Newest Homes for Sale in Lanesboro, MA

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  /40

  $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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  /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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  /21

  $310,000

  • 6 Beds
  • 4 Baths
  • 2,946 Sq Ft

  25 Root Place Unit 25-27, Pittsfield, MA 01201

  This newly remodeled 2 family home boast 3+ bedrooms and 1.5 bathrooms on each side. The work has been completed and it's ready for either a rental property or an owner occupied home. The renovations include, new kitchens, bathrooms, floors and also a new boiler in 2026. The laundry rooms are conveniently located in units. There is off street parking, a large private back yard with a shed.

  Janet Benoit MOCKINGBIRD REAL ESTATE

  25 Root Place Unit 25-27, Pittsfield, MA 01201
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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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  /38

  $999,000

  • 3 Beds
  • 2.5 Baths
  • 2,262 Sq Ft

  22 Post Rd, Lenox, MA 01240

  Welcome home to an extraordinary blend of modern style, flexible living, and resort-quality outdoor amenities, perfectly located moments from the heart of downtown Lenox, top-notch dining, Tanglewood, & the local high school on a quiet cul-de-sac. Step inside to a bright, freshly painted open floor plan framed by updated windows that flood the space with natural light. The inviting living area

  The Allain Group Compass

  22 Post Rd, Lenox, MA 01240
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  /42

  $315,000

  Open Sat 10AM - 12PM

  • 3 Beds
  • 1 Bath
  • 1,540 Sq Ft

  66 Emerson Ave, Pittsfield, MA 01201

  Set in a desirable southeast Pittsfield neighborhood, this charming 3 bedroom, 1 bath Colonial offers a compelling blend of timeless character, natural light, and thoughtfully addressed updates. Original hardwood floors lend warmth and authenticity throughout the living spaces, while updated windows bring added brightness to the home.The updated kitchen, with granite countertops, provides

  Carrie Wright WILLIAM PITT SOTHEBY'S - LENOX

  66 Emerson Ave, Pittsfield, MA 01201
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  /46

  $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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  /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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  /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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  /21

  $350,000

  • 3 Beds
  • 2 Baths
  • 1,708 Sq Ft

  137 Housatonic St, Lenox, MA 01240

  HOME BEING SOLD AS IS NO NEGOTIATION ON INSPECTION ISSUES. THE PRICE IS NOT NEGOTIABLE. Two family minutes from downtown Lenox. First floor unit has 2 bedrooms with spacious living area and kitchen. Upstairs unit is a 1 bedroom, 1 bath with fireplace and back deck. Roof replaced in 2021, natural gas, town water and sewer.

  Mauren White-Kirkby BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

  137 Housatonic St, Lenox, MA 01240
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  /37

  $349,900

  • 3 Beds
  • 1 Bath
  • 1,050 Sq Ft

  30 Joan Dr, Pittsfield, MA 01201

  Well-located home nestled in a desirable neighborhood with convenient access to local amenities, schools, and outdoor recreation. This inviting property offers a comfortable layout designed for everyday living and entertaining, featuring bright, sun-filled spaces and a warm, welcoming atmosphere throughout.The home provides a functional flow with generously sized living areas, a thoughtfully

  John Ciepiela BISHOP WEST REAL ESTATE

  30 Joan Dr, Pittsfield, MA 01201
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  /54

  $970,000

  Open Sat 11AM - 12:30PM

  • 3 Beds
  • 2 Baths
  • 2,368 Sq Ft

  86 Pine Knoll Rd, Lenox, MA 01240

  Tucked away in one of Lenox's most desirable neighborhoods, this contemporary ranch has been completely renovated with no expense spared, offering effortless single-level living and a seamless connection to the outdoors. Vaulted ceilings, walls of glass, and an abundance of natural light create an open, inviting atmosphere, while nearly every room overlooks the beautifully landscaped, private

