11

Lanesborough, MA Homes for Sale with Acreage

Section Image Section Image
  • 1 Old Orebed Rd, New Ashford, MA 01237
    1 Old Orebed Rd, New Ashford, MA 01237
    1 Old Orebed Rd, New Ashford, MA 01237
    /8

    $54,900

    • Land
    • 2.42 Acres
    • $22,686 per Acre

    1 Old Orebed Rd, New Ashford, MA 01237

    Price improvement, seller's are MOTIVATED!!!Stunning 2.42-Acre Lot with Breathtaking Mountain Views! Prime location just minutes from the popular Jiminy Peak Ski Resort, Mt. Greylock. The property provides an excellent opportunity to build your dream home or vacation retreat, surrounded by nature's beauty and outdoor adventure. Enjoy access to skiing, hiking, lakes and more, while being

    Agent Photo

    Keytoria Jenkins

    THE KINDERHOOK GROUP

    (866) 436-0912

    1 Old Orebed Rd, New Ashford, MA 01237
  • 0 Bailey Rd, New Ashford, MA 01237
    0 Bailey Rd, New Ashford, MA 01237
    0 Bailey Rd, New Ashford, MA 01237
    /16

    $65,000

    • Land
    • 4.38 Acres
    • $14,857 per Acre

    0 Bailey Rd, New Ashford, MA 01237

    Discover the potential of this scenic , 4.38-acre parcel located on Bailey Rd. in beautiful Lanesboro. Surrounded by nature and offering mountain views, this peaceful setting is the perfect place to build your dream home or getaway retreat. Conveniently located near trails, lakes, skiing, and all the outdoor recreation the Berkshires have to offer. Don't miss this opportunity to own a slice of

    Jessica Rizzo LAMACCHIA REALTY, INC

    0 Bailey Rd, New Ashford, MA 01237
  • 221 Bailey Rd, Lanesborough, MA 01237
    221 Bailey Rd, Lanesborough, MA 01237
    221 Bailey Rd, Lanesborough, MA 01237
    /56

    $1,200,000

    • 3 Beds
    • 3.5 Baths
    • 4,248 Sq Ft

    221 Bailey Rd, Lanesborough, MA 01237

    Welcome to 221 Bailey Road in Lanesboro, MA., an exquisite ranch-style home offering approximately 4,200 sqft of luxurious living space. Nestled on 87 acres atop a mountain, this property provides unparalleled privacy and breathtaking views that enhance its serene atmosphere. The open-concept living area is perfect for entertaining, featuring abundant natural light and seamless flow between

    Doug Collins LAMACCHIA REALTY, INC

    221 Bailey Rd, Lanesborough, MA 01237
  • 342/344 New Ashford (Route 7) Rd, New Ashford, MA 01237
    342/344 New Ashford (Route 7) Rd, New Ashford, MA 01237
    342/344 New Ashford (Route 7) Rd, New Ashford, MA 01237
    /54

    $630,000

    • 4 Beds
    • 3 Baths
    • 4,930 Sq Ft

    342/344 New Ashford (Route 7) Rd, New Ashford, MA 01237

    A Berkshire landmark ready for its next chapter. Once home to the beloved BONDHU and Mill on the Floss restaurants, this multi-use property offers endless opportunity -- from a charming single-family residence to a live/work haven, a boutique inn, or a luxury destination dining experience reborn. The second-floor living quarters feature four bedrooms, including a primary suite, plus an open

    Stephanie Rapisarda WILLIAM PITT SOTHEBY'S - GT BARRINGTON

    342/344 New Ashford (Route 7) Rd, New Ashford, MA 01237
  • 0 Miner Rd, New Ashford, MA 01237
    0 Miner Rd, New Ashford, MA 01237
    0 Miner Rd, New Ashford, MA 01237
    /10

    $65,000

    • Land
    • 2.16 Acres
    • $30,092 per Acre

    0 Miner Rd, New Ashford, MA 01237

    This is a perfect opportunity to own a stunning piece of land in The Berkshires just minutes away from the charming Jimminy Peak Ski Lodge, Pontoosuc Lake and Onota Lake. This partially cleared 2.16 -acre property is an ideal lot for your dream home or a to build your own getaway. Nestled on a street featuring small farms, this land offers a peaceful and beautiful setting surrounded by nature.

    Mariah Worth LAMACCHIA REALTY, INC

    0 Miner Rd, New Ashford, MA 01237
  • 60 Old Cheshire Rd, Lanesborough, MA 01237
    60 Old Cheshire Rd, Lanesborough, MA 01237
    60 Old Cheshire Rd, Lanesborough, MA 01237
    /42

    $2,500,000

    • 4 Beds
    • 5 Baths
    • 6,100 Sq Ft

    60 Old Cheshire Rd, Lanesborough, MA 01237

    BREATHTAKING 360 DEGREE VIEWS Rarely does such a magical property come along with so much to offer. A well built and spacious home with Pickle Ball, Tennis, Swimming Pool, Gazebo, Lake frontage, Lush Green Lawn, Pastures, A Three Car Garage, Outbuildings, VIEWS FROM EVERY ROOM. Kitchen has Sub-Zero refrigerator, Wolf cooktop, large center island and a wall of windows overlook the gorgeous gardens

