20

Newest Homes for Sale in Lanesborough, MA

Section Image Section Image
  • 10 Aqua St, Lanesborough, MA 01237
    10 Aqua St, Lanesborough, MA 01237
    10 Aqua St, Lanesborough, MA 01237
    /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
  • 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
  • 2 Squanto Rd, Pittsfield, MA 01201
    2 Squanto Rd, Pittsfield, MA 01201
    2 Squanto Rd, Pittsfield, MA 01201
    /5

    $247,999

    • Land
    • 0.2 Acre
    • $1,256,327 per Acre

    2 Squanto Rd, Pittsfield, MA 01201

    This vacant lakefront lot in desirable Lanesborough offers approximately 8,600 sq. ft. with public utilities available, creating a rare opportunity to enjoy life on beautiful Pontoosuc Lake. Nestled in a charming neighborhood, this location is perfect for canoeing, kayaking, and fishing right from your backyard. Centrally positioned in the Berkshires, you're roughly equidistant from top cultural

    Steven Bintz PlatLabs, LLC

    2 Squanto Rd, Pittsfield, MA 01201
  • 668 N Main St, Lanesboro, MA 01237
    668 N Main St, Lanesboro, MA 01237
    668 N Main St, Lanesboro, MA 01237
    /58

    $399,000

    • 2 Beds
    • 2 Baths
    • 1,092 Sq Ft

    668 N Main St, Lanesboro, MA 01237

    **Peaceful 5.05-Acre Retreat at the Foot of Mount Greylock**Welcome to your private Berkshire haven--this 2-bedroom, 2-bathroom home sits at the base of Mount Greylock, the highest peak in Massachusetts, offering unmatched tranquility, stunning natural surroundings, and year-round recreation just minutes from your door.Set on 5.05 lush, rolling acres, this property is perfect for nature lovers,

    David Graziani BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

    668 N Main St, Lanesboro, MA 01237
  • 16 Opeechee St, Lanesborough, MA 01237
    16 Opeechee St, Lanesborough, MA 01237
    16 Opeechee St, Lanesborough, MA 01237
    /50

    $599,000

    • 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
  • 9102 Mountainside Dr, Hancock, MA 01237
    9102 Mountainside Dr, Hancock, MA 01237
    9102 Mountainside Dr, Hancock, MA 01237
    /32

    $689,000

    • 3 Beds
    • 3 Baths
    • 1,968 Sq Ft

    9102 Mountainside Dr, Hancock, MA 01237

    Step into this beautifully updated 3-bedroom, 3-bathroom retreat nestled in one of Jiminy's most family-friendly neighborhoods. 2 bedrooms and 2 Full baths on the 1st floor. The open-concept living area features floor-to-ceiling windows that flood the space with natural light, highlighting the elegant hardwood flooring and cozy fireplace. The gourmet kitchen boasts quartz countertops and

    Kevin Moderski JIMINY REALTY

    9102 Mountainside Dr, Hancock, 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
  • 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
  • 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

    66 Scott RoadDevelopment & Conservation Opportunity21 acres between part of Mt. Greylock State Reserve and BNRC conservation land with extensive Scott Rd and Kessler Rd frontage offering significant development potential. Just 2 miles from Mt. Greylock's 12,500 acres, Massachusetts' highest peak, and extensive trail network. Features mature deciduous forest, substantial brook flowing from BNRC

    Chapin Fish WILLIAM PITT SOTHEBY'S - GT BARRINGTON

    66 Scott Rd, Lanesborough, 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
  • 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
  • 11 Corey Rd, Hancock, MA 01237
    11 Corey Rd, Hancock, MA 01237
    11 Corey Rd, Hancock, MA 01237
    /39

    $308,000

    • 3 Beds
    • 2.5 Baths
    • 1,500 Sq Ft

    11 Corey Rd, Hancock, MA 01237

    Country Village furnished end unit condo with 3 bedrooms, 2.5 baths walkable to pool, slopes, main lodge and country store.Living room has wood burning fireplace with upstairs open seating area/loft overlooking lower level. nice rear deck with distant west views over back meadow. Good storage for skis and outdoor equipment.

