Pittsfield, MA Houses for Sale

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  /71

  $1,999,000

  • 3 Beds
  • 3 Baths
  • 3,091 Sq Ft

  122 Blythewood Dr, Pittsfield, MA 01201

  Experience one of the Berkshires' premier lakefront properties--your very own private island retreat! With causeway access from Blythewood Drive and hundreds of feet of shoreline, this one-of-a-kind home offers privacy, views, and a lifestyle like no other. Step outside to the expansive covered porch overlooking the lake--perfect for morning coffee, evening cocktails, or simply soaking in the

  Heather Gallagher JAN PERRY REALTY & ASSOCIATES, LLC

  122 Blythewood Dr, Pittsfield, MA 01201
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  /29

  $239,000

  • 3 Beds
  • 2 Baths
  • 1,370 Sq Ft

  48 Copley Terrace, Pittsfield, MA 01201

  Charming and well-maintained 3BR, 2BA home with one bedroom and full bath on the first floor, and two bedrooms and a full bath upstairs. Inside, you'll find a welcoming living room with bay window, a spacious kitchen, and a cozy screened porch. Thoughtful updates include new 2nd-floor bathroom fixtures and plumbing, refreshed siding with added insulation, rebuilt front steps and porch railings,

  THE KAHN TEAM BISHOP WEST REAL ESTATE

  48 Copley Terrace, Pittsfield, MA 01201
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  /24

  $224,900

  • 2 Beds
  • 2 Baths
  • 1,360 Sq Ft

  115 Cloverdale St, Pittsfield, MA 01201

  Bring your vision. Great opportunity to own a 2-bedroom, home on a spacious 0.97-acre elevated lot in a quiet Pittsfield neighborhood. First-floor bathroom has been fully renovated, while second-floor bathroom needs complete renovation, offering plenty of potential to update and customize. Enjoy a spacious main floor living area, two outbuildings perfect for storage, workshop, or hobbies, and

  Bonnie Brown STEEPLEVIEW REALTY - ADAMS BRANCH

  115 Cloverdale St, Pittsfield, MA 01201
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  /29

  $189,900

  • 2 Beds
  • 1 Bath
  • 1,050 Sq Ft

  245 Onota St, Pittsfield, MA 01201

  Welcome to this cozy and versatile home offering 2-3 bedrooms, perfect for first-time buyers, downsizers, or investors. Step inside to a bright enclosed porch -- an ideal spot for morning coffee or extra living space. The home features a flexible layout with two bedrooms upstairs and a room that could serve as a third bedroom, office, or dining. The fully fenced yard is perfect for pets,

  Robin Moore 413 REAL ESTATE

  245 Onota St, Pittsfield, MA 01201
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  /31

  $159,000

  • 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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  /28

  $159,900

  • 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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  /30

  $240,000

  • 3 Beds
  • 1 Bath
  • 822 Sq Ft

  63 Reuter Ave, Pittsfield, MA 01201

  Delightful Colonial nestled on a quiet street in Pittsfield's southeast neighborhood. This well-kept home blends classic charm with modern comforts, offering 3 bedrooms, 1 baths, and a spacious, functional layout. Step inside to find beautiful hardwood floors, generous natural light, and a cozy living room that opens to a formal dining space. Updated kitchen features ample cabinetry. Upstairs,

  Jeff Astore WILLIAM RAVEIS REAL ESTATE

  63 Reuter Ave, Pittsfield, MA 01201
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  /45

  $479,900

  • 4 Beds
  • 2 Baths
  • 2,197 Sq Ft

  33 Eleanor Rd, Pittsfield, MA 01201

  Lake living meets ski adventure in this spacious West Pittsfield Colonial w/ deeded lake rights & private access to Onota Lake. Featured in The Boston Globe's ''8 Berkshire Homes near Ski Resorts,'' the home sits just 4.6 miles from Bousquet Mountain. Inside, you'll find 4 bd, 2 full baths, & a refreshed kitchen and 1st floor bath. A bright sunroom w/ hardwood floors creates a flexible space for

