Pittsfield, MA Homes for Sale with Garage

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  /97

  $349,000

  • 4 Beds
  • 3.5 Baths
  • 4,009 Sq Ft

  514 South St, Pittsfield, MA 01201

  Set along one of Pittsfield's historic corridors, this circa 1815 Federal-style estate offers a compelling study in early American architecture, enduring design, and modern potential. Once a vibrant estate, the property still echoes its past, where landscaping and period lighting brought warmth and presence to the grounds. Inside, a quiet air of English refinement unfolds. Neoclassical detailing

  

  Syrah Bradley

  BISHOP WEST REAL ESTATE

  (413) 722-5807

  514 South St, Pittsfield, MA 01201
• Explore Pittsfield

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  /46

  $699,900

  • 5 Beds
  • 3.5 Baths
  • 3,074 Sq Ft

  161 Leona Dr, Pittsfield, MA 01201

  Set in one of Southeast Pittsfield's most desirable neighborhoods, this very sunny and impeccably maintained home offers the perfect balance of gracious living, flexible space, and effortless entertaining. Lovingly cared for by its current owner, the home unfolds with elegant formal rooms, hardwood floors, and a warm wood burning fireplace anchoring the living room. The heart of the home is an

  

  Nick Geranios

  WILLIAM PITT SOTHEBY'S - LENOX

  (413) 570-8931

  161 Leona Dr, Pittsfield, MA 01201
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  /33

  $1,349,000

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

  61 Tor Ct, Pittsfield, MA 01201

  Easy living Ranch home on beautiful Onota Lake. Fantastic views of the Lake and Distant Berkshire Hills. Enjoy westerly sunset views from your expansive, manicured lawn and almost every room in the house. A quiet setting with comparable homes and easy access to all the Berkshires has to offer. Needs a little TLC, but well worth it for this sought after location and lifestyle. Hardwood floors

  Allen Bassen

  BERKSHIRE HOMES AND CONDOS

  (413) 287-9929

  61 Tor Ct, Pittsfield, MA 01201
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  /43

  $445,000

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

  35 Chapman Rd, Pittsfield, MA 01201

  Classic New England farmhouse featuring a charming kitchen with beautiful Berkshire views and an open, inviting layout perfect for entertaining. The 1st floor offers, full bath and convenient laundry hookups, along with 2 living rooms. One ideal for relaxation and the other a perfect home office, playroom, game room. Upstairs, you'll find 2 good sized bedrooms each with their own full bathroom

  

  Laura Arseneau

  PAULA MCLEAN REALTORS INC.

  (413) 323-3512

  35 Chapman Rd, Pittsfield, MA 01201
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  /11

  $839,900

  • 3 Beds
  • 2 Baths
  • 2,000 Sq Ft

  407 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 3.59-acre lot (MLS # 248344), installed

  

  Corey Bishop

  BISHOP WEST REAL ESTATE

  (413) 475-9767

  407 Churchill St, Pittsfield, MA 01201
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  /11

  $1,176,800

  • 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

  (413) 343-4823

  411 Churchill St, Pittsfield, MA 01201
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  /7

  $809,900

  • 3 Beds
  • 2 Baths
  • 2,000 Sq Ft

  403 Churchill St, Pittsfield, MA 01201

  To Be Built - 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 2.14-acre lot (MLS # 248343), featuring a private

  

  Corey Bishop

  BISHOP WEST REAL ESTATE

  (413) 741-2226

  403 Churchill St, Pittsfield, MA 01201
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  /92

  $689,900

  • 4 Beds
  • 5 Baths
  • 2,748 Sq Ft

  10 Lillybrook Rd, Pittsfield, MA 01201

  Beautiful 4 bedroom contemporary on Lilybrook Road. Vaulted entry way leads to living (sitting) room flanked by formal dining room. Also on the first floor is oversized great (family) room with fireplace, large eat-in kitchen and private master (in-law) suite with full bath and jet tub. The second floor has another master suite with full private bath, two additional bedrooms, and a second full

