Newest Homes for Sale in Berkshire, MA

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  /36

  $315,000

  • 2 Beds
  • 1.5 Baths
  • 950 Sq Ft

  260 Pittsfield Rd Unit E6, Lenox, MA 01240

  Enjoy easy Berkshire living in this recently updated, bright and inviting 2-bedroom, 950 sq. ft. top-floor condo. An oversized slider brings in an abundance of natural light and creates a more open, spacious feel. Set within a pet-friendly community, residents enjoy a gas BBQ/picnic area, children's playground, tennis and pickleball courts, heated pool & walking trails. Comfortable and

  Amanda Kmetz ROBERTS & ASSOC. REALTY, INC

  260 Pittsfield Rd Unit E6, Lenox, MA 01240
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  /21

  $275,000

  • 12 Beds
  • 4 Baths
  • 4,200 Sq Ft

  112 Union St, Pittsfield, MA 01201

  The building has the potential to be a great income producing property. There are 4 units with plenty of off street parking. It has vinyl siding, replacement windows and is close to the downtown area. 3 Units are lead safe. Check the documents section referencing a letter from the City Commissioner. The owner is in the process of having plans drawn by a local architect firm to address the scope

  Janet Benoit MOCKINGBIRD REAL ESTATE

  112 Union St, Pittsfield, MA 01201
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  /48

  $449,000

  Open Sat 2PM - 4PM

  • 4 Beds
  • 4 Baths
  • 3,360 Sq Ft

  153 Pomeroy Ave, Pittsfield, MA 01201

  Welcome to this immaculately maintained two-family home --a turnkey property that meets today's timeless standards!This choice 2-family home beautifully balances sophisticated living with incredible versatility, making it an ideal match for owner-occupants, multigenerational families, or savvy investors alike.Including features you are sure to love:Modern Living: Bright,

  Stephanie Rapisarda WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  153 Pomeroy Ave, Pittsfield, MA 01201
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  /33

  $379,900

  $342K PRICE INCREASE

  • 3 Beds
  • 1.5 Baths
  • 1,782 Sq Ft

  84 Windsor Ave, Pittsfield, MA 01201

  Welcome home to this inviting 3-bedroom, 1.5-bath home offering comfortable living spaces and plenty of charm. Wood floors flow throughout the main living areas, while the open dining and kitchen layout creates a warm, functional space for everyday living. A convenient first-floor half bath adds to the home's practicality. The living room features a cozy fireplace and opens to a delightful

  Robin Moore 413 REAL ESTATE

  84 Windsor Ave, Pittsfield, MA 01201
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  /32

  $219,900

  $20K PRICE DROP

  • 3 Beds
  • 1 Bath
  • 909 Sq Ft

  68 Orchard St, Pittsfield, MA 01201

  Recently renovated home with convenient first floor bedroom and full bathroom, and two additional bedrooms on the second floor. The front yard is fenced in. The backyard is a great space to gather.The basement has concrete floor and there is natural gas heat and hot water, and metered water. The home has a certificate of insulation and it shows how helpful it is as the utility bills are very

  Maria Liccardi KEMPF-VANDERBURGH REALTY CONSULTANTS, INC.

  68 Orchard St, Pittsfield, MA 01201
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  /32

  $359,900

  • 4 Beds
  • 4 Baths
  • 3,180 Sq Ft

  1093 Tyler St, Pittsfield, MA 01201

  Investment Opportunity in Pittsfield! Well-maintained four-family flat offering four spacious 1-bedroom, 1-bath apartments. Each unit features separate utilities, providing tenants with individual responsibility for their utility costs. Natural gas heat and hot water add to the property's efficiency and appeal. Centrally located with convenient access to shopping, dining, schools, public

  Doug Collins Lamacchia Realty, Inc. - Dalton

  1093 Tyler St, Pittsfield, MA 01201
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  /12

  $350,000

  • 3 Beds
  • 1 Bath
  • 1,600 Sq Ft

  20 Franklin St, Pittsfield, MA 01201

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

  Deborah Dwyer DWYER AGENCY

  20 Franklin St, Pittsfield, MA 01201
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  /47

  $369,900

  • 2 Beds
  • 3 Baths
  • 1,552 Sq Ft

  8 Rolling Hills Unit 8-12, Lenox, MA 01240

  Lovely Lenox Condo in the Beautiful Berkshires. Welcome home to this exceptional end-unit condominium at Rolling Hills in Lenox, offering a wonderful combination of comfort, privacy, scenic surroundings, and Berkshire lifestyle. This beautifully updated 3-bedroom, 3-full-bath residence offers approximately 1,552 square feet of living space with thoughtful improvements throughout. The inviting

  Michael Sorrentino BERKSHIRE HATHAWAY HOMESERVICES REALTY PROFESSIONALS-WESTFIELD

  8 Rolling Hills Unit 8-12, Lenox, MA 01240
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  /46

  $359,900

  Coming Soon

  • 3 Beds
  • 1 Bath
  • 1,170 Sq Ft

  94 Velma Ave, Pittsfield, MA 01201

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

  Brenda Durant KEMPF-VANDERBURGH REALTY CONSULTANTS, INC.

