Pittsfield, MA Homes for Sale

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  /26

  $199,000

  $30K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 2,234 Sq Ft

  969 Dalton Ave, Pittsfield, MA 01201

  Exceptional Investment Opportunity: Versatility & Prime LocationDiscover a property that offers unparalleled flexibility in one of Pittsfield's most active commercial corridors. Situated on a sprawling 0.92-acre lot directly across from Berkshire Crossing, this unique property presents a rare ''blank canvas'' for homeowners and investors alike. Currently configured for mixed-use with a

  Timothy Johnson NOCHER REALTY

  969 Dalton Ave, Pittsfield, MA 01201
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  /27

  $329,000

  Open Sat 10AM - 11:30AM $10K PRICE DROP

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

  33 Reuter Ave, Pittsfield, MA 01201

  Lovely southeast Colonial on a dead-end street. This spacious home has a beautiful new kitchen, living room, sunroom/office, hardwood floors throughout and plenty of living space. The 1st floor bedroom could be used as a in-law or primary suite, featuring family room, fireplace with wood stove insert, half bath and sliding doors for privacy from the rest of the house. This home also has Upstairs

  Toni Marie Gage SIGNATURE ASSOCIATES

  33 Reuter Ave, Pittsfield, MA 01201
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  /19

  $819,000

  • 3 Beds
  • 2 Baths
  • 2,000 Sq Ft

  5 Aspen Way, Pittsfield, MA 01201

  Great opportunity to design your 2000 sq ft free-standing condo home at Berkshire Country Meadows! This is one of only three remaining homesites in this established condo community. Select from a several floor plans with contemporary design, featuring one-level living. Primary suite, one-two additional bedrooms, central a/c, gas heat, screened porch, two car garage. On-site amenities include

  Pamela Roberts ROBERTS & ASSOC. REALTY, INC

  5 Aspen Way, Pittsfield, MA 01201
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  /27

  $309,000

  • 2 Beds
  • 2 Baths
  • 1,032 Sq Ft

  34 Hungerford St, Pittsfield, MA 01201

  Welcome to this beautifully built new construction home offering the perfect blend of style, efficiency, and comfort. Featuring 2 spacious bedrooms and 1.5 bathrooms, this thoughtfully designed home boasts an open-concept layout with bright natural light, modern finishes, and quality craftsmanship throughout. The main living area flows seamlessly into the kitchen and dining space, creating an

  Ahliya Phillips KELLER WILLIAMS REALTY

  34 Hungerford St, Pittsfield, MA 01201
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  $349,900

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

  100 Essex St, Pittsfield, MA 01201

  *Video tour and floor plans availableThis lovely colonial home features two separate units, as it has been designed to offer an in-law apartment. The property has been tastefully renovated with new kitchens with quartz countertops, gorgeous updated bathrooms, fresh interior and interior paint, refinished gleaming hardwood floors, and other improvements, that include new roof, updated electrical

  Maria Liccardi Kempf-Vanderburgh Realty Consultants, Inc.

  100 Essex St, Pittsfield, MA 01201
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  /28

  $1,150,000

  $100K PRICE DROP

  • 14 Beds
  • 14 Baths
  • 9,928 Sq Ft

  40 Reed St, Pittsfield, MA 01201

  14 Unit investment opportunity! Located just outside of downtown Pittsfield and within walking distance to shops, restaurants, and the Colonial Theater. Classic brick exterior and excellent off street parking. All units feature one bedroom and separate utilities. Coin-op laundry located on site for additional income.

  Cory Evangelisto NOCHER REALTY

  40 Reed St, Pittsfield, MA 01201
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  /23

  $675,000

  • 2 Beds
  • 1 Bath
  • 728 Sq Ft

  172 Blythewood Dr, Pittsfield, MA 01201

  Welcome to ''Rice Cabin'', a charming lakeside retreat on beautiful Onota Lake, one of the Berkshire' most sought-after waterfront destinations. Set on over 150 feet of waterfrontage, this darling wood cabin offers a rare opportunity to enjoy lake living at it best. Spend your days swimming, boating, kayaking, fishing or simply relaxing by the water and taking in the peaceful views. Whether you

  Molly Thomas COMPASS MASSACHUSETTS , LLC GB

  172 Blythewood Dr, Pittsfield, MA 01201
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  /58

  $549,900

  • 4 Beds
  • 3 Baths
  • 2,670 Sq Ft

  48 Brookside Dr, Pittsfield, MA 01201

  Meticulously maintained and lovingly cared for, this spacious four-bedroom, two-and-a-half-bath home offers the perfect combination of comfort, quality, and location. Featuring generously sized rooms throughout, this home provides ample space for both everyday living and entertaining. Pristine wood floors lie beneath the carpeting, offering the opportunity to uncover their timeless beauty. Recent

  Brenda Durant KEMPF-VANDERBURGH REALTY CONSULTANTS, INC.

