Pittsfield, MA Homes for Sale with Garage

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  /4

  $399,900

  • 3 Beds
  • 2 Baths
  • 1,340 Sq Ft

  Lot 4 Tanner St, Pittsfield, MA 01201

  To Be Built, energy-efficient, low-maintenance 1,340 sq ft gable entry ranch with 3 bedrooms and 2 full baths. This home features an open-concept layout connecting the kitchen, dining, and living areas, ideal for everyday living and entertaining. A split-entry design leads to a one-car garage underneath, offering convenience and additional storage. The primary suite includes a private full bath,

  

  Syrah Bradley

  BISHOP WEST REAL ESTATE

  Lot 4 Tanner St, Pittsfield, MA 01201
• Explore Pittsfield

• 

  

  

  /4

  $399,900

  • 3 Beds
  • 2 Baths
  • 1,340 Sq Ft

  Lot 5 Tanner St, Pittsfield, MA 01201

  To Be Built, energy-efficient, low-maintenance 1,340 sq ft gable entry ranch with 3 bedrooms and 2 full baths. This home features an open-concept layout connecting the kitchen, dining, and living areas, ideal for everyday living and entertaining. A split-entry design leads to a one-car garage underneath, offering convenience and additional storage. The primary suite includes a private full bath,

  

  Syrah Bradley

  BISHOP WEST REAL ESTATE

  Lot 5 Tanner St, Pittsfield, MA 01201
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  /4

  $399,900

  • 3 Beds
  • 2 Baths
  • 1,340 Sq Ft

  Lot 6 Tanner St, Pittsfield, MA 01201

  To Be Built, energy-efficient, low-maintenance 1,340 sq ft gable entry ranch with 3 bedrooms and 2 full baths. This home features an open-concept layout connecting the kitchen, dining, and living areas, ideal for everyday living and entertaining. A split-entry design leads to a one-car garage underneath, offering convenience and additional storage. The primary suite includes a private full bath,

  

  Syrah Bradley

  BISHOP WEST REAL ESTATE

  Lot 6 Tanner St, Pittsfield, MA 01201
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  /33

  $360,000

  $25K PRICE DROP

  • 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
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  /25

  $350,000

  • 3 Beds
  • 1 Bath
  • 1,338 Sq Ft

  48 Donna Ave, Pittsfield, MA 01201

  Enjoy easy, turn key living in this spotless, beautifully maintained 3 bedroom, 1 bath ranch style home! Ideally situated in one of Southeast Pittsfield's most desirable neighborhoods, this classic residence combines quality construction, timeless appeal, and exceptional value.Beautiful hardwood floors extend throughout the thoughtfully designed main level floor plan. The warm and

  

  Nick Geranios

  WILLIAM PITT SOTHEBY'S - LENOX

  48 Donna Ave, Pittsfield, MA 01201
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  /92

  $649,000

  $51K PRICE DROP

  • 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

  10 Lillybrook Rd, Pittsfield, MA 01201
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  /15

  $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

  306 South St, Pittsfield, MA 01201
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  /34

  $324,900

  • 4 Beds
  • 1.5 Baths
  • 2,015 Sq Ft

  45 Stoddard Ave, Pittsfield, MA 01201

  Space to live, work, entertain and make your own, all under one roof. Welcome to 45 Stoddard Ave, a beautifully updated 4-bedroom home offering over 2,000 square feet of living space with room for just about everything. Renovated just a few years ago and featuring a freshly painted interior, this home is move in ready with a floor plan designed for flexibility. In addition to four bedrooms,

  Kyra Rodriguez Live Lovely Realty, LLC

  45 Stoddard Ave, Pittsfield, MA 01201
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  /47

  $549,900

  Open Sat 10:30AM - 12PM $35K PRICE DROP

  • 5 Beds
  • 3 Baths
  • 2,904 Sq Ft

  117 Lucia Dr, Pittsfield, MA 01201

  Move-in ready and filled with upgrades, this southeast Pittsfield colonial home offers five bedrooms and flexible living space. The first floor includes a bedroom and full bath, while the second floor features a primary ensuite plus three additional spacious bedrooms. Enjoy a beautifully landscaped, very private backyard with an above-ground pool and convenient access from the kitchen

  Susan Calkins STONE HOUSE PROPERTIES, LLC

  117 Lucia Dr, Pittsfield, MA 01201
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  /50

  $549,900

  $50K PRICE DROP

  • 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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  /44

