1,355

West Stockbridge, MA Homes

Section Image
    • /16

      Est $569,024 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,543 Sq Ft

      402 West Rd, West Stockbridge, MA 01266

      402 West Rd, 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
  • /45

    $890,000 Sold Dec 20, 2024

    • 2,390 Sq Ft
    • $372/SF
    • 10 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1968

    297 East Rd, West Stockbridge, MA 01266

    This charming Alford home offers a First-floor Primary suite with a walk-in closet and beautiful westerly views ot TomBall Mountain. Nestled on several acres, it features 3 bedrooms, 2.5 baths and a bright, airy atmosphere throughout. The spacious kitchen boasts a beautiful island, perfect for gatherings. A two-car garage provides convenience, and the second floor holds potential for a second

    Stephen Schoenfeld WILLIAM PITT SOTHEBY'S - GT BARRINGTON

    297 East Rd, West Stockbridge, MA 01266
    • /62

      Est $3,023,991 Not Listed For Sale

      • 5 Beds
      • 6 Baths
      • 5,514 Sq Ft

      321 West Rd, West Stockbridge, MA 01266

      321 West 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
  • /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
    • /33

      Est $1,565,770 Not Listed For Sale

      • 5 Beds
      • 3 Baths
      • 4,600 Sq Ft

      185 East Rd, West Stockbridge, MA 01266

      185 East Rd, West Stockbridge, MA 01266
  • /2

    $289,000

    • Land
    • 3.69 Acres
    • $78,320 per Acre

    0 Interlaken Cross Rd, Stockbridge, MA 01262

    A pristine building lot in the heart of the Berkshires! Parcel B at Echo Valley is a 3.69-acre wooded, buildable lot offering a beautiful blank canvas for your dream home. Located off Interlaken Cross Road in Stockbridge, MA, this level parcel is easy to work with and provides excellent flexibility for siting your house, garage, and outdoor living spaces. Just minutes from Tanglewood, Stockbridge

    Lisa Berry Simply Sell Realty

    0 Interlaken Cross Rd, Stockbridge, MA 01262
  • /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
    • /31

      Est $1,054,442 Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 2,962 Sq Ft

      262 West Rd, West Stockbridge, MA 01266

      262 West Rd, West Stockbridge, MA 01266
  • /55

    $995,000 Pending

    • 3 Beds
    • 3 Baths
    • 1,344 Sq Ft

    7 Maple View Dr, West Stockbridge, MA 01266

    This Stunning home offers beauty and functionality on 3.49 acres with breathtaking mountaintop views. A gable-roof front porch with TimberTech wraparound decking welcomes you inside to a spacious open floor plan where the kitchen, dining, and living areas feature a full wall of windows. The first floor includes two bedrooms, one with French doors opening to the deck, plus a full bath. A spiral

    Patricia Andrew STONE HOUSE PROPERTIES, LLC

    7 Maple View Dr, West Stockbridge, MA 01266
  • /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
    • /22

      Est $518,799 Not Listed For Sale

      • 2 Beds
      • 1.5 Baths
      • 1,585 Sq Ft

      78 East Rd, West Stockbridge, MA 01266

      78 East Rd, West Stockbridge, MA 01266
  • /43

    $595,000 Pending

    • 2 Beds
    • 1 Bath
    • 1,688 Sq Ft

    3 & 5 Swamp Rd, West Stockbridge, MA 01266

    Historic Greek Revival & Grange Hall, a unique residence for the next owner. In-town privacy overlooking stunning Shaker Mill Pond. Enjoy private backyard, patio with water views, glorious sunsets, canoeing & even ice skating in the winter. Within walking distance to restaurants & markets. The house, c1840, has two bedrooms, formal dining room, eat-in country kitchen, living room with fireplace &

    Scott Sawyer STONE HOUSE PROPERTIES, LLC

    3 & 5 Swamp Rd, 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
    • /25

      Est $1,390,739 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,780 Sq Ft

      17 Cross Rd, West Stockbridge, MA 01266

      17 Cross Rd, West Stockbridge, MA 01266
  • /58

    $855,000 Under Contract

    • 4 Beds
    • 2.5 Baths
    • 2,872 Sq Ft

    51 Albany Rd, West Stockbridge, MA 01266

    Modern updates have turned this beautiful 1850 colonial into a home worthy for today's most discerning buyer. Walking distance to the village of West Stockbridge where you'll find a fabulous coffee shop (6 Depot), public market, restaurants, ice cream shop, and more! The 1st floor has a large kitchen complete with a seating area, dining room that extends to a screened-in room, half bath, and a