  THE KAHN TEAM BISHOP WEST REAL ESTATE

  33 Eleanor Rd, Pittsfield, MA 01201
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  /25

  $619,900

  • 4 Beds
  • 2.5 Baths
  • 2,646 Sq Ft

  68 Brookside Dr, Pittsfield, MA 01201

  This terrific side hall Colonial offers a spacious, family-friendly layout with timeless appeal and effortless flow. The heart of the home is the large, updated kitchen featuring stone countertops and a sunny dining area, ideal for everyday living and entertaining.Gracious first-floor spaces include a step-down family room with a wood-burning fireplace, built-ins, and gleaming hardwood floors, as

  Kathleen Quinn WILLIAM PITT SOTHEBY'S - LENOX

  68 Brookside Dr, Pittsfield, MA 01201
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  /42

  $299,000

  • 3 Beds
  • 1.5 Baths
  • 1,906 Sq Ft

  25 Yarmouth St, Pittsfield, MA 01201

  Welcome to this beautifully maintained 3-bedroom home just moments from scenic Pontoosuc Lake. Perfect for entertaining, the spacious covered deck offers stunning water views and overlooks the lush backyard--ideal for gatherings or quiet mornings with coffee. Inside, you'll find an open-concept living room with gleaming hardwood floors and a cozy, low-maintenance wood-burning fireplace. The

  Laiken Rapisarda LAMACCHIA REALTY, INC

  25 Yarmouth St, Pittsfield, MA 01201
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  /44

  $464,900

  • 4 Beds
  • 2 Baths
  • 2,606 Sq Ft

  133 Pomeroy Ave, Pittsfield, MA 01201

  Motivated Seller.! A home that is in move in condition Prestigious grand colonial located in the lovely Southeast area. This home has been meticulously maintained. Four large bedrooms, formal living room with fireplace, Glass doors leading out to a pergola, A family room, dining room, renovated kitchen , den or office could be a fifth bedroom. One upstairs bathroom renovated and one on

  Cheryl Wendling BERKSHIRE HATHAWAY HOMESERVICES REALTY PROFESSIONALS-WESTFIELD

  133 Pomeroy Ave, Pittsfield, MA 01201
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  /36

  $239,000

  • 3 Beds
  • 1 Bath
  • 1,449 Sq Ft

  24 Lebanon Ave, Pittsfield, MA 01201

  Welcome home to your contemporary abode perched atop a hill, offering a serene retreat with a modern twist. This 3-bedroom, 1-bath residence is a treasure trove of unique features, designed for those who appreciate style and functionality.Upon entering, the open living and dining area invites you to envision life here, where natural light and space create an inviting atmosphere. The sunken eat-in

  Carrie Wright WILLIAM PITT SOTHEBY'S - LENOX

  24 Lebanon Ave, Pittsfield, MA 01201
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  /55

  $469,900

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

  94 Gale Ave, Pittsfield, MA 01201

  This 3 bedroom 2 1/2 bath split level ranch is looking for its second owner! Enter the first floor and walk into big living room, that flows into gorgeous custom kitchen with big island, granite counters, natural gas cooking, 2 sinks, and then continues into Dining room! 1st Floor has Primary Bdrm, with bath, with walk in shower, big tub, and custom vanity w/built in upper cabinetry, 2 more

  Susan Colvin MONARCH REALTY, INC.

  94 Gale Ave, Pittsfield, MA 01201
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  /30

  $299,900

  • 1 Bed
  • 1 Bath
  • 1,404 Sq Ft

  12 Jones Ave, Pittsfield, MA 01201

  Welcome to this modern and energy-efficient home built in 2020, offering just over 1400 sq ft of flexible living space on a spacious 0.28-acre lot. The open layout features a large living area, one generously sized bedroom, and a full bath; all on a slab foundation with gas heat. Perfect for a first-time buyer, downsizer, or anyone seeking single-level living with room to expand or customize.

  Christina Parkington Lamacchia Realty, Inc.

  12 Jones Ave, Pittsfield, MA 01201
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  /67

  $455,000

  • 3 Beds
  • 1.5 Baths
  • 1,456 Sq Ft

  47 Gale Ave, Pittsfield, MA 01201

  Exceptional opportunity: Fully renovated three-bedroom main residence with guest cottage...FULL DELEADING COMPLIANCE!!! This special property offers owner-occupied living and additional income. The fully renovated main residence with the separate guest cottage provides ample space for various living arrangements. Both homes are move-in ready!

