Homes for Sale near Sinai Academy of the Berkshires

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  /28

  $275,000

  • 4 Beds
  • 1 Bath
  • 1,364 Sq Ft

  30 Belvidere Ave, Pittsfield, MA 01201

  Welcome to this inviting four-bedroom, one-bath Colonial, nestled on a peaceful dead-end street that offers both charm and privacy. This home features beautiful hardwood floors throughout, adding warmth and character to every room.The eat in kitchen has granite countertops, stainless steel appliances, and ample cabinetry--perfect for anyone who enjoys cooking or entertaining. Step out front and

  

  Kellie Perrault

  NOCHER REALTY

  (413) 741-1594

  30 Belvidere Ave, Pittsfield, MA 01201
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  /32

  $489,000

  • 3 Beds
  • 3 Baths
  • 1,849 Sq Ft

  11 Bangor St, Lanesborough, MA 01237

  Welcome to your dream home! This beautifully constructed 3-bedroom, 3-bathroom residence offers modern living with deeded right of way to serene Pontoosuc Lake. Built in 2023, the home blends style, comfort, and functionality across two spacious levels.The upper level boasts 1,344 sq. ft. of thoughtfully designed living space, featuring an open-concept kitchen with granite countertops, stainless

  

  Kellie Perrault

  NOCHER REALTY

  (877) 330-5991

  11 Bangor St, Lanesborough, MA 01237
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  /30

  $248,100

  • 4 Beds
  • 2 Baths
  • 1,760 Sq Ft

  81 Pecks Rd, Pittsfield, MA 01201

  Welcome to this beautifully renovated duplex, offering 2 spacious bedrooms and 1 full bath. Completely updated in 2021, this home combines modern finishes with thoughtful design. The open floor plan features a bright living area, a contemporary kitchen with updated appliances, and sleek flooring throughout. Enjoy the convenience of in-unit laundry with washer and dryer located on the first floor.

  

  Kellie Perrault

  NOCHER REALTY

  (413) 307-6651

  81 Pecks Rd, Pittsfield, MA 01201
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  /39

  $295,000

  • 3 Beds
  • 1.5 Baths
  • 1,658 Sq Ft

  10 Elaine Dr, Pittsfield, MA 01201

  Showings begin _ 7/17/25. Is this the one you have been waiting for? Affordable single level living at its best!. Charming ranch in southeast Pittsfield boasts modifications to make this home accessible to many. Living room access from front deck & ramp. Living w/ picture window & wood floors, & wide doorway to a bright sunny recently renovated kitchen. Dutch door to garage & slider to back

  

  Nadine Hiser

  KRG - Key Realty Group

  (413) 430-5228

  10 Elaine Dr, Pittsfield, MA 01201
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  /32

  $775,000

  • 2 Beds
  • 1 Bath
  • 794 Sq Ft

  89 Narragansett Ave, Lanesborough, MA 01237

  Escape to lake life in this charming 2-bedroom, 1-bath turnkey cottage perched on the shores of beautiful Pontoosuc Lake. Whether you're looking for a personal getaway or a proven investment property, this fully furnished retreat has it all -- including a strong rental history. Step inside to find a cozy, open-concept interior that brings the outside in with stunning water views from nearly every

  

  Kellie Perrault

  NOCHER REALTY

  (855) 572-0623

  89 Narragansett Ave, Lanesborough, MA 01237
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  /69

  $565,900 Open Thu 4:30PM - 6PM

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

  144 Brombach St, Pittsfield, MA 01201

  Beautiful, spacious 8 bedroom, 3 updated bath, 4000+sf home, custom built and nestled between two lakes with incredible views in the heart of the picturesque Berkshire Mountains! Walk to Onota Lake in approximately 9 minutes and enjoy a 5 minute drive to Pontoosuc Lake both suitable for kayaking, fishing, swimming, picnicking and more. Enjoy the convenience of 2 laundry rooms and two updated

  Darcy Reid MOCKINGBIRD REAL ESTATE

  144 Brombach St, Pittsfield, MA 01201
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  /73

  $1,650,000

  • 4 Beds
  • 3 Baths
  • 3,043 Sq Ft

  593 Lakeway Dr, Pittsfield, MA 01201

  Discover lakefront living in this stunning home, boasting nearly 100' of shoreline with the added feature of a built in swimming pool. From the moment you cross the threshold the breathtaking lake and mountain views draw you in, visible from almost every room. The inviting open concept layout seamlessly connects the kitchen, living and dining areas. The large kitchen complete with center

