Pittsfield, MA Homes for Sale

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  /9

  $129,900

  • 1 Bed
  • 2 Baths
  • 667 Sq Ft

  21 Sunset St, Pittsfield, MA 01201

  Come see this cute 1 bedroom home on a quiet street near pontoosuc lake. Newer furnace, large private yard.

  James Gelinas GELINAS REAL ESTATE

  21 Sunset St, Pittsfield, MA 01201
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  /37

  $325,000

  • 12 Beds
  • 3.5 Baths
  • 4,215 Sq Ft

  292 West St, Pittsfield, MA 01201

  This large multi-family property offers exceptional income potential in a strong Pittsfield rental market. With 12 bedrooms and 3.5 bathrooms, it supports high-capacity occupancy and steady cash flow. The full basement provides extensive storage and includes areas where two former bathrooms once existed, offering a foundation for future updates. A full standing attic adds valuable expansion

  Brandon Murray RE/MAX TRANSITIONS, NORTH ADAMS

  292 West St, Pittsfield, MA 01201
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  /40

  $196,500

  • 2 Beds
  • 1 Bath
  • 1,028 Sq Ft

  33 Maplewood Ave Unit 103, Pittsfield, MA 01201

  If you are looking for easy one-level living - don't miss this opportunity! The Maplewood is an elegant condo conversion consisting of eighteen units centrally located in downtown Pittsfield. You'll enjoy this light-filled corner/end unit on the first floor. High ceilings and an open-living plan give a very spacious feel to this two-bedroom unit. Kitchen with granite and stainless, hardwood

  Pamela Roberts ROBERTS & ASSOC. REALTY, INC

  33 Maplewood Ave Unit 103, Pittsfield, MA 01201
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  /2

  $225,900

  • 3 Beds
  • 2 Baths
  • 1,579 Sq Ft

  762 East St, Pittsfield, MA 01201

  Industrial zoning, many commercial uses. 2 car garage + 1 car garage attached. Tenants pay electric. apts in fair condition.

  James McRory BERKSHIRE COUNTY REALTY

  762 East St, Pittsfield, MA 01201
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  /6

  $229,500

  • 3 Beds
  • 2 Baths
  • 1,551 Sq Ft

  15 Orlando Ave, Pittsfield, MA 01201

  Investor Opportunity with Strong Upside! This 1.5-story New England–style bungalow offers an excellent value-add opportunity for investors and renovators seeking equity growth. Featuring a large enclosed front porch, the home currently includes 3 bedrooms and 2 bathrooms, with a flexible floor plan that may allow for the addition of a 4th bedroom and/or home office, enhancing future rental or

  Dennis LeClair RE/MAX Compass

  15 Orlando Ave, Pittsfield, MA 01201
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  /33

  $229,000

  • 6 Beds
  • 2 Baths
  • 2,736 Sq Ft

  61 Seymour St, Pittsfield, MA 01201

  Centrally located 2 family, side by side duplex! This 6 Bed / 2 Bath property offers spacious rooms throughout, replacement windows, off street parking, newer boilers & water heaters and 1st floor laundry rooms. Walking distance to downtown Pittsfield and Berkshire Medical Center makes this a great investment property.Along with the possibility to owner occupy with the existing vacant unit.

  Timothy Johnson NOCHER REALTY

  61 Seymour St, Pittsfield, MA 01201
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  /11

  $249,900

  • 3 Beds
  • 1 Bath
  • 1,152 Sq Ft

  50 Grand Ave, Pittsfield, MA 01201

  Location and privacy! Amazing opportunity to own a home on 0.46 acres plus two additional lots with 0.46 and 0.17 acres each, totaling about 1.1 acres, in a private area, on a dead end street! The house is a fixer upper, the exterior is freshly painted, the interior needs renovation but all utilities and mechanicals are on. The first floor features a lovely enclosed front porch, dining room,

  Maria Liccardi KEMPF-VANDERBURGH REALTY CONSULTANTS, INC.

