prime LocationDiscover a property that offers unparalleled flexibility in one of Pittsfield's most active commercial corridors. Situated on a sprawling 0.92-acre lot directly across from Berkshire Crossing, this unique property presents a rare ''blank canvas'' for homeowners and investors alike. Currently configured for mixed-use with a

  Timothy Johnson NOCHER REALTY

  969 Dalton Ave, Pittsfield, MA 01201
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  /27

  $294,500

  Open Sat 10AM - 11:30AM $45K PRICE DROP

  • 4 Beds
  • 1.5 Baths
  • 1,600 Sq Ft

  33 Reuter Ave, Pittsfield, MA 01201

  Lovely southeast Colonial on a dead-end street. This spacious home has a beautiful new kitchen, living room, sunroom/office, hardwood floors throughout and plenty of living space. The 1st floor bedroom could be used as a in-law or primary suite, featuring family room, fireplace with wood stove insert, half bath and sliding doors for privacy from the rest of the house. This home also has Upstairs

  Toni Marie Gage SIGNATURE ASSOCIATES

  33 Reuter Ave, Pittsfield, MA 01201
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  /54

  $799,000

  • 4 Beds
  • 3.5 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
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  /42

  $349,900

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

  100 Essex St, Pittsfield, MA 01201

  *Video tour and floor plans availableThis lovely colonial home features two separate units, as it has been designed to offer an in-law apartment. The property has been tastefully renovated with new kitchens with quartz countertops, gorgeous updated bathrooms, fresh interior and interior paint, refinished gleaming hardwood floors, and other improvements, that include new roof, updated electrical

  Maria Liccardi Kempf-Vanderburgh Realty Consultants, Inc.

  100 Essex St, Pittsfield, MA 01201
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  /86

  $690,000

  Open Sun 11AM - 12:30PM

  • 4 Beds
  • 2 Baths
  • 2,104 Sq Ft

  39 Cascade St, Pittsfield, MA 01201

  Beautiful early 1900's colonial farm house with deeded agricultural and horticultural rights offering 2,104 sq ft of classic charm on a picturesque 2.3-acre lot. This spacious 4-bedroom, 2-full-bath home is close to the state forest with access to mountain biking and hiking trails. The main level includes a bright living room, formal dining room, and a generous kitchen with great storage. High

  Andrew Manns Lamacchia Realty, Inc. - Dalton

  39 Cascade St, Pittsfield, MA 01201
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  /58

  $549,900

  • 4 Beds
  • 2.5 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
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  /27

  $355,000

  • 5 Beds
  • 4 Baths
  • 5,070 Sq Ft

  29 Linden St, Pittsfield, MA 01201

  Downtown Creative District Investment Opportunity Positioned in the heart of Pittsfield's vibrant Downtown Creative District, this fully occupied and professionally managed four-family property offers investors a rare blend of stable income and exceptional location. Just steps from the renowned Barrington Stage Company, residents enjoy easy access to some of the city's best entertainment, dining,

  Tim Gallagher STONE HOUSE PROPERTIES, LLC

  29 Linden St, Pittsfield, MA 01201
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  /11

  $264,900

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

  50 John St, Pittsfield, MA 01201

  Side-by-side two-family home renovated in the last few 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. The apartments have large enclosed back porches upstairs overlooking the yard.

  Maria Liccardi KEMPF-VANDERBURGH REALTY CONSULTANTS, INC.