  $314,900

  $14K PRICE DROP

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

  8 Velma Ave, Pittsfield, MA 01201

  Welcome home to this well-maintained ranch offering the ease & convenience of one-level living! Inside, you'll find beautiful hardwood floors & a large dining room that's perfect for entertaining. The kitchen & two of the 3 bedrooms are enhanced by skylights, which fill the spaces with abundant natural light. The first floor also features a stackable washer & dryer & cedar-lined closets. The

  Jessica Rizzo Lamacchia Realty, Inc. - Dalton

  8 Velma Ave, Pittsfield, MA 01201
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  /29

  $269,000

  $30K 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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  /27

  $265,000

  $20K PRICE DROP

  • 4 Beds
  • 1.5 Baths
  • 1,388 Sq Ft

  16 S Atlantic Ave, Pittsfield, MA 01201

  Step inside this turnkey 4-bedroom, 1.5-bath New England farmhouse and immediately feel at home. Additional room/office space on the first floor. Fully renovated in 2022 and freshly painted from top to bottom (2026), this vacant beauty is completely ready for its next chapter.The traditional farmhouse aesthetic offers timeless appeal, while the 2022 updated bring modern comfort and style.

  Maria Cano NOCHER REALTY

  16 S Atlantic Ave, Pittsfield, MA 01201
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  /34

  $560,000

  • 3 Beds
  • 2 Baths
  • 1,896 Sq Ft

  290 Barker Rd, Pittsfield, MA 01201

  Welcome to this stately raised ranch nestled in one of Pittsfield's most sought-after neighborhoods--Barkerville. Offering 1,896 square feet of thoughtfully designed living space, this home blends comfort, efficiency, and natural beauty in a truly special setting.Set on a cozy, private lot, the property is framed by mature evergreen trees, classic stone walls, and a peaceful brook flowing

  Melinda Boos KEMPF-VANDERBURGH REALTY CONSULTANTS, INC.

  290 Barker Rd, 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
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  /42

  $179,900

  • 6 Beds
  • 2 Baths
  • 2,710 Sq Ft

  340 Wahconah St, Pittsfield, MA 01201

  Side by side two-family home with attached workshop with loft above, and detached two-car garage on a corner lot! This is a fixer-upper. Unit 342 is currently rented. The apartment consists of a living room with hardwood floors and large eat-in kitchen in the 1st floor, and 2 bedrooms and full bathroom on the 2nd floor. Unit 340 is in need of major rehab. The 1st floor consists of a very spacious

  Maria Liccardi KEMPF-VANDERBURGH REALTY CONSULTANTS, INC.

  340 Wahconah St, Pittsfield, MA 01201
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  /70

  $949,000

  • 3 Beds
  • 2.5 Baths
  • 2,228 Sq Ft

  10 Club Cir, Pittsfield, MA 01201

  Offered for the first time by its original owner, this is a rare opportunity to own an exceptional Pontoosuc Lake property and make it entirely your own.With 115 feet of direct water frontage, the property offers a generous setting to enjoy life on the lake.Designed for gathering and entertaining, this spacious lakefront home features a fireplaced living area, original walnut

  Tiffany Roberts TIFFANY ROBERTS PROPERTIES LLC

  10 Club Cir, Pittsfield, MA 01201
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  /49

  $789,000

  $10K PRICE DROP

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

  15 Cherry Hill Dr, Pittsfield, MA 01201

  Brand new construction at Berkshire Country Meadows! Must see this 2000 sf single-family condo is now ready for immediate occupancy! With the ease of one-level living, you'll enter into a great room with hardwood flooring, gas fireplace and bathed in natural light. Fully applianced kitchen with large work island. This unit features 3 bedrooms, 2 baths, central a/c, natural gas heat. Multi-purpose

  Pamela Roberts ROBERTS & ASSOC. REALTY, INC

  15 Cherry Hill Dr, Pittsfield, MA 01201
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  /12

  $350,000

  • 3 Beds
  • 1 Bath
  • 1,600 Sq Ft

  20 Franklin St, Pittsfield, MA 01201

  Don't miss this charming & highly desirable ranch with approximately 1600 sq. ft. of beautifully maintained living space. Open floor plan, hardwood floors throughout, a stunning recently updated kitchen & dining area with granite countertops. a perfect home for everyday living & entertaining. 3 bedrooms, nice screened 3 season porch to enjoy your morning coffee and an extra lot for outdoor