  94 Velma Ave, Pittsfield, MA 01201
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  /14

  $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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  /73

  $1,525,000

  • 5 Beds
  • 4.5 Baths
  • 8,866 Sq Ft

  720 South St, Pittsfield, MA 01201

  Nestled on 7.79 private mountaintop acres, this distinguished 1916 Italianate Berkshire Cottage sparkles with original architectural details, beautiful fireplaces throughout, and a stunning reflection pool surrounded by mature gardens. Four spacious bedrooms include a luxurious primary suite with sitting room, while the grand great hall creates perfect spaces for both intimate gatherings and

  Scott Sawyer STONE HOUSE PROPERTIES, LLC

  720 South St, Pittsfield, MA 01201
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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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  /64

  $774,500

  • 4 Beds
  • 3 Baths
  • 3,520 Sq Ft

  83 Cider Ln, Dalton, MA 01226

  Welcome home to Silver Maple Farm. Stand-alone condo in established community of 59 homes. Here you'll meet new friends and neighbors at the clubhouse with fitness center, out on the tennis/pickle-ball courts or around the pool. This Cider Lane beauty has been lovingly maintained by the original owner. Privately sited at the end of the cul-de-sac, you'll enjoy the convenience of one-level living.

  Pamela Roberts ROBERTS & ASSOC. REALTY, INC

  83 Cider Ln, Dalton, MA 01226
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  /80

  $1,685,000

  • 4 Beds
  • 4 Baths
  • 3,282 Sq Ft

  30 Cliffwood St, Lenox, MA 01240

  Crosby House, a property with a storied Lenox history and a location second to none, presents a rare opportunity to own a residence of remarkable character, scale, and flexibility in the heart of the village. Currently configured as two spacious residences, this distinctive multifamily property offers an exceptional array of possibilities. Subject to applicable zoning, permitting, and approvals,

  Carrie Wright WILLIAM PITT SOTHEBY'S - LENOX

  30 Cliffwood St, Lenox, MA 01240
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  /30

  $359,900

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

  180 Doreen St, Pittsfield, MA 01201

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

  Kyle Crocker eXp REALTY

  180 Doreen St, Pittsfield, MA 01201
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  /38

  $349,900

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

  100 Essex St, Pittsfield, MA 01201

  Recently renovated colonial home with detached garage, located on a corner lot in a desirable Pittsfield location! This property features a lovely front porch as well as a side porch and great yard! There are 3 bedrooms, however, the home could be used as a 4-bedroom. You will love the two updated full bathrooms, one on each floor! Other improvements include a new roof, newer vinyl replacement

  Maria Liccardi KEMPF-VANDERBURGH REALTY CONSULTANTS, INC.

  100 Essex St, Pittsfield, MA 01201
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  /28

  $299,900

  • 3 Beds
  • 1 Bath
  • 942 Sq Ft

  21 Austin Ave, Pittsfield, MA 01201

  Welcome to this beautifully renovated 3-bedroom ranch, perfectly situated on a quiet dead-end street in Southeast. This move-in-ready home features a brand-new roof, new windows, new flooring throughout, and a completely updated kitchen and bathroom. The thoughtful renovations offer a fresh, modern feel while maintaining the comfortable layout and easy living of a classic ranch. Outside, enjoy a

  Robin Moore 413 REAL ESTATE

  21 Austin Ave, Pittsfield, MA 01201
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  /60

  $995,000

  • 5 Beds
  • 3.5 Baths
  • 3,528 Sq Ft

  86 Crofut St, Pittsfield, MA 01201

  Gracious, elegant, and designed for living well, this exceptional center hall Colonial offers timeless character, beautiful mountain views, and an abundance of space. The welcoming entrance is accented by exquisite English stained glass, with wood floors flowing throughout the home. Five bedrooms and 3.5 baths provide room for family and guests, while grand living and dining rooms are perfect for

  Amanda Kmetz ROBERTS & ASSOC. REALTY, INC

  86 Crofut St, Pittsfield, MA 01201
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  /29

  $109,900

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

  167 Daniels Ave, Pittsfield, MA 01201

  Maureen DeRito Landmark REO Inc.