  Janet Benoit MOCKINGBIRD REAL ESTATE

  593 Lakeway Dr, Pittsfield, MA 01201
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  /36

  $610,000

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

  304 Dalton Division Rd, Pittsfield, MA 01201

  Welcome to 304 Dalton Division Road in Pittsfield! This charming property blends country living with city access, set on over 6 acres of land offering privacy, outdoor space, and beautifully landscaped grounds. It includes three sheds, one a wood shed, for ample storage. The home features a mudroom, first-floor laundry, and a kitchen with quartz countertops and sliding doors to the backyard. The

  Patrick Cathro NON-MEMBER / RECIPROCAL

  304 Dalton Division Rd, Pittsfield, MA 01201
• 

  

  /12

  $59,000

  • Land
  • 1.00 Acre
  • $59,000 per Acre

  0 Westbrook Terrace, Pittsfield, MA 01201

  Build your dream home in the prestigious gated enclave of Woodmonte Estates, located in the heart of Berkshire County, Massachusetts. This cleared 1-acre corner lot offers a rare opportunity to create a custom residence in one of the regions most desirable communities, surrounded by privacy, beauty, and high-end homes.With access to public utilities and underground electricity already in

  Community Lands

  0 Westbrook Terrace, Pittsfield, MA 01201
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  /38

  $419,900 Open Sat 10AM - 12PM

  • 4 Beds
  • 2 Baths
  • 1,918 Sq Ft

  16 Revere Pkwy, Pittsfield, MA 01201

  The Parkway neighborhoods of southeast Pittsfield are among the city's most sought-after, prized for their tree-lined streets, classic architecture, and easy access to downtown, parks, and schools. Built in 1930, this well-maintained 4 bedroom, 2 bath home provides everything your family needs, with plenty of space for everyone. The first floor features a large living room, east-facing with

  Stephen Daoust STONE HOUSE PROPERTIES, LLC

  16 Revere Pkwy, Pittsfield, MA 01201
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  /55

  $479,900

  • 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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  /41

  $410,000

  • 3 Beds
  • 2 Baths
  • 1,109 Sq Ft

  41 Oak St, Dalton, MA 01226

  If ''move in ready'' is on your check list then take a look at this fully renovated, fully furnished 3 bedroom, 2 bath home. This home has been transformed while maintaining charm. 1 new 3/4 bath has been added and the 2cnd floor bath has been remodeled. The kitchen has a fresh new look complete with granite countertops, new cabinets and all new appliances. Theres a 1 car garage and fenced in

  Janet Benoit MOCKINGBIRD REAL ESTATE

  41 Oak St, Dalton, MA 01226
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  /47

  $415,000

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

  149 Fort Hill Ave, Pittsfield, MA 01201

  Embrace countryside tranquility in this charming 4-bedroom, 2-bath home that blends rustic charm with modern amenities. Nestled in serenity, this property is the perfect retreat for those seeking peace without sacrificing convenience.As you step through the front door, the welcoming atmosphere of this country home envelops you. The living spaces are bathed in natural light, highlighting the

  Carrie Wright WILLIAM PITT SOTHEBY'S - LENOX

  149 Fort Hill Ave, Pittsfield, MA 01201
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  /54

  $699,900

  • 3 Beds
  • 2.5 Baths
  • 1,978 Sq Ft

  83 Hancock Rd, Pittsfield, MA 01201

  Escape to Lake Pontoosuc Lakeview Living. This quality contemporary offers a stunning view through the tall pines overlooking the newly revamped Pontoosuc Park in Pittsfield, truly the heart of the Berkshires. Enjoy a spectacular north-facing view of the vast Lake Pontoosuc and the majesty of Mount Greylock.Set on 2+ acres of rolling lawns, this peaceful 3-bedroom, 2.5-bath home features soaring

  Tonia Scalise WILLIAM PITT SOTHEBY'S - LENOX

  83 Hancock Rd, Pittsfield, MA 01201
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  /42

  $599,000

  • 3 Beds
  • 2 Baths
  • 2,418 Sq Ft

  16 Iroquois St, New Ashford, MA 01237

  Newly built in 2025, this stunning ranch offers modern comfort and quality craftsmanship throughout. Featuring a spacious master suite, walk-in closet and tiled shower with porcelain floors and lighted mirrors. Engineered Outlast floors, 10' ceilings, solid wood interior doors and recessed lighting add style and durability. Enjoy the warmth of spray foam insulation for year-round comfort,