  Brandon White COHEN & WHITE ASSOCIATES

  47 Gale Ave, Pittsfield, MA 01201
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  /60

  $459,900

  • 3 Beds
  • 2.5 Baths
  • 2,093 Sq Ft

  144 Kittredge Rd, Pittsfield, MA 01201

  Welcome to 144 Kittredge Road in Pittsfield, Massachusetts! This charming brick 3-bedroom, 2.5-bath ranch-style rambler offers a perfect blend of comfort and convenience. Step inside to find an inviting open floor plan featuring a spacious living area bathed in natural light, ideal for both relaxation and entertaining. The well-appointed kitchen boasts ample counter space, making meal prep a

  Doug Collins LAMACCHIA REALTY, INC

  144 Kittredge Rd, Pittsfield, MA 01201
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  /12

  $189,900

  • 2 Beds
  • 1,002 Sq Ft

  105 Crane Ave, Pittsfield, MA 01201

  This Ranch is a fixer-upper sitting on almost a half acre! There is great parking space plus a detached garage and a fenced-in backyard. New roof done in the last couple years.Desirable location, near Berkshire Hills Country club and walking distance to the golf course, and just a few minutes drive to BMC Hospital and to Pontoosuc lake. The home has vinyl siding and City water and sewer.Great

  Maria Liccardi LAMACCHIA REALTY, INC

  105 Crane Ave, Pittsfield, MA 01201
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  /66

  $2,250,000

  • 5 Beds
  • 6 Baths
  • 5,477 Sq Ft

  1030 West St, Pittsfield, MA 01201

  1030 West is a bespoke family compound on 6 acres between Onota Lake and Pittsfield State Forest, offering refined country living with city convenience. The historic main house, decorated by designer Heidi Caillier and featured in her book Memories of Home, has been thoughtfully renovated with timeless materials - custom cabinetry, marble, limestone, Waterworks fixtures, designer and vintage

  Tracy Crawford COMPASS MASSACHUSETTS , LLC GB

  1030 West St, Pittsfield, MA 01201
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  /39

  $565,900

  • 8 Beds
  • 3 Baths
  • 4,034 Sq Ft

  144 Bromback St, Pittsfield, MA 01201

  Beautiful, spacious 8 bedroom, 3 updated bath, 4000 sq ft home, custom built and nestled between 2 lakes with incredible views in the heart of the picturesque Berkshire Mountains! Walk to Onota lake in approximately 10 minutes and enjoy a 5 minute drive to Pontoosuc Lake both suitable for kayaking, swimming, picnicking and more. Enjoy the convenience of two laundry rooms and two updated

  Janet Benoit Janet L. Benoit

  144 Bromback St, Pittsfield, MA 01201
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  /27

  $255,000

  • 3 Beds
  • 1 Bath
  • 888 Sq Ft

  157 Maple Grove Dr, Pittsfield, MA 01201

  Welcome to easy, one-level living in this 3-bedroom ranch, nestled in the sought-after southeast section of Pittsfield. The property features vinyl siding, modern appliances, and on-demand hot water. Outside you will find a fully fenced-in yard ideal for relaxing or entertaining. Enjoy summer days on the expansive deck or take a dip in the above-ground pool. Two storage sheds provide space for

  Jessica Rizzo LAMACCHIA REALTY, INC

  157 Maple Grove Dr, Pittsfield, MA 01201
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  /30

  $339,900

  • 3 Beds
  • 1.5 Baths
  • 1,440 Sq Ft

  185 Lenox Ave, Pittsfield, MA 01201

  OPEN HOUSE Sat 05/31/25 10:00am - 11:30am. Welcome home to this immaculate and beautifully maintained 3-bedroom, 1.5-bath Colonial, located less than one mile from Berkshire Medical Center. This move-in ready gem offers a perfect blend of classic charm and modern updates throughout. Step inside through the inviting tiled foyer and discover a spacious layout featuring hardwood floors and a large