  50 Grand Ave, Pittsfield, MA 01201
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  /50

  $569,000

  • 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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  /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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  /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
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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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  /45

  $450,000

  • 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 backyard.

  Maggie Gavin WILLIAM PITT SOTHEBY'S - LENOX

  17 Kittredge Rd, Pittsfield, MA 01201
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  /61

  $365,000

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

  25 Calumet St, Pittsfield, MA 01201

  This well-loved home offers 4 bedrooms and 1.5 baths on a very large lot with beautiful open views. A classic enclosed front porch welcomes you inside, where old-world molding, window seats, hardwood floors, and handsome laminate flooring add warmth and character throughout.The spacious kitchen is fully applianced and features plenty of cabinetry, flowing into a separate breakfast/dining room

  Nick Geranios WILLIAM PITT SOTHEBY'S - LENOX

  25 Calumet 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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  $295,000

  • 3 Beds
  • 1.5 Baths
  • 1,515 Sq Ft

  29 Murphy Place, Pittsfield, MA 01201

  Split-level ranch located at the end of a quiet street with a private backyard. This inviting home features three bedrooms and two bathrooms. Hardwood floors extend from the living room. Downstairs, you'll find a versatile space where the garage has been converted into functional areas, ideal for office or a utility room. This space can be reverted back to a garage, or with the addition of

  Mariah Worth LAMACCHIA REALTY, INC

  29 Murphy Place, 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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  /4

  $279,900

  • 6 Beds
  • 2 Baths
  • 2,736 Sq Ft

  29 Glenwood Ave, Pittsfield, MA 01201

  Spacious duplex with 3bed 1 bath on each side. Each side has a walk up attic and laundry hook ups.Plenty of off street parking.

  Scott Higuera 413 REAL ESTATE

  29 Glenwood Ave, 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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  /29

  $269,900

  • 2 Beds
  • 1 Bath
  • 840 Sq Ft

  90 Cheshire Rd, Pittsfield, MA 01201

  Cute as a button! Welcome to 90 Cheshire Road! This 2 bedroom , 1 bath ranch is turnkey and move in ready! Tastefully updated with some of the updates including newer Kitchen & Bath amongst many others. The convenient layout is perfect for someone looking for single level living! On the exterior you will find a recently paved driveway and walkway, shed and a fenced in area complete with gazebo.

  Doug Collins LAMACCHIA REALTY, INC

  90 Cheshire Rd, Pittsfield, MA 01201
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  /2

  $569,900

  • 14 Beds
  • 6.5 Baths
  • 4,800 Sq Ft

  56 Spring St, Pittsfield, MA 01201

  Two multi-family homes on one lot, a two family and a four family. An apartment in each in needs updating. A short distance to downtown. All separate utilities

  Charlie Kulas DALTON TOWN & COUNTRY ASSOC, INC

  56 Spring St, Pittsfield, MA 01201
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  /35

  $369,900

  • 4 Beds
  • 1.5 Baths
  • 1,532 Sq Ft

  211 Hancock Rd, Pittsfield, MA 01201

  Colonial home with 4 bedrooms, 1.5 baths, fenced-in backyard and attached garage, located on a corner lot, within walking distance to Pontoosuc Lake, a motor-boat lake that is great for swimming, fishing and canoeing. It is a lovely place with picnic tables and a boat ramp! The property offers an inviting front porch leading to a great first floor layout , featuring living room with wood burning

  Angela Walker LAMACCHIA REALTY, INC

  211 Hancock Rd, Pittsfield, MA 01201
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  /23

  $279,900

  • 3 Beds
  • 1.5 Baths
  • 1,444 Sq Ft

  28 Jayne Ave, Pittsfield, MA 01201

  In a very desirable neighborhood sits this charming ranch with 3 bedrooms, 1.5 baths, and fully fenced yard.Enter through the garage to a generous mudroom, then into the family room with oak floors and sliding doors open to the spacious deck and yard. The dining room connects seamlessly to the birch cabinet kitchen, and French doors lead to a cozy living room with a gas fireplace, perfect for