  48 Brookside Dr, Pittsfield, MA 01201
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  /31

  $274,900

  $25K PRICE DROP

  • 3 Beds
  • 1 Bath
  • 1,184 Sq Ft

  142 Benedict Rd, Pittsfield, MA 01201

  Well-maintained 1930 Colonial that has been cared for by its longtime owners for decades. This home features three spacious bedrooms, hardwood floors, abundant natural sunlight, and a functional layout with comfortable living spaces throughout, including a formal dining room. The front entrance offers a spacious enclosed porch, providing additional living or sitting space. The kitchen includes a

  Tracy Munger KEMPF-VANDERBURGH REALTY CONSULTANTS, INC.

  142 Benedict Rd, Pittsfield, MA 01201
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  /12

  $160,000

  • 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

  $355,000

  • 5 Beds
  • 4 Baths
  • 5,070 Sq Ft

  29 Linden St, Pittsfield, MA 01201

  Downtown Creative District Investment Opportunity Positioned in the heart of Pittsfield's vibrant Downtown Creative District, this fully occupied and professionally managed four-family property offers investors a rare blend of stable income and exceptional location. Just steps from the renowned Barrington Stage Company, residents enjoy easy access to some of the city's best entertainment, dining,

  Tim Gallagher STONE HOUSE PROPERTIES, LLC

  29 Linden St, Pittsfield, MA 01201
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  /40

  $214,900

  • 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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  /50

  $569,900

  $30K PRICE DROP

  • 4 Beds
  • 4 Baths
  • 3,561 Sq Ft

  2 Amy Ct Unit 2, Pittsfield, MA 01201

  Stunning and beautifully designed three-level end unit condominium with luxury finishes throughout. Enter into an open-concept main level, highlighted by gleaming hardwood floors, recessed lighting, and expansive windows that flood the space with natural light. The kitchen offers stainless steel appliances, granite countertops, and custom cabinetry. The spacious living and dining areas are

  Cory Evangelisto NOCHER REALTY

  2 Amy Ct Unit 2, Pittsfield, MA 01201
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  /52

  $799,000

  $26K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 3,400 Sq Ft

  26 Westbrook Terrace, Pittsfield, MA 01201

  Set on 3.04 acres across two lots abutting protected land, this Executive Ranch is the only single-level home in the gated community of Woodmont Estates. 3,400 sq ft of expansive, easy living, featuring 4bd/2.5ba, a renovated primary bath, updated kitchen, and light-filled four-season sunroom w/ new Andersen windows. Designed for comfort & flexibility, the layout includes a private office, as

  THE KAHN TEAM BISHOP WEST REAL ESTATE

  26 Westbrook Terrace, Pittsfield, MA 01201
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  $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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  /58

  $1,999,000

  $251K PRICE DROP

  • 3 Beds
  • 3 Baths
  • 3,091 Sq Ft

  122 Blythewood Dr, Pittsfield, MA 01201

  Set just off the shoreline of Onota Lake and accessed by a private bridge, this approximately 1.25-acre island offers a kind of ownership that is seldom available in the Berkshires. Surrounded by water, the property creates a natural sense of separation and calm, with broad lake views and a level of privacy that is difficult to replicate without sacrificing accessibility. Here, the experience is

  Cameron Volastro WILLIAM PITT SOTHEBY'S - LENOX

  122 Blythewood Dr, Pittsfield, MA 01201
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  /15

  $49,500

  • Land
  • 10,890 Sq Ft
  • $198,000 per Acre

  0 Parker St, Pittsfield, MA 01201

  Well-located and cleared corner lot with existing curb cuts on both Parker Street and Kellogg Street. The +/-0.25-acre parcel is zoned RM, with water, sewer, and natural gas available at the street. Its proximity to Berkshire Health Systems--the region's largest employer - along with walkability to Tyler Street businesses and public transportation, makes this an excellent opportunity for