  167 Daniels Ave, Pittsfield, MA 01201
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  /29

  $289,900

  • 6 Beds
  • 2 Baths
  • 2,060 Sq Ft

  38 Grove St, Pittsfield, MA 01201

  Two-family flat ideally located and offering an excellent opportunity for investors. Each apartment features 3 bedrooms and separate utilities. The property is serviced by public water and sewer and includes two electric meters, two boilers, and two hot water heaters, with natural gas heating and hot water.The first-floor unit features a newer kitchen.The second-floor unit offers an

  Jose Larios Lamacchia Realty, Inc. - Dalton

  38 Grove St, Pittsfield, MA 01201
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  /22

  $199,000

  • 1 Bed
  • 1 Bath
  • 800 Sq Ft

  260 Pittsfield Rd Unit A05, Lenox, MA 01240

  Enjoy effortless living in this beautifully renovated, move-in ready condo, perfectly situated between the vibrant energy of Pittsfield and the charm of Lenox center.This one-bedroom condo features brand new carpeting, generous closet space, and a modern kitchen with newer cabinetry and an updated bathroom. Natural light fills the living space, where sliding glass doors lead you to a private

  Molly Gillon COMPASS MASSACHUSETTS , LLC GB

  260 Pittsfield Rd Unit A05, Lenox, MA 01240
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  /8

  $1,900

  • 1 Bed
  • 1 Bath
  • 1,000 Sq Ft

  55 Crystal St Unit 4, Lenox, MA 01240

  Spacious first-floor one-bedroom, one-bath apartment at 55 Crystal St in Lenoxdale. This unit features a large open-concept living, dining, and kitchen area with plenty of natural light and stainless steel appliances. The generously sized bedroom offers ample closet space, and the full bathroom includes a tub/shower. Heat is included in the rent, helping keep monthly expenses predictable. The

  Christian Garner NOCHER REALTY

  55 Crystal St Unit 4, Lenox, MA 01240
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  /21

  $249,000

  Open Sat 10AM - 11:30PM

  • 2 Beds
  • 1 Bath
  • 1,144 Sq Ft

  21 Terrace Ave, Pittsfield, MA 01201

  Welcome to this cozy and well-maintained 2-bedroom, 1-bath Colonial, offering classic charm and a warm, inviting feel. A welcoming front porch, cute backyard, and meticulously landscaped grounds add to the home's wonderful curb appeal.Inside, the home has been lovingly cared for and is in very good condition, with a few cosmetic updates offering an opportunity to bring it into your preferred

  Tracy Munger KEMPF-VANDERBURGH REALTY CONSULTANTS, INC.

  21 Terrace Ave, Pittsfield, MA 01201
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  /20

  $199,000

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

  39 Hull Ave, Pittsfield, MA 01201

  Conveniently located near downtown Pittsfield, this home sits on .14 acres with a backyard for entertaining and garage for storage. The first floor offers a living room, dining room, kitchen, bathroom, and a flexible space with many possibilities. Upstairs are 3 bedrooms, a full bathroom, and a walk-up attic. The walk-out basement provides additional potential. Major updates include cellulose

  Patricia Molina CENTURY 21 NORTHEAST

  39 Hull Ave, Pittsfield, MA 01201
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  /49

  $365,000

  • 2 Beds
  • 2 Baths
  • 1,458 Sq Ft

  136 Cadwell Rd, Pittsfield, MA 01201

  Well-updated split-level ranch offering plenty of space inside and out! Updated kitchen features granite countertops, newer cabinetry, tile flooring and stainless appliances. Hardwood floors flow through much of the main level. The primary bedroom offers a slider to the elevated 10x42 wood deck overlooking the fenced backyard. Main-level full bath features a double vanity and tiled tub/shower.