  Maggie Gavin WILLIAM PITT SOTHEBY'S - LENOX

  86 Pine Knoll Rd, Lenox, MA 01240
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  /34

  $269,000

  Open Sat 11AM - 1PM

  • 3 Beds
  • 1 Bath
  • 1,400 Sq Ft

  34 Baldwin Ave, Pittsfield, MA 01201

  Welcome to The Orchards, one of Southeast Pittsfield's most desirable neighborhoods. Sited on a beautiful lot, this 3 bedroom, 1 bath ranch offers comfortable one-level living at an outstanding price, allowing you to make updates and transform this home to suit your needs. Large eat in kitchen and spacious family room make it easy to host family and friends. Whether you're starting your next

  Victoria Standring Lamacchia Realty, Inc. - Dalton

  34 Baldwin Ave, Pittsfield, MA 01201
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  /59

  $3,925,000

  • 8 Beds
  • 8.5 Baths
  • 6,000 Sq Ft

  17 Main St, Lenox, MA 01240

  Extraordinary opportunity to own a showcase of New England history and hospitality--17 Main Street, a masterfully restored Berkshire cottage in the vibrant heart of downtown Lenox. Originally built in 1883 and once owned by Gilded Age shipping magnate John Schermerhorn, this landmark property blends historic grandeur with modern comfort. Between 2021 and 2025, the residence underwent a

  Jen Harvey COMPASS MASSACHUSETTS , LLC GB

  17 Main St, Lenox, MA 01240
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  /40

  $284,900

  $15K 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 a clean,

  Kyle Crocker eXp REALTY

  96 Boylston 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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  /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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  /44

  $585,000

  Open Sat 10:30AM - 12PM

  • 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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  /51

  $489,900

  • 3 Beds
  • 2.5 Baths
  • 2,208 Sq Ft

  478 Washington Mountain Rd, Dalton, MA 01226

  Country Charmer set atop of Washington Mountain on 1.2 wooded acres offering privacy and a view for a four spacious bedroom, two-and-a-half bath cape style home and close to all city conveniences. Treetop views greet you at the front door with a picturesque view of distant Mount Greylock welcoming you home every day. Quality built one-owner home grounds you with gleaming hard wood floors and

  Tonia Scalise WILLIAM PITT SOTHEBY'S - LENOX

  478 Washington Mountain Rd, Dalton, MA 01226
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  /25

  $259,900

  • 3 Beds
  • 1 Bath
  • 1,326 Sq Ft

  116 High St, Pittsfield, MA 01201

  Cute as a button and move-in ready! This recently updated 3-bedroom, 1-bath bungalow offers the perfect blend of charm and comfort. The bright, inviting interior is complemented by a partially finished walk-out basement, providing flexible space for a family room, home office, or recreation area. Step outside to enjoy the back deck, ideal for relaxing or entertaining. Conveniently located in the

  Michele Purcell Lamacchia Realty, Inc. - Dalton

  116 High St, Pittsfield, MA 01201
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  /11

  $264,900

  • 4 Beds
  • 2.5 Baths
  • 2,132 Sq Ft

  50 John St, Pittsfield, MA 01201

  Side-by-side two-family home renovated in the last few years! Improvements include roof, windows, flooring, painting, and more! The home offers an enclosed front porch to access both units, and a side porch for each apartment independently. Each unit features living room, dining room, kitchen, 2 bedrooms and 1 bath. The apartments have large enclosed back porches upstairs overlooking the yard.

  Maria Liccardi KEMPF-VANDERBURGH REALTY CONSULTANTS, INC.

  50 John St, Pittsfield, MA 01201
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  /21

  $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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  /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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  /38

  $339,900

  • 2 Beds
  • 2 Baths
  • 1,156 Sq Ft

  6 May St, Lenox, MA 01240

  Enjoy easy one-level living in this ranch style home for under $340,000 located in desirable Lenox, just minutes from Tanglewood. This charming home features 2 bedrooms and 2 full bathrooms, including a spacious primary suite with its own ensuite bath, 2 functional closets, and direct access to the backyard. The tastefully renovated kitchen offers generous counter space and a conveniently located