  Cindy Carrigan LAMACCHIA REALTY, INC

  185 Lenox Ave, Pittsfield, MA 01201
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  /55

  $5,499,500

  • 8 Beds
  • 6.5 Baths
  • 6,986 Sq Ft

  140 Hancock Rd, Pittsfield, MA 01201

  Welcome to an extraordinary opportunity on the shores of Pontoosuc Lake. This remarkable estate sets a new standard for lakefront living in Pittsfield and beyond, offering a rare combination of luxury, scale, and setting.With over 18,700 square feet of total space, including an impressive amount of garage space suitable for car collectors or hobbyists, this home provides room to live, relax, and

  Cameron Volastro STONE HOUSE PROPERTIES, LLC

  140 Hancock Rd, Pittsfield, MA 01201
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  /22

  $450,000

  • 3 Beds
  • 1 Bath
  • 1,380 Sq Ft

  51 Anita Dr, Pittsfield, MA 01201

  Built to impress and designed for entertaining, this one-of-a-kind home delivers the ultimate wow factor. From the moment you arrive, the grand stone entryway sets the tone. Inside, a chef's kitchen awaits with premium Wolf and Sub-Zero appliances, all seamlessly integrated into a spacious, open floor plan. The sun-drenched three-season room features vaulted ceilings and overlooks the spacious

  Lynn Raleigh NON-MEMBER / RECIPROCAL

  51 Anita Dr, Pittsfield, MA 01201
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  /35

  $475,500

  • 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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  /5

  $179,900

  • 6 Beds
  • 2 Baths
  • 2,376 Sq Ft

  24 Glenwood Ave, Pittsfield, MA 01201

  For sale an approximately 2,376 SF two-family home with a 2-car garage on approximately 0.227 acres of land. The Property is located in close proximity to the center of Pittsfield with easy access to Rts. 7, 8, 8A, 9 & 20.

  John Dill Colebrook Realty Services, Inc.

  24 Glenwood Ave, Pittsfield, MA 01201
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  /80

  $1,189,900

  • 5 Beds
  • 2.5 Baths
  • 3,087 Sq Ft

  18 Old Farm Ln, Pittsfield, MA 01201

  New Incredible Offer: Seller to pay HOA Fees for 3 Years at closing! Seller offers extra lot for a total of 3 Lots (buyers choice) & Paint Concession $50,000 for Finishing touches! See this Like New -New England Farmhouse ready for you! Over the bridge into the woods escape to a magical setting amidst a woodland preserve of 3+ acres. Build a family compound of your own with 2 extra

  Tonia Scalise WILLIAM PITT SOTHEBY'S - LENOX

  18 Old Farm Ln, Pittsfield, MA 01201
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  /31

  $619,900

  • 4 Beds
  • 2.5 Baths
  • 2,464 Sq Ft

  4 Filomena Dr, Pittsfield, MA 01201

  Beautifully updated 4 bed, 3 bath Colonial in southeast Pittsfield. Inside boasts a bright, open floor plan with new stainless steel appliances and a fully finished basement offering additional square footage.Outside offers a serene wooded vista, with a year round brook, enjoyed from the updated composite deck and stone patio. Abutted by an expansive network of walking/biking trails, the natural

  Joseph Jennings SIGNATURE ASSOCIATES

  4 Filomena Dr, Pittsfield, MA 01201
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  /28

  $265,000

  • 3 Beds
  • 1 Bath
  • 1,224 Sq Ft

  326 Dalton Ave, Pittsfield, MA 01201

  PRICE PERFECTED @ $265,000 Affordable and Adorable! 3-bedroom, 1-bathroom cape-style home with a detached one-car garage, perfectly situated on Dalton Ave. This charming property features a convenient first-floor bedroom, full bathroom, and laundry. Enjoy spacious bedrooms, a formal dining room, a cozy fireplace, and a mudroom with pantry and laundry. Beautiful hardwood floors throughout most of

  Jessie Downer LAMACCHIA REALTY, INC

  326 Dalton Ave, Pittsfield, MA 01201
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  /26

  $229,500

  • 3 Beds
  • 2 Baths
  • 1,504 Sq Ft

  26 Crosier Ave, Pittsfield, MA 01201

  Welcome to 26 Crosier Ave--charming character meets creative opportunity!Nestled in the heart of Pittsfield, this delightful colonial-style home offers a bright, spacious layout that's brimming with classic charm! With 3 bedrooms and 2 baths, cozy living room, a functional kitchen, and generously sized rooms filled with natural light. The unfinished third-level space whispers ''potential,'' while

