2,341

Lanesborough, MA Homes

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  • /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
  • /7

    $1,000 per month

    • 700 Sq Ft
    • Property for Rent

    19 Williamstown Rd, Lanesborough, MA 01237

    This new commercial property offers 2 available spaces for lease, 700 sq ft per space, easy access, visibility to road, radiant heat, security cameras, fiber optics, 3 phase power, custom buildout options like a mezzanine, bathroom or kitchen potential, lease 1 or both spaces unlimited potential. Need more space, an additional 11 units are planned for this facility.

    Matt Jarck WILLIAM PITT SOTHEBY'S - LENOX

    19 Williamstown Rd, Lanesborough, MA 01237
  • /40

    $565,000 Sold Dec 03, 2025

    16 Iroquois St, New Ashford, MA 01237

    • 3 Beds
    • 2 Baths
    • 2,418 Sq Ft
    • Built 2025

    Last Sold Summary

    • 6% Below List Price
    • $234/SF
    • 155 Days On Market

    Current Estimated Value $468,312

    Last Listing Agent Janet Benoit Janet L. Benoit

    16 Iroquois St, New Ashford, MA 01237
    • /42

      Not Listed For Sale

      61 Old Orebed Rd, Lanesborough, MA 01237

      • 2 Beds
      • 1 Bath
      • 1,066 Sq Ft
      • Built 1946
      61 Old Orebed Rd, Lanesborough, MA 01237

      Last Sold Summary

      • $338/SF
      • 5 Days On Market

      Last Sold Price $360,000

      Last Listing Agent Kimberly Kuplast Laer Realty

  • /56

    $1,200,000 Pending

    • 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
  • /42

    $269,900 Sold Nov 03, 2025

    63 Baker St, Lanesboro, MA 01237

    • 2 Beds
    • 1 Bath
    • 1,591 Sq Ft
    • Built 1908

    Last Sold Summary

    • 7% Below List Price
    • $170/SF
    • 47 Days On Market

    Current Estimated Value $275,376

    Last Listing Agent Nadine Hiser KRG - Key Realty Group

    63 Baker St, Lanesboro, MA 01237
    • /30

      Est $286,974 Not Listed For Sale

      93 Corey Rd Unit 93, Hancock, MA 01237

      • 2 Beds
      • 2 Baths
      • 890 Sq Ft
      • Built 1986
      93 Corey Rd Unit 93, Hancock, MA 01237

      Last Sold Summary

      • 4% Below List Price
      • $337/SF
      • 31 Days On Market

      Last Sold Price $299,900

      Last Listing Agent Brenda Durant KEMPF-VANDERBURGH REALTY CONSULTANTS, INC.

  • /59

    $1,315,000 Pending

    • 3 Beds
    • 2.5 Baths
    • 3,332 Sq Ft

    171 Bull Hill Rd, Lanesborough, MA 01237

    Experience the best of lake living in the heart of the Berkshires. This stunning home is privately and intentionally set just off the shoreline, creating a peaceful retreat with elevated views and added seclusion. Steps away is your lakefront with a private dock, fire pit, and space to gather at the shore. Meticulously crafted throughout, this home is drenched in natural light, with a dramatic

    Victoria Standring LAMACCHIA REALTY, INC

    171 Bull Hill Rd, Lanesborough, MA 01237
  • /32

    $260,000 Sold Oct 03, 2025

    24 Irwin St, Lanesboro, MA 01237

    • 3 Beds
    • 2 Baths
    • 2,214 Sq Ft
    • Built 1913

    Last Sold Summary

    • 13% Below List Price
    • $117/SF
    • 28 Days On Market

    Current Estimated Value $290,038

    Last Listing Agent Jose Larios LAMACCHIA REALTY, INC

    24 Irwin St, Lanesboro, MA 01237
    • /42

      Est $528,557 Not Listed For Sale

      162 Bailey Rd, Hancock, MA 01237

      • 3 Beds
      • 2.5 Baths
      • 3,730 Sq Ft
      • Built 2005
      162 Bailey Rd, Hancock, MA 01237

      Last Sold Summary

      • 27% Above List Price
      • $111/SF
      • 46 Days On Market

      Last Sold Price $415,000

      Last Listing Agent Rebecca Huang William Raveis R.E. & Home Services

  • /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
  • /25

    $360,000 Sold Oct 17, 2025

    9074 Mountainside Dr, Hancock, MA 01237

    • 2 Beds
    • 2 Baths
    • 1,035 Sq Ft
    • Built 2004

    Last Sold Summary

    • 8% Below List Price
    • $348/SF
    • 97 Days On Market

    Current Estimated Value $373,659

    Last Listing Agent Elle Villetto WILLIAM PITT SOTHEBY'S - LENOX

    9074 Mountainside Dr, Hancock, MA 01237
    • /28

      Est $517,403 Not Listed For Sale

      52 Greylock Estates Rd, Lanesborough, MA 01237

      • 3 Beds
      • 2.5 Baths
      • 2,160 Sq Ft
      • Built 1983
      52 Greylock Estates Rd, Lanesborough, MA 01237

