32

Lanesborough, MA Homes for Sale

Section Image Section Image
  • /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
  • /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
  • /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
  • /42

    $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
  • /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
  • /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
  • /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
  • /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
  • /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
  • /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
  • /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
  • /32

    $659,999

    • 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
  • /21

    $134,900

    • Land
    • 30.8 Acres
    • $4,380 per Acre

    Lot 5-7 Partridge Rd, New Ashford, MA 01237

    Combined Lots 5 - 7: 30.8 +/- Acre ParcelPrice: $134,900 | Road Frontage: 800 ftDiscover a rare opportunity in Lanesboro with this expansive, 30.8 +/- acre offering--an exceptional value at just $4,379 per acre. By merging Lots 5, 6, and 7 into one contiguous tract, you'll benefit from outstanding scale, privacy, and versatility:Generous Road FrontageBoasting 800 feet along quiet Partridge Road,

    Nathan Girard ROYAL PROPERTY GROUP

    Lot 5-7 Partridge Rd, New Ashford, MA 01237
  • /30

    $299,900

    • 1 Bed
    • 1 Bath
    • 672 Sq Ft

    825 Thatcher House, Hancock, MA 01237

    IT DOESN'T GET ANY EASIER THAN THIS!! Own this beautiful slope facing 1 bedroom loft condo situated above the ski rental shop. Only 2 units like this exist in the Village Center! Brand new slope side deck overlooking the Berkshire Express chairlift. Newly renovated kitchen and bathroom, and freshly painted. Owner replaced heating/cooling unit and washer/dryer. Fully furnished, including new

    Kevin Moderski JIMINY REALTY

    825 Thatcher House, Hancock, MA 01237
  • /37

    $269,000

    • 3 Beds
    • 1 Bath
    • 1,085 Sq Ft

    20 Profile St, Lanesborough, MA 01237

    Enjoy the perfect blend of comfort and scenic beauty in this beautifully maintained 3-bedroom, 1-bathroom ranch. Situated to capture stunning lake views, this home offers a serene escape.The interior features a remodeled bathroom designed for relaxation, complete with a luxurious spa tub. The functional layout flows effortlessly, leading to a walk-out basement that provides excellent potential

    Timothy Johnson NOCHER REALTY

    20 Profile St, Lanesborough, MA 01237
  • /10

    $69,900

    • Land
    • 0.41 Acre
    • $170,488 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
  • /35

    $549,000

    • 3 Beds
    • 2 Baths
    • 1,712 Sq Ft

    11 Opeechee St, Lanesborough, MA 01237

    Step into a home where light dances through every room and the whisper of Pontoosuc Lake lingers in the air. This enchanting 3 bedroom, 2 bathroom sanctuary offers both a spacious living room and a warm, inviting family room--spaces made for laughter, quiet moments, and memories waiting to be born. Drift onto the breezy 3 season porch and savor mornings in the treetops or peaceful twilight

    Keyla Girard LAMACCHIA REALTY, INC

    11 Opeechee St, Lanesborough, MA 01237
  • /24

    $439,000

    • 2 Beds
    • 2 Baths
    • 822 Sq Ft

    803 Crane, Hancock, MA 01237

    This condo is beautifully renovated with high end finishes. Styled right out of a design magazine, this 2 bedroom and 2 bath condo comes fully furnished. Excellent rental history. Located at the base of the mountain right next to the express lift, this is the perfect place for your winter ski retreat. Parking spot included and ski locker. The property has access to an indoor hot tub and fitness

    Kevin Moderski JIMINY REALTY

    803 Crane, Hancock, 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
  • /4

    $585,000

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

    33 Iroquois St, Lanesborough, MA 01237

    Build to suit. This new ranch construction modular home offers an open concept on a double lot. The home features sun-filled spaces with an open floor plan that is designed to capture Pontoosuc lake and mountain views from the dinning, living & primary bedroom. 4 bedrooms 2.5 baths. Lower level ready for additional finished space. Purchase as specked or chose upgrades to finish home to your

    Matt Jarck WILLIAM PITT SOTHEBY'S - LENOX

    33 Iroquois St, Lanesborough, 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
  • /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
  • /27

    $499,900

    • 3 Beds
    • 2 Baths
    • 1,130 Sq Ft

    37 Corey Rd Unit 862, Hancock, MA 01237

    Looking for a corner unit at JJ's lodge? This 3 bedroom 2 full bath unit is literally steps away from the private locker room and walk out to the Berkshire Express. Beautiful distant Mountain vistas and views of the bunny hill where you can watch your kids learn how to ski and snowboard all from your private balcony! Multiple beds for family and friends. The unit has central AC and Heating with

    Kevin Moderski JIMINY REALTY

    37 Corey Rd Unit 862, Hancock, MA 01237
  • /30

    $475,000

    • 2 Beds
    • 1.5 Baths
    • 952 Sq Ft

    51 Imperial St, Lanesborough, MA 01237

    Charming year-round Berkshire lakehouse just steps from Pontoosuc Lake, with swim and canoe/kayak access within 25 yards. The home offers two bedrooms: a main-floor bedroom with full bath, plus a loft with walk-in closet and half bath, an updated kitchen, and a brand-new pellet stove. Outside, a new Trex deck and outdoor shower complement a mature, private zen garden with fire pit and lake views.

