Pittsfield, MA Homes for Sale

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  /37

  $630,000

  $50K PRICE DROP

  • 8 Beds
  • 8 Baths
  • 6,120 Sq Ft

  301 Fenn St, Pittsfield, MA 01201

  8 Unit investment opportunity! Located just outside of downtown Pittsfield and within walking distance to shops, restaurants, schools, and parks. Low maintenance exterior with loads of off street parking. All units feature one bedroom/studio setups with separate heat and electricity. Coin-op laundry located on site for additional income.

  Cory Evangelisto NOCHER REALTY

  301 Fenn St, Pittsfield, MA 01201
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  /58

  $775,000

  $65K PRICE DROP

  • 4 Beds
  • 4.5 Baths
  • 4,194 Sq Ft

  35 Meadow Ridge Dr, Pittsfield, MA 01201

  Set in a peaceful West Pittsfield neighborhood, 35 Meadow Ridge is a sophisticated contemporary home with spacious thoughtfully designed living. Soaring 12 foot ceilings and cherry hardwood floors welcome you inside. The main level features a family room with built-ins, living room with gas fireplace, dining room, eat-in kitchen and access to the outdoor deck. The second floor offers an expansive

  Molly Gillon COMPASS MASSACHUSETTS , LLC GB

  35 Meadow Ridge Dr, Pittsfield, MA 01201
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  /7

  $219,900

  $30K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,440 Sq Ft

  233 Cadwell Rd, Pittsfield, MA 01201

  Two-family home set on just under 1.5 acres offering the perfect blend of country living and city convenience. Each unit features decks overlooking a spacious backyard, ideal for relaxing or entertaining. Enjoy the privacy and open space while still being just minutes from city amenities, shopping, and dining. A great opportunity for owner-occupants or investors--live in one unit and rent the

  Denise DeSellier Berkshire Hathaway HomeServices Realty Professionals

  233 Cadwell Rd, Pittsfield, MA 01201
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  /42

  $1,750,000

  • 6 Beds
  • 4.5 Baths
  • 7,894 Sq Ft

  500 Williams St, Pittsfield, MA 01201

  Own a Living Masterpiece. Meticulously curated by the current stewards since 2006. This Colonial Revival offers rare fusion of 18th-century authenticity and cutting-edge modern comfort. Designed for both grand-scale entertaining and intimate family life, this c1930, 7,894 sq. ft., Colonial Revival offers 6-bdrms & 4.5-baths. The interior is a treasure of artisan craftsmanship from the formal

  Mauren White-Kirkby Berkshire Hathaway Home Services Barnbrook Realty

  500 Williams St, Pittsfield, MA 01201
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  /69

  $899,000

  $90K PRICE DROP

  • 5 Beds
  • 5 Baths
  • 3,823 Sq Ft

  9 Eastbrook Ln, Pittsfield, MA 01201

  Set within one of the Berkshires most coveted communities, 9 Eastbrook Lane is a masterclass in refined living, where thoughtful design meets impeccable care. Beautifully and intentionally sited, this distinguished residence offers 5 bedrooms, 3 full and 2 half baths across a gracious, light-filled layout designed for both elegant entertaining and everyday comfort. The stunning kitchen showcases

  Victoria Standring Lamacchia Realty, Inc. - Dalton

  9 Eastbrook Ln, Pittsfield, MA 01201
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  /20

  $189,900

  New Construction

  • 3 Beds
  • 2 Baths
  • 1,280 Sq Ft

  395 Cheshire Rd Unit 113, Pittsfield, MA 01201

  You can truly relax and enjoy life here, as this brand-new, thoughtfully crafted home in Pittsfield's premier community lets you skip the maintenance worries of an older house. The open-concept layout is bright and inviting, perfectly connecting your spacious living area to a lovely, modern kitchen. With three bedrooms and two full baths, there is plenty of room. You'll also love the convenience

  Jason Nocher NOCHER REALTY

  395 Cheshire Rd Unit 113, Pittsfield, MA 01201
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  /21

  $189,000

  $10K PRICE DROP

  • 4 Beds
  • 1 Bath
  • 1,480 Sq Ft

  57 Adam St, Pittsfield, MA 01201

  Offering an affordable path to homeownership, this property is ideal for buyers ready to trade renting for a place of their own or investors looking to expand their rental portfolio. The first floor includes an eat-in kitchen, first-floor laundry, and a flexible room for additional living space. Bring your ideas and make it your own over time. A covered back patio extends your living space

  Leanne Sedlak REAL BROKER

  57 Adam St, Pittsfield, MA 01201
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  /9

  $99,900

  $10K PRICE DROP

  • Land
  • 2.34 Acres
  • $42,692 per Acre

  0 Pleasant St, Pittsfield, MA 01201

  Attention developers! This is a great opportunity to own two adjacent buildable lots totaling 2.34 acres near downtown In Pittsfield, zoned RM (High Density Multifamily Residential).The lot with Parcel ID:I100002301 has 1.32 acres.The lot with Parcel ID:I100002026 has 1.02 acres.

