Pittsfield, MA Homes for Sale

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  /20

  $249,900

  • 2 Beds
  • 1 Bath
  • 1,200 Sq Ft

  1 Colt Rd Unit 2, Pittsfield, MA 01201

  Enjoy easy, low-maintenance living in this charming 2-bedroom, 1-bathroom main-level condo that includes a freestanding garage. Perfectly located just moments from downtown Pittsfield, this home offers the ideal blend of comfort and convenience.Step inside to a bright, open living space with single-level access throughout. The kitchen and living areas flow seamlessly, making everyday living and

  Maggie Gavin WILLIAM PITT SOTHEBY'S - LENOX

  1 Colt Rd Unit 2, Pittsfield, MA 01201
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  /44

  $445,900

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

  133 Pomeroy Ave, Pittsfield, MA 01201

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

  Cheryl Wendling BERKSHIRE HATHAWAY HOMESERVICES REALTY PROFESSIONALS-WESTFIELD

  133 Pomeroy Ave, Pittsfield, MA 01201
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  /6

  $40,000

  • Land
  • 1.06 Acres
  • $37,736 per Acre

  Lot 42 Old Farm Ln, Pittsfield, MA 01201

  This is the lot you've been looking for! Over one acre in the wonderful Woodmonte Estates community. Located in West Pittsfield, you'll have easy access to all of the natural and cultural activities that the Berkshires has to offer. Get started on your dream home today!

  Josh Conant COHEN & WHITE ASSOCIATES

  Lot 42 Old Farm Ln, Pittsfield, MA 01201
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  /5

  $179,900

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

  24 Glenwood Ave, Pittsfield, MA 01201

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

  John Dill Colebrook Realty Services, Inc.

  24 Glenwood Ave, Pittsfield, MA 01201
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  /58

  $329,900

  • 5 Beds
  • 5 Baths
  • 2,976 Sq Ft

  41 Reed St, Pittsfield, MA 01201

  Spacious two family flat with great parking area and fabulous location, in proximity to bank, stores, restaurants and more downtown attractions! This home was recently renovated with improvements that include brand new natural gas high efficiency heating systems, painting and more! There are vinyl replacement windows throughout the building, and city water and sewer. The large upstairs features 3

  Maria Liccardi KEMPF-VANDERBURGH REALTY CONSULTANTS, INC.

  41 Reed St, Pittsfield, MA 01201
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  /2

  $269,900

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

  42 John St, Pittsfield, MA 01201

  Investment Property Priced to Sell! This 2 family flat offers 4 bedrooms in each unit, vinyl siding, replacement windows, in unit laundry and separate utilities paid by tenants. Plenty of parking, private yard and right next to the park make this a lucrative addition to any investment portfolio. Both units were completely updated in 2022. Unit #44 has a certificate of lead compliance.

  Brenda Durant KEMPF-VANDERBURGH REALTY CONSULTANTS, INC.

  42 John St, Pittsfield, MA 01201
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  /2

  $10,000

  • Land
  • 0.28 Acre
  • $36,232 per Acre

  0 Beacon Ave, Pittsfield, MA 01201

  Two Land parcels located in Pittsfield within the Pittsfield School District. Zoned R-12, wetlands. Situated in an established area of the municipality. land is offered as-is.

  Alex King Lock and Key Realty, Inc

  0 Beacon Ave, Pittsfield, MA 01201
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  /29

  $279,900

  • 2 Beds
  • 1 Bath
  • 1,060 Sq Ft

  60 Churchill Crest, Pittsfield, MA 01201

  Welcome to Modern One Level Easy Living at Churchill Crest Condominiums. This unique offering has been meticulously updated and finished with new and improved features in each room. Enter spacious living room with expansive newer slider framing front to back views. Bousquet mountain out front and to rear see the rear patio, privacy, woods and beautiful custom landscape that has evolved from over

  Tonia Scalise WILLIAM PITT SOTHEBY'S - LENOX

  60 Churchill Crest, Pittsfield, MA 01201
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  /34

  $374,900

  • 3 Beds
  • 2 Baths
  • 1,544 Sq Ft

  46 Lucille St, Pittsfield, MA 01201

  Inviting cape style home nestled between two of the Berkshires' most beautiful lakes- Pontoosuc and Onota set for outdoor water adventures and be surprised at home with an abundance of family spaces. Don't miss the oversized side yard a possible extra building lot (verification by buyer) for the accessory building, garage or second home. This home has three full levels of living offers

  Tonia Scalise WILLIAM PITT SOTHEBY'S - LENOX

  46 Lucille St, Pittsfield, MA 01201
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  /41

  $314,900

  • 6 Beds
  • 3 Baths
  • 3,366 Sq Ft

  151 Onota St, Pittsfield, MA 01201

  First Bulk showings/open house 6/13/25 11-12:30! Welcome to this fully rented professionally managed 3-family investment opportunity at 151 Onota St in Pittsfield! Each spacious unit features 2 bedrooms and 1 bathroom, offering excellent rental income potential. The second and third floors are occupied by long-term tenants, while the first floor welcomed new tenants as of June 1st. Don’t miss

  Michael Johnson Lock and Key Realty Inc.

