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Newest Homes for Sale in West Stockbridge, MA

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  • /46

    $680,000

    • 4 Beds
    • 2 Baths
    • 2,040 Sq Ft

    7 Swamp, West Stockbridge, MA 01266

    Don't miss this rare opportunity to own this private, meticulously maintained waterfront sanctuary. The grounds feature a charming English garden, an expansive deck and a private dock for launching kayaks, offering outdoor living at its best. The main level features an eat-in kitchen with custom cabinetry, a living room, sunroom ideal for gatherings, an office, mudroom with laundry and a

    Molly Thomas COMPASS MASSACHUSETTS , LLC GB

    7 Swamp, West Stockbridge, MA 01266
  • /19

    $750,000

    • 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.Can also be purchased as part of a investment portfolio 13 Park Street Stockbridge, MA MLS#249532

    Matt Carlino MACCARO REAL ESTATE

    35 Main St, West Stockbridge, MA 01266
  • /5

    $315,000

    • Land
    • 14.74 Acres
    • $21,370 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
  • /30

    $752,000

    • 3 Beds
    • 1.5 Baths
    • 1,750 Sq Ft

    9 Interlaken Rd, Stockbridge, MA 01262

    Quitessential 1830's side hall Colonial....charming home located in the village of Interlaken in the town of Stockbridge, MA....just minutes to Lenox, Stockbridge center and the Berkshire Botanical Center. Listen to the babbeling water from the Larrywaug Brook and walk just steps to the small town park.....sit on the deck or around the firepit to soak in the atmosphere of privacy and

    Patrice Melluzzo WILLIAM PITT SOTHEBY'S - GT BARRINGTON

    9 Interlaken Rd, Stockbridge, MA 01262
  • /60

    $5,245,000

    • 5 Beds
    • 8 Baths
    • 9,400 Sq Ft

    50 East Rd, West Stockbridge, MA 01266

    Set on 35.6 acres in the heart of Alford, this exceptional estate offers privacy, sweeping western views to the Catskills,and direct access to the Tom Ball Mountain Trail, abutting hundreds of acres of protected land. Located just minutesfrom Great Barrington and approximately 10 minutes to the Massachusetts Turnpike, the property combines seclusionwith convenient access to the region's top

    Elyse Morris ELYSE HARNEY REAL ESTATE

    50 East Rd, West Stockbridge, MA 01266
  • /18

    $315,000

    • Land
    • 10.52 Acres
    • $29,943 per Acre

    0 Lenox Rd Unit 249209, West Stockbridge, MA 01266

    A rare opportunity to own two lots totaling 10.6 acres in sought-after West Stockbridge. Accessed by a shared driveway, the parcels offer flexibility for a private compound or two thoughtfully sited homes. Mowed walking paths wind through groves of mature trees and the partially cleared landscape, creating a peaceful setting with a natural balance of privacy and usable space. The property

    Conor Meehan STONE HOUSE PROPERTIES, LLC

    0 Lenox Rd Unit 249209, West Stockbridge, MA 01266
  • /26

    $435,000

    $25K PRICE DROP
    • 2 Beds
    • 1.5 Baths
    • 1,970 Sq Ft

    43 Hart St, Great Barrington, MA 01236

    OPEN HOUSE SAT May 16th 12-2pm Nestled on a quiet setback lot in the desirable Housatonic Village of Great Barrington, this beautifully renovated home (2021) offers a perfect blend of charm, comfort, and flexibility. The property features 2 bedrooms, a bonus room, and 1.5 baths.Recent upgrades include a new roof, new windows, Buderus boiler, beautiful large wood plank floors throughout the first

    Judi Panzano HOUSATONIC REAL ESTATE

    43 Hart St, Great Barrington, MA 01236
  • /24

    $729,000

    $20K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 2,015 Sq Ft

    46 Glendale Rd, Stockbridge, MA 01262

    Light-filled contemporary cape built in 2020, this Stockbridge home features an open floor plan anchored by a great room with a gourmet kitchen, dining area & living room. Two spacious first-floor bedrooms share a full bath, while the expansive second-floor primary suite offers a luxurious spa bathroom & a balcony overlooking the living area. The four-season sunroom (heated & cooled for

    Karen Climo WILLIAM PITT SOTHEBY'S - GT BARRINGTON

    46 Glendale Rd, Stockbridge, MA 01262
  • /57

    $1,895,000

    • 6 Beds
    • 4.5 Baths
    • 4,139 Sq Ft

    176 W Center Rd, West Stockbridge, MA 01266

    A lovely, winding approach to this gorgeous 21-acre estate ensuring serenity, privacy, and the beauty of living in the country. The main house includes 3-4 bed, 2 1/2 bath. An impressive architect-designed guest house has 2 ensuite bedrooms with balconies, dramatic exposed beams and vaulted ceilings. The guest house is an extraordinary place to host family and friends both winter and summer. With

