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Pittsfield, MA Homes for Sale with Acreage

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  • /33

    $1,349,000

    $46K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,728 Sq Ft

    61 Tor Ct, Pittsfield, MA 01201

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

    Allen Bassen

    BERKSHIRE HOMES AND CONDOS

    61 Tor Ct, Pittsfield, MA 01201
  • /7

    $59,900

    $20K PRICE DROP
    • Land
    • 1.08 Acres
    • $55,463 per Acre

    Lot 144 Eastbrook Ln, Pittsfield, MA 01201

    Nestled on a quiet street among upscale homes, this 1.08-acre lot offers a prime setting to build your custom residence. Underground utilities are available at the road for a seamless start. Enjoy the privacy and natural beauty of the Berkshires with easy access to downtown Pittsfield, Tanglewood, hiking trails, and more. Protective covenants preserve the integrity and lasting value of this

    Agent Photo

    Corey Bishop

    BISHOP WEST REAL ESTATE

    Lot 144 Eastbrook Ln, Pittsfield, MA 01201
  • /11

    $814,900

    $25K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 2,000 Sq Ft

    407 Churchill St, Pittsfield, MA 01201

    To Be Built Home - Create your custom, energy-efficient, low-maintenance home with flexible floor plans! Photos, prices, and layouts are for display only and subject to change with market and site conditions. Plans may be modified, changed and repriced. You'll select all colors and most finishes for a fully personalized build. Home price includes the 3.59-acre lot (MLS # 248344), installed

    Agent Photo

    Corey Bishop

    BISHOP WEST REAL ESTATE

    407 Churchill St, Pittsfield, MA 01201
  • /12

    $114,900

    $25K PRICE DROP
    • Land
    • 3.59 Acres
    • $32,006 per Acre

    407 Churchill St, Pittsfield, MA 01201

    Experience refined country living on this immaculate 3.59-acre estate parcel, mostly cleared prepared with an installed private well, perc test/soil evaluation complete, and underground electric in place. A septic easement benefits the property via a neighboring parcel. The HOA provides driveway and common-land maintenance. The restrictions and covenants in place ensure lasting elegance: minimum

    Agent Photo

    Corey Bishop

    BISHOP WEST REAL ESTATE

    407 Churchill St, Pittsfield, MA 01201
  • /7

    $35,000

    • Land
    • 1.08 Acres
    • $32,407 per Acre

    Lot 25 Old Farm Ln, Pittsfield, MA 01201

    This Woodmonte Estates lot offers a builder-ready parcel equipped with on-site utilities, including public sewer, a private well, and underground electric and gas.Tucked away in a premier luxury community, this location provides a serene, private setting while maintaining close proximity to year-round recreation. It is just a short drive to the renowned cultural hubs, skiing, lakes, and

    Agent Photo

    Diane Thorson

    WILLIAM PITT SOTHEBY'S - GT BARRINGTON

    Lot 25 Old Farm Ln, Pittsfield, MA 01201
  • /8

    $25,000

    • Land
    • 1.51 Acres
    • $16,556 per Acre

    Lot #26 Old Farm Ln, Pittsfield, MA 01201

    Old Farm Lane, Lot #26 offers the perfect blend of wooded privacy and neighborhood community, while being tucked away on a quiet cul-de-sac. Utilities are in place with public sewer, private well, underground electric + gas. This lot borders the Pittsfield State Forest and offers close proximity to other year-round activities. It is also a short drive to the cultural hubs of Lenox, Williamstown,

    Agent Photo

    Diane Thorson

    WILLIAM PITT SOTHEBY'S - GT BARRINGTON

    Lot #26 Old Farm Ln, Pittsfield, MA 01201
  • /10

    $89,900

    $20K PRICE DROP
    • Land
    • 2.14 Acres
    • $42,009 per Acre

    403 Churchill St, Pittsfield, MA 01201

    Experience refined country living on this immaculate 2.14-acre estate parcel, mostly cleared prepared with an installed private well, 3 bedroom septic design and underground electric in place. There is an existing RDA plan approved which has expired and would need renewing for nearby wetlands on common land. The HOA provides driveway and common-land maintenance. The restrictions and covenants in

    Agent Photo

    Corey Bishop

    BISHOP WEST REAL ESTATE

    403 Churchill St, Pittsfield, MA 01201
  • /9

    $179,900

    $75K PRICE DROP
    • Land
    • 8.93 Acres
    • $20,146 per Acre

    411 Churchill St, Pittsfield, MA 01201

    Experience refined country living on this immaculate 8.93-acre estate parcel, fully cleared and impeccably prepared with a private well, installed 4 bedroom septic system, underground electric tied in, and a 1,000-gallon underground propane tank. A proposed septic easement accommodates an abutting lot. The HOA provides driveway and common-land maintenance, with restrictions and covenants ensuring

