24

Pittsfield, MA Homes for Sale with Acreage

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  • Lot 144 Eastbrook Ln, Pittsfield, MA 01201
    Lot 144 Eastbrook Ln, Pittsfield, MA 01201
    Lot 144 Eastbrook Ln, Pittsfield, MA 01201
    /5

    $79,900

    • Land
    • 1.08 Acres
    • $73,981 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

    (413) 414-5864

    Lot 144 Eastbrook Ln, Pittsfield, MA 01201
  • Lot 140 Westbrook Terrace, Pittsfield, MA 01201
    Lot 140 Westbrook Terrace, Pittsfield, MA 01201
    Lot 140 Westbrook Terrace, Pittsfield, MA 01201
    /4

    $79,900

    • Land
    • 1.23 Acres
    • $64,959 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

    (413) 288-3713

    Lot 140 Westbrook Terrace, Pittsfield, MA 01201
  • 205 Pecks Rd, Pittsfield, MA 01201
    205 Pecks Rd, Pittsfield, MA 01201
    205 Pecks Rd, Pittsfield, MA 01201
    /8

    $49,000

    • Land
    • 1.30 Acres
    • $37,692 per Acre

    205 Pecks Rd, Pittsfield, MA 01201

    1.3 acre parcel zoned IL (Industrial-Light) - Well-suited for contractors needing outdoor storage or investors. Ideal for parking construction vehicles, equipment, or storage trailers. This parcel could also be good for generating passive income with storage container rentals, renting to contractors, or parking RVs/boats during the off-season. The parcel allows for temporary structures. It also

    Agent Photo

    Syrah Bradley

    BISHOP WEST REAL ESTATE

    (413) 338-8371

    205 Pecks Rd, Pittsfield, MA 01201
  • 0 Dalton Division Rd, Pittsfield, MA 01201
    0 Dalton Division Rd, Pittsfield, MA 01201
    0 Dalton Division Rd, Pittsfield, MA 01201
    /15

    $110,000

    • Land
    • 4.62 Acres
    • $23,810 per Acre

    0 Dalton Division Rd, Pittsfield, MA 01201

    Well located parcels with 4.2 acres of development land zoned RG with an attached .4 acre lot zoned R12. Sale includes all engineering work to date, including wetlands delineation, site plans, etc... All utilities available including water, sewer & natural gas. Possibilities include 19-20 Garden Style Apartments, 5 or 7 lot subdivision or a 3 lot ANR subdivision. Property abuts large apartment

    Agent Photo

    Corey Bishop

    BISHOP WEST REAL ESTATE

    (413) 366-3881

    0 Dalton Division Rd, Pittsfield, MA 01201
  • 140 Westbrook Terrace, Pittsfield, MA 01201
    140 Westbrook Terrace, Pittsfield, MA 01201
    140 Westbrook Terrace, Pittsfield, MA 01201
    /12

    $1,200,000

    • 4 Beds
    • 3.5 Baths
    • 3,409 Sq Ft

    140 Westbrook Terrace, Pittsfield, MA 01201

    Introducing a stunning and spacious ''to be built'' single-story home designed with expandable second floor for comfortable and upscale living. Boasting over 3,400 square feet of well-appointed living space, which includes the finished lower level, this residence offers four bedrooms, three and a half bathrooms, and an array of quality finishes that elevate the living experience. As you enter

    Agent Photo

    Corey Bishop

    BISHOP WEST REAL ESTATE

    (413) 848-7696

    140 Westbrook Terrace, Pittsfield, MA 01201
  • 144 Eastbrook Ln, Pittsfield, MA 01201
    144 Eastbrook Ln, Pittsfield, MA 01201
    144 Eastbrook Ln, Pittsfield, MA 01201
    /13

    $1,399,900 New Construction

    • 4 Beds
    • 3 Baths
    • 3,100 Sq Ft

    144 Eastbrook Ln, Pittsfield, MA 01201

    Experience the rare chance to bring your ideal living space to life within the prestigious gated community of Woodmonte Estates in Pittsfield, MA. This to-be-built luxury home offers a range of customizable, high-end features, including soaring 9'-18' ceilings, red oak hardwood flooring, gas fireplaces, custom kitchen cabinetry, and a spacious primary suite with a spa-inspired bath. Crafted with

    Agent Photo

    Corey Bishop

    BISHOP WEST REAL ESTATE

    (413) 666-1014

    144 Eastbrook Ln, Pittsfield, MA 01201
  • 8 Northbrook Ln, Pittsfield, MA 01201
    8 Northbrook Ln, Pittsfield, MA 01201
    8 Northbrook Ln, Pittsfield, MA 01201
    /30

