Lanesboro, MA Homes for Sale with Garage

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  $439,000

  • 3 Beds
  • 1.5 Baths
  • 1,816 Sq Ft

  96 E Housatonic St, Pittsfield, MA 01201

  Fall in love with this beautifully maintained two-story brick colonial home. Nestled in one of the area's most sought after neighborhoods, this well-loved residence is filled with charm and character.The classic red brick exterior is settled on its lot with timeless curb appeal providing an irresistible first impression. Built in 1920, this home is under review with the Massachusetts

  Michelle Picard NOCHER REALTY

  96 E Housatonic St, Pittsfield, MA 01201
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  /38

  $345,000

  • 3 Beds
  • 2 Baths
  • 1,275 Sq Ft

  22 Wealthy Ave, Pittsfield, MA 01201

  Welcome to 22 Wealthy Ave., located in the desirable Yankee Orchards neighborhood. Fresh, bright, and move in ready, this thoughtfully renovated home features beautifully refinished hardwood floors, a main level bedroom and full bath, plus two additional bedrooms upstairs with cedar lined closets, built in dresser drawers, and a newly renovated full bath. The updated kitchen includes a farmhouse

  Bresdin Mihlek COLDWELL BANKER REALTY

  22 Wealthy Ave, Pittsfield, MA 01201
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  $319,900

  Open Sun 10:30AM - 12PM

  • 3 Beds
  • 1 Bath
  • 1,308 Sq Ft

  57 Alba Ave, Pittsfield, MA 01201

  Discover your dream home at 57 Alba Avenue in Pittsfield, Massachusetts! This charming 3-bedroom, 1-bath ranch-style residence features an inviting open concept floor plan, perfect for modern living. The recently renovated kitchen boasts elegant stone countertops, seamlessly flowing into a cozy dining area. Enjoy the convenience of an attached one-car garage and a partially finished basement that

  Doug Collins Lamacchia Realty, Inc. - Dalton

  57 Alba Ave, Pittsfield, MA 01201
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  /40

  $314,900

  • 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

  Open Sat 10AM - 12PM

  • 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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  $3,250,000

  • 4 Beds
  • 4 Baths
  • 5,696 Sq Ft

  7 Wheatley Dr, Stockbridge, MA 01262

  A house that stops people mid-sentence! At the Lenox/Stockbridge line on the western shore of Lily Pond, discover this one-of-a-kind home. A rare architectural sanctuary where nature, privacy, and imagination quietly redefine Berkshire living. Embraced by woods and water, this 4br, 4ba contemporary is bathed in extraordinary light. Enter and you'll find over 5000 sf. living space. Bedrooms are

  Pamela Roberts ROBERTS & ASSOC. REALTY, INC

  7 Wheatley Dr, Stockbridge, MA 01262
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  $1,149,000

  Open Sat 10AM - 12PM $130K PRICE DROP

  • 4 Beds
  • 4.5 Baths
  • 3,691 Sq Ft

  18 Highcrest Rd, Lenox, MA 01240

  Condo at Twelve Oaks Village. End of Cul-de-sac with Mountain views. This unit offers lots of Privacy being an end unit. Come enjoy Tennis Swimming pool and Fitness center all on property. 3 Full floors of living space with Primary Suite/Walk in Closet on 1st floor. Spacious open floor plan to enjoy entertaining with plenty of outdoor space with screened in porch and private deck. Enjoy Easterly

  Suzann Ward HOUSATONIC REAL ESTATE

  18 Highcrest Rd, Lenox, MA 01240
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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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  $2,498,000

  $200K PRICE DROP

  • 5 Beds
  • 5 Baths
  • 4,581 Sq Ft

  109 Under Mountain Rd, Lenox, MA 01240

  Some homes are purchased. Others become part of a family's legacy. Welcome to 109 Under Mountain Road. There is something unmistakably special about a Berkshire summer- evening stroll to Tanglewood, morning coffee overlooking protected meadows, or relaxing on the patio as the music of the Boston Symphony Orchestra drifts softly through the evening air. Bathed in extraordinary natural light, this

  Mauren White-Kirkby BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

  109 Under Mountain Rd, Lenox, MA 01240
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  $789,900

  $57K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 2,680 Sq Ft

  63 Sherwood Dr, Lenox, MA 01240

  Don't miss this Lenox beauty tucked away on a quiet side street. Main level w hardwood flooring, living room with crown molding, formal dining w. large bay window, updated kitchen w extensive cabinetry. Family room w gas fireplace opens to large screened porch / patio. First floor laundry and 1/2 bath. Three bedrooms on the upper level; primary suite w adjoining dressing room/ primary bath with

  Pamela Roberts ROBERTS & ASSOC. REALTY, INC

  63 Sherwood Dr, Lenox, MA 01240
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  /15

  $295,000

  $40K PRICE DROP

  • 3 Beds
  • 1 Bath
  • 1,452 Sq Ft

  144 Elberon Ave, Pittsfield, MA 01201

  Welcome to 144 Elberon Ave. This home is close to Golf, Shopping, Dining, Parks, Down town and so much more yet its on a lovely side street. Three bedroom Garrison Colonial offers formal dining room, formal living room with fire place and nice den. Under the carpet you will find blond oak floors. The back yard offers nice views, a patio and hot tub. The home was converted to gas approximately 5