  151 Onota St, Pittsfield, MA 01201
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  /45

  $399,900

  • 3 Beds
  • 2 Baths
  • 2,191 Sq Ft

  386 Cheshire Rd, Pittsfield, MA 01201

  Step into this beautifully renovated home, where natural sunlight fills spacious, oversized rooms, creating a warm and inviting atmosphere. Every detail has been thoughtfully updated, showcasing a fresh, modern aesthetic complemented by brand-new appliances. The expansive primary bedroom features two closets, with one large enough to serve as a nursery or home office, complete with two windows

  Debra Goddeau ASHMERE REALTY, INC.

  386 Cheshire Rd, Pittsfield, MA 01201
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  /2

  $20,000

  • Land
  • 0.25 Acre
  • $80,000 per Acre

  LOT 20 Plunkett St, Pittsfield, MA 01201

  This Residential Building lot is conveniently located within walking distance to stores, restaraunts, banks, parks, and public transportation. Lot Dimensions: 65.88' x 165'. Priced below current assessed value! Bring your vision to life in this centrally located lot!

  Mary Jane Dunlop BISHOP WEST REAL ESTATE

  LOT 20 Plunkett St, Pittsfield, MA 01201
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  /17

  $204,900

  • 4 Beds
  • 2 Baths
  • 1,496 Sq Ft

  25 Ashley St, Pittsfield, MA 01201

  Nestled in a quiet, well-established neighborhood, this dated yet full of character property offers the perfect canvas for those with vision and creativity. While the home has maintained its original charm, it presents an exciting opportunity to modernize and make it your own.The floor plan features architectural details that can be restored or updated to suit your personal style. With some TLC

  Timothy Disilva SUMMIT REALTY

  25 Ashley St, Pittsfield, MA 01201
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  /5

  $39,000

  • Land
  • 0.41 Acre
  • $95,120 per Acre

  33 Circular Ave, Pittsfield, MA 01201

  Building lot that is well located and cleared in downtown Pittsfield. City lot is 0.41 acres, approved for building Single Family or Multi-Family up to 4 units and fits within the Multi-Family Residential zone (R-M). Walk-able and close to all amenities including restaurants, grocery stores, shops and public transportation. Water, sewer and gas available on the street. Proximity to the region's

  Cory Evangelisto NOCHER REALTY

  33 Circular Ave, Pittsfield, MA 01201
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  /42

  $289,900

  • 3 Beds
  • 2 Baths
  • 1,026 Sq Ft

  11 Mcallister St, Pittsfield, MA 01201

  Welcome to this super cute and spacious 3-bed, 2-bath home nestled in desirable neighborhood. Inviting layout and thoughtful updates throughout. This home perfectly balances modern comfort and classic charm. Remodeled kitchen features stylish cabinetry, stainless steel appliances, a sleek tile backsplash, and marble-look countertops. Open dining area with built-ins connects seamlessly to the

  Marc Bellora LAMACCHIA REALTY, INC

  11 Mcallister St, Pittsfield, MA 01201
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  /26

  $145,000

  • 3 Beds
  • 1 Bath
  • 1,056 Sq Ft

  64 King St, Pittsfield, MA 01201

  This 3-bedroom, 1-bath home with a detached garage offers great potential and a convenient in-town location. Featuring a solid layout and classic floor plan, it's an excellent opportunity for buyers looking to update, customize, or invest for instant equity. The home needs cosmetic improvements, and the garage, basement, and parts of the interior contain personal property that will remain.

