20

West Stockbridge Homes for Sale

Section Image Section Image
  • /58

    $1,395,000

    • 6 Beds
    • 3.5 Baths
    • 3,905 Sq Ft

    21 Stockbridge Rd, West Stockbridge, MA 01266

    Tucked away on a private 2.35-acre knoll, this beautifully updated residence offers a rare blend of antique charm and modern ease in one of the Berkshires' most sought-after villages. With six generously sized bedrooms, a chef's kitchen designed for entertaining, and multiple inviting living spaces with fireplaces, the home is ideal for gatherings or quiet retreats alike. A stunning contemporary

    Agent Photo

    Dan Alden

    ALDEN COUNTRY REAL ESTATE SERVICES

    (413) 675-5317

    21 Stockbridge Rd, West Stockbridge, MA 01266
  • /68

    $1,250,000

    • 3 Beds
    • 3 Baths
    • 2,002 Sq Ft

    276 Great Barrington Rd, West Stockbridge, MA 01236

    A unique farming opportunity on a self-sufficient 51-acre parcel, highlighted by an 1802 antique Colonial exuding historical charm. A thoughtfully conserved agrarian sanctuary with organic soil, a fruit orchard, maple sugar house, trails, gated pastures, and a running brook. The large barn and mature gardens are framed by stone walls and outbuildings. Bright rooms with wood floors, antique beams,

    Mauren White-Kirkby BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

    276 Great Barrington Rd, West Stockbridge, MA 01236
  • /37

    $1,549,000 Open Sun 12PM - 2PM

    • 4 Beds
    • 3.5 Baths
    • 3,724 Sq Ft

    5 Silver Mine Ln, West Stockbridge, MA 01266

    This must see outstanding, Move-in Ready, Beautifully Upgraded, Open Floor Plan, Country Contemporary is on a cul-de-sac located just minutes from Tanglewood! The main level features an En Suite Primary Bedroom and Bath, with large 2 walk-in closets! The bright spacious Great Room boasts a vaulted ceiling and a propane fireplace. Like to cook? The gourmet kitchen sports stainless appliances

    George Cain WILLIAM PITT SOTHEBY'S - GT BARRINGTON

    5 Silver Mine Ln, West Stockbridge, MA 01266
  • /68

    $2,200,000

    • 5 Beds
    • 4.5 Baths
    • 3,354 Sq Ft

    176 W Center Rd, West Stockbridge, MA 01266

    The lovely approach to this gorgeous estate property ensures serenity, privacy, and the beauty of living in the country and includes a 3 bed 2 1/2 bath main house and a gorgeous architect designed guest house. Offering 2 ensuite bedrooms with balconies, dramatic exposed beams, vaulted ceilings, and gas fireplace the guest house is an extraordinary place to host family and friends both

    Lori Rose STONE HOUSE PROPERTIES, LLC

    176 W Center Rd, West Stockbridge, MA 01266
  • /50

    $1,825,000

    • 5 Beds
    • 5.5 Baths
    • 3,225 Sq Ft

    5 Easland Rd, West Stockbridge, MA 01266

    A Home Designed for Living and RetreatNestled at the base of Harvey Mountain on over 10 private acres, 5 Easland Road is a custom-designed contemporary sanctuary where nature, luxury, and thoughtful craftsmanship come together in perfect harmony.This 5-bedroom, 5.5-bath home features soaring vaulted ceilings, dramatic walls of glass, and gleaming hardwood floors throughout. Each of the three

    Maggie Merelle WILLIAM PITT SOTHEBY'S - GT BARRINGTON

    5 Easland Rd, West Stockbridge, MA 01266
  • /56

    $1,395,000

    • 4 Beds
    • 2 Baths
    • 2,058 Sq Ft

    45 Swamp, West Stockbridge, MA 01266

    1950s retro home, rich with family history, situated on 30+ acres of land & offering expansive westerly views & gentle sloping fields. Pathways lead to Shaker Mill Pond & Cone Brook which run the entire length of the property. Interior features include 2 BRs, office & full bath on the main level, 2 BRs & full bath on the second floor, a quaint kitchen, & living room. Additionally, a fully heated

    Paige Paluch LANCE VERMEULEN RE, INC

    45 Swamp, West Stockbridge, MA 01266
  • /49

    $780,000

    • 3 Beds
    • 2 Baths
    • 2,046 Sq Ft

    17 Iron Mine Rd, West Stockbridge, MA 01266

    Designed for country living and entertaining, the heart of the home centers around a sun-filled great room with vaulted ceilings, wood beams, and French doors leading to a private deck. The chic kitchen has marble counters, subway tile, stainless steel appliances, gas stove and a peninsula for prep and dining. The 1st-floor primary suite offers a walk-in closet, updated full bath and deck access.