  

  Paul Clark

  CLARK REALTY GROUP LLC

  (413) 327-7998

  10 Lillybrook Rd, Pittsfield, MA 01201
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  /8

  $1,719,000

  • 37 Beds
  • 24 Baths
  • 21,162 Sq Ft

  306 South St, Pittsfield, MA 01201

  Offered as a 7-property portfolio, totaling 21 units, this package includes a mix of multifamily properties and a single-family home with value-add potential. Several units are tenant-occupied, providing immediate income with upside potential, while others units require renovation, allowing investors to implement a phased improvement strategy. The portfolio currently generates an in-place NOI of

  

  Corey Bishop

  BISHOP WEST REAL ESTATE

  (413) 798-8328

  306 South St, Pittsfield, MA 01201
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  /91

  $999,000 New Construction

  • 4 Beds
  • 3 Baths
  • 3,100 Sq Ft

  8 Northbrook Ln, Pittsfield, MA 01201

  BE THE FIRST TO LIVE IN THIS HOME!!! This thoughtfully designed contemporary home offers quality construction, energy efficiency, and a rare opportunity for customization--without the lengthy build process. Built with comfort and performance in mind, the home features spray-foam insulation in the walls and attic, fiberglass insulation between floors, energy-efficient windows, and Central Air/Heat

  

  Corey Bishop

  BISHOP WEST REAL ESTATE

  (413) 591-5199

  8 Northbrook Ln, Pittsfield, MA 01201
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  /25

  $255,000

  • 2 Beds
  • 1 Bath
  • 1,227 Sq Ft

  58 Churchill Crest, Pittsfield, MA 01201

  2 bedroom end unit condo offering the rare ease of true one level living, tucked in Churchill Crest's most private and peaceful building. This special home feels like a quiet Berkshire sanctuary, with a thoughtful layout that flows comfortably and welcomes you the moment you arrive. It's ready for your vision, character allows you to shape the space to your own style. Outside, enjoy a sparkling

  Keyla Girard LAMACCHIA REALTY, INC

  58 Churchill Crest, Pittsfield, MA 01201
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  /73

  $889,900

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

  5 Crofut St, Pittsfield, MA 01201

  Pride of ownership reasonates through this disctinctive Georgian-style brick home proudly set atop a hill in this coveted enclave of stately residences. Live on this historic Crofut St. near the esteemed Pittsfield Country Club, BUpstreet Cultural District and is ideally just minutes to Lenox to experience the harmonic complexity of Tanglewood. Experience this solid design, rich in traditional

  Tonia Scalise WILLIAM PITT SOTHEBY'S - LENOX

  5 Crofut St, Pittsfield, MA 01201
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  /78

  $975,000 Open Sat 11AM - 1PM

  • 3 Beds
  • 3 Baths
  • 2,662 Sq Ft

  1020 Cascade St, Pittsfield, MA 01201

  Your dream oasis awaits! Nestled on 19.2 private, bucolic acres, this meticulously maintained 3-4 bedroom/3 bath log home is being offered with numerous upgrades, all within the past 3 years. 1st floor features an open floor plan with hardwood floors, vaulted ceilings, an abundance of natural light, along with the convenience of a 1st floor laundry and full bath. 2nd floor is home to a generous

  Amy Wood STEEPLEVIEW REALTY - N. ADAMS

  1020 Cascade St, Pittsfield, MA 01201
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  /50

  $599,900

  • 4 Beds
  • 3.5 Baths
  • 3,561 Sq Ft

  2 Amy Ct, Pittsfield, MA 01201

  Stunning and beautifully designed three-level end unit condominium with luxury finishes throughout. Enter into an open-concept main level, highlighted by gleaming hardwood floors, recessed lighting, and expansive windows that flood the space with natural light. The kitchen offers stainless steel appliances, granite countertops, and custom cabinetry. The spacious living and dining areas are