  50 John St, Pittsfield, MA 01201
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  /48

  $549,900

  • 12 Beds
  • 4 Baths
  • 4,176 Sq Ft

  110 Lincoln St, Pittsfield, MA 01201

  Discover a prime investment opportunity at 110-118 Lincoln Street in Pittsfield! This well-maintained property features four spacious units, each offering three bedrooms and one bath--perfect for attracting reliable tenants. With separate utilities for each unit, managing expenses is seamless. Ample off-street parking ensures convenience for all residents, enhancing the living experience. Ideal

  Doug Collins Lamacchia Realty, Inc. - Dalton

  110 Lincoln St, Pittsfield, MA 01201
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  /20

  $375,000

  • 6 Beds
  • 3 Baths
  • 3,672 Sq Ft

  98 Lincoln St, Pittsfield, MA 01201

  Turnkey 3-unit multifamily investment in Pittsfield, just minutes from downtown. Fully occupied, generating $4,173/month ($50,076/year) in gross rent from all-current tenants. Unit mix: 98A (1BR/1BA) at $1,199/mo, 98B (2BR/1BA) at $1,324/mo, and 100 (3BR/2BA) at $1,650/mo. All three units have gas heat and hot water; owner covers snow removal, landscaping, and water & sewer. 2025 operating

  Jason Saphire www.HomeZu.com

  98 Lincoln St, Pittsfield, MA 01201
• 

  /2

  $314,900

  Coming Soon

  • 3 Beds
  • 1.5 Baths
  • 1,560 Sq Ft

  84 Williams St, Pittsfield, MA 01201

  Nestled in Pittsfield's desirable Southeast neighborhood, this charming Colonial offers the perfect blend of character, comfort, and modern updates. Featuring 3 bedrooms and 1.5 bathrooms, the home boasts a modern kitchen complete with a pantry. Hardwood floors flow throughout much of the home, and a cozy wood-burning fireplace. The bright four-season sun porch provides the perfect spot to relax

  Jessica Rizzo Lamacchia Realty, Inc. - Dalton

  84 Williams St, Pittsfield, MA 01201
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  /15

  $158,900

  • 2 Beds
  • 1 Bath
  • 1,158 Sq Ft

  186 Burbank St, Pittsfield, MA 01201

  Welcome to 186 Burbank Street! This charming colonial-style home offers two bedrooms, one full bathroom, and 1,158 square feet of living space. Situated on a level corner lot in an established residential neighborhood, the home features a functional layout with plenty of potential. The main level includes a spacious kitchen with ample cabinet and counter space, a formal dining room, comfortable

  Zachary DeCaro Property Works New England

  186 Burbank St, Pittsfield, MA 01201
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  /42

  $1,750,000

  • 6 Beds
  • 4.5 Baths
  • 7,894 Sq Ft

  500 Williams St, Pittsfield, MA 01201

  Own a Living Masterpiece. Meticulously curated by the current stewards since 2006. This Colonial Revival offers rare fusion of 18th-century authenticity and cutting-edge modern comfort. Designed for both grand-scale entertaining and intimate family life, this c1930, 7,894 sq. ft., Colonial Revival offers 6-bdrms & 4.5-baths. The interior is a treasure of artisan craftsmanship from the formal

  Mauren White-Kirkby Berkshire Hathaway Home Services Barnbrook Realty

  500 Williams St, Pittsfield, MA 01201
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  /36

  $469,900

  • 4 Beds
  • 1.5 Baths
  • 2,100 Sq Ft

  30 Lexington Pkwy, Pittsfield, MA 01201

  Welcome to 30 Lexington Parkway, an exceptionally cherished home in one of Southeast Pittsfield's most coveted neighborhoods. Brimming with timeless character, warmth, and pride of ownership, this impeccably maintained 4-bedroom home blends classic charm with everyday comfort. The inviting living spaces feature a stunning fireplace, hardwood floors, spacious eat-in kitchen, screened-in porch

  Anthony Riello Lamacchia Realty, Inc. - Dalton

  30 Lexington Pkwy, Pittsfield, MA 01201
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  /69

  $899,000

  $90K PRICE DROP

  • 5 Beds
  • 5 Baths
  • 3,823 Sq Ft

  9 Eastbrook Ln, Pittsfield, MA 01201

  Set within one of the Berkshires most coveted communities, 9 Eastbrook Lane is a masterclass in refined living, where thoughtful design meets impeccable care. Beautifully and intentionally sited, this distinguished residence offers 5 bedrooms, 3 full and 2 half baths across a gracious, light-filled layout designed for both elegant entertaining and everyday comfort.The stunning kitchen