  Darcy Reid MOCKINGBIRD REAL ESTATE

  16 Iroquois St, New Ashford, MA 01237
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  /41

  $590,000

  • 4 Beds
  • 2 Baths
  • 2,256 Sq Ft

  4 Wabasso St, Pittsfield, MA 01201

  Enjoy lake living year-round at this spacious 4-bedroom, 2-bath home with deeded lake rights to beautiful Pontoosuc Lake! Take in sweeping water views from the kitchen, dining room, and primary bedroom, or step out onto one of two decks to soak in the scenery. A new deck was built in 2022, and the primary suite boasts its own private balcony overlooking the lake.The fully fenced backyard is ideal

  Brandon Murray RE/MAX TRANSITIONS, NORTH ADAMS

  4 Wabasso St, Pittsfield, MA 01201
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  /67

  $474,900

  • 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

  $539,900

  • 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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  /26

  $425,000

  • 3 Beds
  • 1 Bath
  • 1,344 Sq Ft

  153 E Dugway Rd, Lenox, MA 01240

  **Opportunity Awaits!**Great Lenox location. Three bedroom, one bath Ranch style home is nestled on 1.14 acres of land on a picturesque street, this gem offers 1344 sq ft on the main floor, with a full walkout lower level to a beautiful large yard. Minutes to downtown, Tanglewood and the best of the Berkshires.

  Matt Carlino MACCARO REAL ESTATE

  153 E Dugway Rd, Lenox, MA 01240
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  /39

  $419,900

  • 3 Beds
  • 3 Baths
  • 1,450 Sq Ft

  89 Exeter Ave, Pittsfield, MA 01201

  Newly renovated cottage in 2010 offers scenic lake and mountain views throughout the year, featuring upscale custom finishes and a second-story addition. Gleaming cherry hardwood floors, granite counters, and ceramic-tiled bathrooms, this home also boasts natural gas heating and central air conditioning. The first floor includes a bedroom and full bathroom, while the living area leads to a

  Susan Calkins STONE HOUSE PROPERTIES, LLC

  89 Exeter Ave, Pittsfield, MA 01201
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  /55

  $589,900

  • 4 Beds
  • 4 Baths
  • 2,875 Sq Ft

  7 Whipoorwill Ln, Dalton, MA 01226

  Experience the perfect blend of past and present in this exquisite reproduction of a 300-year-old bowed roof Cape, situated in one of Dalton's most coveted neighborhoods. This unique home is a testament to timeless design and modern functionality, set on a generous 0.64-acre lot that promises privacy and tranquility. As you step inside, the warmth of new engineered hardwood flooring welcomes you,

  Stacy Chojnowski WILLIAM PITT SOTHEBY'S - LENOX

  7 Whipoorwill Ln, Dalton, MA 01226
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  /47

  $449,900

  • 4 Beds
  • 1.5 Baths
  • 2,126 Sq Ft

  31 Lexington Pkwy, Pittsfield, MA 01201

  Welcome to this Southeast Sweetheart -- a charming Dutch Colonial with a full-length front porch perfect for relaxing or socializing. Inside, a gracious entry leads to a classic living room with built-in bookcases, window seats, and a bow window. Recent updates include a new roof, freshly painted exterior, and energy-efficient mini-splits for comfortable cooling and heating, new electrical and

  Tonia Scalise WILLIAM PITT SOTHEBY'S - LENOX

  31 Lexington Pkwy, Pittsfield, MA 01201
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  /30

  $489,000

  • 4 Beds
  • 2.5 Baths
  • 2,688 Sq Ft

  432 Grange Hall Rd, Dalton, MA 01226

  This 4-bedroom, 2.5-bath home with an oversized 2-car garage sits on over 3 acres and offers serious potential for the right buyer. The kitchen features granite countertops and plenty of space to make it your own. While the home does need some TLC, it's being sold as-is and is priced accordingly. This is your chance to own a home in one of Dalton's most sought-after neighborhoods at a price well

  THE KAHN TEAM BISHOP WEST REAL ESTATE

  432 Grange Hall Rd, Dalton, MA 01226
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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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  /49

  $439,900

  • 3 Beds
  • 2.5 Baths
  • 1,868 Sq Ft

  2 Faucett Ln, Pittsfield, MA 01201

  PRICE IMPROVEMENT! Come see this LOVELY home! This is the spacious colonial you've been dreaming about and now its priced to sell! Located between two of the areas premier golf courses, you will enjoy beautiful sunsets and dazzling views of Mt Greylock!

  Brenda Durant KEMPF-VANDERBURGH REALTY CONSULTANTS, INC.