    Tracy Crawford COMPASS MASSACHUSETTS , LLC GB

    17 Iron Mine Rd, West Stockbridge, MA 01266
  • /92

    $3,395,000

    • 6 Beds
    • 9 Baths
    • 9,564 Sq Ft

    55 & 0 Maple Hill Rd, West Stockbridge, MA 01266

    MAPLE HILL MANOR.....Your Private Berkshire Escape! Step into Maple Hill Manor, a newly renovated, one-of-a-kind Berkshire estate delivering over 9,500 sq ft of professionally curated country-style living across a breathtaking 68.6 acres of rolling meadows, mature woodlands and expansive mountain panoramas-all enveloped by over 500 acres of protected natural beauty. Equestrian essentials &

    Brandon White COHEN & WHITE ASSOCIATES

    55 & 0 Maple Hill Rd, West Stockbridge, MA 01266
  • /33

    $569,000

    • 3 Beds
    • 2.5 Baths
    • 1,424 Sq Ft

    19 Washington Square, West Stockbridge, MA 01266

    Charm. You'll find it in this 3BR, 2.5BA West Stockbridge home. The charm of a farmhouse fence, lush with white hydrangeas, roses, and day lilies, set along a peaceful street where neighbors jog, push strollers, or walk their dogs. The charm of luminous freshly painted interiors and windows framing views of greenery on all sides--mists atop Lenox Mountain, vivid sunsets, and star-spangled night

    Maggie Merelle WILLIAM PITT SOTHEBY'S - GT BARRINGTON

    19 Washington Square, West Stockbridge, MA 01266
  • /3

    $325,000

    • Land
    • 14.74 Acres
    • $22,049 per Acre

    0 E Alford Rd, West Stockbridge, MA 01266

    Beautiful and pristine 14.7 acre lot, family owned since 1963. 3-4 acres are an open field; a former Christmas tree farm. Rear portion of property is largely wooded with a stream. This area of East Alford Road has many million dollar plus homes. Perfect lot to build your tranquil dream home. Lot was perc tested in 2007. 10 Minutes to the center of West Stockbridge, 15 minutes to Great

    Matt DeLucia William Pitt Sotheby's International Realty

    0 E Alford Rd, West Stockbridge, MA 01266
  • /25

    $160,000

    • 3 Beds
    • 1 Bath
    • 792 Sq Ft

    59 High St, West Stockbridge, MA 01236

    This lovely spot is in South County, close to Stockbridge, Lenox, and Great Barrington. You can kayak or canoe as you're not far from the Housatonic River. 1.16 acres of partially open land with a mobile home. The town of West Stockbridge clears the roads, and Housatonic Water Company supplies water. The boiler was installed in 2018, the roof was redone in 2014, and the windows were replaced in

    Mark Harris SIGNATURE ASSOCIATES

    59 High St, West Stockbridge, MA 01236
  • /49

    $949,000

    • 1 Bed
    • 1.5 Baths
    • 3,810 Sq Ft

    30 Great Barrington Rd, West Stockbridge, MA 01266

    The renovation of this 1930's Cape Cod by a master craftsman and his designer wife into the stunning modern day Contemporary it is today, while preserving some of the original highlights,is nothing short of a design miracle. The immense Great Room with the 60 foot wall of glass overlooking the terraced stone wall that leads to a stream and pine forest is the focal point of this special home. The

    Cortney Dupont COHEN & WHITE ASSOCIATES

    30 Great Barrington Rd, West Stockbridge, MA 01266
  • /41

    $635,000

    • 3 Beds
    • 3 Baths
    • 2,476 Sq Ft

    4 Main St, West Stockbridge, MA 01266

    Don't miss this one-of-a-kind opportunity to own a commercially zoned, mixed-use property offering exceptional live/work potential in a prime in-town location along the Williams River. Whether you're a small business owner, creative entrepreneur, or someone creating a unique lifestyle setup - this is your opportunity to own a space that works as hard as you do. This efficiently designed

    Conor Meehan STONE HOUSE PROPERTIES, LLC

    4 Main St, West Stockbridge, MA 01266
  • /19

    $775,000

    • 8 Beds
    • 4 Baths
    • 3,192 Sq Ft

    35 Main St, West Stockbridge, MA 01266

    Introducing a beautiful in-town 4-family investment opportunity on the picturesque Main St, offering separate utilities for each unit. With a new roof, fresh paint, and renovations completed in units, 1,2 &3 all in 2023.

    Matt Carlino MACCARO REAL ESTATE

    35 Main St, West Stockbridge, MA 01266
  • /3

    $975,000

    • Land
    • 131.69 Acres
    • $7,404 per Acre

    0 Lenox Rd Unit 246122, West Stockbridge, MA 01266

    This is a generous hillside parcel with a perc and potential views to the west. It is just over the hill from Stockbridge Bowl and Tanglewood, in an area of fine homes.

    Jim Stark L. J. STARK AND CO.