  Pauline Green STEEPLEVIEW REALTY - ADAMS BRANCH

  28 Jayne 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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  /7

  $49,900

  • Land
  • 0.25 Acre
  • $199,600 per Acre

  0 Onota St, Pittsfield, MA 01201

  Parcel ID: G100018202This 0.251 acre buildable lot is located just minutes to Onota and Pontoosuc lake! It is located next to two family home. The street consists of a mix of single family and multifamily homes. City water and sewer and natural gas at the street.*Additional adjacent lot also available, MLS 73357620

  Maria Liccardi Kempf-Vanderburgh Realty Consultants, Inc.

  0 Onota St, Pittsfield, MA 01201
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  /10

  $59,900

  • Land
  • 3.1 Acres
  • $19,323 per Acre

  0 Eastbrook Ln, Pittsfield, MA 01201

  **Build Your Dream Home in the Exclusive Woodmonte Community!**Welcome to this DOUBLE Lot # 148-9 Eastbrook Lane, located in the prestigious and private Woodmonte neighborhood in Pittsfield, MA. This secluded double lot, listed at $59,900, is a rare find--completely prepped, fully serviced, and ideal for building your dream home!Enjoy the convenience of immediate ''Plug & Play'' construction,

  Nathan Girard ROYAL PROPERTY GROUP

  0 Eastbrook Ln, Pittsfield, MA 01201
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  /6

  $70,000

  • 12 Beds
  • 5 Baths
  • 4,032 Sq Ft

  48 Brown St, Pittsfield, MA 01201

  Opportunity knocks! This 4-family property has suffered significant fire damage and is being sold as-is for land value. Ideal tear down project with endless redevelopment potential. The lot includes a detached garage and offers ample space for new construction. Bring your vision and rebuild in a growing area with strong rental demand. Cash or construction financing only. All offers considered.

  Xavier Cruz Fathom Realty

  48 Brown St, 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! Lot offers additional land with wooded areas. Zoning verification letter obtained from the City of Pittsfield states it is a buildable lot.

  Laurie Atkinson KELLER WILLIAMS REALTY

  I11001904 Scammell Ave, Pittsfield, MA 01201
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  /58

  $469,000

  • 3 Beds
  • 2.5 Baths
  • 1,890 Sq Ft

  134 Oak Hill Rd, Pittsfield, MA 01201

  Welcome home to this warm and inviting property set in a quiet and desirable Pittsfield neighborhood. With a comfortable flow and plenty of space for gathering, this home is ideal for entertaining and spending time with loved ones, especially as we head into the winter months. Inside, you'll find 3 bedrooms, 2 full baths, and 1,890 sq. ft. of well-designed living space. The cozy downstairs living

  Abbie West GELINAS REAL ESTATE

  134 Oak Hill Rd, Pittsfield, MA 01201
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  /9

  $99,000

  • Land
  • 1.79 Acres
  • $55,308 per Acre

  499 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

  499 Gale Ave, 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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  /12

  $170,000

  • 6 Beds
  • 2 Baths
  • 2,128 Sq Ft

  242 Wahconah St, Pittsfield, MA 01201

  Investor Special! This gutted duplex offers a blank canvas with 6 bedrooms, 2 bathrooms, and 2,000 sqft of space, plus the possibility of additional living space in the attic. this property features a large backyard with a serene water stream, A standing garage remains on site for additional storage or future use. Situated on a 13,108 sqft lot, can also be bundled with 40 Pecks Rd & 48 Brown st

  Xavier Cruz Fathom Realty

  242 Wahconah St, Pittsfield, MA 01201
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  /27

  $364,900

  • 3 Beds
  • 2 Baths
  • 1,920 Sq Ft

  100 Boylston Street Extension, Pittsfield, MA 01201

  Welcome to 100 Boyston Street Ext, an extensively updated Pittsfield home with every major element renewed for a warm, modern, turnkey feel. The first floor features a bright open layout, a brand new contemporary kitchen, and connected living and dining spaces. Two first floor bedrooms and a full bath add flexibility for single level living or guests.Upstairs primary suite with refinished