  Marci Levesque BISHOP WEST REAL ESTATE

  26 Crosier Ave, Pittsfield, MA 01201
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  /19

  $799,000

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

  5 Aspen Way, Pittsfield, MA 01201

  Great opportunity to custom design your 2000 square foot free-standing condo home at Berkshire Country Meadows! This is one of only a few remaining sites in this established community. Close to Pontoosuc Lake and centrally located for all Berkshire attractions. Association has a club house with fitness equipment, pool and tennis. Select from several floor plans which feature a contemporary

  Pamela Roberts ROBERTS & ASSOC. REALTY, INC

  5 Aspen Way, Pittsfield, MA 01201
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  /92

  $724,000

  • 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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  /2

  $198,500

  • 1 Bed
  • 1 Bath
  • 720 Sq Ft

  81 Dartmouth St, Pittsfield, MA 01201

  Spacious 1 Bedroom condo centrally located near shopping and entertainment, large living room with plenty of light, high ceilings, bamboo floors, kitchen with refinished cabinets, and granite counters, single bath with tile floors and walls, bedroom with bamboo floors, and plenty of light, also includes a one car detached garage, the driveway and parking lot will be resurfaced in the very near

  Charlie Kulas DALTON TOWN & COUNTRY ASSOC, INC

  81 Dartmouth St, Pittsfield, MA 01201
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  /41

  $1,450,000 New Construction

  • 5 Beds
  • 3.5 Baths
  • 3,978 Sq Ft

  37 Old Farm Ln, Pittsfield, MA 01201

  LOOK AT THIS! Did you know you may qualify for construction loans with VA, FHA, or even with less than 20% down? Your dream home is just a build away! Imagine living in a modern oasis surrounded by nature — where space, comfort, and serenity come together in perfect harmony. This TO BE BUILT home at 37 Old Farm Ln offers nearly 4,000 sqft of luxurious living with 5 bedrooms, 4.5 baths, a sunlit

  Mg Group Century 21 North East

  37 Old Farm Ln, 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

  Looking to have your new home in the new year? This Berkshire Country Meadows single-level living condo will be ready for summer 2025 occupancy! Construction is well underway for this 2000sf, 3 bedroom, 2 bath stand-alone condo, but there is still time to make your own personalized selections! Central a/c, natural gas heat, gas fireplace, hardwood floors, two car garage. The condo

  Pamela Roberts ROBERTS & ASSOC. REALTY, INC

  15 Cherry Hill Dr, Pittsfield, MA 01201
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  /33

  $289,000

  • 3 Beds
  • 1.5 Baths
  • 1,206 Sq Ft

  387 Dalton Division Rd, Dalton, MA 01226

  Enjoy his move in ready, charming cape home. Sitting in approximately one acre, this home offers peace & privacy, all while close to town, amenities & shopping. This property offers a spacious living room, recently painted interior, and updated second floor. Featuring new flooring, updated windows, recessed lighting, the upstairs is an excellent primary bedroom space, office, or recreation space.

  Laiken Rapisarda LAMACCHIA REALTY, INC

  387 Dalton Division Rd, Dalton, MA 01226
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  /30

  $249,900

  • 3 Beds
  • 1.5 Baths
  • 1,203 Sq Ft

  69 Baker St, Lanesboro, MA 01237

  This home has maintained the charm of built ins and natural woodwork in many rooms. Wood floors in most rooms, large eat in kitchen with plenty of cabinets and counter space. 1/2 bath off the kitchen. Grab a book or cup of coffee and enjoy the enclosed porch. 3 bedrooms and full bath on the 2cnd floor. Large backyard and garage. Restore the beauty with some TLC. Short walk to Pontoosuc

  Janet Benoit MOCKINGBIRD REAL ESTATE

  69 Baker St, Lanesboro, MA 01237

Showing Results 41 - 76, Page 2 of 2