    Randy Thunfors STONE HOUSE PROPERTIES, LLC

    176 W Center Rd, West Stockbridge, MA 01266
  • /8

    $79,900

    • 2 Beds
    • 1 Bath
    • 550 Sq Ft

    3 Jennifer Ln, West Stockbridge, MA 01266

    Nicely remodeled 2 bedroom trailer with fireplace and 2 baths. Park rent is $399.56 per month.

    Agent Photo

    John Ciepiela

    BISHOP WEST REAL ESTATE

    (413) 741-1606

    3 Jennifer Ln, West Stockbridge, MA 01266
  • /29

    $1,295,000

    $300K PRICE DROP
    • 4 Beds
    • 4.5 Baths
    • 2,835 Sq Ft

    130 East Rd, West Stockbridge, MA 01266

    Nestled in picturesque Alford, this inviting four-bedroom, 4.5-bath home blends comfort and flexibility in a serene Berkshire setting. The first-floor primary suite features a private ensuite bath, ideal for easy living. Thoughtfully designed spaces offer room for guests, work, or hobbies, while seasonal views bring natural beauty indoors throughout the year. With low Alford taxes and a peaceful

    Timothy Harrigan BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

    130 East Rd, West Stockbridge, MA 01266
  • /81

    $3,325,000

    • 4 Beds
    • 7.5 Baths
    • 6,000 Sq Ft

    83 Maple Hill Rd, West Stockbridge, MA 01266

    Hawks Nest Ridge. Quiet privacy on 8.6 acres. Decks, patio, screened porch and pool all enjoy the view and the natural setting. Dramatic open floor plan with walls of windows to the views, soaring stone wood burning fireplace spanning three stories. Cook's kitchen with walk-in pantry. First floor primary suite with gas fireplace and dressing room all abutting library and office. 4 private bedroom

    Sheila Thunfors STONE HOUSE PROPERTIES, LLC

    83 Maple Hill Rd, West Stockbridge, MA 01266
  • /17

    $385,000

    $14K PRICE DROP
    • 3 Beds
    • 1 Bath
    • 1,298 Sq Ft

    17 High St, West Stockbridge, MA 01236

    Charming small home with a cozy feel.This home is the perfect chance for a first time buyer to create a home of their own. With solid bones, a welcoming front porch, and a detached garage ideal for work shop or extra storage. Located in a convenient setting, it's ready for your vision, with opportunities for modern updates. A little work could mean a big reward.Housatonic Village a few steps

    Helen Mullany HELEN MULLANY REAL ESTATE, LLC

    17 High St, West Stockbridge, MA 01236
  • /67

    $2,185,000

    • 3 Beds
    • 3.5 Baths
    • 4,752 Sq Ft

    14 Old Tree Farm Rd, Stockbridge, MA 01262

    A rare Berkshire offering w/ space, privacy, & exceptional versatility. Fabulous home & separate studio minutes from Tanglewood & Stockbridge Bowl. Charming 3 BR, 2.5 BA, 2,952 sq ft home - complemented by a beautifully renovated 1,800 sq ft studio barn w/ loft & full BA - rests on 8 picturesque acres with beautiful western views. Perfect for outdoor enthusiasts, culture lovers, or anyone seeking

    Claire Pollart WILLIAM RAVEIS - BERKSHIRE

    14 Old Tree Farm Rd, Stockbridge, MA 01262
  • /39

    $367,500

    $32K PRICE DROP
    • 3 Beds
    • 1.5 Baths
    • 1,677 Sq Ft

    20 Moscow Rd, West Stockbridge, MA 01266

    Short walk to quaint downtown West Stockbridge featuring local coffee shop, variety store, restaurants and shops. Just a few minutes to local theatres, music venues, Tanglewood, historic Stockbridge, and the Mass Pike. Beautiful open yard great for summer entertaining including cookouts, yard games or just relaxing and reading a book! Cozy fireplace for those beautiful snowy New England nights.