    Agent Photo

    Corey Bishop

    BISHOP WEST REAL ESTATE

    411 Churchill St, Pittsfield, MA 01201
  • /11

    $1,101,800

    $75K PRICE DROP
    • 4 Beds
    • 4 Baths
    • 2,634 Sq Ft

    411 Churchill St, Pittsfield, MA 01201

    To Be Built Home - Create your custom, energy-efficient, low-maintenance home with flexible floor plans! Photos, prices, and layouts are for display only and subject to change with market and site conditions. Plans may be modified, changed and repriced. You'll select all colors and most finishes for a fully personalized build. Home price includes the 8.94-acre lot (MLS #248342), featuring a

    Agent Photo

    Corey Bishop

    BISHOP WEST REAL ESTATE

    411 Churchill St, Pittsfield, MA 01201
  • /7

    $789,900

    $20K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 2,000 Sq Ft

    403 Churchill St, Pittsfield, MA 01201

    To Be Built - Create your custom, energy-efficient, low-maintenance home with flexible floor plans! Photos, prices, and layouts are for display only and subject to change with market and site conditions. Plans may be modified, changed and repriced. You'll select all colors and most finishes for a fully personalized build. Home price includes the 2.14-acre lot (MLS # 248343), featuring a private

    Agent Photo

    Corey Bishop

    BISHOP WEST REAL ESTATE

    403 Churchill St, Pittsfield, MA 01201
  • /92

    $665,000

    $35K PRICE DROP
    • 4 Beds
    • 5 Baths
    • 2,748 Sq Ft

    10 Lillybrook Rd, Pittsfield, MA 01201

    Beautiful 4 bedroom contemporary on Lilybrook Road. Vaulted entry way leads to living (sitting) room flanked by formal dining room. Also on the first floor is oversized great (family) room with fireplace, large eat-in kitchen and private master (in-law) suite with full bath and jet tub. The second floor has another master suite with full private bath, two additional bedrooms, and a second full

    Agent Photo

    Paul Clark

    CLARK REALTY GROUP LLC

    10 Lillybrook Rd, Pittsfield, MA 01201
  • /9

    $45,000

    • Land
    • 1.08 Acres
    • $41,667 per Acre

    Lot 24 Old Farm Ln, Pittsfield, MA 01201

    This Woodmonte Estates lot offers a builder-ready parcel equipped with on-site utilities, including public sewer, a private well, and underground electric and gas.Tucked away in a premier luxury community, this location provides a serene, private setting while maintaining close proximity to year-round recreation. It is just a short drive to the renowned cultural hubs, skiing, lakes, and

    Agent Photo

    Diane Thorson

    WILLIAM PITT SOTHEBY'S - GT BARRINGTON

    Lot 24 Old Farm Ln, Pittsfield, MA 01201
  • /6

    $55,000

    • Land
    • 1 Acre
    • $55,000 per Acre

    Lot 23 Old Farm Ln, Pittsfield, MA 01201

    This Woodmonte Estates lot offers a builder-ready parcel equipped with on-site utilities, including public sewer, a private well, and underground electric and gas.Tucked away in a premier luxury community, this location provides a serene, private setting while maintaining close proximity to year-round recreation. It is just a short drive to the renowned cultural hubs, skiing, lakes, and

    Agent Photo

    Diane Thorson

    WILLIAM PITT SOTHEBY'S - GT BARRINGTON

    Lot 23 Old Farm Ln, Pittsfield, MA 01201
  • /7

    $59,900

    $20K PRICE DROP
    • Land
    • 1.23 Acres
    • $48,699 per Acre

    Lot 140 Westbrook Terrace, Pittsfield, MA 01201

    Nestled on a quiet street among upscale homes, this 1.23-acre lot offers a prime setting to build your custom residence. Underground utilities are available at the road for a seamless start. Enjoy the privacy and natural beauty of the Berkshires with easy access to downtown Pittsfield, Tanglewood, hiking trails, and more. Protective covenants preserve the integrity and lasting value of this

    Agent Photo

    Corey Bishop

    BISHOP WEST REAL ESTATE

    Lot 140 Westbrook Terrace, Pittsfield, MA 01201
  • /37

    $830,000

    • 12 Beds
    • 1 Bath
    • 18,000 Sq Ft

    40 Pecks Rd, Pittsfield, MA 01201

    Don’t be late for this redevelopment opportunity! 18,000 Sqft on 1.1 Acres. Structurally sound property offers a rare opportunity to transform a historic space into a vibrant new community. Preliminary estimates suggest the potential for 12 residential units, with ample room for parking and green space. Featuring solid brick construction. Expansive windows, high ceilings, and open floor plans,

    Xavier Cruz Fathom Realty

    40 Pecks Rd, Pittsfield, MA 01201
  • /7

    $380,000

    $55K PRICE DROP
    • Land
    • 15 Acres
    • $25,333 per Acre

    0 Churchill St Unit 248259, Pittsfield, MA 01201

    Price reduction. Motivated seller.Discover the ideal setting for your next home or retreat on this 15-acre parcel in West Pittsfield. Thoughtfully prepared, the property already features installed electricity, along with a newly constructed driveway and building pad. Enjoy a perfect blend of open and wooded land, including 5+ acres of fields, 10 acres of forest, and approximately 700 feet of road