  Sherry Street REALTY STREET, LLC

  144 Elberon Ave, Pittsfield, MA 01201
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  /39

  $490,000

  Open Sat 1PM - 3PM

  • 3 Beds
  • 1.5 Baths
  • 2,119 Sq Ft

  444 Pomeroy Ave, Pittsfield, MA 01201

  Introducing 444 Pomeroy Ave, a true neighborhood icon! This one ticks all the boxes: Curb appeal to the max with mature perennial plantings, gracious front yard, private side yard with hot tub, and the true star of the show--the screened porch, which you won't want to leave in the summer. The home is spacious with a cooks kitchen and dining room, ample fire placed living room w/ built-ins galore.

  John Burns WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  444 Pomeroy Ave, Pittsfield, MA 01201
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  $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
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  /47

  $1,399,000

  $51K PRICE DROP

  • 4 Beds
  • 3.5 Baths
  • 2,968 Sq Ft

  3 A Coldbrooke Dr, Lenox, MA 01240

  Four-bedroom homes are a rarity at Coldbrooke, where most residences offer three. This one combines that hard-to-find layout and one of the community's more generous floor plans with a location beside the Miraval Berkshires resort and the historic Wyndhurst estate, putting world-class spa, dining, and golf just steps from the door. Inside, vaulted ceilings and an open layout fill the home with

  Cameron Volastro WILLIAM PITT SOTHEBY'S - LENOX

  3 A Coldbrooke Dr, Lenox, MA 01240
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  $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
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  $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
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  $685,000

  • 3 Beds
  • 2.5 Baths
  • 1,620 Sq Ft

  200 Old Stockbridge Rd Unit VA-6, Stockbridge, MA 01262

  STUNNING VIEWS for as far as you can see from this modern unit located in Winden Hills Vanna building. Open common spaces washed in natural light; Great room with scenic views, fireplace and built ins, kitchen with charm and character open to dining. Primary w/en suite full bath, two guest bedrooms and additional one and half baths. This unit comes with access to the elevator for convenience, a

  Cortney Dupont COHEN & WHITE ASSOCIATES

  200 Old Stockbridge Rd Unit VA-6, Stockbridge, MA 01262
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  /28

  $334,900

  $15K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 1,088 Sq Ft

  112 Gamwell Ave, Pittsfield, MA 01201

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

  Stacy Hebb NOCHER REALTY

  112 Gamwell Ave, Pittsfield, MA 01201
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  $445,000

  • 6 Beds
  • 4 Baths
  • 3,087 Sq Ft

  319 Fenn St, Pittsfield, MA 01201

  Prime investment opportunity in a highly desirable location just steps from the post office and within walking distance to downtown amenities, shopping, dining, and services. This well-maintained four-family property offers strong income potential with all separate utilities, allowing tenants to pay their own expenses and helping to maximize owner returns. Recent capital improvements include a

  Tim Gallagher STONE HOUSE PROPERTIES, LLC

  319 Fenn St, Pittsfield, MA 01201
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  $479,000

  $16K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 1,855 Sq Ft

  70 Rockland Dr, Pittsfield, MA 01201

  Beautifully maintained 4-bedroom, 2.5-bath Colonial set on a quarter acre lot with privacy and curb appeal. Enjoy a spacious floor plan featurning a wood-burning fireplace, natural gas heat & hot water and newer replacement windows throughout, including new living room windows in 6/2026. The primary suite offers his-and-hers closets and a private bath. The finished lower level adds valuable

  Darcy Reid MOCKINGBIRD REAL ESTATE

  70 Rockland Dr, Pittsfield, MA 01201
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  $675,000

  • 3 Beds
  • 2.5 Baths
  • 1,765 Sq Ft

  9 Bolton Dr, Lenox, MA 01240

  Located in the Heart of Downtown Lenox on a dead-end street, this move-in ready Colonial is beautifully renovated and features a comfortable open floor plan perfect for the holidays and entertaining. A new Kitchen with a farm sink and 36'' range, hardwood floors, Living Room with fireplace, a half bath on the first floor, 3 bedrooms, 2 full baths and laundry on the second floor and finished

  Wayne Ditore BERKSHIRE HATHAWAY HOMESERVICES REALTY PROFESSIONALS-WESTFIELD

  9 Bolton Dr, Lenox, MA 01240
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  /68

  $419,900

  Open Sun 12PM - 2PM

  • 3 Beds
  • 4 Baths
  • 2,269 Sq Ft

  1112 South St, Dalton, MA 01226

  If space, flexibility, & a great backyard are on your wish list, this home is one to see! Thoughtfully expanded over the years, the home offers a versatile layout with generously sized bedrooms on both the first and second floors, four bathrooms, and plenty of bonus space. The back addition is especially inviting, featuring a large living room and dining room with plenty of space to gather.