  Andreea Duta BISHOP WEST REAL ESTATE

  6 May St, Lenox, MA 01240
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  /61

  $699,900

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

  10 Lori Ct, Pittsfield, MA 01201

  Gracefully situated on a gentle sloping hillside street this distinctively designed multi-level home offers distant and seasonal Berkshire mountain views. Abutting the rolling meadows of Arrowhead, Melville's historic home and grounds, you can embrace the vast privacy, open land and natural beauty much like the famed author. Surrounded by artfully designed gardens, this architecturally refined

  Tonia Scalise WILLIAM PITT SOTHEBY'S - LENOX

  10 Lori Ct, Pittsfield, MA 01201
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  /23

  $315,000

  • 3 Beds
  • 1 Bath
  • 1,152 Sq Ft

  62 Greenridge Dr, Dalton, MA 01226

  Perfectly positioned on a generous corner lot in one of Dalton's most sought after neighborhoods, this thoughtfully maintained home offers the ideal blend of comfort, convenience, and everyday living. With three bedrooms, a beautifully tiled bath, and 1,104 square feet of inviting living space, the home is perfectly suited for those seeking a move-in ready property in an exceptional

  Carrie Wright WILLIAM PITT SOTHEBY'S - LENOX

  62 Greenridge Dr, Dalton, MA 01226
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  /15

  $179,900

  • 1 Bed
  • 1 Bath
  • 720 Sq Ft

  55 Pomeroy Ave Unit 3, Pittsfield, MA 01201

  Enjoy carefree condo living in this charming historic home, where timeless character meets modern convenience. Beautiful hardwood floors and thoughtful updates blend seamlessly with the home's original charm, creating a warm and inviting atmosphere. Nestled in a peaceful community, this unique property is just a short stroll from downtown dining, local shops, art galleries, and cultural

  Michele Purcell Lamacchia Realty, Inc. - Dalton

  55 Pomeroy Ave Unit 3, Pittsfield, MA 01201
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  /21

  $79,900

  • 3 Beds
  • 2 Baths
  • 1,463 Sq Ft

  79 Dewey Ave, Pittsfield, MA 01201

  Opportunity awaits! A mature apple tree greets you at the entrance, setting the tone for this spacious older home full of untapped potential. The property offers generous living space with room to reimagine the layout to suit your vision. Set on an approximate quarter acre lot, the yard provides plenty of room to garden, expand, or simply enjoy some outdoor space of your own. This home requires

  Renee Lander BISHOP WEST REAL ESTATE

  79 Dewey Ave, Pittsfield, MA 01201
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  /82

  $1,400,000

  • 3 Beds
  • 4 Baths
  • 3,740 Sq Ft

  41 Tucker St, Lenox, MA 01240

  Set on a desirable tree-lined dead-end street in the heart of Lenox, this beautifully restored 1937 Cape blends timeless character with exceptional craftsmanship. Featured in Berkshire Magazine, the 3,740 sq. ft. home offers original heart pine floors, a wood-burning fireplace, and extensive updates including new plumbing, electrical, Pella windows, roof, and central AC. The three-level layout

  Molly Gillon COMPASS MASSACHUSETTS , LLC GB

  41 Tucker St, Lenox, MA 01240
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  /36

  $689,000

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

  19 Kemble St, Lenox, MA 01240

  Unbeatable Lenox location! Near the top of Kemble Street, you'll find this charming 1950's-vintage ranch home that's a super short walk to the village. Timeless details merge with everyday comfort! Hardwood floors flow throughout. Living room features a wood-burning fireplace. Dining opens to expanded galley kitchen on one end and to a den/office flexible space on the other. Three bedrooms, two

  Pamela Roberts ROBERTS & ASSOC. REALTY, INC

  19 Kemble St, Lenox, MA 01240
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  /13

  $279,900

  • 3 Beds
  • 2 Baths
  • 1,710 Sq Ft

  528 Walker St, Lenox Dale, MA 01242

  Large well maintained Colonial on a half acre lot. Large open kitchen with lots of cabinet space. Sliders off kitchen leading to back deck. Bright and sunny living space with a bonus den or office. 3 full sized bedrooms. 2 full baths. Laundry hookups on 2nd floor for convenience. Seller willing to buy down the mortgage rate on this home. One year American Home Shield Warranty included. PLEASE