    Sally Carr KEY REALTY

    0 Churchill St Unit 248259, Pittsfield, MA 01201
  • /8

    $134,900

    $4K PRICE DROP
    • Land
    • 5.68 Acres
    • $23,750 per Acre

    132 Cascade St, Pittsfield, MA 01201

    Build your Berkshire dream on this 5.68-acre parcel ideally located on a paved road just moments from Pittsfield State Forest. Offering a beautiful blend of privacy and accessibility, this property provides the perfect setting for a year-round home or weekend retreat. Enjoy easy access to miles of trails, hiking, biking, and outdoor recreation, all while being just a short drive to downtown

    Elisha Poirier STONE HOUSE PROPERTIES, LLC

    132 Cascade St, Pittsfield, MA 01201
  • /50

    $1,750,000

    $640K PRICE DROP
    • 6 Beds
    • 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 HOMESERVICES BARNBROOK REALTY

    500 Williams St, Pittsfield, MA 01201
  • /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
  • /8

    $380,000

    • Land
    • 15 Acres
    • $25,333 per Acre

    365 Churchill St, Pittsfield, MA 01201

    Discover the ideal setting for your next home or retreat on this 15-acre parcel in West Pittsfield. Thoughtfully prepared, the property already features installed electricity, along with a newly constructed driveway and building pad. Enjoy a perfect blend of open and wooded land, including 5+ acres of fields, 10 acres of forest, and approximately 700 feet of road frontage. With city water,

    Sarah Carr Key Realty

    365 Churchill St, Pittsfield, MA 01201
  • /10

    $49,900

    $10K PRICE DROP
    • Land
    • 3.1 Acres
    • $16,097 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
  • /54

    $799,000

    • 4 Beds
    • 4 Baths
    • 3,325 Sq Ft

    576 Holmes Rd, Pittsfield, MA 01201

    Beautifully updated and maintained four bedroom, three and a half bath colonial. Spacious common areas washed with natural light make this home special. The main level boasts a large eat in kitchen, dining room, expansive living room with wood floors, family room with built ins and fireplace, separate laundry room, half bath, two car oversized garage and beautiful screened porch overlooking the

    Cortney Dupont COHEN & WHITE ASSOCIATES

    576 Holmes Rd, Pittsfield, MA 01201
  • /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
  • /6

    $40,000

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

    Lot 42 Old Farm Ln, Pittsfield, MA 01201

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

    Josh Conant COHEN & WHITE ASSOCIATES

    Lot 42 Old Farm Ln, Pittsfield, MA 01201
  • /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
  • /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
  • /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
  • /69

    $939,500

    $50K 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

    Victoria Standring Lamacchia Realty, Inc. - Dalton

    9 Eastbrook Ln, Pittsfield, MA 01201
  • /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
  • /14

    $445,000

    $50K PRICE DROP
    • 3 Beds
    • 1 Bath
    • 1,998 Sq Ft

    191 Fort Hill Ave, Pittsfield, MA 01201

    Historic farmhouse property located on 5.2 acres +/- in rural setting in west Pittsfield farm country. Abuts undeveloped, wooded landscape to the east. Walk to Fort Hill Farm. Close to Pittsfield State Forest and downtown. First floor bathroom, second floor bedrooms. Newer replacement windows. Beautiful, centrally-located fireplace. Screened-in three season porch. Fresh paint and carpet

    Andrew Hillman Hillman Real Estate

    191 Fort Hill Ave, Pittsfield, MA 01201
  • /3

    $898,000

    • Land
    • 12.84 Acres
    • $69,938 per Acre

    21 Dan Fox Dr, Pittsfield, MA 01201

    12.84 Acres of Prime development Land. Ideal for possible Commercial and/or Residential projects. Close to Shopping and Transportation. Curb cut and some engineering done.

    Steven Weisz WILLIAM PITT SOTHEBY'S - GT BARRINGTON

    21 Dan Fox Dr, Pittsfield, MA 01201
  • /73

    $1,199,900

    $250K PRICE DROP
    • 5 Beds
    • 6 Baths
    • 6,121 Sq Ft

    63 Blythewood Dr, Pittsfield, MA 01201

    Live, Love, & Play in Blythewood Estates a private enclave near premier Lake Onota to experience idyllic living in the Berkshire hills. This stunning modern 6000+ sf, 5 Bedroom, 5.5 bath colonial is thoughtfully designed and beautifully set on 3.42 manageable acres with sweeping meadow views nestled perfectly to create peace in nature while centrally located minutes to the culture, arts, museums,

    Tonia Scalise WILLIAM PITT SOTHEBY'S - LENOX

    63 Blythewood Dr, Pittsfield, MA 01201

Home Price Trends

Median Sale Price
$319,000
Median Single Family Sale Price
$325,000
Median Townhouse Sale Price
$328,950
Median 2 Bedroom Sale Price
$260,000
Median 1 Bedroom Sale Price
$175,000
Average Price Per Sq Ft
$230
Number of Homes for Sale
91
Last 12 months Home Sales
513
Months of Supply
2.10
Median List Price
$329,900
Median Change From 1st List Price
2%
Median Home Sale Price YoY Change
7%
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