    $1,399,900 New Construction

    • 4 Beds
    • 3 Baths
    • 3,100 Sq Ft

    8 Northbrook Ln, Pittsfield, MA 01201

    Now under rapid construction, this stunning contemporary two-story home sits on a private 2.79-acre cul-de-sac lot. Spanning over 3,100 sq ft, it features soaring 9' ceilings, a dramatic two-story foyer and living room, and a walkout basement with finishing potential. Designed for both comfort and style, the home offers a cozy fireplace in the living room and a second fireplace in the luxurious

    Agent Photo

    Corey Bishop

    BISHOP WEST REAL ESTATE

    (413) 266-5435

    8 Northbrook Ln, Pittsfield, MA 01201
  • 304 Dalton Division Rd, Pittsfield, MA 01201
    304 Dalton Division Rd, Pittsfield, MA 01201
    304 Dalton Division Rd, Pittsfield, MA 01201
    /36

    $610,000

    • 4 Beds
    • 2.5 Baths
    • 2,464 Sq Ft

    304 Dalton Division Rd, Pittsfield, MA 01201

    Welcome to 304 Dalton Division Road in Pittsfield! This charming property blends country living with city access, set on over 6 acres of land offering privacy, outdoor space, and beautifully landscaped grounds. It includes three sheds, one a wood shed, for ample storage. The home features a mudroom, first-floor laundry, and a kitchen with quartz countertops and sliding doors to the backyard. The

    Patrick Cathro NON-MEMBER / RECIPROCAL

    304 Dalton Division Rd, Pittsfield, MA 01201
  • 0 Westbrook Terrace, Pittsfield, MA 01201
    0 Westbrook Terrace, Pittsfield, MA 01201
    0 Westbrook Terrace, Pittsfield, MA 01201
    /12

    $59,000

    • Land
    • 1.00 Acre
    • $59,000 per Acre

    0 Westbrook Terrace, Pittsfield, MA 01201

    Build your dream home in the prestigious gated enclave of Woodmonte Estates, located in the heart of Berkshire County, Massachusetts. This cleared 1-acre corner lot offers a rare opportunity to create a custom residence in one of the regions most desirable communities, surrounded by privacy, beauty, and high-end homes.With access to public utilities and underground electricity already in

    Community Lands

    0 Westbrook Terrace, Pittsfield, MA 01201
  • 18 Old Farm Ln, Pittsfield, MA 01201
    18 Old Farm Ln, Pittsfield, MA 01201
    18 Old Farm Ln, Pittsfield, MA 01201
    /81

    $1,195,000

    • 5 Beds
    • 2.5 Baths
    • 3,087 Sq Ft

    18 Old Farm Ln, Pittsfield, MA 01201

    Newly Constructed Farmhouse Style Home in coveted Woodmonte Estates central to all Berkshire attractions. Over the bridge into the woods escape to a magical setting amidst a woodland preserve of 2+ acres. Build a family compound of your own with 1 extra homesites to create your dreams with incredible peace and privacy yet all city conveniences. Unique living to mingle in a community with

    Tonia Scalise WILLIAM PITT SOTHEBY'S - LENOX

    18 Old Farm Ln, Pittsfield, MA 01201
  • 37 Old Farm Ln, Pittsfield, MA 01201
    37 Old Farm Ln, Pittsfield, MA 01201
    37 Old Farm Ln, Pittsfield, MA 01201
    /41

    $1,450,000 New Construction

    • 5 Beds
    • 3.5 Baths
    • 3,978 Sq Ft

    37 Old Farm Ln, Pittsfield, MA 01201

    LOOK AT THIS! Did you know you may qualify for construction loans with VA, FHA, or even with less than 20% down? Your dream home is just a build away! Imagine living in a modern oasis surrounded by nature — where space, comfort, and serenity come together in perfect harmony. This TO BE BUILT home at 37 Old Farm Ln offers nearly 4,000 sqft of luxurious living with 5 bedrooms, 4.5 baths, a sunlit

    Mg Group Century 21 North East

    37 Old Farm Ln, Pittsfield, MA 01201
  • 40 Pecks Rd, Pittsfield, MA 01201
    40 Pecks Rd, Pittsfield, MA 01201
    40 Pecks Rd, Pittsfield, MA 01201
    /38

    $875,000

    • 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
  • 83 Hancock Rd, Pittsfield, MA 01201
    83 Hancock Rd, Pittsfield, MA 01201
    83 Hancock Rd, Pittsfield, MA 01201
    /54

