Homes for Sale near Theodore Herberg Middle School

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  /24

  $321,900

  • 3 Beds
  • 1.5 Baths
  • 1,600 Sq Ft

  171 Harryel St, Pittsfield, MA 01201

  Welcome to 171 Harryel St in Pittsfield, MA! This well-maintained 3-bedroom, 1-bath home offers a spacious living area, hardwood floors, and a bright eat-in kitchen. Basement boasts a finished room perfect for entertainingly. Enjoy the private backyard--great for outdoor activities or relaxing. Located on a quiet street with convenient access to parks, shops, and downtown amenities. A great

  

  John Ciepiela

  BISHOP WEST REAL ESTATE

  (413) 331-7090

  171 Harryel St, Pittsfield, MA 01201
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  /45

  $399,999

  • 4 Beds
  • 2 Baths
  • 1,470 Sq Ft

  100 Elaine Dr, Pittsfield, MA 01201

  Welcome to this beautifully maintained ranch offering the perfect blend of comfort, style and functionality. This move in ready home features 4 bedrooms , 2 full baths and a finished basement. Step inside to find wood floors, a warm and inviting layout with plenty of natural lightening. The kitchen opens to the dinning area. Outside enjoy a lovely front porch for morning coffee, in the backyard

  

  Kellie Perrault

  KEMPF-VANDERBURGH REALTY CONSULTANTS, INC.

  (413) 422-6204

  100 Elaine Dr, Pittsfield, MA 01201
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  /43

  $360,000

  • 3 Beds
  • 2 Baths
  • 1,120 Sq Ft

  612 E New Lenox Rd, Pittsfield, MA 01201

  Welcome to this move in ready embankment ranch in a desirable southeast neighborhood! This home has been loved by one family for the last 50 years, and is now ready to host a new family! Come see the beautiful hardwood floors in the large living room and all 3 bedrooms. Two of the bedrooms have large cedar-lined closets. The eat-in kitchen has ample cabinet space with easy access to the attached

  Juli Kowach LAMACCHIA REALTY, INC

  612 E New Lenox Rd, Pittsfield, MA 01201
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  /24

  $419,900

  • 4 Beds
  • 2.5 Baths
  • 1,744 Sq Ft

  31 Eric Dr, Pittsfield, MA 01201

  Beautiful views and move-in condition! This home has a new kitchen with SS appliances, stone countertops, tile back splashes and slider to the 2 tiered deck overlooking Noble farm fields. Relax and take in nature's beauty! There are all new floors, interior and exterior paint, and extreme low temp high efficiency heat pump/Air conditioning. Updated 2.5 bathrooms and a 2 car garage make this home

  Tim Hart HART REALTY

  31 Eric Dr, Pittsfield, MA 01201
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  /45

  $569,000 Open Sat 10AM - 12PM

  • 5 Beds
  • 2.5 Baths
  • 2,907 Sq Ft

  57 Palomino Dr, Pittsfield, MA 01201

  Light, bright, and beautifully updated home in one of southeast Pittsfield's most sought-after neighborhoods. Recent renovations: gleaming wood floors, quartz countertops, bathroom updates and a new roof. The spacious floor plan offers five bedrooms, 2.5 baths, including a lovely en-suite primary. The large kitchen with brand-new stainless-steel appliances flows seamlessly into a charming dining

  Mauren White-Kirkby BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

  57 Palomino Dr, 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

  $379,000 Open Sat 10:30AM - 12PM

  • 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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  /62

  $549,000

  • 4 Beds
  • 4 Baths
  • 3,008 Sq Ft

  100 Northumberland Rd, Pittsfield, MA 01201

  Welcome to 100 Northumberland Road - Storybook Berkshire Retreat where timeless charm meets exceptional space and possibility. Located in south east Pittsfield this home sits on .44 acres offering an inviting blend of elegance, comfort & room to grow. Inside, generous living spaces, sun filled rooms, rich architectural details and thoughtful updates create an environment perfect for both everyday

  Laura Arseneau PAULA MCLEAN REALTORS INC.

