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Recently Sold West Stockbridge Homes

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  • /28

    $685,000 Sold Sep 12, 2025

    • 1,488 Sq Ft
    • $460/SF
    • 2 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1985

    52 Lenox Rd, West Stockbridge, MA 01266

    Welcome to your Berkshires getaway, where rustic meets modern in all the right ways! Nestled among towering trees, just 3 miles from Tanglewood and the Kripalu Center for Yoga & Health, this renovated 3-bedroom, 2-bathroom log cabin offers the perfect blend of rustic charm and contemporary comfort.Step inside and be greeted by a vaulted ceiling that enhances the open, airy layout while

    Leslie Claus Van Hise BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

    52 Lenox Rd, West Stockbridge, MA 01266
  • /51

    $662,500 Sold Aug 12, 2025

    • 3,095 Sq Ft
    • $214/SF
    • 10 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 1988

    256 Great Barrington Rd, Housatonic, MA 01236

    Perched on four-plus acres, this contemporary home offers a private woodland setting while maintaining easy access to both Great Barrington and West Stockbridge. Inviting airy floor plan offering a dramatic cathedral ceilinged living/dining room with skylight, direct access to a screened porch, and a bonus room with french doors, used as a music room but also perfect for a home office. Large

    Lori Rose STONE HOUSE PROPERTIES, LLC

    256 Great Barrington Rd, Housatonic, MA 01236
  • /36

    $472,000 Sold Aug 08, 2025

    • 2,232 Sq Ft
    • $211/SF
    • 5 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1880

    45 State Line Rd, West Stockbridge, MA 01266

    Meticulously maintained colonial within walking distance to town. The main level features a family room, an open-concept kitchen and dining area, a convenient half bath, and a versatile bonus room perfect for a home office. Upstairs, the primary suite includes a jetted tub and walk-in closet, accompanied by two additional bedrooms and another full bath. A heated sunroom leads to the large

    Carrie Swift Heck COMPASS MASSACHUSETTS , LLC GB

    45 State Line Rd, West Stockbridge, MA 01266
  • /49

    $800,000 Sold Aug 05, 2025

    • 1,979 Sq Ft
    • $404/SF
    • 62 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1978

    18 Glendale Rd, West Stockbridge, MA 01266

    Architect designed Mid Century home with spectacular western views from every window. Multi level living has been updated with new roof, Pella windows, entry and sliding doors, interior doors, refinished wood floors, modern primary bathroom, heat pump and mini-splits controlled remotely, a whole house generator and recently painted interior and exterior. There is a lovely two sided fireplace

    Mauren White-Kirkby BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

    18 Glendale Rd, West Stockbridge, MA 01266
  • /20

    $435,000 Sold Aug 04, 2025

    • 1,772 Sq Ft
    • $245/SF
    • 134 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1920

    26 High St, Housatonic, MA 01236

    This charming colonial home is located within walking distance of the quaint center of Housatonic Village. Situated just over the border in West Stockbridge where property taxes are more favorable. Originally constructed as one of the manager's homes for the local mills, this residence has wood floors & high ceilings creating a spacious atmosphere. The first floor features generous living room &

    Molly Thomas COMPASS MASSACHUSETTS , LLC GB

    26 High St, Housatonic, MA 01236
  • /61

    $500,000 Sold Jul 25, 2025

    • 2,356 Sq Ft
    • $212/SF
    • 100 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1900

    5 Stockbridge Rd, West Stockbridge, MA 01266

    The best of village living. A gracious in-town colonial with spacious rooms, high ceilings, wood floors and an abundance of natural light. Delightful first and second floor back porches overlooking the lovely backyard with walking bridge over a gentle brook and the winter views of Lenox Mt. Restaurants, shops, recreational and cultural venues are just a short walk down the street. Only 4

    Lori Rose STONE HOUSE PROPERTIES, LLC

    5 Stockbridge Rd, West Stockbridge, MA 01266
  • /52

    $1,180,000 Sold Jul 11, 2025

    • 3,642 Sq Ft
    • $324/SF
    • 12 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 1984

    46 W Center Rd, West Stockbridge, MA 01266

    LOCATION, LOCATION!
Discover your Berkshire County sanctuary on one of the most picturesque roads in the region. This spacious 8-room, 4-bd home offers the perfect blend of privacy and comfort. A Chef's kitchen with a large living room centered around a cozy fireplace, flows into a sunny porch--to a four season lap pool/grand hot tub room for cooling off in the summer or soaking in warmth

    Mauren White-Kirkby BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

    46 W Center Rd, West Stockbridge, MA 01266
  • /32

    $465,000 Sold Jul 11, 2025

    • 1,600 Sq Ft
    • $291/SF
    • 15 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1840

    17 Stockbridge Rd, West Stockbridge, MA 01266

    Welcome to this lovely village home in the desirable town of West Stockbridge. Super location; walkable to Six Depot for coffee, The Foundry for theater, and Ella Mae's for ice cream-just a few of the benefits of living in town. In addition, just a quick drive to Tanglewood and Norman Rockwell Museum. Meticulously maintained with newer windows throughout and offering a perfect blend of charm and