      Last Sold Summary

      • 17% Above List Price
      • $204/SF
      • 6 Days On Market

      Last Sold Price $441,000

      Last Listing Agent Danielle Giulian William Pitt

  • /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
  • /41

    $685,000 Sold Nov 14, 2025

    39 N Mountain Rd, Lanesborough, MA 01237

    • 4 Beds
    • 3.5 Baths
    • 2,952 Sq Ft
    • Built 1989

    Last Sold Summary

    • 11% Below List Price
    • $232/SF
    • 33 Days On Market

    Current Estimated Value $693,808

    Last Listing Agent Janet Benoit Janet L. Benoit

    39 N Mountain Rd, Lanesborough, MA 01237
    • /36

      Est $468,041 Not Listed For Sale

      28 National St, Pittsfield, MA 01201

      • 4 Beds
      • 2 Baths
      • 2,467 Sq Ft
      • Built 1942
      28 National St, Pittsfield, MA 01201

      Last Sold Summary

      • 24% Above List Price
      • $153/SF
      • 3 Days On Market

      Last Sold Price $377,700

      Last Listing Agent Carrie Wright William Pitt

  • /59

    $888,800

    • 3 Beds
    • 2.5 Baths
    • 2,394 Sq Ft

    10 Aqua St, Lanesborough, MA 01237

    Berkshires Luxury & New Lakeside Living. Enjoy distant lake and mountain views from each first floor room. This elevated ranch style home creates one level living with grand open sunfilled spaces. This floorplan features open floor plan capturing lakeviews from each room on the main living level. This beauty is what you have been waiting for - a brand new never lived in newly constructed home is

    Tonia Scalise WILLIAM PITT SOTHEBY'S - LENOX

    10 Aqua St, Lanesborough, MA 01237
  • /15

    $235,000 Sold Nov 26, 2025

    8 Balance Rock Rd, Pittsfield, MA 01201

    • 2 Beds
    • 1 Bath
    • 768 Sq Ft
    • Built 1950

    Last Sold Summary

    • 3% Above List Price
    • $306/SF
    • 6 Days On Market

    Current Estimated Value $231,602

    Last Listing Agent James Gelinas GELINAS REAL ESTATE

    8 Balance Rock Rd, Pittsfield, MA 01201
    • /15

      Est $138,552 Not Listed For Sale

      37 Corey Rd Unit 518, Hancock, MA 01237

      • 1 Bed
      • 1 Bath
      • 500 Sq Ft
      • Built 1985
      37 Corey Rd Unit 518, Hancock, MA 01237

      Last Sold Summary

      • 18% Above List Price
      • $235/SF
      • 113 Days On Market

      Last Sold Price $117,500

      Last Listing Agent Kevin Moderski JIMINY REALTY

  • /19

    $159,900

    • 1 Bed
    • 1 Bath
    • 500 Sq Ft

    37 Corey Rd Unit 212, Hancock, MA 01237

    At the base of Jiminy Peak, skiing is just steps from your door in one of these one bedroom all suites' condominiums with kitchens that offer the charm of a countryside inn and the conveniences of a slope side hotel. Whirlpools, year-round outdoor swimming pool, exercise room, in house restaurant and on-site front desk services makes this and easy decision to own. Excellent rental history and no

    Kevin Moderski JIMINY REALTY

    37 Corey Rd Unit 212, Hancock, MA 01237
  • /47

    $308,000 Sold Jul 31, 2025

    94 Corey Rd Unit D, Hancock, MA 01237

    • 3 Beds
    • 2 Baths
    • 1,400 Sq Ft
    • Built 1986

    Last Sold Summary

    • 2% Below List Price
    • $220/SF
    • 50 Days On Market

    Last Listing Agent Brenda Durant KEMPF-VANDERBURGH REALTY CONSULTANTS, INC.

    94 Corey Rd Unit D, Hancock, MA 01237
    • /25

      Est $253,577 Not Listed For Sale

      23 Baker St, Lanesboro, MA 01237

      • 3 Beds
      • 1 Bath
      • 940 Sq Ft
      • Built 1936
      23 Baker St, Lanesboro, MA 01237

      Last Sold Summary

      • 10% Above List Price
      • $246/SF
      • 5 Days On Market

      Last Sold Price $230,900

      Last Listing Agent Brenda Durant KEMPF-VANDERBURGH REALTY CONSULTANTS, INC.