  Tyler Scaglione Cameron Real Estate Group

  528 Walker St, Lenox Dale, MA 01242
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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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  /61

  $584,900

  • 4 Beds
  • 4 Baths
  • 2,823 Sq Ft

  1 Almon Ave, Pittsfield, MA 01201

  OPEN HOUSE CANCELLED! Experience the perfect blend of professional utility and luxurious comfort at 1 Almon Ave., a beautifully constructed and impeccably maintained retreat located in a BG-zoned area. This home offers an exceptional opportunity for those looking to operate a business or maintain a home-office setup without sacrificing lifestyle quality. The main residence provides four spacious

  Stacy Chojnowski WILLIAM PITT SOTHEBY'S - LENOX

  1 Almon Ave, Pittsfield, MA 01201
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  /39

  $329,000

  • 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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  /16

  $264,900

  • 6 Beds
  • 3 Baths
  • 3,510 Sq Ft

  32 Westminster St, Pittsfield, MA 01201

  Calling all investors and hands-on owner-occupants! This 3-unit multi-family offers 15 rooms, 6 bedrooms, and 3 full baths across 3,510 sq ft on a 0.17-acre lot. The owner has already made key updates, including some new flooring, fresh paint, updated electric, and a new bulkhead, giving you a head start on renovations. Still needed: updated heating systems, roof work, wall patching, and final

  Clifford Ponte KELLER WILIAMS SOUTH WATTUPA

  32 Westminster St, Pittsfield, MA 01201
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  /69

  $2,800,000

  • 8 Beds
  • 5.5 Baths
  • 6,761 Sq Ft

  497 Holmes Rd, Pittsfield, MA 01201

  A Landmark Berkshire Estate of Extraordinary Provenance. Set on 15 private acres in the heart of the Berkshires, a rare American legacy estate commissioned in 1847 as the summer residence of renowned physician, poet, & author Oliver Wendell Holmes Sr. Two centuries later, this extraordinary property remains a testament to architectural elegance, literary heritage, & timeless craftsmanship. The

  Brenda Durant KEMPF-VANDERBURGH REALTY CONSULTANTS, INC.

  497 Holmes Rd, Pittsfield, MA 01201
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  /19

  $649,900

  • Land
  • 3.67 Acres
  • $177,084 per Acre

  37 Elm St, Pittsfield, MA 01201

  Prime downtown opportunity! Almost 4 acres ready for your development ideas. One of Pittsfield's last remaining sites large enough for drive thru permit.Ther front of the property is BG, the back is CWS. Very versatile site on one of Pittsfield's finest streets.

  Steve Ray 413 REAL ESTATE

  37 Elm St, Pittsfield, MA 01201
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  /17

  $264,900

  • 6 Beds
  • 3 Baths
  • 3,510 Sq Ft

  32 Westminister St, Pittsfield, MA 01201

  Calling all investors and hands-on owner-occupants! This 3-unit multi-family offers 15 rooms, 6 bedrooms, and 3 full baths across 3,510 sq ft on a 0.17-acre lot. The owner has already made key updates, including some new flooring, fresh paint, updated electric, and a new bulkhead, giving you a head start on renovations. Still needed: updated heating systems, roof work, wall patching, and final

  The Ponte Group Keller Williams South Watuppa

  32 Westminister St, Pittsfield, MA 01201
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  /27

  $285,000

  • 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

  $269,900

  • 5 Beds
  • 2 Baths
  • 2,100 Sq Ft

  12 Lincoln St, Pittsfield, MA 01201

  Lovely five bedroom two bath Colonial on 5500+ sq.ft. of land.Lots of space, front porch for relaxing on beautiful summer evenings. Two bedrooms on the first floor and three bedrooms on the second floor with a deck off the bedroom and off the kitchen on the first floor. Two driveways for plenty of parking!!!Three sheds on property for storage will stay. Or not.

  Theresa Adams Dacey Realty, LLC

  12 Lincoln St, Pittsfield, MA 01201

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