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Newest Homes for Sale in West Stockbridge, MA

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  • /24

    $365,000

    • 3 Beds
    • 1.5 Baths
    • 1,188 Sq Ft

    2 Woodruff Rd, West Stockbridge, MA 01266

    NEAT AND CLEAN MID-CENTURY RANCH ON A PRETTY COUNTRY ROAD. Lovely pastoral and distant mountain views. 3 bedrooms, 1.5 baths. Living room with gas fireplace. Kitchen open to the dining area. Original built-ins. Large screened porch and deck to enjoy the VIEW. Clean basement with high ceilings. One car garage.

    Tom Lynch COMPASS MASSACHUSETTS , LLC GB

    2 Woodruff Rd, West Stockbridge, MA 01266
  • /46

    $795,000

    • 3 Beds
    • 2 Baths
    • 1,774 Sq Ft

    92 Baker St, Richmond, MA 01254

    This Victorian farmhouse, located in the idyllic town of Richmond, is the perfect home to get away from the city or raise a family. Boasting nearly 3 acres of land and a wrap around porch, it features wide pine plank flooring, Palladian windows, and an Italian-tiled sunroom. With 3 Bedrooms, 2 Full Baths, a fireplaced living room, and an open kitchen and dining area, there's a space for everyone.

    Wayne Ditore BERKSHIRE HATHAWAY HOMESERVICES REALTY PROFESSIONALS-WESTFIELD

    92 Baker St, Richmond, MA 01254
  • /3

    $140,000

    • Land
    • 4.69 Acres
    • $29,851 per Acre

    29 Pixley Hill Rd, West Stockbridge, MA 01266

    Elevated 4.688 acre lot on sought after Pixley Hill Road . Lovely, quiet neighborhood in proximity to the village of West Stockbridge, Tanglewood and so much the Berkshires have to offer. Build your dream home. Perc test, well permit, multiple surveys and septic design available.

    Gary Lazarus COMPASS MASSACHUSETTS , LLC GB

    29 Pixley Hill Rd, West Stockbridge, MA 01266
  • /38

    $70,000

    • 7 Beds
    • 9 Baths
    • 10,429 Sq Ft

    30 East Rd, West Stockbridge, MA 01266

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

    Steven Weisz WILLIAM PITT SOTHEBY'S - GT BARRINGTON

    30 East Rd, West Stockbridge, MA 01266
  • /19

    $349,900

    • 3 Beds
    • 1.5 Baths
    • 1,677 Sq Ft

    20 Moscow Rd, West Stockbridge, MA 01266

    Charming New England home in the heart of West Stockbridge offering the perfect blend of small-town convenience and Berkshire living. Set on a generous lot with room to relax, garden, and entertain, this inviting property provides comfortable living spaces, abundant natural light, and the character that buyers seek in a Berkshire home.Enjoy the best of both worlds—peaceful surroundings while

    Isaac Santana Sorcinelli Real Estate

    20 Moscow Rd, West Stockbridge, MA 01266
  • /14

    $69,499

    • 2 Beds
    • 1 Bath
    • 400 Sq Ft

    40 Albany Rd Unit 3, West Stockbridge, MA 01266

    MUST SEE: Small completely remodeled and newly renovated 2-bedroom home. Much nicer than a tiny home. Located in the beautiful Berkshires with scenic pond and mountain views in an all-age mobile home park community. Fully applianced kitchen, tons of cabinets, all new flooring, freshly painted, vinyl tilt-out windows and one-level living. Small pets welcomed. New mail center and small yard for

    Agent Photo

    Thomas Lennon

    Keller Williams Elite

    40 Albany Rd Unit 3, West Stockbridge, MA 01266
  • /42

    $675,000

    • 3 Beds
    • 2 Baths
    • 1,736 Sq Ft

    4 Lenox Rd, West Stockbridge, MA 01266

    This charming New England farmhouse is located in the heart of West Stockbridge Village. You'll feel right at home in this updated, open-floor-plan, 3 bedroom, two bath home featuring beautiful hardwood floors throughout. The modern kitchen with newer appliances, butcher block island, and breakfast bar is perfect for entertaining as well as enjoying quiet home-cooked meals. Relax on your spacious