  • /24

    $2,750,000

    • 5 Beds
    • 2 Baths
    • 12,225 Sq Ft

    350 Old Cheshire Rd, Lanesborough, MA 01237

    Welcome to Camp Mohawk, a pristine lakefront property in the heart of the Berkshires. Set on Cheshire Reservoir--a serene, largely uninhabited lake--the property offers both privacy and convenient access just off Berkshire County's main north-south route.Once a summer camp, the estate features an existing main house and barns listed on the National Register of Historic Places, dating back to the

    Lisa Hoe THE KINDERHOOK GROUP

    350 Old Cheshire Rd, Lanesborough, MA 01237
  • /24

    $250,000 Sold Apr 07, 2025

    11 Orchard Ave, Lanesborough, MA 01237

    • 3 Beds
    • 1 Bath
    • 1,045 Sq Ft
    • Built 1953

    Last Sold Summary

    • $239/SF
    • 7 Days On Market

    Current Estimated Value $256,805

    Last Listing Agent Stacy Hebb NOCHER REALTY

    11 Orchard Ave, Lanesborough, MA 01237
    • /41

      Est $396,379 Not Listed For Sale

      159 Balance Rock Rd, Pittsfield, MA 01201

      • 4 Beds
      • 2 Baths
      • 2,064 Sq Ft
      • Built 1965
      159 Balance Rock Rd, Pittsfield, MA 01201

      Last Sold Summary

      • 24% Above List Price
      • $155/SF
      • 80 Days On Market

      Last Sold Price $320,000

      Last Listing Agent Darcy Reid MOCKINGBIRD REAL ESTATE

  • /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
  • /38

    $259,900 Sold Aug 04, 2025

    19 Bridge St, Lanesboro, MA 01237

    • 2 Beds
    • 1 Bath
    • 837 Sq Ft
    • Built 1953

    Last Sold Summary

    • $311/SF
    • 3 Days On Market

    Current Estimated Value $265,281

    Last Listing Agent Maria Liccardi KEMPF-VANDERBURGH REALTY CONSULTANTS, INC.

    19 Bridge St, Lanesboro, MA 01237
    • /28

      Est $458,924 Not Listed For Sale

      57 Old State Rd, Berkshire, MA 01224

      • 3 Beds
      • 2 Baths
      • 1,984 Sq Ft
      • Built 1978
      57 Old State Rd, Berkshire, MA 01224

      Last Sold Summary

      • 11% Above List Price
      • $209/SF
      • 11 Days On Market

      Last Sold Price $415,000

      Last Listing Agent Stacy Chojnowski William Pitt

  • /40

    $1,890,000 Pending

    • 11 Beds
    • 7 Baths
    • 5,878 Sq Ft

    775 Williamstown Rd, Lanesborough, MA 01237

    HISTORIC BERKSHIRE FARM Best bargain in the Berkshires! Gather year-round with family and friends on this one-of-a kind estate, including 2 houses, 4 historic barns and maintenance building. 161 acres with stunning views, mountain paths, and Jim Kelly's stunning giant stonewalls throughout. Gorgeous New England marble stone farmhouse built in 1780, with modern addition featuring vaulted ceiling

    Andy Kelly BERKSHIRE BUSINESS PROPERTIES

    775 Williamstown Rd, Lanesborough, MA 01237
  • /41

    $300,000 Sold May 22, 2025

    115 Ore Bed Rd, Lanesborough, MA 01237

    • 1 Bed
    • 2 Baths
    • 1,160 Sq Ft
    • Built 1988

    Last Sold Summary

    • 4% Above List Price
    • $259/SF
    • 3 Days On Market

    Current Estimated Value $305,143

    Last Listing Agent Janet Benoit MOCKINGBIRD REAL ESTATE

    115 Ore Bed Rd, Lanesborough, MA 01237
    • /36

      Est $411,139 Not Listed For Sale

      30 Balance Rock Rd, Pittsfield, MA 01201

      • 4 Beds
      • 2 Baths
      • 1,784 Sq Ft
      • Built 1972
      30 Balance Rock Rd, Pittsfield, MA 01201

      Last Sold Summary

      • 24% Above List Price
      • $186/SF
      • 34 Days On Market

      Last Sold Price $331,500

      Last Listing Agent Andrew Manns LAMACCHIA REALTY, INC

  • /50

    $499,000

    • 3 Beds
    • 3 Baths
    • 3,228 Sq Ft

    16 Opeechee St, Lanesborough, MA 01237

    Welcome to this spacious and light-filled home just moments from scenic Pontoosuc Lake! Enjoy breathtaking sunrises and sunsets from your open-concept upper level, featuring soaring ceilings and expansive windows that fill the space with natural light. The beautifully updated kitchen offers ample room for dining and entertaining, complete with a breakfast bar and generous seating options--all