  Deborah Dwyer DWYER AGENCY

  20 Franklin St, Pittsfield, MA 01201
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  /33

  $364,900

  $10K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 1,672 Sq Ft

  78 Oakhurst Ave, Pittsfield, MA 01201

  Relax and enjoy this spacious raised ranch, ideally situated on a quiet street just a 1/2 mile from Pontoosuc Lake.This inviting 3 bedroom, 2 bath home features a spacious living room, a generously sized kitchen and dining area, and plenty of room to entertain. The lower level features a terrific, office, workout or play area with laundry and 3/4 bath. Step outside to the enjoy the private

  Pauline Green Lamacchia Realty, Inc. - Adams

  78 Oakhurst Ave, Pittsfield, MA 01201
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  /30

  $398,000

  • 3 Beds
  • 2 Baths
  • 1,321 Sq Ft

  3 Tor Ct, Pittsfield, MA 01201

  Welcome home to this renovated 1910 Tudor-style Ranch ideally located in a premier neighborhood. This charming home offers the perfect blend of timeless character and easy modern living. Original architectural details, beautiful woodwork, and period charm have been thoughtfully preserved while the home has been updated for today's lifestyle. Featuring 3 bedrooms, 2 baths, and a detached 2-car

  Victoria Standring Lamacchia Realty, Inc. - Dalton

  3 Tor Ct, Pittsfield, MA 01201
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  /15

  $195,000

  $16K PRICE DROP

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

  47 Lake St, Pittsfield, MA 01201

  Whether you are looking to add to your investment portfolio or purchase a property with the potential to offset your mortgage with rental income, this two-family offers plenty of possibilities. Featuring two separate units with a total of 3 bedrooms and 2 full baths, the property provides approximately 1,923 square feet of living space. Separate electric meters add convenience for an investor,

  Lisa Kelley MACCARO REAL ESTATE

  47 Lake St, Pittsfield, MA 01201
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  /46

  $359,900

  • 3 Beds
  • 1 Bath
  • 1,170 Sq Ft

  94 Velma Ave, Pittsfield, MA 01201

  The ranch everyone's been looking for! Spotless, beautifully updated and truly move-in ready, this one-level home checks all the boxes--quiet dead-end street, beautifully landscaped gardens, composite deck overlooking an amazing backyard, extra-wide driveway and one-car garage. Inside, enjoy wood floors throughout, an updated kitchen with high-end stainless appliances, built-in dining banquette

  Brenda Durant KEMPF-VANDERBURGH REALTY CONSULTANTS, INC.

  94 Velma Ave, Pittsfield, MA 01201
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  /34

  $299,500

  • 3 Beds
  • 1 Bath
  • 1,722 Sq Ft

  5 Whitman St, Pittsfield, MA 01201

  Come see this charming Cape, full of potential and located in a highly desirable neighborhood near Berkshire Community College, with convenient access to Pittsfield State Forest. Many of the home's mechanical systems have already been updated, providing a great starting point for a new owner ready to bring their own vision and style to the property. While the home would benefit from cosmetic

  Tanya Shepardson Lamacchia Realty, Inc. - Dalton

  5 Whitman St, Pittsfield, MA 01201
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  /40

  $385,000

  $15K PRICE DROP

  • 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

  $359,000

  $30K 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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  /29

  $299,900

  • 4 Beds
  • 3 Baths
  • 3,152 Sq Ft

  81 Calumet St, Pittsfield, MA 01201

  Rare opportunity to own a converted raised ranch home with full upper unit and lower unit for rental income. spacious yard, deck and detached garage.

  John Ciepiela BISHOP WEST REAL ESTATE

  81 Calumet St, Pittsfield, MA 01201
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  /64

  $649,900

  Open Sat 10AM - 11AM $50K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 3,268 Sq Ft

  10 Lori Ct, Pittsfield, MA 01201

  Dramatic Price Reduction creates opportunity for updates and remodel. Gracefully situated on a gentle sloping hillside street this distinctively designed, quality built, multi-level home offers distant neighborhood mountain views. Abutting the rolling meadows of Arrowhead, Melville's historic home to embrace privacy, natural beauty much like the famed author. Surrounded by artfully designed