    Mauren White-Kirkby Berkshire Hathaway Home Services Barnbrook Realty

    60 Old Cheshire Rd, Lanesborough, MA 01237
  • 112 Silver St, Lanesborough, MA 01237
    112 Silver St, Lanesborough, MA 01237
    112 Silver St, Lanesborough, MA 01237
    /75

    $765,000

    • 4 Beds
    • 2.5 Baths
    • 2,523 Sq Ft

    112 Silver St, Lanesborough, MA 01237

    Escape to an exceptional Post & Beam Berkshire Retreat nestled on the east side of Jiminy Peak Mountain Resort. Set on 25+ acres for seclusion and privacy, eat, play & live in this 4 bedroom, 2.5 bath chalet-style home with countless modern updates. Spectrum was recently added for everyday internet and tv streaming, as well as 5 new high-efficiency mini split air conditioning/heating units for

    Tonia Scalise WILLIAM PITT SOTHEBY'S - LENOX

    112 Silver St, Lanesborough, MA 01237
  • 66 Scott Rd, Lanesborough, MA 01237
    66 Scott Rd, Lanesborough, MA 01237
    66 Scott Rd, Lanesborough, MA 01237
    /16

    $299,000

    • Land
    • 21 Acres
    • $14,238 per Acre

    66 Scott Rd, Lanesborough, MA 01237

    21 ACRES IN NORTH COUNTYA substantial corner parcel with long frontage on both Scott & Kessler Roads, sited between BNRC conservation land and a portion of Mt Greylock St. Reservation.The land unfolds naturally: meadow at the entrance, mature forest beyond, a substantial brook flowing from protected uplands, and a rising ridge offering elevation & potential views.Zoned R-A (2-acre min; 200'

    Chapin Fish WILLIAM PITT SOTHEBY'S - GT BARRINGTON

    66 Scott Rd, Lanesborough, MA 01237
  • 271 Brodie Mountain Rd, Williamstown, MA 01267
    271 Brodie Mountain Rd, Williamstown, MA 01267
    271 Brodie Mountain Rd, Williamstown, MA 01267
    /27

    $369,000

    • 3 Beds
    • 1.5 Baths
    • 1,250 Sq Ft

    271 Brodie Mountain Rd, Williamstown, MA 01267

    Ski home in Hancock less than 1/2 a mile to the slopes at Jiminy Peak Mountain Resort. This 3 bed 2 bath home sits on 5.25 acres with a private driveway right off of Brodie Mountain Road. This is your opportunity to own a vacation home in the Berkshires.

    Kevin Moderski JIMINY REALTY

    271 Brodie Mountain Rd, Williamstown, MA 01267
  • 0 Miner Lots 2 & 3 Rd Unit 248551, Lanesborough, MA 01237
    0 Miner Lots 2 & 3 Rd Unit 248551, Lanesborough, MA 01237
    0 Miner Lots 2 & 3 Rd Unit 248551, Lanesborough, MA 01237
    /28

    $385,000

    • Land
    • 7.5 Acres
    • $51,333 per Acre

    0 Miner Lots 2 & 3 Rd Unit 248551, Lanesborough, MA 01237

    This exceptional 7.5-acre parcel offers a rare blend of privacy and potential at the gateway to the Berkshires. Located just off Rt 7 near Pontoosuc Lake, this dual-zoned residential and agricultural land can be kept as one expansive estate or divided into two surveyed, buildable lots with perc tests and roughed-in driveways already complete. The landscape features a beautiful mix of open

    Leanne Sedlak REAL BROKER

    0 Miner Lots 2 & 3 Rd Unit 248551, Lanesborough, MA 01237
  • 0, Lanesborough, MA 01237
    0, Lanesborough, MA 01237
    0, Lanesborough, MA 01237
    /28

    $385,000

    • Land
    • 7.5 Acres
    • $51,333 per Acre

    0, Lanesborough, MA 01237

    An exceptional 7.5-acre parcel offering a rare blend of privacy, scale, and future potential in the Berkshires. Located just off Rt 7 and minutes from Pontoosuc Lake, this dual-zoned residential and agricultural property may be enjoyed as one expansive holding or divided into two surveyed, buildable lots with perc and soil tests and roughed-in driveways already in place. The land features a

    Team ROVI Real Broker MA, LLC

    0, Lanesborough, MA 01237
Massachusetts Berkshire County Lanesborough

Homes for Sale with Acreage in Lanesborough, MA

Home Trends in Lanesborough, MA

On average, homes in Lanesborough, MA sell after 44 days on the market compared to the national average of 54 days. The median sale price for homes in Lanesborough, MA over the last 12 months is $407,500, down 13% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price
$407,500
Median Single Family Sale Price
$469,000
Median 1 Bedroom Sale Price
$148,000
Average Price Per Sq Ft
$267
Number of Homes for Sale
8
Last 12 months Home Sales
34
Months of Supply
2.80
Median List Price
$529,450
Median Change From 1st List Price
1%
Median Home Sale Price YoY Change
-13%
How to Buy a Home How to Finance a Home How to Sell a Home

In Lanesborough, there are currently 11 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 Lanesborough, MA offer the flexibility to tailor your living experience to your preferences. Browse the selection of homes for sale with land in Lanesborough and discover the potential and freedom that comes with owning your own piece of property.

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

Homes.com Licensing Information

§ 442-H New York Standard Operating Procedures

New York Fair Housing Notice

TREC: Information about brokerage services, Consumer protection notice

California DRE #01937601

Contact Homes.com Brokerage

Copyright © 2026 CoStar Group