    $650,000

    • 3 Beds
    • 2.5 Baths
    • 1,978 Sq Ft

    83 Hancock Rd, Pittsfield, MA 01201

    Escape to Lake Pontoosuc Lakeview Living. This quality contemporary offers a stunning view through the tall pines overlooking the newly revamped Pontoosuc Park in Pittsfield, truly the heart of the Berkshires. Enjoy a spectacular north-facing view of the vast Lake Pontoosuc and the majesty of Mount Greylock.Set on 2+ acres of rolling lawns, this peaceful 3-bedroom, 2.5-bath home features soaring

    Tonia Scalise WILLIAM PITT SOTHEBY'S - LENOX

    83 Hancock Rd, Pittsfield, MA 01201
  • 1030 West St, Pittsfield, MA 01201
    1030 West St, Pittsfield, MA 01201
    1030 West St, Pittsfield, MA 01201
    /66

    $2,250,000

    • 5 Beds
    • 6 Baths
    • 5,477 Sq Ft

    1030 West St, Pittsfield, MA 01201

    1030 West is a bespoke family compound on 6 acres between Onota Lake and Pittsfield State Forest, offering refined country living with city convenience. The historic main house, decorated by designer Heidi Caillier and featured in her book Memories of Home, has been thoughtfully renovated with timeless materials - custom cabinetry, marble, limestone, Waterworks fixtures, designer and vintage

    Tracy Crawford COMPASS MASSACHUSETTS , LLC GB

    1030 West St, Pittsfield, MA 01201
  • 0 Hungerford St, Pittsfield, MA 01201
    0 Hungerford St, Pittsfield, MA 01201
    0 Hungerford St, Pittsfield, MA 01201
    /4

    $50,000

    • Land
    • 1.10 Acres
    • $45,455 per Acre

    0 Hungerford St, Pittsfield, MA 01201

    Build Your Dream Home on 1.1 Acres. Don’t miss this rare opportunity to own a spacious 1.1-acre buildable lot, perfect for your custom single-family home. Located in a peaceful setting and convenience, this lot offers level terrain and is ready for development with utilities water, sewer, electric available at the street. Whether you’re looking to build now or invest for the future, this property

    Xavier Cruz Fathom Realty

    0 Hungerford St, Pittsfield, MA 01201
  • 499 Tamarack Rd, Pittsfield, MA 01201
    499 Tamarack Rd, Pittsfield, MA 01201
    499 Tamarack Rd, Pittsfield, MA 01201
    /33

    $500,000

    • 3 Beds
    • 3 Baths
    • 2,351 Sq Ft

    499 Tamarack Rd, Pittsfield, MA 01201

    CHECK OUT THE NEW PHOTOS!!!! Located next to Bousquet, just up the road from the Pittsfield airport, minutes from Lenox and Tanglewood and easy access to all the Berkshires have to offer! Lot's of love and care has gone into this home and property. Beautifully maintained and manicured lawn, private backyard, renovated deck with hot tub and a recently paved driveway are just a few of the outdoor

    Allen Halstead Berkshire Hathaway Home Services Blake

    499 Tamarack Rd, Pittsfield, MA 01201
  • 140 Hancock Rd, Pittsfield, MA 01201
    140 Hancock Rd, Pittsfield, MA 01201
    140 Hancock Rd, Pittsfield, MA 01201
    /55

    $5,499,500

    • 8 Beds
    • 6.5 Baths
    • 6,986 Sq Ft

    140 Hancock Rd, Pittsfield, MA 01201

    Welcome to an extraordinary opportunity on the shores of Pontoosuc Lake. This remarkable estate sets a new standard for lakefront living in Pittsfield and beyond, offering a rare combination of luxury, scale, and setting.With over 18,700 square feet of total space, including an impressive amount of garage space suitable for car collectors or hobbyists, this home provides room to live, relax, and

    Cameron Volastro STONE HOUSE PROPERTIES, LLC

    140 Hancock Rd, Pittsfield, MA 01201
  • 36 Old Farm Ln, Pittsfield, MA 01201
    36 Old Farm Ln, Pittsfield, MA 01201
    /2

    $30,000

    • Land
    • 1.08 Acres
    • $27,778 per Acre

    36 Old Farm Ln, Pittsfield, MA 01201

    Located at 36 Old Farm Lane in Pittsfield, MA, this land investment offers a prime opportunity for development or a place to build your dream HOME. Situated in a quiet residential area, the property provides easy access to local amenities, schools, and major roads. With generous acreage, it presents various possibilities for residential or recreational use. Pittsfield’s real estate market is on

    Mg Group Century 21 North East

    36 Old Farm Ln, Pittsfield, MA 01201
  • 0 Eastbrook Ln, Pittsfield, MA 01201
    0 Eastbrook Ln, Pittsfield, MA 01201
    0 Eastbrook Ln, Pittsfield, MA 01201
    /10