    Leslie Claus Van Hise BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

    4 Lenox Rd, West Stockbridge, MA 01266
  • /15

    $649,000

    • 3 Beds
    • 1 Bath
    • 1,120 Sq Ft

    17 Beachwood Dr, Stockbridge, MA 01262

    Discover a truly exceptional opportunity to own a spacious 3-bedroom seasonal cottage on 1.3 acres of uniquely private land in one of the Berkshires' most desirable lakeside enclaves. Nestled in the serene and exclusive Beachwood community on Stockbridge Bowl, this property offers the perfect balance of natural beauty, privacy, and cultural access. Residents enjoy steps to a private beach,

    Franz Forster FRANZ J. FORSTER R. E.

    17 Beachwood Dr, Stockbridge, MA 01262
  • /32

    $765,000

    • 3 Beds
    • 2 Baths
    • 1,497 Sq Ft

    137 East Rd, West Stockbridge, MA 01266

    Tucked away on a bucolic country road, the only thing more enchanting than this mid-century gem is the magical property it calls home. Wrapped in the quintessential Alford setting, this inviting retreat offers all the amenities one seeks for relaxed country living. Surrounded by mature trees and timeless stone walls, the home exudes warmth & character with its cozy fireplace, front porch, rear

    Helen Mullany HELEN MULLANY REAL ESTATE, LLC

    137 East Rd, West Stockbridge, MA 01266
  • /127

    $874,900

    • 5 Beds
    • 6 Baths
    • 3,241 Sq Ft

    4 Stockbridge Rd, West Stockbridge, MA 01266

    Nestled in the heart of West Stockbridge, this stunning 5-bedroom, 5.5-bath Federal/Greek Revival style home at 4 Stockbridge Road combines historic charm with modern luxury. Built in 1825, the residence has been beautifully renovated, maintaining its classic character while offering contemporary amenities. The spacious interior features generous living areas, perfect for family gatherings and

    Doug Collins Lamacchia Realty, Inc. - Dalton

    4 Stockbridge Rd, 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

    $289,000

    $26K PRICE DROP
    • Land
    • 14.74 Acres
    • $19,607 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
    • 2 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
  • /82

    $9,995,000

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

    30 East Rd, West Stockbridge, MA 01266

    Offered with Seller Financing, this Majestic Tudor Berkshire Estate sits on 71 Acres atop Tom Ball Mountain in quaint Alford, MA. Privacy and Breathtaking views. Formal Entry and Foyer. Stately Living Room and Dining Room. Great Room with Gourmet Kitchen. Den, Family Room, Gym and Massage Room. 5 en-suite Bedrooms in the Main House. 2 Bedroom Tudor Guest House w beamed ceilings and full

    Steven Weisz WILLIAM PITT SOTHEBY'S - GT BARRINGTON

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

    $2,185,000

    • 3 Beds
    • 4 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
  • /29

    $719,000

    $30K 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

    $69,500

    $10K PRICE DROP
    • 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

    3 Jennifer Ln, 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
  • /50

    $3,275,000

    New Construction $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
  • /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

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 $1,812,723.
How many homes have sold over the last 12 months in West Stockbridge, MA?
38 homes have sold in West Stockbridge, MA over the last 12 months.
What is the average household income in West Stockbridge, MA?
The average household income in West Stockbridge, MA is $111K.
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 01254.
How much do you need to make to afford a house in West Stockbridge?
The median home price in West Stockbridge is $772,500. If you put a 20% down payment of $154,500 and had a 30-year fixed mortgage with an interest rate of 6.43%, your estimated principal and interest payment would be $3,880 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $166K a year to afford the median home price in West Stockbridge. Learn how much home you can afford with our Home Affordability Calculator. The average household income in West Stockbridge is $111K.
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 Price Trends

Median Sale Price
$623,250
Median Single Family Sale Price
$760,000
Median Townhouse Sale Price
$532,000
Median 2 Bedroom Sale Price
$440,000
Median 1 Bedroom Sale Price
$1,550,000
Average Price Per Sq Ft
$424
Number of Homes for Sale
10
Last 12 months Home Sales
38
Months of Supply
3.20
Median List Price
$772,500
Median Change From 1st List Price
5%
Median Home Sale Price YoY Change
-13%
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