  100 Northumberland Rd, Pittsfield, MA 01201
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  /48

  $469,000

  • 4 Beds
  • 4 Baths
  • 2,466 Sq Ft

  194 Bartlett Ave, Pittsfield, MA 01201

  Step into a world where historic charm meets contemporary living in this unique 4-bedroom, 4-bath Arts & Crafts home located in the heart of Southeast Pittsfield. This one-of-a-kind residence is brimming with character and has been lovingly maintained to showcase its original features while providing all the comforts of Berkshire living. This majestic home has a fascinating origin story. Built in

  Carrie Wright WILLIAM PITT SOTHEBY'S - LENOX

  194 Bartlett Ave, Pittsfield, MA 01201
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  /33

  $379,000

  • 3 Beds
  • 1.5 Baths
  • 1,561 Sq Ft

  106 Sampson Pkwy, Pittsfield, MA 01201

  Experience the Berkshires lifestyle in this beautifully renovated ranch! Set in a desirable neighborhood, this home offers beautiful hardwood floors, 3 large bedrooms along with a stylishly updated gourmet kitchen and brand-new appliances. With one and a half bathrooms for added convenience and a lower level which provides potential for additional living space ready to be finished to your liking,

  Andreea Duta BISHOP WEST REAL ESTATE

  106 Sampson Pkwy, Pittsfield, MA 01201
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  /51

  $559,000

  • 4 Beds
  • 2 Baths
  • 2,574 Sq Ft

  39 Lexington Pkwy, Pittsfield, MA 01201

  Welcome to this beautifully maintained Colonial in a prime Southeast Pittsfield neighborhood. With over 2,500 sq ft of living space, this home is larger than it appears and full of thoughtful updates. A freshly painted exterior, Goshen stonewalkway and lush landscaping create a warm welcome. Inside the stunning new kitchen features soapstone counters, subway tile, a coffee bar, and breakfast

  Tracy Crawford COMPASS MASSACHUSETTS , LLC GB

  39 Lexington Pkwy, Pittsfield, MA 01201
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  /39

  $549,900

  • 3 Beds
  • 4 Baths
  • 3,835 Sq Ft

  851 E New Lenox Rd, Pittsfield, MA 01201

  Spacious split foyer with addition of a year-round heated Florida room featuring inground, heated, fiberglass pool, hot tub, its own granite kitchen, full bath, & Tiki bar, making it ideal for hosting gatherings; or cover the pool and the entire floor with an already existing truss floor system when not using the pool..has 2 egresses, for a great guest/in-law space that can be closed off to the

  Susan Calkins STONE HOUSE PROPERTIES, LLC

  851 E New Lenox Rd, Pittsfield, MA 01201
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  /3

  $29,900

  • Land
  • 0.34 Acre
  • $86,917 per Acre

  I11001904 Scammell Ave, Pittsfield, MA 01201

  Priced well below assessed value! Being sold with 67 Scammell Ave, a single family residential home. Lot offers additional land with wooded areas. See MLS listing 248336 for more details on the opportunity to own a well maintained home and more than an acre of land with the convenience of a central location.

  Laurie Atkinson KELLER WILLIAMS REALTY

  I11001904 Scammell Ave, Pittsfield, MA 01201
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  /31

  $299,900

  • 3 Beds
  • 2 Baths
  • 2,088 Sq Ft

  67 Scammell Ave, Pittsfield, MA 01201

  Rare opportunity to own a well maintained home offering a large yard with plenty of wooded area along with a convenient central location! Offering three bedrooms including one on the first floor. Upstairs bedroom has a built-in dresser and desk. Has two full bathrooms, family room, living room with built-in bookcase and cabinets, recreational room, and an office that could be converted into a

  Laurie Atkinson KELLER WILLIAMS REALTY

  67 Scammell Ave, Pittsfield, MA 01201
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  /25

  $249,900

  • 2 Beds
  • 1 Bath
  • 1,014 Sq Ft

  87 Maryland Ave, Pittsfield, MA 01201

  Charming and cozy, this well-maintained cape style home sits in a peaceful area with beautiful distant mountain views. On the first floor you'll find 2 bedrooms with a well-sized bathroom, and on the lower level another bonus room, which could be used as a 3rd bedroom, office or extra living space. The basement also offers plenty of other storage with a workshop area as well and access to the