  Cameron Volastro WILLIAM PITT SOTHEBY'S - LENOX

  100 Boylston Street Extension, Pittsfield, MA 01201
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  /27

  $249,900

  • 3 Beds
  • 1 Bath
  • 1,152 Sq Ft

  50 Grand Ave, Pittsfield, MA 01201

  Amazing opportunity to own a home on 0.46 acres plus two additional lots with 0.46 and 0.17 acres each, totaling about 1.1 acres, in a private area, on a dead end street! The house is a fixer upper, the exterior is freshly painted, the interior needs renovation but all utilities and mechanicals are on. The first floor features a lovely enclosed front porch, dining room, living room and kitchen;

  Maria Liccardi Kempf-Vanderburgh Realty Consultants, Inc.

  50 Grand Ave, Pittsfield, MA 01201
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  /22

  $249,000

  • 2 Beds
  • 1 Bath
  • 974 Sq Ft

  122 Allengate Ave, Pittsfield, MA 01201

  Enjoy easy, single-level living in this sunny and well-cared-for bungalow. Beautiful hardwood floors flow throughout the home, complemented by numerous recent updates, including a new electrical panel, replaced sewer line, new hot water heater, updated gutters, and a new slider.The welcoming entryway with hall closet leads to a spacious living room and an eat-in kitchen that opens to a generously

  Angel Black KRG - Key Realty Group

  122 Allengate Ave, Pittsfield, MA 01201
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  /14

  $124,900

  • 1 Bed
  • 1 Bath
  • 680 Sq Ft

  36 Beacon Ave, Pittsfield, MA 01201

  With a small floor plan this could be a great weekend getaway or easy every day living located on a .12 acre lot. this layout offers a one bedroom, office, kitchen, full bathroom and an enclosed entry way which would make an additional sitting area. The yard has ample space for gardening, outdoor gatherings or simply enjoying the peaceful surroundings. Just a short walk to Pontoosuc Lake where

  Michelle Picard NOCHER REALTY

  36 Beacon Ave, 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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  /26

  $349,500

  • 3 Beds
  • 1.5 Baths
  • 1,484 Sq Ft

  63 Asci Dr, Pittsfield, MA 01201

  Welcome to this lovingly cared-for 3-bedroom, 1.5-bath home, offered for the first time in many years. The home has been exceptionally maintained--a rare find for buyers who value quality, solid construction, and the opportunity to personalize a space to their own taste.Step inside to an inviting layout with warm natural light throughout. The main level offers comfortable living and dining areas,

  Tanya Shepardson LAMACCHIA REALTY, INC

  63 Asci Dr, Pittsfield, MA 01201
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  /47

  $849,000

  • 4 Beds
  • 3.5 Baths
  • 3,196 Sq Ft

  5 Eastbrook Ln, Pittsfield, MA 01201

  Located in the desirable, gated community of Woodmont Estates, this thoughtfully updated home offers a timeless layout, flexible living spaces, and easy access to the best of the Berkshires. Inside, vaulted ceilings, expansive windows, and hardwood oak floors create a light-filled and inviting atmosphere, anchored by a gas fireplace and elegant details. The custom kitchen serves as the heart of

  THE KAHN TEAM BISHOP WEST REAL ESTATE

  5 Eastbrook Ln, Pittsfield, MA 01201
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  /36

  $229,900

  • 3 Beds
  • 2 Baths
  • 1,454 Sq Ft

  156 Elizabeth St, Pittsfield, MA 01201

  Charming 2-Family Flat - Great Investment or Owner-Occupied Opportunity!Don't miss this 2-family flat offering classic charm and modern convenience. Each spacious unit features hardwood floors The second-floor unit boasts an enclosed porch--perfect for relaxing or additional living space. Separate utilities, off street parking and shed add to the property. This property has potential to be used

  Robin Moore 413 REAL ESTATE

  156 Elizabeth St, Pittsfield, MA 01201
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  /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

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