  Conor Meehan STONE HOUSE PROPERTIES, LLC

  0 Parker St, Pittsfield, MA 01201
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  /35

  $254,900

  $15K PRICE DROP

  • 4 Beds
  • 1 Bath
  • 1,360 Sq Ft

  85 Edward Ave, Pittsfield, MA 01201

  This cherished family home is ready for it's next chapter. A welcoming front foyer opens to a spacious living room filled with natural light and featuring a classic wood-burning fireplace, seamlessly connected to a formal dining room ideal for entertaining. Beautiful hardwood floors, along with original wood molding and trim throughout add timeless character and warmth. The second floor offers

  Jeffrey King ALTON & WESTALL REAL ESTATE AGENCY, LLC

  85 Edward Ave, Pittsfield, MA 01201
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  /20

  $424,900

  • 3 Beds
  • 2 Baths
  • 1,662 Sq Ft

  555 Williams St, Pittsfield, MA 01201

  Welcome home to this beautifully maintained, ADA-compliant 3-bedroom, 1.5-bathroom ranch-style home, offering the perfect blend of comfort, accessibility, and modern efficiency.From the moment you arrive, you'll love the excellent curb appeal, featuring durable vinyl siding, updated vinyl windows, and a solar system to curb electric costs.Inside, the home boasts a wonderful, flowing floor

  Jason Nocher NOCHER REALTY

  555 Williams St, Pittsfield, MA 01201
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  /35

  $349,000

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

  15 Lillian St, Pittsfield, MA 01201

  Welcome home to this sweet split-level in desirable Southeast Pittsfield neighborhood. Offering 3 bedrooms and 1.5 baths, this well-maintained home features a spacious, well-appointed kitchen with granite countertops, abundant cabinetry, and great functionality for everyday living. Cozy up by the wood-burning fireplace or unwind in the inviting four-season room overlooking the deck and backyard.

  Victoria Standring Lamacchia Realty, Inc. - Dalton

  15 Lillian St, Pittsfield, MA 01201
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  /2

  $155,000

  • Land
  • 5 Acres
  • $31,000 per Acre

  365 Churchill St, Pittsfield, MA 01201

  Seller is offering a 5-acre lot for separate sale from the 15-acre property. The 5-acre parcel does not include the installed electricity, driveway, or building pad, which are located on the 10-acre parcel.Also available with 15 acres MLS#248259

  Sally Carr KEY REALTY

  365 Churchill St, Pittsfield, MA 01201
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  $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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  /40

  $550,000

  • 3 Beds
  • 3 Baths
  • 3,128 Sq Ft

  1 Mountain Dr, Pittsfield, MA 01201

  Spacious and thoughtfully designed, this executive ranch located on coveted Mountain Drive offers the perfect balance of comfort and functionality. Featuring three bedrooms and three full bathrooms, the home's expansive layout provides room to gather, relax, and spread out with ease.At the heart of the home, a generously sized living room with a wood-burning fireplace creates a warm and

  Maggie Gavin WILLIAM PITT SOTHEBY'S - LENOX

  1 Mountain 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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  /22

  $229,999

  • 2 Beds
  • 1 Bath
  • 1,131 Sq Ft

  116 Bromback St, Pittsfield, MA 01201

  Welcome to this charming and low-maintenance ranch offering 1,131 square feet of comfortable single-level living. Situated on a quiet street in a desirable Pittsfield neighborhood, this two-bedroom, one-bath home is just minutes from Onota Lake and Pontoosuc Lake, providing easy access to boating, fishing, swimming, and year-round outdoor recreation. Inside, you'll find a functional floor plan

  Kellie Perrault KEMPF-VANDERBURGH REALTY CONSULTANTS, INC.

  116 Bromback St, Pittsfield, MA 01201
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  /16

  $375,000

  • 6 Beds
  • 6 Baths
  • 3,456 Sq Ft

  31 Bartlett Ave, Pittsfield, MA 01201

  Solid investment opportunity featuring a six-unit property comprised of all one-bedroom apartments. Four units are currently rented and in very nice condition, offering immediate income, while two units have been partially gutted, providing a blank slate for upgrades and significant value-add potential. The property offers off-street parking and includes a private deck off Unit 5, enhancing

  Tim Gallagher STONE HOUSE PROPERTIES, LLC

  31 Bartlett Ave, Pittsfield, MA 01201
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  /70

  $989,000

  • 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

  • 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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  /25

  $195,000

  $4K PRICE DROP

  • 4 Beds
  • 1 Bath
  • 1,480 Sq Ft

  57 Adam St, Pittsfield, MA 01201

  Conveniently located near downtown Pittsfield, this home offers an affordable opportunity for buyers looking to transition from renting to homeownership or for investors seeking their next project. The home features a spacious eat-in kitchen with first-floor laundry, functional living space, and a manageable yard with a covered back porch that could easily be screened in for seasonal enjoyment.