  Andreea Duta BISHOP WEST REAL ESTATE

  87 Maryland Ave, Pittsfield, MA 01201
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  /35

  $360,000

  • 3 Beds
  • 2 Baths
  • 1,916 Sq Ft

  135 Allengate Ave, Pittsfield, MA 01201

  This classic brick Cape-style home blends comfort, convenience, and charm. Come sit in living room and curl up in front of the fireplace on chilly days, or settle in the south facing sunroom overlooking the deep, fenced back yard The floor plan flows easily from one room to the next, connected by the inviting dining room. Two bedrooms and a full bath are on the first floor with the primary suite

  Anne Meczywor ROBERTS & ASSOC. REALTY, INC

  135 Allengate Ave, Pittsfield, MA 01201
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  /22

  $294,900

  • 6 Beds
  • 2 Baths
  • 2,214 Sq Ft

  3 Pleasant St, Pittsfield, MA 01201

  Two Family Flat fully rented in the Morningside Neighborhood! Each unit has three bedrooms and one bathroom. Updated kitchens and hardwood floors. Heat and hot water included. Washer and dryer hookups in the basement. Fully fenced in yard on a corner lot. Well maintained and ready for its new owner!

  Derek Strzepa NOCHER REALTY

  3 Pleasant St, Pittsfield, MA 01201
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  /43

  $349,900

  • 3 Beds
  • 2 Baths
  • 1,346 Sq Ft

  39 Lowden St, Pittsfield, MA 01201

  Tucked away at the end of a quiet dead-end street, this charming home feels like a private retreat--yet it's just minutes from downtown Pittsfield and Route 7. From the moment you arrive, the sense of peace and privacy is unmistakable, surrounded by tree canopies and the soothing sounds of nature.The open kitchen and dining area create a warm, welcoming space perfect for family meals and

  Tonia Scalise WILLIAM PITT SOTHEBY'S - LENOX

  39 Lowden St, Pittsfield, MA 01201
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  /18

  $219,900

  • 2 Beds
  • 1 Bath
  • 1,430 Sq Ft

  1 Pondview Dr Unit C3, Pittsfield, MA 01201

  large 2 bedroom condo in a great complex. Bright and sunny living area. Large bedrooms. Tons of cabinets in the well maintained kitchen. Great price and cheaper than renting.

  Tyler Scaglione Cameron Real Estate Group

  1 Pondview Dr Unit C3, 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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  /29

  $194,900

  • 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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  /68

  $1,350,000

  • 5 Beds
  • 4.5 Baths
  • 4,948 Sq Ft

  65 Crofut St, Pittsfield, MA 01201

  Designed in 1929 by noted architect Henry Seaver (Berkshire Museum, Lenox Town Hall), this distinguished Georgian Colonial was once the centerpiece of Pittsfield's social scene. The home preserves exquisite 18th-century details - mantels, wainscoting, and finely crafted woodwork salvaged from two of the city's earliest residences, making it a living piece of Berkshire history. Set back on 2.5

  Conor Meehan STONE HOUSE PROPERTIES, LLC

  65 Crofut St, Pittsfield, MA 01201
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  /23

  $265,000

  • 2 Beds
  • 1 Bath
  • 974 Sq Ft

  122 Allengate Ave, Pittsfield, MA 01201

  Single Level Living in this Sunny 2 Bedroom Bungalow in convenient Pittsfield location. Nice Hardwood Floors throughout. Many recent Updates including new electrical panel, sewer line replaced, new hot water heater, gutters and slider. This home has been well cared for. Nice entryway with hall closet, large living room and eat in kitchen, with slider to good sized deck. At 974 square feet of