    Mark Harris SIGNATURE ASSOCIATES

    20 Moscow Rd, West Stockbridge, MA 01266
  • /28

    $299,000

    $50K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 2,276 Sq Ft

    44 Main St, West Stockbridge, MA 01266

    Discover the charm of downtown living in this Colonial home located in the heart of West Stockbridge. This home features four bedrooms, two full baths, kitchen, living room, dining room and a deck overlooking the river. In addition to the main living area the property also includes an in-law or studio apartment with it's own kitchen and bathroom. With a nice flat yard for outdoor activities,

    Molly Thomas COMPASS MASSACHUSETTS , LLC GB

    44 Main St, West Stockbridge, MA 01266
  • /53

    $3,275,000

    $475K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 3,225 Sq Ft

    40 E Alford Rd, West Stockbridge, MA 01266

    Perched dramatically on a 18 acre very private mountainside, this brand-new modern home overlooks the sweeping beauty of the Berkshire Hills. A long, winding driveway builds anticipation as it ascends, ultimately revealing striking contemporary architecture framed by panoramic sunrise views. Designed to embrace the natural landscape at every turn, this residence delivers a serene, elevated living

    Christian Deckert WILLIAM PITT SOTHEBY'S - GT BARRINGTON

    40 E Alford Rd, West Stockbridge, MA 01266
  • /42

    $9,995,000

    $4M PRICE DROP
    • 7 Beds
    • 9 Baths
    • 10,429 Sq Ft

    30 East Rd, West Stockbridge, MA 01266

    Majestic Tudor Estate on over 71 Acres atop Tom Ball Mountain in the quaint hamlet of Alford, MA. Privacy and Breathtaking views from nearly every room. Formal Entry and Foyer. Stately Living Room and Dining Room. Comfortable Great Room with Gourmet Kitchen. Warm Den. Family Room, Gym and Massage Room. 5 en-suite Bedrooms in the Main House. Separate 2 Bedroom Guest House with beamed ceilings and

    Steven Weisz William Pitt Sotheby's International Realty

    30 East Rd, West Stockbridge, MA 01266
  • /22

    $799,000

    $50K PRICE DROP
    • Land
    • 29 Acres
    • $27,552 per Acre

    416 West Rd, Alford, MA 01266

    Experience the Berkshires Like Never BeforeNestled on West Road in Alford, this exceptional 29-acre estate offers a rare blend of natural beauty, flexibility, and investment potential. A meandering brook, Alford Brook gently courses through the property, creating serene waterside vistas and the soothing soundtrack of flowing water day and night.From the open meadows and wooded glens, enjoy

    Maggie Merelle WILLIAM PITT SOTHEBY'S - GT BARRINGTON

    416 West Rd, Alford, 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
  • /52

    $1,295,000

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

    45 Swamp, West Stockbridge, MA 01266

    Set across 30+ pristine Berkshire acres, this property offers sweeping westerly mountain views, gently rolling fields, and Cone Brook running the length of the land to Shaker Mill Pond. With approximately 2,000 feet of frontage on Swamp Road, the possibilities are wide open: farming, equestrian use, a private estate, or potential subdivision into 6+ buildable lots.Two substantial barns, both

    Paige Backhaus WILLIAM RAVEIS - BERKSHIRE

    45 Swamp, West Stockbridge, MA 01266
  • /52

    $1,625,000

    $50K PRICE DROP
    • 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
  • /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

What is the average home price in West Stockbridge, MA?
Homes for sale in West Stockbridge, MA have an average home price of $2,018,464.
How many homes have sold over the last 12 months in West Stockbridge, MA?
32 homes have sold in West Stockbridge, MA over the last 12 months.
What are the most popular zip codes in West Stockbridge, MA?
The most popular zip codes in West Stockbridge, MA include 01236, 01266, 01262, 12017 and 01230.
How much do you need to make to afford a house in West Stockbridge?
The median home price in West Stockbridge is $810,000. If you put a 20% down payment of $162,000 and had a 30-year fixed mortgage with an interest rate of 6.51%, your estimated principal and interest payment would be $4,100 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $176K a year to afford the median home price in West Stockbridge. Learn how much home you can afford with our Home Affordability Calculator.
How are the schools in West Stockbridge, MA?
West Stockbridge, MA has highly rated public and private schools. Some of the best schools in West Stockbridge based on Niche Grades are Muddy Brook Regional Elementary School, Chatham High School and Monument Mountain Regional High School. Browse all the schools in West Stockbridge, MA to learn more.

Home Trends in West Stockbridge, MA

Housing Trends

Median Sale Price
$672,500
Median Single Family Sale Price
$800,000
Median Townhouse Sale Price
$556,500
Average Price Per Sq Ft
$429
Number of Homes for Sale
11
Last 12 months Home Sales
32
Months of Supply
4.10
Median List Price
$810,000
Median Change From 1st List Price
8%
Median Home Sale Price YoY Change
-12%
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