  Maria Liccardi KEMPF-VANDERBURGH REALTY CONSULTANTS, INC.

  0 Pleasant St, Pittsfield, MA 01201
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  /6

  $95,000

  • Land
  • 1.61 Acres
  • $59,006 per Acre

  497 Gale Ave, Pittsfield, MA 01201

  Build Your Berkshire Dream Home: Views, Convenience, & Site Prep Complete! Immerse yourself in the tranquil beauty of the Berkshires. This exceptional property offers the perfect balance of a scenic country retreat and effortless proximity to urban convenience. Situated along a picturesque road, the gently graded, partially cleared acreage showcases sweeping mountain and pastoral views--the

  Tammy Christen KELLER WILLIAMS REALTY

  497 Gale Ave, Pittsfield, MA 01201
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  /15

  $295,000

  $40K PRICE DROP

  • 3 Beds
  • 1 Bath
  • 1,452 Sq Ft

  144 Elberon Ave, Pittsfield, MA 01201

  Welcome to 144 Elberon Ave. This home is close to Golf, Shopping, Dining, Parks, Down town and so much more yet its on a lovely side street. Three bedroom Garrison Colonial offers formal dining room, formal living room with fire place and nice den. Under the carpet you will find blond oak floors. The back yard offers nice views, a patio and hot tub. The home was converted to gas approximately 5

  Sherry Street REALTY STREET, LLC

  144 Elberon Ave, Pittsfield, MA 01201
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  /39

  $490,000

  • 3 Beds
  • 1.5 Baths
  • 2,119 Sq Ft

  444 Pomeroy Ave, Pittsfield, MA 01201

  Introducing 444 Pomeroy Ave, a true neighborhood icon! This one ticks all the boxes: Curb appeal to the max with mature perennial plantings, gracious front yard, private side yard with hot tub, and the true star of the show--the screened porch, which you won't want to leave in the summer. The home is spacious with a cooks kitchen and dining room, ample fire placed living room w/ built-ins galore.

  John Burns WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  444 Pomeroy Ave, Pittsfield, MA 01201
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  /28

  $234,999

  • 3 Beds
  • 1 Bath
  • 1,200 Sq Ft

  98 Bryan St, Pittsfield, MA 01201

  Welcome to this move-in ready Colonial that blends timeless charm with the beauty of Berkshire living. Enjoy seasonal mountain views and convenient access to nearby hiking trails right from the street, with golf courses, lakes, parks, and outdoor recreation just minutes away. Ideally located near downtown Pittsfield, you'll have easy access to restaurants, shopping, entertainment, and cultural

  Harmony Edwards KELLER WILLIAMS REALTY

  98 Bryan St, Pittsfield, MA 01201
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  /27

  $179,900

  $15K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 540 Sq Ft

  21 Woodleigh Rd, Pittsfield, MA 01201

  Robin Moore 413 REAL ESTATE

  21 Woodleigh Rd, Pittsfield, MA 01201
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  /50

  $224,900

  • 6 Beds
  • 4 Baths
  • 3,530 Sq Ft

  310 Wahconah St, Pittsfield, MA 01201

  Fantastic investment opportunity on Wahconah St! This four-family property offers immediate income potential with two front, two bedroom units ready to rent while you complete the two rear, one bedroom units and build additional value. The front units feature attractive hardwood floors, tile in the kitchens and bathrooms, and a distinctive interior layout that adds charm and character. Outside,

  Cory Evangelisto NOCHER REALTY

  310 Wahconah St, Pittsfield, MA 01201
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  /38

  $399,000

  $20K PRICE DROP

  • 8 Beds
  • 4 Baths
  • 2,688 Sq Ft

  53 Orchard St, Pittsfield, MA 01201

  Presenting a distinguished multi-family property located at 53 Orchard St, Pittsfield, MA.. This expansive 4 unit spans 2688 square feet of living area, offering a rare opportunity for sophisticated urban living or a strategic investment. This property includes six generously proportioned bedrooms, providing ample private accommodations across its two stories. The property's substantial lot size