    Carolyn Umlauf HARSCH ASSOCIATES

    11 Corey Rd, Hancock, MA 01237
  • 580 S Main St Unit 2-1, Lanesborough, MA 01237
    580 S Main St Unit 2-1, Lanesborough, MA 01237
    580 S Main St Unit 2-1, Lanesborough, MA 01237
    /23

    $154,900

    • 1 Bed
    • 1 Bath
    • 600 Sq Ft

    580 S Main St Unit 2-1, Lanesborough, MA 01237

    Affordable Lakeside Living, 1st Floor, Corner Unit Condo on Beautiful Pontoosuc Lake! Ideally Situated in Building 2, Unit 1, Offers an Open-Concept Layout with Modern Updates for Easy, Low-Maintenance Living. This 1 Bedroom, 1 Bath Unit Includes Extra Bonuses Like a Convenient In-Unit Washer & Dryer Plus 2 Private Storage Units. Relax on the Expansive Back Deck (9'x24') with Scenic Lake Views,

    Kim Gordnier RE/MAX COMPASS

    580 S Main St Unit 2-1, Lanesborough, MA 01237
  • 112 Silver St, Lanesborough, MA 01237
    112 Silver St, Lanesborough, MA 01237
    112 Silver St, Lanesborough, MA 01237
    /75

    $814,900

    • 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
  • 271 Brodie Mountain Rd, Williamstown, MA 01267
    271 Brodie Mountain Rd, Williamstown, MA 01267
    271 Brodie Mountain Rd, Williamstown, MA 01267
    /27

    $399,900

    • 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 Ocean St, New Ashford, MA 01237
    0 Ocean St, New Ashford, MA 01237
    0 Ocean St, New Ashford, MA 01237
    /11

    $49,000

    • Land
    • 0.11 Acre
    • $445,455 per Acre

    0 Ocean St, New Ashford, MA 01237

    Land for Sale with Water Views! This property features excellent space with incredible sunrise views. Located on a dead end street with lake access, this property has much to offer. Convenient access to town water, and a perc test on file completed by the seller. Close to many local attractions such as ski resorts, hiking, biking, downtown Pittsfield, Mount Greylock, Tanglewood & more!

    Laiken Rapisarda LAMACCHIA REALTY, INC

    0 Ocean St, New Ashford, MA 01237
  • 0 Umbagog St, New Ashford, MA 01237
    0 Umbagog St, New Ashford, MA 01237
    0 Umbagog St, New Ashford, MA 01237
    /10

    $79,900

    • Land
    • 0.41 Acre
    • $194,874 per Acre

    0 Umbagog St, New Ashford, MA 01237

    Nestled near the shores Pontoosuc Lake, this lot offers the perfect blend of natural beauty and convenience.With close proximity to a public playground, boat launch, and lake access, it's an ideal spot for outdoor enthusiasts and families alike.From boating and fishing in the summer to ice fishing in the winter, this location provides endless recreational possibilities.Located in an area with

    Barbara Osborne ASHMERE REALTY, INC.

    0 Umbagog St, New Ashford, MA 01237
  • 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
  • 4 Upper Rd, Lanesborough, MA 01237
    4 Upper Rd, Lanesborough, MA 01237
    4 Upper Rd, Lanesborough, MA 01237
    /7

    $59,499

    • Land
    • 0.68 Acre
    • $88,015 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
  • 37 Corey Rd Unit 212, Hancock, MA 01237
    37 Corey Rd Unit 212, Hancock, MA 01237
    37 Corey Rd Unit 212, Hancock, MA 01237
    /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
Massachusetts Berkshire County Lanesborough

Newest Listings for Sale in Lanesborough, MA

Frequently Asked Questions

What is the average home price in Lanesborough, MA?
Homes for sale in Lanesborough, MA have an average home price of $595,239.
How many homes have sold over the last 12 months in Lanesborough, MA?
35 homes have sold in Lanesborough, MA over the last 12 months.
What are the most popular zip codes in Lanesborough, MA?
The most popular zip codes in Lanesborough, MA include 01237, 01201, 01225, 01267 and 01226.
How much do you need to make to afford a house in Lanesborough?
The median home price in Lanesborough is $519,900. If you put a 20% down payment of $104,000 and had a 30-year fixed mortgage with an interest rate of 6.16%, your estimated principal and interest payment would be $2,540 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $109K a year to afford the median home price in Lanesborough. Learn how much home you can afford with our Home Affordability Calculator.
How are the schools in Lanesborough, MA?
Lanesborough, MA has highly rated public and private schools. Some of the best schools in Lanesborough based on Niche Grades are Lanesborough Elementary School, Mt. Greylock Regional High School and Robert T. Capeless Elementary School. Browse all the schools in Lanesborough, MA to learn more.

Home Trends in Lanesborough, MA

On average, homes in Lanesborough, MA sell after 44 days on the market compared to the national average of 53 days. The median sale price for homes in Lanesborough, MA over the last 12 months is $435,000, down 8% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price
$435,000
Median Single Family Sale Price
$474,500
Median 1 Bedroom Sale Price
$148,000
Average Price Per Sq Ft
$265
Number of Homes for Sale
6
Last 12 months Home Sales
35
Months of Supply
2.10
Median List Price
$519,900
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
-8%
How to Buy a Home How to Finance a Home How to Sell a Home

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