  Tonia Scalise WILLIAM PITT SOTHEBY'S - LENOX

  10 Lori Ct, Pittsfield, MA 01201
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  /66

  $3,900,000

  • 8 Beds
  • 6.5 Baths
  • 7,494 Sq Ft

  140 Hancock Rd, Pittsfield, MA 01201

  Set along the shores of beautiful Pontoosuc Lake, this extraordinary private estate captures the very best of Berkshire waterfront living. Enjoy sweeping lake and mountain views, a private dock, heated pool, outdoor kitchen and fire pits designed for unforgettable entertaining. Inside, open-concept living showcases the views, while a chef's kitchen with Wolf and Sub-Zero appliances anchors the

  Katie Soules WILLIAM RAVEIS - BERKSHIRE

  140 Hancock Rd, Pittsfield, MA 01201
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  /40

  $279,900

  $5K 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

  Kyle Crocker eXp REALTY

  96 Boylston St, Pittsfield, MA 01201
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  /32

  $295,000

  • 3 Beds
  • 1 Bath
  • 1,342 Sq Ft

  17 Howe Rd, Pittsfield, MA 01201

  Welcome to this charming, updated ranch tucked into a quiet neighborhood and conveniently located near shopping and restaurants. Enjoy the ease of single-level living with thoughtful updates throughout. Recent improvements include an updated bathroom, new driveway (2026), siding and Trex deck (2025), and furnace (2018), with the roof replaced in 2011. Move right in and enjoy a comfortable home

  Amanda Kmetz ROBERTS & ASSOC. REALTY, INC

  17 Howe Rd, Pittsfield, MA 01201
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  /56

  $659,900

  • 4 Beds
  • 3.5 Baths
  • 3,600 Sq Ft

  23 Aspen Way, Pittsfield, MA 01201

  Perfectly situated in a highly sought-after community just moments from the scenic waters of Pontoosuc Lake, and conveniently located near the main corridor connecting Williamstown and South County, this beautifully maintained, approximately 11-year-old standalone condo offers the ultimate rarity: the privacy of a single-family home with the effortless lifestyle of condo living. Inside, gleaming

  Tiffany Roberts TIFFANY ROBERTS PROPERTIES LLC

  23 Aspen Way, 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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  /27

  $294,500

  $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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  /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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  /54

  $729,000

  $70K PRICE DROP

  • 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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  /29

  $109,900

  • 3 Beds
  • 2 Baths
  • 1,168 Sq Ft

  167 Daniels Ave, Pittsfield, MA 01201

  Maureen DeRito Landmark REO Inc.

  167 Daniels Ave, Pittsfield, MA 01201
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  /51

  $648,900

  • 3 Beds
  • 2.5 Baths
  • 2,703 Sq Ft

  36 Alpine Trail, Pittsfield, MA 01201

  Step out your back door and onto the mountain--this unique slopeside condo offers direct access to skiing and hiking trails right from your backyard. Offering 2,750 sq. ft., this beautifully updated 3-bedroom, 2½-bath home features a gas fireplace and refreshed kitchen with quartz countertops, subway tile backsplash, and GE Profile appliances. Updates include newer carpeting and paint, California

  Matt Jarck WILLIAM PITT SOTHEBY'S - LENOX

  36 Alpine Trail, Pittsfield, MA 01201
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  /44

  $294,900

  • 3 Beds
  • 2 Baths
  • 1,248 Sq Ft

  422 Barker Rd, Pittsfield, MA 01201

  Introducing 422 Barker Road, a charming ranch-style home in Pittsfield! This hidden gem is centrally located to the Pittsfield's Cultural District but tucked away on a rural lot that offers privacy with convenience to all the Berkshires has to offer. The solid and stylish interior layout ideal for starting out or slowing down, there are so many possibilities with this home's thoughtful design.

  Doug Collins Lamacchia Realty, Inc. - Dalton

  422 Barker Rd, Pittsfield, MA 01201
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  /30

  $348,900

  $11K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 1,568 Sq Ft

  180 Doreen St, Pittsfield, MA 01201

  Well maintained 4 bedroom, 2 full bath cape set on a level quarter acre with mature landscaping! The first floor offers comfortable living space along with a full bathroom. Upstairs you will find additional bedrooms and a second full bath, so there is a full bathroom on each level. The home's electrical was upgraded in 2025. Other major updates include a brand new garage built in 2025 and a roof

  Kyle Crocker eXp REALTY

  180 Doreen St, Pittsfield, MA 01201

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