  Cory Evangelisto NOCHER REALTY

  2 Amy Ct, Pittsfield, MA 01201
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  /39

  $759,000

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

  103 Alpine Trail, Pittsfield, MA 01201

  Thoughtfully updated end unit located at the Pines at Bousquet The first level includes a gracious entry with custom flooring and cedar hall closet that flows beautifully into the great room with vaulted ceilings, gas fireplace and glass doors to the screened porch and deck with a scenic view of the woods. The lovely updated kitchen is open to the dining area and great room for comfortable open

  Cortney Dupont COHEN & WHITE ASSOCIATES

  103 Alpine Trail, Pittsfield, MA 01201
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  /50

  $360,000

  • 3 Beds
  • 2 Baths
  • 1,916 Sq Ft

  135 Allengate Ave, Pittsfield, MA 01201

  This classic brick Cape-style home blends comfort, convenience, and charm. Come sit in living room and curl up in front of the fireplace on chilly days, or settle in the south facing sunroom overlooking the deep, fenced back yard The floor plan flows easily from one room to the next, connected by the inviting dining room. Two bedrooms and a full bath are on the first floor with the primary suite

  Anne Meczywor ROBERTS & ASSOC. REALTY, INC

  135 Allengate Ave, Pittsfield, MA 01201
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  /31

  $799,000 New Construction

  • 3 Beds
  • 2 Baths
  • 2,000 Sq Ft

  15 Cherry Hill Dr, Pittsfield, MA 01201

  Berkshire Country Meadows single-family condo almost ready for occupancy. Seeking single level living? Compare this for value! 2000 sq ft, 3 br, 2 bath, central a/c, natural gas heat, gas fireplace hardwood flooring, screened porch, large basement offers expansion possibilities, and a two-car garage. Still time to make some custom finishes. Established condo community with pool, tennis, and

  Pamela Roberts ROBERTS & ASSOC. REALTY, INC

  15 Cherry Hill Dr, Pittsfield, MA 01201
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  /6

  $70,000

  • 12 Beds
  • 5 Baths
  • 4,032 Sq Ft

  48 Brown St, Pittsfield, MA 01201

  Opportunity knocks! This 4-family property has suffered significant fire damage and is being sold as-is for land value. Ideal tear down project with endless redevelopment potential. The lot includes a detached garage and offers ample space for new construction. Bring your vision and rebuild in a growing area with strong rental demand. Cash or construction financing only. All offers considered.

  Xavier Cruz Fathom Realty

  48 Brown St, Pittsfield, MA 01201
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  /2

  $225,900

  • 3 Beds
  • 2 Baths
  • 1,579 Sq Ft

  762 East St, Pittsfield, MA 01201

  Industrial zoning, many commercial uses. 2 car garage + 1 car garage attached. Tenants pay electric. apts in fair condition.

  James McRory BERKSHIRE COUNTY REALTY

  762 East St, Pittsfield, MA 01201
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  /13

  $390,000 Open Sat 2:30PM - 4PM

  • 2 Beds
  • 1.5 Baths
  • 1,200 Sq Ft

  112 Sampson Pkwy, Pittsfield, MA 01201

  Beautifully maintained 2 bedroom brick ranch featuring gorgeous wood floors throughout. The inviting living room showcases a cozy fireplace & flows seamlessly into the formal dining room. The remodeled kitchen offers many cabinets & counter space.A bright & sunny room overlooks the fully fenced rear yard & provides direct access to the deck - ideal for relaxing or outdoor gatherings.The finished

  Deborah Dwyer DWYER AGENCY

  112 Sampson Pkwy, Pittsfield, MA 01201
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  /12

  $175,000

  • 6 Beds
  • 2 Baths
  • 2,128 Sq Ft

  242 Wahconah St, Pittsfield, MA 01201

  Investor Special! This gutted duplex offers a blank canvas with 6 bedrooms, 2 bathrooms, and 2,000 sqft of space, plus the possibility of additional living space in the attic. this property features a large backyard with a serene water stream, A standing garage remains on site for additional storage or future use. Situated on a 13,108 sqft lot, can also be bundled with 40 Pecks Rd & 48 Brown st