  Angel Black KRG - Key Realty Group

  122 Allengate Ave, Pittsfield, MA 01201
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  /41

  $239,900

  • 3 Beds
  • 1 Bath
  • 1,257 Sq Ft

  66 Holmes Rd, Pittsfield, MA 01201

  Better than renting, a chance to own an affordable home in a central location. Motivated sellers! Charming and light-filled Colonial in a highly desirable Southeast Pittsfield neighborhood. This inviting home offers 3 bedrooms and 1 full bath, a welcoming layout, and an abundance of natural light. Recent updates include a brand-new sewer line, brand new living room carpet, a newer roof and

  Victoria Standring LAMACCHIA REALTY, INC

  66 Holmes Rd, Pittsfield, MA 01201
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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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  /59

  $889,900

  • 5 Beds
  • 3.5 Baths
  • 3,370 Sq Ft

  5 Crofut St, Pittsfield, MA 01201

  Pride of ownership reasonates through this disctinctive Georgian-style brick home proudly set atop a hill in this coveted enclave of stately residences. Live on this historic Crofut St. near the esteemed Pittsfield Country Club, BUpstreet Cultural District and is ideally just minutes to Lenox to experience the harmonic complexity of Tanglewood. Experience this solid design, rich in traditional

  Tonia Scalise WILLIAM PITT SOTHEBY'S - LENOX

  5 Crofut St, Pittsfield, MA 01201
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  /64

  $1,199,800

  • 9 Beds
  • 4.5 Baths
  • 5,319 Sq Ft

  5 Crofut St, Pittsfield, MA 01201

  Pride of ownership reasonates through this disctinctive Georgian-style brick home proudly set atop a hill in this coveted enclave of stately residences. Live on this historic Crofut St. near the esteemed Pittsfield Country Club, Upstreet Cultural District and is ideally just minutes to Lenox to experience the harmonic complexity of Tanglewood. Experience this solid design, rich in traditional

  Tonia Scalise WILLIAM PITT SOTHEBY'S - LENOX

  5 Crofut St, Pittsfield, MA 01201
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  /41

  $339,900

  • 3 Beds
  • 1.5 Baths
  • 1,392 Sq Ft

  932 Williams St, Pittsfield, MA 01201

  PRICE REDUCED! Welcome to 932 Williams Street in southeast Pittsfield! Just a short walk from Kirvin Park with its open fields, playgrounds, and trails, this home offers a convenient setting close to schools, shopping, and everyday amenities. The main level includes a comfortable living room with a fireplace and an easy flow into the kitchen and dining area. Upstairs you'll find three bedrooms

  Kyle Crocker eXp REALTY

  932 Williams St, Pittsfield, MA 01201
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  /32

  $299,000

  • 4 Beds
  • 1 Bath
  • 1,285 Sq Ft

  156 Draper Ave, Pittsfield, MA 01201

  This charming four-bedroom, one-bath Cape sits on a sunny corner lot just steps from Springside Park. Inside, you'll find a bright and welcoming layout featuring a functional kitchen, comfortable living spaces, and two bedrooms on the main level, plus two more upstairs with cozy dormer charm. Recent updates include a brand-new water heater and sewer line, offering peace of mind for years to

  The Mazzeo Duo BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

  156 Draper Ave, Pittsfield, MA 01201
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  /37

  $329,900 Open Tue 4PM - 6PM

  • 3 Beds
  • 1.5 Baths
  • 1,563 Sq Ft

  1070 Holmes Rd, Pittsfield, MA 01201

  Wonderful home located at the southern end of Holmes Rd. Moments away from Tanglewood and other cultural attractions of the Berkshires. Close to skiing at Bousquet, shopping and restaurants. This ranch style home features a large living room with a fireplace. Formal dining room leads into the kitchen. Three good sized bedrooms, a full bath and half bath all on one level. The kitchen opens out to

  Derek Strzepa NOCHER REALTY

  1070 Holmes Rd, 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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  /19