  Victoria Standring Lamacchia Realty, Inc. - Dalton

  9 Eastbrook Ln, Pittsfield, MA 01201
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  /21

  $195,000

  $4K PRICE DROP

  • 4 Beds
  • 1 Bath
  • 1,480 Sq Ft

  57 Adam St, Pittsfield, MA 01201

  Offering an affordable path to homeownership, this property is ideal for buyers ready to trade renting for a place of their own or investors looking to expand their rental portfolio. The first floor includes an eat-in kitchen, first-floor laundry, and a flexible room for additional living space. Bring your ideas and make it your own over time. A covered back patio extends your living space

  Leanne Sedlak REAL BROKER

  57 Adam St, Pittsfield, MA 01201
• 

  

  /28

  $234,999

  • 3 Beds
  • 1 Bath
  • 1,200 Sq Ft

  98 Bryan St, Pittsfield, MA 01201

  Welcome to this move-in ready Colonial that blends timeless charm with the beauty of Berkshire living. Enjoy seasonal mountain views and convenient access to nearby hiking trails right from the street, with golf courses, lakes, parks, and outdoor recreation just minutes away. Ideally located near downtown Pittsfield, you'll have easy access to restaurants, shopping, entertainment, and cultural

  Harmony Edwards KELLER WILLIAMS REALTY

  98 Bryan St, Pittsfield, MA 01201
• 

  

  /38

  $299,900

  • 5 Beds
  • 2 Baths
  • 2,690 Sq Ft

  63 Glenwood Ave, Pittsfield, MA 01201

  Charming 2-family flat offering a great opportunity for owner-occupants or investors alike! This well-maintained property features beautiful wood floors, inviting front porches, and private back decks perfect for relaxing or entertaining. Both units have separate utilities for added convenience and efficiency. The second-floor apartment includes a finished attic area providing extra living space.

  Robin Moore 413 REAL ESTATE

  63 Glenwood Ave, Pittsfield, MA 01201
• 

  

  /41

  $309,000

  • 3 Beds
  • 1.5 Baths
  • 1,260 Sq Ft

  85 Somerset Ave, Pittsfield, MA 01201

  Welcome to this 3-bedroom, 1.5-bath Colonial on Somerset Street in Pittsfield. With 1,200 square feet of living space, this well-loved home has been in the same family for many years and is ready for new owners to make it their own. Inside, you'll find a classic floor plan with warm, inviting spaces perfect for everyday living. Step outside to a generous backyard featuring beautiful mature

  Andrew Manns Lamacchia Realty, Inc. - Dalton

  85 Somerset Ave, Pittsfield, MA 01201
• 

  

  /34

  $285,000

  • 3 Beds
  • 2 Baths
  • 1,800 Sq Ft

  1228 East St, Pittsfield, MA 01201

  Welcome to 1228 East St. A longtime family home filled with warmth, character and opportunity. Beautiful hardwood floors throughout much of the home. Updates include electric panel, blown in insulation, a new oil tank 2018 and new oil burner 2022. The spacious second floor kitchen area offers potential to create a two-family flat subject to city approval. A three-car garage offers extra space for

  Anthony Riello Lamacchia Realty, Inc. - Dalton

  1228 East St, Pittsfield, MA 01201
• 

  

  /36

  $430,000

  $39K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 1,843 Sq Ft

  81 Northumberland Rd, Pittsfield, MA 01201

  Move in ready! New roof and gutters in 2026, maintains original details but has been thoroughly updated. Located on a quiet, tree lined street, 81 Northumberland offers the kind of lifestyle one dreams about. Imagine walking your children to the nearby elementary school, stopping in for fresh pastries at the local bakery, grabbing a coffee on the way home, or enjoying an evening stroll through

  Tanya LeRose THE KINDERHOOK GROUP

  81 Northumberland Rd, Pittsfield, MA 01201

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