  Xavier Cruz Fathom Realty

  242 Wahconah St, Pittsfield, MA 01201
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  /27

  $224,900

  • 3 Beds
  • 2 Baths
  • 1,532 Sq Ft

  132 Daniels Ave, Pittsfield, MA 01201

  This 3-bedroom, 2-bath home is a great starter opportunity. The flexible layout includes a convenient first-floor bedroom with two additional bedrooms upstairs. The living room and dining room have been freshly painted and feature new vinyl flooring. A spacious kitchen offers plenty of room for cooking and gathering. Outside, enjoy a fenced-in backyard and a detached one-car garage for added

  Jim Thurston LAMACCHIA REALTY, INC

  132 Daniels Ave, Pittsfield, MA 01201
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  /46

  $649,000

  • 3 Beds
  • 2 Baths
  • 2,030 Sq Ft

  14 Sunrise Cir, Pittsfield, MA 01201

  Immaculate and beautifully updated free-standing home offering effortless one-level living. The open-concept floor plan seamlessly connects the living, dining, kitchen, and den areas, all enhanced by abundant windows that fill the space with natural light. The chef's kitchen features quartz countertops, stainless steel appliances, and a generous center island ideal for entertaining. Three

  Mauren White-Kirkby BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

  14 Sunrise Cir, Pittsfield, MA 01201
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  /12

  $249,900

  • 3 Beds
  • 1 Bath
  • 1,152 Sq Ft

  50 Grand Ave, Pittsfield, MA 01201

  Location and privacy! Amazing opportunity to own a home on 0.46 acres plus two additional lots with 0.46 and 0.17 acres each, totaling about 1.1 acres, in a private area, on a dead end street! The house is a fixer upper, the exterior is freshly painted, the interior needs renovation but all utilities and mechanicals are on. The first floor features a lovely enclosed front porch, dining room,

  Maria Liccardi KEMPF-VANDERBURGH REALTY CONSULTANTS, INC.

  50 Grand Ave, Pittsfield, MA 01201
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  /37

  $344,900

  • 3 Beds
  • 2 Baths
  • 1,538 Sq Ft

  74 Norman Ave, Pittsfield, MA 01201

  *Virtual tour with floor plans availableThis unique home sits on a large lot with a fabulous yard. There is a driveway with carport and shed included. Upon entering the home you will find a convenient porch leading to the living room with wood-burning fireplace. The first floor also features a bedroom with a loft, as well as full bathroom with laundry, dining room and kitchen. There is a large

  Maria Liccardi Kempf-Vanderburgh Realty Consultants, Inc.

  74 Norman Ave, Pittsfield, MA 01201
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  /46

  $645,000

  • 3 Beds
  • 3 Baths
  • 2,699 Sq Ft

  103 Gravesleigh Terrace, Pittsfield, MA 01201

  Tucked into a serene neighborhood w/ scenic views & direct abutment to Canoe Meadows Wildlife Sanctuary, this home offers privacy, natural beauty, & mid-century modern feel. Natural light fills the interior, where cathedral ceilings & open living spaces create an airy, inviting atmosphere. The living room, anchored by a working fireplace, flows seamlessly into the dining area and kitchen-ideal

  Claire Pollart WILLIAM RAVEIS - BERKSHIRE

  103 Gravesleigh Terrace, Pittsfield, MA 01201
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  /31

  $375,000

  • 4 Beds
  • 2 Baths
  • 2,240 Sq Ft

  42 Bryant St, Pittsfield, MA 01201

  Spacious and adaptable, this Pittsfield home offers exceptional flexibility for today's lifestyle. The first floor features a sun-filled living room with hardwood floors and a bay window, a generous kitchen with an island and large dining area, and a mudroom with convenient first-floor laundry. A full bath and two bonus rooms on the main level provide versatile options for home offices, guest