  David Houser Houser Metro Realty

  53 Orchard St, Pittsfield, MA 01201
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  /38

  $299,900

  • 5 Beds
  • 2 Baths
  • 2,690 Sq Ft

  63 Glenwood Ave, Pittsfield, MA 01201

  Charming 2-family flat offering a great opportunity for owner-occupants or investors alike! This well-maintained property features beautiful wood floors, inviting front porches, and private back decks perfect for relaxing or entertaining. Both units have separate utilities for added convenience and efficiency. The second-floor apartment includes a finished attic area providing extra living space.

  Robin Moore 413 REAL ESTATE

  63 Glenwood Ave, Pittsfield, MA 01201
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  /34

  $265,000

  $20K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,800 Sq Ft

  1228 East St, Pittsfield, MA 01201

  Welcome to 1228 East St. A longtime family home filled with warmth, character and opportunity. Beautiful hardwood floors throughout much of the home. Updates include electric panel, blown in insulation, a new oil tank 2018 and new oil burner 2022. The spacious second floor kitchen area offers potential to create a two-family flat subject to city approval. Close to shopping, parks, recreation and

  Anthony Riello Lamacchia Realty, Inc. - Dalton

  1228 East St, Pittsfield, MA 01201
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  /56

  $899,000

  $80K PRICE DROP

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

  4 Fawn Ln, Pittsfield, MA 01201

  Move right into this stunning single-family home at highly desirable Berkshire Country Meadows. Nearly new and impeccably maintained, this spacious home offers the ease of condominium living with the feel of a private residence. The open-concept design features a beautiful kitchen, dining area, and living room with a cozy gas fireplace, perfect for entertaining or everyday living, and a separate

  Victoria Standring Lamacchia Realty, Inc. - Dalton

  4 Fawn Ln, 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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  /61

  $850,000

  $49K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,176 Sq Ft

  1641 North St, Pittsfield, MA 01201

  Wake up to breathtaking panoramic waterfront views & end every day with spectacular sunsets from this exceptional ranch offering approx. 170' of waterfront frontage.This well-maintained home features 3 bedrooms, 2 full baths & an inviting open layout designed to showcase the stunning scenery.The sunroom, with walls of glass sliders, opens to an expansive deck-perfect for entertaining, relaxing or

  Darcy Reid MOCKINGBIRD REAL ESTATE

  1641 North St, Pittsfield, MA 01201
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  /34

  $249,000

  $20K PRICE DROP

  • 3 Beds
  • 1 Bath
  • 1,400 Sq Ft

  34 Baldwin Ave, Pittsfield, MA 01201

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

  Victoria Standring Lamacchia Realty, Inc. - Dalton

  34 Baldwin Ave, Pittsfield, MA 01201
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  /34

  $275,000

  • 5 Beds
  • 2 Baths
  • 2,158 Sq Ft

  34 Daniels Ave, Pittsfield, MA 01201

  Welcome to 34 Daniels Avenue, part of the Westside Legends Attainable Housing Program. This updated Pittsfield home offers a comfortable layout with recent improvements throughout, including new flooring, new appliances, and refreshed bathrooms. The interior feels clean, bright, and move-in ready, while still offering a practical and manageable footprint for everyday living. Conveniently located

  Samantha Homeyer BIRCH PROPERTIES

  34 Daniels 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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  /71

  $299,900

  • 3 Beds
  • 2 Baths
  • 1,218 Sq Ft

  46 Pinehurst Ave, Pittsfield, MA 01201

  YOUR PRIVATE RETREAT JUST A SHORT WALK TO PONTOOSUC LAKE WITH ENDLESS POTENTIAL!!! Tucked away at the Very End of the Street this 3 Bedroom, 2 Full Bath Home offers a Peaceful, Secluded Setting & Ready for Your Personal Vision & Unique Style. Convenient 1st Floor Laundry, The Eat-In Kitchen features Aristo Kraft Cabinetry, While the Cozy Private Deck is the Perfect Place to Relax, Unwind & Enjoy

  Kim Gordnier RE/MAX COMPASS

  46 Pinehurst Ave, Pittsfield, MA 01201
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  /67

  $2,800,000

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

  497 Holmes Rd, Pittsfield, MA 01201

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

  Brenda Durant KEMPF-VANDERBURGH REALTY CONSULTANTS, INC.