  Gabriela Dearstyne BISHOP WEST REAL ESTATE

  64 King St, Pittsfield, MA 01201
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  /48

  $525,000

  • 4 Beds
  • 2.5 Baths
  • 2,430 Sq Ft

  17 Kittredge Rd, Pittsfield, MA 01201

  This well-cared-for colonial home has been cherished by the same owners for over seven decades and is ready to welcome its next chapter. The first floor offers a spacious layout with a large kitchen, dining room with access to a seasonal porch, a living room featuring a wood-burning fireplace, a family room with half bath, and a four-season sunroom surrounded by windows overlooking the

  Maggie Gavin WILLIAM PITT SOTHEBY'S - LENOX

  17 Kittredge Rd, Pittsfield, MA 01201
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  /57

  $699,900

  • 4 Beds
  • 2 Baths
  • 2,662 Sq Ft

  551 Tamarack Rd, Pittsfield, MA 01201

  Welcome to 551 Tamarack Road! A beautifully updated and maintained Cape-style home, nestled on 1.28 acres in picturesque Pittsfield, MA!This charming 4-bedroom,2-bath residence boasts a perfect blend of modern amenities and classic charm. Step inside to discover a spacious, light-filled living area, ideal for gatherings and relaxation.The eat in kitchen features contemporary finishes and ample

  Doug Collins LAMACCHIA REALTY, INC

  551 Tamarack Rd, Pittsfield, MA 01201
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  /51

  $389,900

  • 3 Beds
  • 2 Baths
  • 1,510 Sq Ft

  171 Pine Grove Dr, Pittsfield, MA 01201

  Charming 3-bedroom, 2-full-bath Cape nestled in a premier location! This well-maintained home offers a full dormer, a spacious sun-filled kitchen with generous cabinet and counter space, and gleaming hardwood floors throughout. The large primary bedroom provides plenty of comfort and versatility. Enjoy added living space in the semi-finished basement--perfect for a playroom, home office, or gym.

  Michele Purcell LAMACCHIA REALTY, INC

  171 Pine Grove Dr, Pittsfield, MA 01201
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  /31

  $599,000

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

  4 Filomena Dr, Pittsfield, MA 01201

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

  Joseph Jennings SIGNATURE ASSOCIATES

  4 Filomena Dr, Pittsfield, MA 01201
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  /9

  $250,800

  • 1 Bed
  • 1 Bath
  • 1,200 Sq Ft

  71 S Church St Unit S102, Pittsfield, MA 01201

  Live in a stylish renovation of an important historical building. Spacious rooms with high ceilings, exposed beams but up to date amenities. High quality fixtures and fittings. Walk in closet. In unit washer, dryer and storage. Sunny southern exposure. Building has natural gas heating, high tech a/c. Roof deck with great views of Pittsfield and a well appointed gym. Must be seen.

  Martha Piper THE KINDERHOOK GROUP

  71 S Church St Unit S102, Pittsfield, MA 01201
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  /37

  $284,900

  • 3 Beds
  • 1.5 Baths
  • 1,320 Sq Ft

  20 Greenway St, Pittsfield, MA 01201

  Recently Renovated West End Home! Tucked away on a quiet dead-end street in Pittsfield's desirable West End, this charming 3-bedroom, 1.5-bath home has been beautifully updated and is ready to move right in. Updates include refinished hardwood floors, fresh interior paint, a fully updated kitchen and baths, and all new appliances. The home has been completely rewired, features a newer boiler, and

  Michele Purcell Lamacchia Realty, Inc.

  20 Greenway St, Pittsfield, MA 01201
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  /42

  $349,900

  • 5 Beds
  • 2.5 Baths
  • 3,030 Sq Ft

  145 Bartlett Ave, Pittsfield, MA 01201

  This beautiful home offers over 3000 feet of living space. Built in 1907 it's a perfect blend of traditional character and modern comfort. Beautiful hardwood floors and elegant crown molding Inside, you'll find five spacious bedrooms and two and a half baths. Two bedrooms on the first floor and three on the second. The large kitchen features an oversized refrigerator, gas stove, and ample space

  Lori Mickle LAMACCHIA REALTY, INC

  145 Bartlett Ave, Pittsfield, MA 01201
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  /35

  $345,000

  • 6 Beds
  • 3 Baths
  • 2,892 Sq Ft

  22 Copley Terrace, Pittsfield, MA 01201

  This inviting Colonial offers six bedrooms and three full bathrooms in a prime location near downtown Pittsfield, schools, restaurants, and all the cultural and recreational attractions the Berkshires have to offer.The first floor features a spacious kitchen, formal dining room, comfortable living room, laundry area, bonus room, and a full bath. The second floor includes four bedrooms and another