    Lori Rose STONE HOUSE PROPERTIES, LLC

    17 Stockbridge Rd, West Stockbridge, MA 01266
  • /74

    $1,350,000 Sold Jul 03, 2025

    • 2,249 Sq Ft
    • $600/SF
    • 3 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 1850

    279 Great Barrington Rd, Housatonic, MA 01236

    Nestled in the picturesque village of Williamsville, West Stockbridge, this 1850s antique colonial offers an exceptional blend of history, craftsmanship, and modern comfort. Set on over 400 feet of pristine Williams River frontage, with a 12 acre private island, the main house features 3 bedrooms, 2.5 baths, wide plank wood floors, and two wood-burning fireplaces. A recently renovated farmhouse

    Lauren Rosen LANCE VERMEULEN RE, INC

    279 Great Barrington Rd, Housatonic, MA 01236
  • /25

    $213,000 Sold Jul 01, 2025

    • 1,117 Sq Ft
    • $191/SF
    • 5 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1875

    17 Swamp Rd, West Stockbridge, MA 01266

    Nestled on serene Shaker Mill Pond, this unique property offers a rare opportunity to own a slice of peaceful paradise with boundless possibilities. The main home, though in need of significant renovation, boasts an unbeatable location with direct water access and panoramic views--perfect for those with a vision to restore or rebuild.Set on over .65 acre, the property includes a charming old barn

    Mary Jane Dunlop BISHOP WEST REAL ESTATE

    17 Swamp Rd, West Stockbridge, MA 01266
  • /26

    $730,000 Sold Jun 30, 2025

    • Land
    • 68.4 Acres
    • $10,673 per Acre
    • 263 Days On Market

    0 Baker St, West Stockbridge, MA 01266

    Offered for the FIRST time welcome to the beautiful local family farm!! This stunning property offers a unique combination of natural beauty, historical significance , and abundant wildlife conservation.The farm spans across an impressive 68 acres providing ample space for various activities and possible future development. It encompasses 8 total pastures perfect for livestock or equestrian

    Kimber Bradley Robin Delaney Real Estate

    0 Baker St, West Stockbridge, MA 01266
  • /40

    $545,000 Sold May 30, 2025

    • 1,672 Sq Ft
    • $326/SF
    • 187 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1976

    278 Great Barrington Rd, Housatonic, MA 01236

    Charming Dutch Colonial on the prettiest piece of land. On the first floor is a bedroom, dining room with wood fireplace, eat-in kitchen with large pantry, half bath. Upstairs are two large bedrooms with full bath. Partially finished basement with two usable rooms and laundry in the utility room. Breezeway/mudroom to attached 2-car garage. Outside is a pool, barn and children's play shed.

    Kristin Clayborne WILLIAM PITT SOTHEBY'S - GT BARRINGTON

    278 Great Barrington Rd, Housatonic, MA 01236
  • /34

    $559,000 Sold Dec 20, 2024

    • 1,596 Sq Ft
    • $350/SF
    • 93 Days On Market
    • 2 Beds
    • 2.5 Baths
    • Built 1980

    20 State Line Rd, West Stockbridge, MA 01266

    Enjoy one level living in this comfortable West Stockbridge ranch. Open floor plan with the kitchen as the focal point. Large living room with fireplace and dining area with sliding doors to a four season sun room. Also on the main level is the primary ensuite bedroom (with renovated bathroom), a guest room and a renovated full bathroom. Many options for the lower level which has a private

    Lori Rose STONE HOUSE PROPERTIES, LLC

    20 State Line Rd, West Stockbridge, MA 01266
  • /38

    $1,070,000 Sold Dec 19, 2024

    • 3,963 Sq Ft
    • $270/SF
    • 7 Days On Market
    • 3 Beds
    • 3.5 Baths
    • Built 1987

    258 Great Barrington Rd, Housatonic, MA 01236

    Sanctuary ! Modern contemporary home, bathed in natural light, nestled on 5 acres. This 3 bedroom, all with ensuite baths, and a 1st floor half bath residence is perfect for outdoor enthusiasts-whether you're a hiker, birder, or gardener. Conveniently located less than 10 minutes from Great Barrington, West Stockbridge, Stockbridge and Lenox, this property offers both seclusion and accessibility.