  $449,900

  • Land
  • 1.24 Acres
  • $362,825 per Acre

  889 Holmes Rd, Pittsfield, MA 01201

  Turnkey 166.7 kWAC solar field on 1.25 surveyed acres in Pittsfield, MA. Ground-mounted, fully owned system with 784 panels, 5 SolarEdge inverters, and direct grid tie-in via oversized 400A service. Averaging $141K/year in gross income from energy sales and SREC credits. Minimal operating costs, transferable SREC II program (through 2027), and included spare components. Ideal for investors

  Nathan Girard ROYAL PROPERTY GROUP

  889 Holmes Rd, Pittsfield, MA 01201
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  /64

  $1,100,000

  • 5 Beds
  • 4.5 Baths
  • 6,128 Sq Ft

  89 Crofut St, Pittsfield, MA 01201

  A Grand Federal-Style Home in the Heart of Town.
Unspoiled architectural features. Set on 1.18 acres of lush gardens and lawn, this in-town oasis features an in-ground heated swimming pool, pool house, and three-car garage. East and West porches grace this historic residence, lovingly cared for by generations of prominent Berkshire families. Inside, there are four fireplaces, the

  Mauren White-Kirkby BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

  89 Crofut St, Pittsfield, MA 01201
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  /41

  $360,000

  • 8 Beds
  • 4 Baths
  • 3,266 Sq Ft

  261 Pomeroy Ave, Pittsfield, MA 01201

  Spacious Fully -Rented Duplex Investment OpportunityDiscover an investment opportunity with strong income potential. This 3,266 sqft duplex, built in 1900, offers timeless character combined with functionally. Situated on .41 acres, with plenty of off-street parking, the property features 15 rooms, 8 bedrooms, and 4 full baths across both units, making it ideal for long-term rental stability.

  Marnie Garzone THE KINDERHOOK GROUP

  261 Pomeroy Ave, Pittsfield, MA 01201
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  /44

  $570,000

  • 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 nearly 10 subdividable acres 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

  Tanya LeRose THE KINDERHOOK GROUP

  35 Chapman Rd, 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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  /16

  $244,900

  • 3 Beds
  • 1 Bath
  • 1,194 Sq Ft

  51 Foote Ave, Pittsfield, MA 01201

  A 3 bedroom 1 bath colonial home on large lot in a desirable location close to all amenities, updates include, laminate flooring, tastefully painted, first floor laundry, new heat/hot water boiler, both open and closed front porch, large yard with sitting/relaxing area

  Charlie Kulas DALTON TOWN & COUNTRY ASSOC, INC

  51 Foote Ave, Pittsfield, MA 01201
• 

  

  /25

  $549,900

  • 4 Beds
  • 2.5 Baths
  • 2,646 Sq Ft

  68 Brookside Dr, Pittsfield, MA 01201

  Step in to this charming side hall Colonial offering a spacious & family-friendly flow, timeless appeal & a pallet to create new options. The heart of the home is the spacious & bright kitchen featuring stone countertops and open dining area - great for entertaining & everyday.First floor reveals gleaming hardwood floors, living & dining area, half-bath, family room with a wood-burning fireplace,

  Kathleen Quinn WILLIAM PITT SOTHEBY'S - LENOX

  68 Brookside Dr, Pittsfield, MA 01201
• 

  

  /33

  $469,900

  • 4 Beds
  • 2.5 Baths
  • 2,300 Sq Ft

  59 Joan Dr, Pittsfield, MA 01201

  Welcome to 59 Joan Drive, a well appointed 4-bedroom, 2.5-bath raised ranch located in one of Pittsfield's premier neighborhoods. The main level boasts a bright living room, a modern kitchen with ample storage, and a dining area that opens to a spacious wrap around deck, ideal for outdoor gatherings. The master suite offers a private full bath, while three additional bedrooms provide plenty of

  Doug Collins LAMACCHIA REALTY, INC

  59 Joan Dr, Pittsfield, MA 01201
• 

  

  /44

  $459,900

  • 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

  Cheryl Wendling BERKSHIRE HATHAWAY HOMESERVICES REALTY PROFESSIONALS-WESTFIELD

  133 Pomeroy Ave, Pittsfield, MA 01201

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