    Seth Alden ALTON & WESTALL REAL ESTATE AGENCY, LLC

    51 Imperial St, 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
  • /4

    $489,000

    • 3 Beds
    • 2 Baths
    • 1,800 Sq Ft

    0 Iroquois St, New Ashford, MA 01237

    Build to suit. This new ranch construction modular home offers an open concept kitchen, dining & living room space, The home features open, sun-filled spaces with an open floor plan that is designed to capture Pontoosuc lake and mountain views from every room on the main living level. 3 bedrooms 2 baths. Walkout lower level ready for additional finished space. Purchase as specked or chose

    Matt Jarck WILLIAM PITT SOTHEBY'S - LENOX

    0 Iroquois St, New Ashford, MA 01237
  • /35

    $249,500

    • 1 Bed
    • 1 Bath
    • 600 Sq Ft

    580 S Main St Unit Building 1, Unit 6, Lanesborough, MA 01237

    Unmatched stunning lake and mountain views! This renovated second-level one-bedroom, one-bath unit boasts easy living with open common spaces and private condo association dock spaces on Pontoosuc Lake. Great central location to enjoy cultural attractions here in the Berkshires! The owner has already taken care of the $20,000 special assessment and will be gifting a boat dock to the new owner.

    Brandon White COHEN & WHITE ASSOCIATES

    580 S Main St Unit Building 1, Unit 6, Lanesborough, MA 01237
  • /36

    $375,000

    • 3 Beds
    • 1 Bath
    • 1,284 Sq Ft

    162 Bull Hill Rd, Pittsfield, MA 01201

    Pride of ownership shines throughout this well-cared-for property offering lake rights and a long list of meaningful improvements spanning nearly two decades. Inside, you'll find a home that's been continuously upgraded with a remodeled kitchen and bathroom, updated windows, including a bright bay window in the living room. Both the boiler and roof have been replaced. The three-season room adds

    Christopher Moon LAMACCHIA REALTY, INC

    162 Bull Hill Rd, Pittsfield, MA 01201
  • /62

    $498,000

    • 3 Beds
    • 2 Baths
    • 1,800 Sq Ft

    8 Iroquois St, Pittsfield, MA 01201

    Beautifully updated and well-maintained 3-4 bedroom split level home nestled in a peaceful lake community on a RARE DOUBLE LOT with partial views of Pontoosuc Lake. Features include hardwood floors throughout, rich cherry wood cabinetry, granite countertops, quality Anderson windows and sliding patio door that blend timeless style with everyday functionality. Step out from the kitchen onto the

    Cindy Carrigan LAMACCHIA REALTY, INC

    8 Iroquois St, Pittsfield, MA 01201
  • /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
  • /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
  • /4

    $525,000

    • 4 Beds
    • 3 Baths
    • 1,843 Sq Ft

    0 Wabasso St, New Ashford, MA 01237

    Build to suit. This new construction modular home offers an open concept kitchen, dining & living room space, The home features grand, open, sun-filled spaces with an open floor plan that is designed to capture Pontoosuc lake and mountain views from every room on the main living level. 4 bedrooms 3 baths. Purchase as specked or chose upgrades to finish home to your desires. Lake access available

    Matt Jarck WILLIAM PITT SOTHEBY'S - LENOX

    0 Wabasso St, New Ashford, MA 01237

Why Live in Lanesborough

Lanesborough, Massachusetts, is a small town in Western Massachusetts known for its recreational activities and scenic landscapes. The town is part of The Berkshires, offering a variety of things to do, including skiing at Jiminy Peak Mountain Resort, hiking at Mount Greylock, and boating on Pontoosuc Lake. The Ashuwillticook Rail Trail provides picturesque biking and walking paths. Lanesborough hosts community events like Lanesborough Day and Winter Fun Fest at Bill Laston Memorial Park. Homes in Lanesborough range from ranch styles and Cape Cods near Pontoosuc Lake to converted farmhouses with expansive acreage in the north. The town has seen an influx of new residents from various states, particularly after the COVID-19 pandemic. Lanesborough is served by the Mount Greylock Regional School District, with highly rated schools such as Lanesborough Elementary School and Mount Greylock Regional School, which offers numerous Advanced Placement classes. Dining options are concentrated along U.S. Route 7, including the popular Olde Forge Restaurant. Residents can also shop at local farms like Red Shirt Farm or make grocery runs to Target. The town is accessible via Route 7, with Berkshire Regional Transit Authority buses connecting to nearby Pittsfield. Lanesborough is 60 miles from Springfield, the largest city in Western Massachusetts.

Frequently Asked Questions

What is the average home price in Lanesborough, MA?
Homes for sale in Lanesborough, MA have an average home price of $666,952.
How many homes have sold over the last 12 months in Lanesborough, MA?
32 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 $544,450. If you put a 20% down payment of $108,900 and had a 30-year fixed mortgage with an interest rate of 6.46%, your estimated principal and interest payment would be $2,740 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $117K 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 Hancock Elementary School, Lanesborough Elementary School and Mt. Greylock Regional High School. Browse all the schools in Lanesborough, MA to learn more.

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
$271
Number of Homes for Sale
11
Last 12 months Home Sales
32
Months of Supply
4.10
Median List Price
$544,450
Median Change From 1st List Price
1%
Median Home Sale Price YoY Change
17%
How to Buy a Home How to Finance a Home How to Sell a Home