  Jose Larios LAMACCHIA REALTY, INC

  22 Copley Terrace, Pittsfield, MA 01201
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  /8

  $249,900

  • 2 Beds
  • 2 Baths
  • 1,560 Sq Ft

  13 Goodrich St, Pittsfield, MA 01201

  2 family with brand new gas on demand heat baseboard on first floor

  Scott Higuera 413 REAL ESTATE

  13 Goodrich St, Pittsfield, MA 01201
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  /31

  $379,000

  • 3 Beds
  • 2 Baths
  • 1,826 Sq Ft

  82 Quirico Dr, Pittsfield, MA 01201

  Home for the holidays. Well maintained, move in ready 3-bedroom, 2 bath cape home in a desirable southeast section of Pittsfield. Close to the Lenox border, Tanglewood, shopping centers, Bousquet Ski Area and Bousquet Sport. Gas heating system, living room fireplace, first floor bedroom and oversized garage. Wood floors throughout, finished basement room with room for a workshop. Well-kept yard

  Anthony Riello LAMACCHIA REALTY, INC

  82 Quirico Dr, Pittsfield, MA 01201
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  /13

  $50,000

  • Land
  • 1 Acre
  • $50,000 per Acre

  Lot 43 Westbrook Terrace, Pittsfield, MA 01201

  Welcome to Lot 43 at the corner of Westbrook Terrace and Old Farm Lane, a prime ready-to-build homesite in one of Pittsfield's most desirable neighborhoods. This one acre lot offers the perfect blend of nature, community, and convenience. With infrastructure already in place--including sidewalks, sewer, water, natural gas, and underground electric--your vision can take shape with ease.A

  Tracy Crawford COMPASS MASSACHUSETTS , LLC GB

  Lot 43 Westbrook Terrace, Pittsfield, MA 01201
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  /17

  $129,000

  • 3 Beds
  • 2 Baths
  • 720 Sq Ft

  1 Lakewood Dr, Pittsfield, MA 01201

  Start the new year off right with this newly remodeled 3 bedroom 1 and 3/4 bath home. Large living room with vaulted ceilings, large open eat in kitchen, with laundry conveniently located off the kitchen. Primary bedroom has a newly remodeled 3/4 bath. There is an added utility room with closets and built ins for added storage. Shed on property.

  Janet Benoit MOCKINGBIRD REAL ESTATE

  1 Lakewood Dr, Pittsfield, MA 01201
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  /21

  $220,000

  • 2 Beds
  • 1 Bath
  • 1,140 Sq Ft

  41 Highland Ave, Pittsfield, MA 01201

  Sweet home in a desirable neighborhood minutes away from both Onota and Pontoosuc lakes. This corner lot 2 bed, 1 bath home is ready for it's new chapter. The home offers a spacious primary bedroom, eat-in-kitchen, dining area, and living room with sliding glass doors that lead out to a deck overlooking the playground across the street (Mcallister St.). Relax under the grape vine covered pergola,

  Melissa Dimassimo STONE HOUSE PROPERTIES, LLC

  41 Highland Ave, Pittsfield, MA 01201
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  /44

  $470,000

  • 2 Beds
  • 2.5 Baths
  • 1,814 Sq Ft

  35 Chapman Rd, Pittsfield, MA 01201

  A charming 1900's farmhouse, thoughtfully renovated for modern living, just over the Lenox line in Pittsfield. Set on 1 acre with sweeping views of the Berkshire Hills, the property also includes a two-car garage, workshop, and small horse barn. Relax in the shaded garden nook beneath the pergola, or enjoy the eat-in kitchen at the back of the home with views of fields and hills. Includes a full

  Tanya LeRose THE KINDERHOOK GROUP

  35 Chapman Rd, Pittsfield, MA 01201
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  /41

  $392,000

  • 3 Beds
  • 1.5 Baths
  • 2,184 Sq Ft

  68 Howe Rd, Pittsfield, MA 01201

  JUST REDUCED.....Step into this bright and sunny newly renovated 3 bedroom 1 1/2 bath home. From the moment you walk in, you will notice the new kitchen, bathroom and fresh paint. There is a large finished basement ideal for family room, workout room, or playroom. Add 2 other rooms in the lower level complete with laundry and 1/2 bath. Walk onto the deck from the dining area and enjoy the privacy

  Janet Benoit MOCKINGBIRD REAL ESTATE

  68 Howe Rd, Pittsfield, MA 01201
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  /2

  $105,900

  • 4 Beds
  • 3 Baths
  • 1,933 Sq Ft

  252 Wahconah St, Pittsfield, MA 01201

  The front unit has been fully gutted and is primed for renovation. The property is being sold AS IS - WHERE IS, with no representations or warranties. Please allow additional time for responses to offers. All submissions must be accompanied by a pre-approval letter or proof of funds. No modifications to the addendum will be permitted. The buyer is responsible for obtaining the smoke certificate

  Gitania da Silva Dell Realty Inc.