  Aimee Kelly eXp REALTY

  136 Cadwell Rd, Pittsfield, MA 01201
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  /30

  $279,900

  • 5 Beds
  • 2 Baths
  • 1,933 Sq Ft

  77 Onota St, Pittsfield, MA 01201

  Step into the timeless elegance of this turn-of-the-century Victorian, where historic charm and modern comfort come together beautifully. Original architectural details create a warm and inviting atmosphere throughout, including soaring 9-foot ceilings, intricate crown molding, gleaming hardwood floors, and beautifully crafted built-ins. Spacious, light-filled rooms offer plenty of room to

  Audrey Matys BERKSHIRE LISTINGS

  77 Onota St, Pittsfield, MA 01201
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  /34

  $289,900

  $30K PRICE DROP Pre-Foreclosure

  • 3 Beds
  • 1.5 Baths
  • 1,566 Sq Ft

  73 Plymouth St, Pittsfield, MA 01201

  Recently off market for needed maintenance on the exterior siding and landscaping, this home is now a must-see! Colonial style home is bright and airy featuring windows that invite abundant natural sunlight into every room. The main level offers a easy flow between the inviting living spaces and a convenient half-bath, while the second floor hosts three generous bedrooms and a full bath.A walk-up

  Jason Nocher NOCHER REALTY

  73 Plymouth St, Pittsfield, MA 01201
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  /53

  $357,900

  $28K PRICE INCREASE

  • 3 Beds
  • 1.5 Baths
  • 2,061 Sq Ft

  240 Kirchner Rd, Dalton, MA 01226

  Imagine sipping your morning coffee looking out at your own backyard pond, then heading out to hike local Berkshire trails--all while being minutes from local grocery stores and shopping. This 3-bedroom, 1.5-bathroom log cabin is situated on a highly desirable Dalton road and is packed with character. It features an accommodating horseshoe driveway and a 2-car garage. If you've been looking for a

  Jason Nocher NOCHER REALTY

  240 Kirchner Rd, Dalton, MA 01226
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  /10

  $189,000

  $10K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 1,493 Sq Ft

  23 Walnut St, Pittsfield, MA 01201

  Opportunity awaits with this home offering approximately 1,493 square feet of living space on a generous 12,807 sq. ft. lot. This property presents a great starter-home opportunity with solid bones and plenty of potential for updates and personalization. The spacious lot provides ample room for outdoor enjoyment and future improvements. With some TLC, this home offers an excellent opportunity to

  Derek Greene The Greene Realty Group

  23 Walnut St, Pittsfield, MA 01201
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  /31

  $349,900

  • 3 Beds
  • 2 Baths
  • 1,418 Sq Ft

  225 Brown St, Pittsfield, MA 01201

  Raised ranch with two-car garage, located on a double lot with almost half an acre of land. The main level features 3 bedrooms, full bathroom, living room and kitchen with dining area, with slider opening to deck which was recently painted. The finished lower level offers family room with sliders to the backyard. In addition to the hot water baseboard, this family room also features a pellet

  Maria Liccardi KEMPF-VANDERBURGH REALTY CONSULTANTS, INC.

  225 Brown St, Pittsfield, MA 01201
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  /44

  $595,000

  • 3 Beds
  • 2 Baths
  • 2,217 Sq Ft

  139 Mountain Dr, Pittsfield, MA 01201

  Situated on highly desirable Mountain Drive, this expanded 3-bedroom, 2-bath Cape delivers classic Berkshire charm, thoughtful updates, and flexible living spaces. Step inside from the welcoming front porch into an inviting layout featuring hardwood floors and abundant natural light. The spacious living room is anchored by a wood-burning fireplace flanked by custom built-ins, flowing into the

  Tony Segalla WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  139 Mountain Dr, Pittsfield, MA 01201
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  /52

  $515,000

  • 3 Beds
  • 3.5 Baths
  • 3,275 Sq Ft

  53 Greenings Ave, Pittsfield, MA 01201

  Set within one of Southeast Pittsfield's most desirable neighborhood settings, 53 Greenings offers an exceptional blend of privacy, space, and effortless everyday living. Set on a beautifully landscaped 1.07-acre double lot, this spacious ranch style residence feels wonderfully secluded while remaining connected to the conveniences and amenities of the surrounding community. Mature landscaping,

  

  Nick Geranios

  WILLIAM PITT SOTHEBY'S - LENOX

  53 Greenings Ave, Pittsfield, MA 01201
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  /25

  $354,900

  • 3 Beds
  • 1 Bath
  • 1,224 Sq Ft

  62 Easton Ave, Pittsfield, MA 01201

  Welcome home to this beautifully updated 3-bedroom, 1-bath home in a great neighborhood close to the local school! The first-floor bedroom and bathroom offer convenient one-level living, while the recently renovated kitchen with marble backsplash, quartz counter tops and shaker cabinets provide a fresh, modern feel. Numerous updates throughout make this home move-in ready. Enjoy the spacious