    William Morrow WILLIAM PITT SOTHEBY'S - GT BARRINGTON

    258 Great Barrington Rd, Housatonic, MA 01236
  • /45

    $375,000 Sold Dec 09, 2024

    • 1,452 Sq Ft
    • $258/SF
    • 63 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1958

    27 Swamp, West Stockbridge, MA 01266

    This 3-bedroom, 1-bath home is situated on nearly 5 acres of land in a desirable Berkshire location. The property features a marble quarry and offers potential for a stunning view of Shaker Mill Pond and surrounding mountains, with some tree clearing. The current home includes a fireplace, a large porch, and an in-ground pool. The pool is currently in-operable and needs attention, but there is

    Craig Kahn ALL SEASONS REALTY GROUP

    27 Swamp, West Stockbridge, MA 01266
  • /7

    $79,000 Sold Nov 18, 2024

    • Land
    • 0.68 Acre
    • $116,176 per Acre
    • 23 Days On Market

    Unlisted Address

    Walk to town West Stockbridge. Town water and sewer on the street. This sunny flat building lot is ready for you to build your Berkshire dream home.

    Molly Thomas COMPASS MASSACHUSETTS , LLC GB

    Unlisted Address
  • /41

    $395,000 Sold Nov 18, 2024

    • 2,128 Sq Ft
    • $186/SF
    • 26 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 1976

    20 Pixley Hill Rd, Housatonic, MA 01236

    Looking for that special home tucked away in a private setting?? This West Stockbridge contemporary has so much to offer! Sited on over three acres - the long grassy driveway leads to your private oasis. Convenience of one level living with an open plan and lots of entertaining spaces. Fireplaced living room leads to open deck and sun porch. Updated kitchen opens to dining area. A vaulted

    Pamela Roberts ROBERTS & ASSOC. REALTY, INC

    20 Pixley Hill Rd, Housatonic, MA 01236
  • /49

    $485,000 Sold Oct 31, 2024

    • 1,855 Sq Ft
    • $261/SF
    • 12 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1978

    34 Swamp, West Stockbridge, MA 01266

    🏡 Introducing the Perfect Dream Home for You! 🌟🌺 Welcome to your beautiful renovated 3 bedroom, 2.5 bath Cape style home! 🌿 Nestled on a picturesque 1-acre parcel, this gem boasts an oversized 2-car garage and a in-ground pool. Town water & Sewer , plus a well for pool and lawn. Perfectly located just a couple miles from the MA Turnpike and 4 miles to

    Matt Carlino MACCARO REAL ESTATE

    34 Swamp, West Stockbridge, MA 01266
  • /35

    $525,000 Sold Oct 25, 2024

    • 1,368 Sq Ft
    • $384/SF
    • 14 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1950

    4 Swamp, West Stockbridge, MA 01266

    If you are looking for move-in ready this immaculately maintained ranch is a must see! Items that might be on your wish list that can be found here: hardwood floors, central a/c, fireplace, first floor primary suite and the ability to walk-to-town! While original construction dates from 1950, owners have made numerous updates and improvements. Roof was trussed to allow interior walls to be

    Pamela Roberts ROBERTS & ASSOC. REALTY, INC

    4 Swamp, West Stockbridge, MA 01266
  • /60

    $1,350,000 Sold Oct 15, 2024

    • 3,136 Sq Ft
    • $430/SF
    • 5 Days On Market
    • 6 Beds
    • 5 Baths
    • Built 1850

    5 Water St, Housatonic, MA 01236

    Welcome to your dreamy mini-estate, complete with main house, barn, and heated pool located in the heart of the Berkshires! This stunning 6 bedroom, 5 bath residence is nestled into a tranquil 1+ acre lot, on a quiet cul-de-sac! Nicely updated, this home offers wood floors, central AC, fully fenced heated pool, stone patio, mature gardens, dynamic screen porch, stainless appliances, and

    Sarah Dixon LANCE VERMEULEN RE, INC

    5 Water St, Housatonic, MA 01236
  • /2

    $172,000 Sold Aug 15, 2025

    • Land
    • 4.38 Acres
    • $39,314 per Acre
    • 2 Days On Market

    0 Great Barrington Rd, West Stockbridge, MA 01266

    Beautiful, flat parcel with frontage on the pristine Williams River!

    Lauren Rosen LANCE VERMEULEN RE, INC

    0 Great Barrington Rd, West Stockbridge, MA 01266
  • /7

    $98,900 Sold Sep 11, 2025

    • 672 Sq Ft
    • $147/SF
    • 61 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1970

    27 Gwenn Ln, West Stockbridge, MA 01266

    John Ciepiela BISHOP WEST REAL ESTATE

    27 Gwenn Ln, West Stockbridge, MA 01266

Frequently Asked Questions Why Live in West Stockbridge

What is the average time to sell a house in West Stockbridge, MA?
The houses for sale in West Stockbridge, MA spend an average of 46 days on the market.
What is the number of active homes for sale in West Stockbridge, MA?
There are 12 active homes for sale in West Stockbridge, MA.

Home Trends in West Stockbridge, MA

Housing Trends

Median Sale Price
$535,000
Median Single Family Sale Price
$685,000
Median Townhouse Sale Price
$1,395,000
Average Price Per Sq Ft
$368
Number of Homes for Sale
12
Last 12 months Home Sales
18
Months of Supply
8.00
Median List Price
$682,000
Median Change From 1st List Price
4%
Median Home Sale Price YoY Change
-14%
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