  252 Wahconah St, Pittsfield, MA 01201
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  /6

  $69,900

  • Land
  • 0.29 Acre
  • $241,042 per Acre

  0 Faucett Ln, Pittsfield, MA 01201

  Build your dream home in one of Pittsfield's most desirable neighborhoods. This .29-acre lot offers a rare combination of privacy and community, backing up to Association Land--so you'll never have neighbors behind you. Enjoy a quiet, residential setting with nearby access to parks, golf courses, and the country club. This is a great opportunity to build in a well-established area that offers

  Lori Rose STONE HOUSE PROPERTIES, LLC

  0 Faucett Ln, Pittsfield, MA 01201
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  /33

  $1,349,000

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

  61 Tor Ct, Pittsfield, MA 01201

  Easy living Ranch home on beautiful Onota Lake. Fantastic views of the Lake and Distant Berkshire Hills. Enjoy westerly sunset views from your expansive, manicured lawn and almost every room in the house. A quiet setting with comparable homes and easy access to all the Berkshires has to offer. Needs a little TLC, but well worth it for this sought after location and lifestyle. Hardwood floors

  Allen Bassen BERKSHIRE HOMES AND CONDOS

  61 Tor Ct, Pittsfield, MA 01201
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  /29

  $189,000

  • 4 Beds
  • 2 Baths
  • 2,242 Sq Ft

  33 Adam St, Pittsfield, MA 01201

  Investment Opportunity in Pittsfield! Welcome to 33 Adam Street, a spacious 4-bedroom, 2-bath duplex offering excellent income potential for investors or owner-occupants alike. Each unit features comfortable layouts with ample living space and an enclosed backyard, making it attractive to long-term tenants. The property sits in a convenient in-town location, close to shops, restaurants, parks,

  Anne-Marie Glogowski Rydon Realty, LLC

  33 Adam St, Pittsfield, MA 01201
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  /47

  $349,900

  • 5 Beds
  • 2 Baths
  • 2,120 Sq Ft

  127 Gamwell Ave, Pittsfield, MA 01201

  Tucked away at the end of a quiet cul-de-sac, this spacious five bedroom, two bathroom home offers 2,020 square feet of living space along with additional space in the basement. As you enter the home, you will notice hardwood floors throughout the main level that features three of the bedrooms, laundry, and one full bathroom. The bright living area flows easily into the dining room that connects

  Cory Evangelisto NOCHER REALTY

  127 Gamwell Ave, Pittsfield, MA 01201
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  /22

  $430,000

  • 3 Beds
  • 1 Bath
  • 1,380 Sq Ft

  51 Anita Dr, Pittsfield, MA 01201

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

  Lynn Raleigh NON-MEMBER / RECIPROCAL

  51 Anita Dr, Pittsfield, MA 01201
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  /34

  $289,900

  • 3 Beds
  • 1.5 Baths
  • 1,246 Sq Ft

  123 Broadview Terrace, Pittsfield, MA 01201

  Welcome home! This beautifully renovated 2-story Colonial is offering modern comfort and timeless charm. Enjoy a brand-new gourmet kitchen with a spacious, functional layout and all new appliances, opening to a great-size dining room with sliding doors to the back deck--perfect for entertaining. The first floor features a convenient half bath with laundry, a mudroom off the kitchen and a spacious

  Andreea Duta BISHOP WEST REAL ESTATE

  123 Broadview Terrace, Pittsfield, MA 01201
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  /7

  $99,000

  • Land
  • 1.61 Acres
  • $61,490 per Acre

  497 Gale Ave, Pittsfield, MA 01201

  Nestled at the end of a quiet, dead-end road, this beautiful lot offers the perfect blend of privacy, pastoral charm and convenience. Enjoy sweeping views of the mountains and farmland, with neighboring pastures providing a tranquil, open feel. The lot has been thoughtfully prepared with many improvements already in place -- including a private well, septic design, wetlands delineation, and

  Tammy Christen BISHOP WEST REAL ESTATE

  497 Gale Ave, Pittsfield, MA 01201
• 

  

  /45

  $599,900

  • 3 Beds
  • 1.5 Baths
  • 2,044 Sq Ft

  1136 Barker Rd Unit 18, Pittsfield, MA 01201

  Welcome to South Pond Farm Condominiums, a serene waterfront community nestled on the shores of Richmond Pond. This beautifully maintained residence offers effortless living with the perfect blend of privacy, comfort, and natural beauty.Enjoy woodland views, an inviting interior, and access to exclusive community amenities -- including a private beach, tennis, pool, and walking trails. Whether

  Paula McLean PAULA MCLEAN REALTORS INC.

  1136 Barker Rd Unit 18, Pittsfield, MA 01201

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