    0 Lenox Rd Unit 246122, West Stockbridge, MA 01266
  • /12

    $212,900

    • Land
    • 4 Acres
    • $53,225 per Acre

    0 Cross Rd, West Stockbridge, MA 01266

    Spectacular 4+/- acre parcel in a peaceful setting. It is backed up to a state conservatory so your privacy will remain in tact! This beautiful parcel is ready for your new home with a recent survey and perc test. Nestled in a tranquil area, that’s close to Card Pond and downtown Lenox. Come develop your dream home on this private parcel, but yet still be near all of the local attractions and

    Kimber Bradley Robin Delaney Real Estate

    0 Cross Rd, West Stockbridge, MA 01266
  • /52

    $1,675,000

    • 12 Beds
    • 7 Baths
    • 8,881 Sq Ft

    29 Main St, West Stockbridge, MA 01266

    Step into a piece of history with the once Iconic Card Lake Inn Tavern, now transformed into a stunning residential haven in the heart of downtown West Stockbridge. This property offers not only a prime location but also an exceptional living experience, combining modern amenities with charming historic character. The building houses six completely renovated high-end apartments, each thoughtfully

    Suzann Ward HOUSATONIC REAL ESTATE

    29 Main St, West Stockbridge, MA 01266
  • /28

    $425,000

    • 3 Beds
    • 1 Bath
    • 1,200 Sq Ft

    3 van Schaack Rd, West Stockbridge, MA 01266

    Charming property in a private setting! Newly refinished wood flooring on main level, higher ceilings and lovely natural light. Great room, dining and kitchen on the first level with a beautiful large front porch; two bedrooms, full bath and laundry on the second level. Third level offers character, separate room for storage and many possibilities. Gracious deck, out building, large yard and

    Cortney Dupont COHEN & WHITE ASSOCIATES

    3 van Schaack Rd, West Stockbridge, MA 01266
  • /17

    $229,000

    • Land
    • 4.63 Acres
    • $49,460 per Acre

    0 Pixley Hill Rd, West Stockbridge, MA 01266

    Great opportunity to build on Pixley Hill Road in the desirable town of West Stockbridge. Recently surveyed and perc'd, this lot is ready to go. This 4.6 acre parcel has stone walls, a gentle slope - perfect for a home design incorporating a walk out lower level - and direct access to the old rail bed walking trail that allows for gorgeous views of the Williams River. Private and Peaceful

    Lori Rose STONE HOUSE PROPERTIES, LLC

    0 Pixley Hill Rd, West Stockbridge, MA 01266
  • /14

    $250,000

    • Land
    • 1.98 Acres
    • $126,262 per Acre

    181 W Center Rd, West Stockbridge, MA 01266

    Lots of preparation work went into this building lot with a handsome meadow and dramatic ledge formations with large pockets of cool ferns. Some western views and a north east field stone wall. Almost 2 acres. Old well in place. Excellent percolation test results with 1 inch per min. Curb cut. Ready to build.

    Christian Deckert WILLIAM PITT SOTHEBY'S - GT BARRINGTON

    181 W Center Rd, West Stockbridge, MA 01266

Frequently Asked Questions Why Live in West Stockbridge

Is West Stockbridge a good place to live?
West Stockbridge is a good place to live. West Stockbridge is considered very car-dependent and somewhat bikeable. West Stockbridge is a neighborhood with a crime score of 1, making it safer than the average neighborhood in the U.S. West Stockbridge has 1 park for recreational activities. It has a median age of 54. The average household income is $110,981 which is above the national average. College graduates make up 66.7% of residents. A majority of residents in West Stockbridge are home owners, with 14.4% of residents renting and 85.6% of residents owning their home. A local real estate agent serving West Stockbridge can help you decide if this neighborhood is the right one for you. Learn more on our West Stockbridge neighborhood guide.
Is West Stockbridge, MA a safe neighborhood?
West Stockbridge, MA is safer than the average neighborhood in the United States. It received a crime score of 1 out of 10.
How much do you need to make to afford a house in West Stockbridge?
The median home price in West Stockbridge is $675,000. If you put a 20% down payment of $135,000 and had a 30-year fixed mortgage with an interest rate of 6.3%, your estimated principal and interest payment would be $3,340 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $143K a year to afford the median home price in West Stockbridge. The average household income in West Stockbridge is $111K.
What are the best public schools in West Stockbridge?
The best public schools that serve West Stockbridge are:
What are the best private schools in West Stockbridge?
The best private schools that serve West Stockbridge are:
What are the most popular zip codes in West Stockbridge, West Stockbridge, MA?
The most popular zip codes in West Stockbridge, West Stockbridge, MA include 01266, 01262, 01236, 12017 and 01230.
Are home prices dropping in West Stockbridge?
Yes, home prices in West Stockbridge are down 52% in the last 12 months.

Home Trends in West Stockbridge, MA

Housing Trends

Median Sale Price
$535,000
Median Single Family Sale Price
$660,000
Median Townhouse Sale Price
$1,395,000
Average Price Per Sq Ft
$364
Number of Homes for Sale
13
Last 12 months Home Sales
20
Months of Supply
7.80
Median List Price
$675,000
Median Change From 1st List Price
5%
Median Home Sale Price YoY Change
-14%
How to Buy a Home How to Finance a Home How to Sell a Home