    Melissa Dimassimo STONE HOUSE PROPERTIES, LLC

    51 Albany Rd, West Stockbridge, MA 01266
  • /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
    • /37

      Not Listed For Sale

      • 4 Beds
      • 5 Baths
      • 4,088 Sq Ft

      11a Interlaken Cross Rd, West Stockbridge, MA 01266

      11a Interlaken Cross Rd, West Stockbridge, MA 01266
  • /25

    $160,000 Under Contract

    • 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

    $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
    • /34

      Est $985,554 Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 1,446 Sq Ft

      42 Lake Dr, Stockbridge, MA 01262

      42 Lake Dr, Stockbridge, MA 01262
  • /17

    $229,000 Under Contract

    • 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
  • /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
    • /8

      Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 850 Sq Ft

      Unlisted Address

      Unlisted Address
  • /27

    $620,000 Sold Oct 25, 2024

    • 1,084 Sq Ft
    • $572/SF
    • 4 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1900

    6 W Alford Rd, West Stockbridge, MA 01266

    Discover the charm, beauty and easy living of this fully renovated 2-bedroom, 2-bathroom Berkshire cottage. With 1084 sq. ft. of open concept living, this move-in ready home features wood floors and exposed antique beams. The modern porch offers stunning west-facing views, perfect for enjoying sunsets. Nice size bedrooms, beautifully renovated bathrooms, and central air conditioning. A sliding

    Claire Pollart LANCE VERMEULEN RE, INC

    6 W Alford Rd, West Stockbridge, MA 01266
    • /66

      Est $4,456,166 Not Listed For Sale

      • 10 Beds
      • 12 Baths
      • 8,604 Sq Ft

      139 West Rd, Alford, MA 01266

      139 West Rd, Alford, MA 01266
  • /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
    • /36

      Est $658,956 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,518 Sq Ft

      1 Furnace Rd, West Stockbridge, MA 01266

      1 Furnace 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
    • /5

      Not Listed For Sale

      0 (Lot 17) Pixley Hill Rd, West Stockbridge, MA 01266

      0 (Lot 17) Pixley Hill Rd, West Stockbridge, MA 01266
    • /41

      Est $830,158 Not Listed For Sale

      • 4 Beds
      • 4 Baths
      • 1,922 Sq Ft

      33 Birch Hill Rd, West Stockbridge, MA 01266

      33 Birch Hill Rd, West Stockbridge, MA 01266
    • /26

      Not Listed For Sale

      • 3 Beds
      • 1.5 Baths
      • 1,240 Sq Ft

      11 Mahkeenac Heights Rd, West Stockbridge, MA 01266

      11 Mahkeenac Heights Rd, West Stockbridge, MA 01266
    • /31

      Est $1,123,185 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,710 Sq Ft

      20 Lake Dr, Stockbridge, MA 01262

      20 Lake Dr, Stockbridge, MA 01262
    • /13

      Not Listed For Sale

      Unlisted Address

      Unlisted Address
    • /49

      Est $743,349 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 2,012 Sq Ft

      2 Meadow Rd, Stockbridge, MA 01262

      2 Meadow Rd, Stockbridge, MA 01262
    • /49

      Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 2,540 Sq Ft

      20 & 21 Birch Hill Rd, West Stockbridge, MA 01266

      20 & 21 Birch Hill Rd, West Stockbridge, MA 01266
    • /7

      Not Listed For Sale

      Unlisted Address

      Unlisted Address
    • /4

      Est $82,000 Not Listed For Sale

      Unlisted Address

      Unlisted Address
    • /15

      Est $577,183 Not Listed For Sale

      • 3 Beds

      Unlisted Address

      Unlisted Address

Showing Results 81 - 120, Page 3 of 18

How to Buy a Home How to Finance a Home How to Sell a Home