  2 Faucett Ln, Pittsfield, MA 01201
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  /47

  $499,900

  • 3 Beds
  • 2.5 Baths
  • 2,104 Sq Ft

  18 Lacona St, Pittsfield, MA 01201

  Step in to the inviting foyer in this brand new colonial featuring beautiful kitchen dining open floor plan, first floor laundry, 3 spacious bedrooms and two full baths on second floor, sliders from dining room out to deck, 2 car garage EV car ready, large basement plumbed for 4th bath and sliders to nice yard all located walking distance to Pontoosuc lake and park. Come make this your new

  Robin Moore 413 REAL ESTATE

  18 Lacona St, Pittsfield, MA 01201
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  /32

  $419,000

  • 3 Beds
  • 2 Baths
  • 1,147 Sq Ft

  10 Elm Rd, Pittsfield, MA 01201

  Discover the charm of this beautifully updated Richmond Shores home, perfect for year-round living or a seasonal retreat. With a spacious deck with views of Richmond Pond, this move-in-ready gem offers modern updates inside and out. A vaulted ceiling with skylights enhances the bright and airy entry and dining area, while the fireplace in living room and wood floors create a warm, inviting

  Claire Pollart LANCE VERMEULEN RE, INC

  10 Elm Rd, Pittsfield, MA 01201
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  /26

  $449,000

  • 4 Beds
  • 1.5 Baths
  • 1,610 Sq Ft

  469 Pecks Rd, Pittsfield, MA 01201

  Nestled on half an acre of prime Lake Onota waterfront, this 4-bedroom, 2-bathroom lake house is a fantastic opportunity for someone to make it their own. With all new windows and doors, and a newly installed heating system, the home is ready for you to add your personal touch and transform it into a stunning lakeside retreat. The spacious layout provides plenty of room for family and friends,

  Jessie Bennett WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  469 Pecks Rd, Pittsfield, MA 01201
• 

  

  /26

  $439,000

  • 2 Beds
  • 2 Baths
  • 1,521 Sq Ft

  43 Chapman Rd, Pittsfield, MA 01201

  Designer style one level living garden bungalow with beautiful Berkshire bucolic pastoral and mountain views! Easy living and low maintenance with 2 bedrooms and 2 full bathrooms, conveniently located on the Lenox/Pittsfield line. Beautifully renovated with open floor plan, spacious living room, beautiful kitchen and dining room w/amazing views. Option to purchase furnished with Paul Rich & Sons

  Lisa Kelley MACCARO REAL ESTATE

  43 Chapman Rd, Pittsfield, MA 01201
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  /32

  $229,900

  • 2 Beds
  • 1 Bath
  • 1,173 Sq Ft

  74 Rhode Island Ave, Pittsfield, MA 01201

  Situated on a corner lot this Cape is well maintained and ready for its next owner. The main level boasts a comfortable living room with bay window. Two bedrooms, one of them being converted from a former dining room. Eat in kitchen has a large sink, dishwasher and tiled backsplash. The kitchen walks out to the back deck and patio. Full bath on the main level and a third bedroom upstairs with

  Derek Strzepa NOCHER REALTY

  74 Rhode Island Ave, Pittsfield, MA 01201
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  /26

  $269,900

  • 2 Beds
  • 2 Baths
  • 1,227 Sq Ft

  44 Churchill Crest Unit 44, Pittsfield, MA 01201

  Exceptionally maintained two bedroom and two bathroom condo. An end unit located in Churchill Crest Condominium Association that offers exterior maintenance, cable/internet, and a heated pool with pavilion. Boasting a spacious living room with a wood burning fireplace, hardwood floors, and a private balcony. Leading into a formal dining room off the kitchen with a breakfast bar and ample cabinets

  Cory Evangelisto NOCHER REALTY

  44 Churchill Crest Unit 44, Pittsfield, MA 01201
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  /22

  $79,900

  • 2 Beds
  • 2 Baths
  • 980 Sq Ft

  34 Lakewood Cir, Pittsfield, MA 01201

  Opportunity awaits in this 980 sq ft mobile home, ready for your finishing touches! Featuring a newer roof and all new plumbing throughout, the major updates are already in place. A nice front deck welcomes you into the property, offering a great space to relax and enjoy the outdoors. With solid potential and a head start on improvements, this home is perfect for someone looking to complete a

  Sara Bresett NOCHER REALTY

  34 Lakewood Cir, Pittsfield, MA 01201
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  /45

  $1,499,000

  • 4 Beds
  • 4.5 Baths
  • 3,190 Sq Ft

  121 E Dugway Rd, Lenox, MA 01240

  Stunning Georgian Colonial style home on a lovely 4A private lot is ready for its new owners! In pristine condition, this 4 BR, 4.5 baths home offers hardwood floors throughout, first floor Primary Suite, open great room concept with cherry cabinetry in kitchen and granite counters, gas fireplace in the great room, formal dining or music room and first floor study with full bath. The second

  Mary Jo Piretti PIRETTI REAL ESTATE

  121 E Dugway Rd, Lenox, MA 01240
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  /16

  $275,000

  • 2 Beds
  • 2 Baths
  • 1,377 Sq Ft

  53 Churchill Crest Unit 53, Pittsfield, MA 01201

  Coveted end unit with vaulted ceiling, deck and western views to private pool and hills beyond. Two full baths, garage, high quality window treatments, light fixtures and ceiling fan. Dramatic stone fireplace with Pellet stove. Flower garden. Very desirable unit in a safe, quiet, beautifully maintained association!