  Danielle Giulian WILLIAM PITT SOTHEBY'S - LENOX

  42 Bryant St, Pittsfield, MA 01201
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  /94

  $2,390,000

  • 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 HOMESERVICES BARNBROOK REALTY

  500 Williams St, Pittsfield, MA 01201
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  /68

  $1,350,000

  • 5 Beds
  • 4.5 Baths
  • 4,948 Sq Ft

  65 Crofut St, Pittsfield, MA 01201

  Designed in 1929 by noted architect Henry Seaver (Berkshire Museum, Lenox Town Hall), this distinguished Georgian Colonial was once the centerpiece of Pittsfield's social scene. The home preserves exquisite 18th-century details - mantels, wainscoting, and finely crafted woodwork salvaged from two of the city's earliest residences, making it a living piece of Berkshire history. Set back on 2.5

  Conor Meehan STONE HOUSE PROPERTIES, LLC

  65 Crofut St, Pittsfield, MA 01201
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  /12

  $299,000 Open Sat 12:30PM - 2PM

  • 3 Beds
  • 1.5 Baths
  • 1,200 Sq Ft

  32 Jason St, Pittsfield, MA 01201

  Location is a must!Many improvements by current owners. Roof replaced in past 10 years. Orangeburg pipe replaced from house to street. Furnace replaced. Kitchen redone. Chimney pipe replaced.Just a few updates.

  Deborah Dwyer DWYER AGENCY

  32 Jason St, Pittsfield, MA 01201
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  /42

  $158,000

  • 3 Beds
  • 1.5 Baths
  • 3,450 Sq Ft

  334 Columbus Ave, Pittsfield, MA 01201

  A unique opportunity to own a work/live space. The building consists of an updated 3 bedroom house with kitchen, dining, and living room. The ''shop'' space has heat and a separate bathroom. It also boasts a detached two car garage with power. There are endless possibilities with this property. Bring your ideas and let them flow!

  Michele Purcell Lamacchia Realty, Inc.

  334 Columbus Ave, Pittsfield, MA 01201
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  /35

  $450,000

  • 4 Beds
  • 2.5 Baths
  • 2,140 Sq Ft

  149 Kittredge Rd, Pittsfield, MA 01201

  Beautifully renovated home with plenty of space for everyone. This home offers 4 bedrooms, 2.5 baths, and a huge yard. Fully finished walkout basement adds another living room, 1⁄2 bath, and 4th bedroom.

  Tanya Shepardson Lamacchia Realty, Inc.

  149 Kittredge Rd, Pittsfield, MA 01201
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  /19

  $819,000

  • 3 Beds
  • 2 Baths
  • 2,000 Sq Ft

  5 Aspen Way, Pittsfield, MA 01201

  Great opportunity to design your 2000 sq ft free-standing condo home at Berkshire Country Meadows! This is one of only three remaining homesites in this established condo community. Select from a several floor plans with contemporary design, featuring one-level living. Primary suite, one-two additional bedrooms, central a/c, gas heat, screened porch, two car garage. On-site amenities include

  Pamela Roberts ROBERTS & ASSOC. REALTY, INC

  5 Aspen Way, Pittsfield, MA 01201
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  /28

  $249,900

  • 3 Beds
  • 1 Bath
  • 1,152 Sq Ft

  50 Grand Ave, Pittsfield, MA 01201

  Amazing opportunity to own a home on 0.46 acres plus two additional lots with 0.46 and 0.17 acres each, totaling about 1.1 acres, in a private area, on a dead end street! The house is a fixer upper, the exterior is freshly painted, the interior needs renovation but all utilities and mechanicals are on. The first floor features a lovely enclosed front porch, dining room, living room and kitchen;

  Maria Liccardi Kempf-Vanderburgh Realty Consultants, Inc.