  497 Holmes Rd, Pittsfield, MA 01201
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  /28

  $334,900

  $15K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 1,088 Sq Ft

  112 Gamwell Ave, Pittsfield, MA 01201

  First time ever offered! Single Level Living Surrounded by Gardens You'll Fall in Love With Lovingly maintained by the original builder's family, this cherished ranch is ready for it's next chapter. Recently refinished hardwood floors, a fireplace, and a sun filled four season room with French doors overlooking established perennial gardens create a warm and inviting atmosphere. Years of

  Stacy Hebb NOCHER REALTY

  112 Gamwell Ave, Pittsfield, MA 01201
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  /21

  $229,000

  • 4 Beds
  • 1 Bath
  • 1,404 Sq Ft

  62 Watson St, Pittsfield, MA 01201

  A diamond in the rough.Step into this 1900's colonial with 1400' sq ft on a large level corner lot. The first floor offer inviting kitchen; formal dining room; spacious living room, and convenient 1st floor laundry, large enough to add 1/2 bath. 2nd floor offers four bedrooms with closets and full bath.The road frontage on 2 streets leads to endless possibilities for your outdoor

  Barbara DeMers NOCHER REALTY

  62 Watson St, Pittsfield, MA 01201
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  /3

  $35,000

  $5K PRICE DROP

  • Land
  • 12,502 Sq Ft
  • $121,948 per Acre

  0 Jones Ave, Pittsfield, MA 01201

  Looking for land in West Pittsfield for your new build? This vacant lot is one of three contiguous lots located on Jones and Stearns Ave. All have public water and sewer available. The lots are zoned residential. Listed below assessed value!

  Erin Vincent BISHOP WEST REAL ESTATE

  0 Jones Ave, Pittsfield, MA 01201
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  /29

  $299,900

  • 3 Beds
  • 1 Bath
  • 1,240 Sq Ft

  20 Cromwell Ave, Pittsfield, MA 01201

  Charming Cape-style home offering comfort, character, and a convenient location! This tastefully decorated three-bedroom, one-bath home features inviting living spaces and a layout that is both functional and easy to enjoy. A one-car garage provides added convenience, while the private backyard creates a peaceful retreat for relaxing or entertaining. Step outside to the deck and patio area--an

  Tracy Munger KEMPF-VANDERBURGH REALTY CONSULTANTS, INC.

  20 Cromwell 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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  /7

  $239,000

  • Land
  • 6.25 Acres
  • $38,240 per Acre

  549 Churchill St, Pittsfield, MA 01201

  Ready to Build! Over 6 Acres of prime land with Views! Improvements include: Driveway, Well, and Septic plan. Bring your dream home plans and get started on this beautiful land on coveted Churchill Street. The House site is situated back from the road and elevated, giving you privacy and optimal views to the North and East. Around the corner from hiking and biking trails in Pittsfield State

  Mark Rosengren WILLIAM RAVEIS - BERKSHIRE

  549 Churchill St, Pittsfield, MA 01201
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  /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
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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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  /19

  $649,900

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

  37 Elm St, Pittsfield, MA 01201

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

  Steve Ray 413 REAL ESTATE

  37 Elm St, Pittsfield, MA 01201
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  /45

  $464,900

  $35K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 2,197 Sq Ft

  33 Eleanor Rd, Pittsfield, MA 01201

  Welcome to this charming 4-bedroom, 2-bath home offering the perfect blend of comfort, updates, and extra living space. The updated kitchen and renovated first-floor bath provide modern style and convenience, while the finished lower level adds versatile space for a family room, home office, gym, or guest area. A bright and inviting sunroom fills the home with natural light and offers the perfect

  Robin Moore 413 REAL ESTATE

  33 Eleanor Rd, Pittsfield, MA 01201
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  /5

  $235,000

  $10K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 1,947 Sq Ft

  15 Noble Ave, Pittsfield, MA 01201

  Two family duplex just outside of downtown. Featuring two bedrooms and one bathroom in each unit with hardwood floors. Off Street parking and separate utilities. Please reach out for interior photos.

  Cory Evangelisto NOCHER REALTY

  15 Noble Ave, 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
• 

  

  /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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  /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

Showing Results 121 - 160, Page 4 of 5