  Leanne Sedlak REAL BROKER

  57 Adam St, Pittsfield, MA 01201
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  /14

  $1,347,500

  $52K PRICE DROP

  • 16 Beds
  • 16 Baths
  • 8,608 Sq Ft

  14 Highland Ave, Pittsfield, MA 01201

  Excellent 8-Unit Investment Opportunity-5 minute walk to the Lake!Clean, well-maintained multifamily property featuring 8 total units with separate utilities. Each unit includes central A/C. Property offers private, dedicated parking for tenants. Prime location--just minutes from major hospitals, large employers, shopping, and public transit. High-demand rental area with strong occupancy history.

  Tim Gallagher STONE HOUSE PROPERTIES, LLC

  14 Highland Ave, Pittsfield, MA 01201
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  /9

  $109,900

  • Land
  • 2.34 Acres
  • $46,966 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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  /18

  $285,000

  $14K PRICE DROP

  • 3 Beds
  • 1 Bath
  • 1,462 Sq Ft

  39 Meleca Ave, Pittsfield, MA 01201

  Spacious Southeast Pittsfield Ranch with great bones and endless potential! Generous room sizes and a thoughtful layout provide a wonderful foundation for additional updates that will make this home your own. A brand-new furnace offers added peace of mind, while the unfinished basement is ready for your vision, whether additional living space, a workshop, or recreation area. Outside, you'll find

  Victoria Standring Lamacchia Realty, Inc. - Dalton

  39 Meleca Ave, Pittsfield, MA 01201
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  /15

  $334,500

  • 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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  /3

  $419,000

  • 7 Beds
  • 4.5 Baths
  • 4,682 Sq Ft

  312 South St, Pittsfield, MA 01201

  Four-family investment opportunity that checks all the boxes! Great location. Fully rented. Turnkey. Robust net operating income. This well-maintained home, comprising three 2-bedroom units and one 1-bedroom unit all with separate utilities, is an instant profit generator and offers real value in today's market.

  Derek Greene The Greene Realty Group

  312 South 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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  /56

  $3,800,000

  $1M PRICE DROP

  • 8 Beds
  • 7 Baths
  • 7,494 Sq Ft

  140 Hancock Rd, Pittsfield, MA 01201

  Welcome to an extraordinary lakefront estate on the shores of Pontoosuc Lake, an offering that sets a new benchmark for luxury living in the Berkshires. With over 7,494 square feet of total space, including exceptional garage capacity ideal for car collectors or hobbyists, this remarkable property offers unparalleled scale, versatility, and setting.The main living area showcases a

  Elisha Poirier STONE HOUSE PROPERTIES, LLC

  140 Hancock Rd, Pittsfield, MA 01201
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  /56

  $979,000

  • 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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  /20

  $289,000

  $21K PRICE DROP Pre-Foreclosure

  • 3 Beds
  • 1 Bath
  • 1,326 Sq Ft

  77 Imperial Ave, Pittsfield, MA 01201

  Well maintained cape on a perfect corner lot in The Orchards! The home features two bedrooms, full bath, kitchen and living room all on the main level. The second floor has an additional bedroom and storage. Wood burning fireplace and mountain views from the back yard. Efficient natural gas heating and solar panels from SunRun. Basement was at one time finished and certainly could be in the

  Derek Strzepa NOCHER REALTY

  77 Imperial Ave, Pittsfield, MA 01201
• 

  

  /40

  $469,000

  Open Sat 12PM - 2PM

  • 4 Beds
  • 2 Baths
  • 1,843 Sq Ft

  81 Northumberland Rd, Pittsfield, MA 01201

  Rich in character and history, this beautifully maintained Colonial sits on land once belonging to Pittsfield's renowned Grey Tower Estate. Featuring original oak woodwork, decorative architectural leaded glass all which may have been salvaged from the estate. Move right in and relax on the expansive front porch with an iced tea in hand. As you walkthrough the quarter sawn oak doors there is

  Tanya LeRose THE KINDERHOOK GROUP

  81 Northumberland Rd, 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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