  50 Grand Ave, Pittsfield, MA 01201
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  /64

  $1,199,800

  • 9 Beds
  • 4.5 Baths
  • 5,319 Sq Ft

  5 Crofut St, Pittsfield, MA 01201

  Pride of ownership reasonates through this disctinctive Georgian-style brick home proudly set atop a hill in this coveted enclave of stately residences. Live on this historic Crofut St. near the esteemed Pittsfield Country Club, Upstreet Cultural District and is ideally just minutes to Lenox to experience the harmonic complexity of Tanglewood. Experience this solid design, rich in traditional

  Tonia Scalise WILLIAM PITT SOTHEBY'S - LENOX

  5 Crofut St, Pittsfield, MA 01201
• 

  /2

  $199,900

  • 3 Beds
  • 1.5 Baths
  • 1,152 Sq Ft

  167 E Park Terrace, Pittsfield, MA 01201

  Sold strictly AS-IS / AS-SEEN. Cash or private money financing only. Seller will make no repairs or concessions. Charming Cape-style single-family home located in the desirable Southeast Pittsfield neighborhood, known for its tree-lined streets and established residential setting. This home features three bedrooms and one full, one half bathroom, offering a comfortable and functional layout. An

  Kyle Seyboth

  167 E Park Terrace, Pittsfield, MA 01201
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  /65

  $375,000

  • 4 Beds
  • 1.5 Baths
  • 2,524 Sq Ft

  19 Commonwealth Ave, Pittsfield, MA 01201

  This Southeast Home has a nice blend of new, old and a bit of an Artsy vibe from the owner's work with mosaic tile throughout. Whether you're sitting on the front porch or relaxing in the screen room on a buggy evening your family can enjoy it inside and out. Featuring a remodeled Kitchen and pantry, Formal dining room, Large Family room with Fireplace, Formal Living / Sitting room, first floor

  Wayne Ditore BERKSHIRE HATHAWAY HOMESERVICES REALTY PROFESSIONALS-WESTFIELD

  19 Commonwealth Ave, Pittsfield, MA 01201
• 

  

  /50

  $599,900

  • 4 Beds
  • 3.5 Baths
  • 3,561 Sq Ft

  2 Amy Ct Unit 2, Pittsfield, MA 01201

  Stunning and beautifully designed three-level end unit condominium with luxury finishes throughout. Enter into an open-concept main level, highlighted by gleaming hardwood floors, recessed lighting, and expansive windows that flood the space with natural light. The kitchen offers stainless steel appliances, granite countertops, and custom cabinetry. The spacious living and dining areas are

  Cory Evangelisto NOCHER REALTY

  2 Amy Ct Unit 2, Pittsfield, MA 01201
• 

  

  /30

  $379,900

  • 3 Beds
  • 2 Baths
  • 1,826 Sq Ft

  82 Quirico Dr, Pittsfield, MA 01201

  This well-cared-for home is ready for you! A 3-bedroom, 2-bath Cape located in southeast Pittsfield. Enjoy the convenience of being close to Lenox, Tanglewood, downtown Pittsfield, local shopping centers, major routes in and out of the Berkshires, Bousquet Ski and Bousquet Sport. Inside, the home features wood floors throughout, a cozy living room with a fireplace, a first-floor bedroom and

  Anthony Riello LAMACCHIA REALTY, INC

  82 Quirico Dr, Pittsfield, MA 01201
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  /44

  $199,900

  • 3 Beds
  • 2 Baths
  • 1,290 Sq Ft

  153 Dewey Ave, Pittsfield, MA 01201

  Investment opportunity or owner-occupied two-family flat close to town! This property features a 2-car detached garage, large backyard, and a scenic setting along the Southern Branch of the Housatonic River. The first-floor unit offers 2 bedrooms, 1 full bath, and in-unit laundry, while the second-floor unit includes 1 bedroom and 1 bath. Recent updates include a new roof on both the house and

  Cindy Carrigan LAMACCHIA REALTY, INC

  153 Dewey Ave, Pittsfield, MA 01201

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