    Laiken Rapisarda LAMACCHIA REALTY, INC

    16 Opeechee St, Lanesborough, MA 01237
  • /50

    $435,000 Sold Mar 09, 2026

    9063 Mountainside Dr, Hancock, MA 01237

    • 2 Beds
    • 2 Baths
    • 1,843 Sq Ft
    • Built 2001

    Last Sold Summary

    • 5% Below List Price
    • $236/SF
    • 12 Days On Market

    Current Estimated Value $493,395

    Last Listing Agent Kevin Moderski JIMINY REALTY

    9063 Mountainside Dr, Hancock, MA 01237
    • /13

      Est $338,394 Not Listed For Sale

      16 Alice Ave, Lanesborough, MA 01237

      • 3 Beds
      • 1 Bath
      • 1,504 Sq Ft
      • Built 1955
      16 Alice Ave, Lanesborough, MA 01237

      Last Sold Summary

      • 23% Above List Price
      • $184/SF
      • 8 Days On Market

      Last Sold Price $276,000

      Last Listing Agent Sherry Street REALTY STREET, LLC

  • /7

    $59,499

    • Land
    • 0.68 Acre
    • $87,499 per Acre

    4 Upper Rd, Lanesborough, MA 01237

    Views, Views, Views! This is a prime location in the sought after Greylock Estates. Close to skiing and numerous Berkshire County attractions. This lot is ready for you to let your imagination run wild and build your dream home.

    Sherry Street REALTY STREET, LLC

    4 Upper Rd, Lanesborough, MA 01237
  • /47

    $465,500 Sold Sep 02, 2025

    18 Lacona St, Pittsfield, MA 01201

    • 3 Beds
    • 2.5 Baths
    • 2,104 Sq Ft
    • Built 2025

    Last Sold Summary

    • 22% Below List Price
    • $221/SF
    • 141 Days On Market

    Last Listing Agent Robin Moore 413 REAL ESTATE

    18 Lacona St, Pittsfield, MA 01201
    • /23

      Est $226,285 Not Listed For Sale

      10 Stormview Rd, Lanesboro, MA 01237

      • 3 Beds
      • 1 Bath
      • 1,116 Sq Ft
      • Built 1943
      10 Stormview Rd, Lanesboro, MA 01237

      Last Sold Summary

      • 68% Above List Price
      • $121/SF
      • 9 Days On Market

      Last Sold Price $135,000

      Last Listing Agent Robin Moore 413 REAL ESTATE

  • /21

    $124,900

    • Land
    • 10.8 Acres
    • $11,565 per Acre

    Lots 1-4 Partridge Rd, New Ashford, MA 01237

    Nestled just minutes from downtown Lanesboro, this newly consolidated 10.8 +/- acre parcel merges lots C-1, C-2, C-3 and C-4 into one expansive, approved building lot offering. Situated on a gently rolling ridge, the property enjoys:Approved for Immediate BuildPerc test will be completed prior to sale, and local planning has granted final site plan approval--build your dream home (or multiple

    Nathan Girard ROYAL PROPERTY GROUP

    Lots 1-4 Partridge Rd, New Ashford, MA 01237
  • /22

    $148,000 Sold May 08, 2025

    580 S Main St Unit 408, Lanesborough, MA 01237

    • 1 Bed
    • 1 Bath
    • 600 Sq Ft
    • Built 1984

    Last Sold Summary

    • 1% Below List Price
    • $247/SF
    • 111 Days On Market

    Current Estimated Value $151,511

    Last Listing Agent Andrew Manns LAMACCHIA REALTY, INC

    580 S Main St Unit 408, Lanesborough, MA 01237
    • /42

      Est $656,118 Not Listed For Sale

      7 Olsen Rd, Pittsfield, MA 01201

      • 5 Beds
      • 2.5 Baths
      • 3,054 Sq Ft
      • Built 2005
      7 Olsen Rd, Pittsfield, MA 01201

      Last Sold Summary

      • 11% Above List Price
      • $193/SF
      • 9 Days On Market

      Last Sold Price $590,000

      Last Listing Agent Neilsen Team - Livian

Showing Results 1 - 40, Page 1 of 18

Home Trends in Lanesborough, MA

Housing Trends

Median Sale Price
$467,000
Median Single Family Sale Price
$480,000
Median Townhouse Sale Price
$130,000
Median 1 Bedroom Sale Price
$148,000
Average Price Per Sq Ft
$273
Number of Homes for Sale
10
Last 12 months Home Sales
32
Months of Supply
3.80
Median List Price
$539,000
Median Change From 1st List Price
1%
Median Home Sale Price YoY Change
7%
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