  Henry Hagenah OCTOBER MOUNTAIN REAL ESTATE

  53 Churchill Crest Unit 53, Pittsfield, MA 01201
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  /41

  $199,900 Open Fri 3PM - 5PM

  • 8 Beds
  • 5 Baths
  • 3,324 Sq Ft

  233 1st St, Pittsfield, MA 01201

  Ready to rehab! This legal 5 family home spans over 3,000 sqft. First floor offers 2 one-bedroom units on left and right side of the building as well as a small efficiency unit with plumbing ready for kitchen and existing full bath. Second floor offers two 3-bedroom units including the 3rd bedroom on third floor plus storage space. hardwood floors ready to be restored. Roof is in good condition

  Xavier Cruz Fathom Realty

  233 1st St, Pittsfield, MA 01201
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  /20

  $299,900

  • 3 Beds
  • 1 Bath
  • 950 Sq Ft

  62 Maple Grove Dr, Pittsfield, MA 01201

  Cute, cozy and move-in ready! This charming 3 bedroom ranch offers the ease of one floor living in a desirable neighborhood. The spacious kitchen features maple cabinets and granite countertops with stainless steel appliances. The warm oak floors flow through the living room and all the bedrooms. Step into the delightful screened room-perfect for relaxing or entertaining in your back yard.

  Pauline Green STEEPLEVIEW REALTY - ADAMS BRANCH

  62 Maple Grove Dr, Pittsfield, MA 01201
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  /32

  $284,500

  • 3 Beds
  • 1 Bath
  • 1,386 Sq Ft

  36 Dalton Division Rd, Dalton, MA 01226

  Cozy ranch-style home on a corner lot in Dalton, MA. This house has a welcoming atmosphere featuring three bedrooms and one bathroom. Venture downstairs to discover a versatile finished basement offering extra space, perfect for a playroom or game room. Step outside and find the fenced in yard and lovely deck as well as a detached garage. Don't miss out on this peaceful home located in The

  Mariah Worth LAMACCHIA REALTY, INC

  36 Dalton Division Rd, Dalton, MA 01226
• 

  

  /28

  $275,000

  • 2 Beds
  • 1 Bath
  • 980 Sq Ft

  7 Chicopee St, Lanesborough, MA 01237

  Welcome to your sweet lakeside retreat! This adorable bungalow offers easy one-level living with the bonus of Pontoosuc Lake just steps away--perfect for a refreshing swim or a peaceful kayak trip. Inside, find a surprisingly roomy layout with a large primary bedroom and a living/dining space that's just right for cozy gatherings. The kitchen shines with new luxury flooring, while the sunroom is

  John Burns WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  7 Chicopee St, Lanesborough, MA 01237
• 

  

  /39

  $309,000

  • 3 Beds
  • 1 Bath
  • 1,236 Sq Ft

  56 Perrine Ave, Pittsfield, MA 01201

  If you are searching for a truly turn-key home, embrace the charm of this fully renovated Pittsfield residence, nestled near schools, Berkshire Hills Country Club, medical care, and close to major Berkshire attractions. Recent updates in 2024 include a new roof, refinished hardwood floors, all new plumbing, electrical, carpeting, and luxe bathrooms. The kitchen dazzles with butcher block and

  John Burns WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  56 Perrine Ave, Pittsfield, MA 01201
• 

  

  /28

  $264,900

  • 3 Beds
  • 1 Bath
  • 888 Sq Ft

  1029 South St, Dalton, MA 01226

  OPEN HOUSE SATURDAY 7/12/25 9AM-10:30AM.Welcome to 1029 South Street in the heart of Dalton - a charming 3-bedroom, 1-bath home with an attached one-car garage, ideally situated across from Greenridge Park. This well-maintained home offers comfortable living with a thoughtful layout and beautiful natural surroundings.Step outside into your own fully fenced private backyard oasis, rich with

  Jennifer Maxwell LAMACCHIA REALTY, INC

  1029 South St, Dalton, MA 01226

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