    $59,900

    • Land
    • 3.10 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
  • 39 Old Farm Ln, Pittsfield, MA 01201
    39 Old Farm Ln, Pittsfield, MA 01201
    39 Old Farm Ln, Pittsfield, MA 01201
    /17

    $36,900

    • Land
    • 1.31 Acres
    • $28,168 per Acre

    39 Old Farm Ln, Pittsfield, MA 01201

    Discover ultimate privacy in Woodmonte Estates! This unique property, nestled at the quiet end of the neighborhood with a private gated entrance, is a dream come true for your new home. Located near association tennis courts and surrounded by Berkshire County's attractions, including hiking, skiing, lakes, and Tanglewood - plus, you're just minutes from the New York state border. Secure your

    Laiken Rapisarda LAMACCHIA REALTY, INC

    39 Old Farm Ln, Pittsfield, MA 01201
  • 407 Churchill St, Pittsfield, MA 01201
    407 Churchill St, Pittsfield, MA 01201
    407 Churchill St, Pittsfield, MA 01201
    /20

    $499,000

    • Land
    • 16 Acres
    • $31,188 per Acre

    407 Churchill St, Pittsfield, MA 01201

    Imagine building your dream home or family compound on this stunning estate parcel in the heart of the Berkshires. This very rare gated land package includes a total of three parcels, each with power and wells in place. The main building site is at the top of the property and includes a four bedroom septic and buried propane tank. Conveniently located just minutes from Pittsfield State Forest

    Victoria Standring LAMACCHIA REALTY, INC

    407 Churchill St, Pittsfield, MA 01201
  • Lot 3,4,5 Lynda Ct, Pittsfield, MA 01201
    Lot 3,4,5 Lynda Ct, Pittsfield, MA 01201
    Lot 3,4,5 Lynda Ct, Pittsfield, MA 01201
    /13

    $119,900

    • Land
    • 6 Acres
    • $21,800 per Acre

    Lot 3,4,5 Lynda Ct, Pittsfield, MA 01201

    Step onto this land that has a country feel but is located within the city of Pittsfield. Onota lake is walking distance. The lot is 3 lots being sold as 1. It is lot #3, #4 and #5. Electric and water at the end of lot #3.

    Janet Benoit MOCKINGBIRD REAL ESTATE

    Lot 3,4,5 Lynda Ct, Pittsfield, MA 01201
  • 10 Lillybrook Rd, Pittsfield, MA 01201
    10 Lillybrook Rd, Pittsfield, MA 01201
    10 Lillybrook Rd, Pittsfield, MA 01201
    /92

    $744,000

    • 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

    Paul Clark CLARK REALTY GROUP LLC

    10 Lillybrook Rd, Pittsfield, MA 01201
  • LOT 301 Cascade St, Pittsfield, MA 01201
    LOT 301 Cascade St, Pittsfield, MA 01201
    LOT 301 Cascade St, Pittsfield, MA 01201
    /27

    $154,900

    • Land
    • 9 Acres
    • $16,438 per Acre

    LOT 301 Cascade St, Pittsfield, MA 01201

    Here is the lot you have been waiting for! Located in a private and bucolic setting of West Pittsfield. A rare opportunity to have the privacy and benefits of living in nature but access to city amenities. This parcel is only a six minute drive to Onota Lake; one of the premier lakes in the county for boating and fishing. There has been a clearing made for a home site and a drilled well. ~3 hours

    Derek Strzepa NOCHER REALTY

    LOT 301 Cascade St, Pittsfield, MA 01201
Massachusetts Berkshire County Pittsfield

Homes for Sale with Acreage in Pittsfield, MA

Home Trends in Pittsfield, MA

On average, homes in Pittsfield, MA sell after 51 days on the market compared to the national average of 70 days. The median sale price for homes in Pittsfield, MA over the last 12 months is $283,500, down 42% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price
$283,500
Median Single Family Sale Price
$689,000
Median 2 Bedroom Sale Price
$234,000
Median 1 Bedroom Sale Price
$185,000
Average Price Per Sq Ft
$279
Number of Homes for Sale
7
Last 12 months Home Sales
16
Months of Supply
5.30
Median List Price
$565,900
Median Change From 1st List Price
4%
Median Home Sale Price YoY Change
-42%
How to Buy a Home How to Finance a Home How to Sell a Home

In Pittsfield, there are currently 24 homes for sale with acreage, providing ample space for homeowners to customize their living environment, whether for expansive gardens, outdoor entertaining, or enhanced privacy. Whether you're in search of a spacious family home with plenty of room to roam, a property ripe for development, or simply seeking space and tranquility, homes for sale with acreage in Pittsfield, MA offer the flexibility to tailor your living experience to your preferences. Browse the selection of homes for sale with land in Pittsfield and discover the potential and freedom that comes with owning your own piece of property.

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