  Andrew Manns Lamacchia Realty, Inc. - Dalton

  62 Easton Ave, Pittsfield, MA 01201
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  /43

  $699,000

  $51K PRICE DROP

  • 3 Beds
  • 3 Baths
  • 3,159 Sq Ft

  208 Karen Dr, Pittsfield, MA 01201

  Charming open-concept Ranch includes a separate abutting building lot in the heart of the Berkshires on a quiet non-through street! This beautiful, move-in ready Ranch offers 1,959 sq ft of bright, inviting living space on the main level. Finished 1159 sq ft basement with full bath adds extra space, perfect for a game room, holiday gatherings. The dining area connects to a large kitchen with

  Susan Calkins STONE HOUSE PROPERTIES, LLC

  208 Karen Dr, Pittsfield, MA 01201
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  /53

  $679,900

  • 4 Beds
  • 3.5 Baths
  • 2,682 Sq Ft

  16 Juliana Dr, Pittsfield, MA 01201

  Welcome to this spacious and beautifully renovated 4 bedroom home in desirable Southeast neighborhood. With 3 full bathrooms and 1 half bath, this home provides plenty of room for family and guests. The open floor plan creates an inviting flow between the generously sized living spaces, while the renovated interior offers a fresh, modern feel. The impressive primary suite features a walk-in

  Robin Moore 413 REAL ESTATE

  16 Juliana Dr, Pittsfield, MA 01201
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  /45

  $575,000

  $25K PRICE DROP

  • 3 Beds
  • 1 Bath
  • 1,600 Sq Ft

  24 Brunell Ave, Lenox, MA 01240

  Location, location, location! Ideally situated within easy walking distance of the village, elementary school, and Tanglewood, this charming ranch offers comfortable single-level living in a quiet, desirable neighborhood. The large, level and semi-private backyard provides plenty of room to relax, entertain, garden, or enjoy the above-ground pool. Inside, the home features a spacious open living

  Melissa Dimassimo STONE HOUSE PROPERTIES, LLC

  24 Brunell Ave, Lenox, MA 01240
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  /6

  $410,000

  • 4 Beds
  • 4 Baths
  • 2,674 Sq Ft

  450 South St, Pittsfield, MA 01201

  UNIQUE OPPORTUNITY TO HAVE A SPACIOUS FAMILY HOME WITH HIGH VISIBILITY FOR A HOME OFFICE OR BUSINESS. THOUSANDS OF VEHICLES WILL SEE YOUR BUSINESS SIGN AND YOUR OFFICE WILL HAVE A PRIVATE ENTRANCE. PERFECT FOR SOMEONE IN THE TRADES, IE;CONTRACTOR, PLUMBER, ELECTRICIAN AND ALSO PROVIDING A LARGE FAMILY LIVING SPACE WITH A PRIVATE BACK YARD. COME SEE FOR YOURSELF.

  Allen Bassen

  BERKSHIRE HOMES AND CONDOS

  450 South St, Pittsfield, MA 01201
• 

  

  /23

  $79,900

  $10K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 825 Sq Ft

  405 Pittsfield Rd Unit Lot F2, Lenox, MA 01240

  Totally renovated and move-in ready mobile home in Lenox! This 2-bedroom home is located on a quiet dead-end street in the Berkshire Mobile Park and offers a nice deck along with an ample side yard to enjoy. Shed in the back needs some repairs to the roof.

  Tanya Shepardson Lamacchia Realty, Inc. - Dalton

  405 Pittsfield Rd Unit Lot F2, Lenox, MA 01240
• 

  

  /23

  $209,900

  $10K PRICE DROP

  • 2 Beds
  • 1.5 Baths
  • 866 Sq Ft

  139 2nd St, Pittsfield, MA 01201

  The home just passed an FHA appraisal and appraised over the asking price! This renovated home offers two bedrooms and two bathrooms. The first floor features an enclosed front porch, living room, foyer, full bathroom, laundry room and updated kitchen with new quartz countertops and stainless appliances. Upstairs you will find two bedrooms and half bathroom. Both of the bathrooms have been

  Maria Liccardi KEMPF-VANDERBURGH REALTY CONSULTANTS, INC.

  139 2nd St, Pittsfield, MA 01201
• 

  

  /25

  $159,900

  $20K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 1,008 Sq Ft

  120 Danforth Ave, Pittsfield, MA 01201

  Looking for an affordable home? This 2 bedroom home is move in ready. Freshly painted, new flooring, in the kitchen and bath. It has an eat in kitchen with laundry off the kitchen. Dining room and livingroom complete the first floor. 2 bedrooms with newly installed carpet on the 2cnd floor. There is an extra room upstairs that can be used as a play room, office or extra storage.

  Janet Benoit MOCKINGBIRD REAL ESTATE

  120 Danforth Ave, Pittsfield, MA 01201

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