  Jessie Downer Lamacchia Realty, Inc. - Dalton

  1112 South St, Dalton, MA 01226
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  $339,900

  • 4 Beds
  • 1.5 Baths
  • 1,488 Sq Ft

  1981 East St, Pittsfield, MA 01201

  MOVE IN READY! Charming 4-bedroom, 11⁄2-bath Cape in Southeast Pittsfield, located in Williams Elementary School district! This well-maintained home features beautiful hardwood floors, natural gas heat, a first-floor bedroom and walk-in shower, abundant storage, and a partially finished basement ideal for a family room, home office, or home gym. Enjoy the rare bonus of an included rear lot,

  Anthony Riello Lamacchia Realty, Inc. - Dalton

  1981 East St, Pittsfield, MA 01201
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  /50

  $749,000

  • 4 Beds
  • 2.5 Baths
  • 2,200 Sq Ft

  360 Housatonic St, Lenox, MA 01240

  Lenox MA Colonial on 0.92 acres with 4 bedrooms, 2.5 baths, and 2,184 sq ft of well maintained living space. This move in ready Berkshire home features a spacious eat-in kitchen, formal dining room, bright living room with wood floors, and a screened porch overlooking the yard. Enjoy outdoor living with two decks, a paver patio with BBQ area, and beautiful perennial gardens. Upstairs offers four

  Samantha Homeyer BIRCH PROPERTIES

  360 Housatonic St, Lenox, MA 01240
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  /47

  $674,900

  • 6 Beds
  • 3 Baths
  • 4,832 Sq Ft

  1 Eaton Ln, Pittsfield, MA 01201

  Elegance Meets History on 1 Eaton Lane!Tucked away on a quiet, sought-after street just minutes from the Country Club of Pittsfield & only 10 minutes to vibrant downtown Lenox, this remarkable Colonial seamlessly blends timeless character with extraordinary versatility. Offering just under 5,000 square feet of living space, this historic estate presents a rare opportunity for those seeking a

  Stacy Chojnowski WILLIAM PITT SOTHEBY'S - LENOX

  1 Eaton Ln, Pittsfield, MA 01201
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  /29

  $239,900

  • 3 Beds
  • 1 Bath
  • 1,008 Sq Ft

  78 Ontario St, Pittsfield, MA 01201

  Cape-style 3-bedroom, 1-bath home in a coveted Southeast Pittsfield location directly across from Deming Park and close to coffee shops, restaurants, a pharmacy, convenience stores, and other Elm Street amenities. Features include newer windows, a newer roof, new carpeting upstairs, and a recently renovated bath. The interior offers an opportunity for additional cosmetic updates and

  Marc Bellora Lamacchia Realty, Inc. - Dalton

  78 Ontario St, Pittsfield, MA 01201
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  /20

  $289,900

  • 8 Beds
  • 2 Baths
  • 2,016 Sq Ft

  42 John St, Pittsfield, MA 01201

  Investment Opportunity with Owner-Occupant Potential! This well-maintained two-family home offers spacious 3-4 bedroom apartments in each unit, making it an excellent opportunity for investors or buyers looking to offset their mortgage with rental income. One unit is currently vacant, allowing for immediate occupancy or the ability to secure a new tenant at current market rents. The occupied unit

  Brenda Durant KEMPF-VANDERBURGH REALTY CONSULTANTS, INC.

  42 John St, Pittsfield, MA 01201
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  /62

  $625,000

  $25K PRICE DROP

  • 5 Beds
  • 5 Baths
  • 3,524 Sq Ft

  15 Kenilworth St, Pittsfield, MA 01201

  Beautifully tucked away in one of Pittsfield's most established neighborhoods, this stately 5-bedroom, 5-bath home is a rare offering filled with warmth, character, and endless potential. From its gracious proportions to its timeless architectural details, this is a home that makes a lasting impression.Sun-filled living spaces, generously sized rooms, and a thoughtful layout provide the

  Heather Gallagher STONE HOUSE PROPERTIES, LLC

  15 Kenilworth St, Pittsfield, MA 01201
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  /46

  $485,000

  Open Sun 11AM - 2PM

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

  500 Walker St, Lenox, MA 01242

  Envision waking up in this beautifully renovated New England farmhouse in quaint Lenoxdale Village. Enjoy morning sunrises on the front patio and quiet evening dinners on the terrace, all just minutes from the world-class culture of Tanglewood and the iconic downtowns of Lenox and Stockbridge. Inside, original hardwood floors flow throughout a versatile layout featuring 3-4 bedrooms, a cozy

  Tony Segalla WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  500 Walker St, Lenox, MA 01242
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  /27

  $295,000

  • 4 Beds
  • 2 Baths
  • 2,386 Sq Ft

  141 Dewey Ave, Pittsfield, MA 01201

  This 2 family flat is ready for it's new owner or someone looking for rental income. Both units have been remodeled with new kitchens, baths, flooring and fresh paint. Both units have enclosed porches. There is a large oversized commercial garage in the back that's perfect for storage, additional rental income. Easy walk up to the downtown area.

  Janet Benoit MOCKINGBIRD REAL ESTATE

  141 Dewey Ave, Pittsfield, MA 01201

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