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Newest Homes for Sale in West Stockbridge, MA

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  • /60

    $1,999,999

    • 3 Beds
    • 3.5 Baths
    • 3,000 Sq Ft

    14 Old Tree Farm Rd, Stockbridge, MA 01262

    Some homes offer extraordinary settings. Others offer exceptional living. Rarely does one offer both. Designed to embrace its extraordinary setting, this classic center hall Colonial is all about the way it lives. The heart of the home is an inviting open kitchen with a breakfast nook and a beautiful sitting area where walls of glass and French doors open to a stunning stone patio, tranquil

    Mauren White-Kirkby BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

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

    $625,000

    • 3 Beds
    • 2 Baths
    • 1,326 Sq Ft

    48 Swamp, West Stockbridge, MA 01266

    Just the right size, this lovely contemporary home captures the ease and beauty of Berkshire living, with beautiful westerly views and a sunny, open-sky setting. A stone's throw from the charming village of West Stockbridge and just minutes from downtown Lenox and Tanglewood, the location offers an ideal blend of country living, culture, and convenience. Inside, three bedrooms and two baths

    Mauren White-Kirkby BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

    48 Swamp, West Stockbridge, MA 01266
  • /46

    $4,975,000

    • 3 Beds
    • 3.5 Baths
    • 4,359 Sq Ft

    5 Deer Hill Rd, West Stockbridge, MA 01266

    Perched to capture sweeping vistas, this contemporary architectural masterpiece seamlessly balances the demands of a world-class art collection with an immersive natural experience. The residence is brilliantly composed of three intersecting bars: a single-room-deep main volume that captures the views, a service wing and a perpendicular upper level that hovers to create a sheltered dining terrace

    Leslie Chesloff WILLIAM PITT SOTHEBY'S - GT BARRINGTON

    5 Deer Hill Rd, West Stockbridge, MA 01266
  • /34

    $485,000

    • 3 Beds
    • 2 Baths
    • 1,492 Sq Ft

    5 Pomeroy St, West Stockbridge, MA 01266

    Welcome to 5 Pomeroy St. in the heart of charming West Stockbridge, where small-town New England character meets the beauty of the Berkshires. Ideally located just moments from local shops, galleries, restaurants, and cultural attractions; this property offers convenient access to Tanglewood, hiking trails, skiing, and year-round recreation. Enjoy a peaceful setting with easy access to major

    Lance Vermeulen WILLIAM RAVEIS - BERKSHIRE

    5 Pomeroy St, West Stockbridge, MA 01266
  • /17

    $360,000

    • 3 Beds
    • 1 Bath
    • 1,298 Sq Ft

    17 High St, West Stockbridge, MA 01236

    This home is the perfect chance to live in a sweet neighborhood with a short stroll to the village. With solid bones, a welcoming front porch, and a detached garage ideal for work shop/studio/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 away. Lovely back yard!

    Helen Mullany HELEN MULLANY REAL ESTATE, LLC

    17 High St, West Stockbridge, MA 01236
  • /54

    $979,000

    • 4 Beds
    • 2.5 Baths
    • 1,986 Sq Ft

    12 Harrison Calkins Rd, Alford, MA 01266

    Discover a peaceful retreat in Alford with this charming 4-bedroom, 2.5-bath Contemporary Cape set on more than 8 acres. Relax on the spacious screened-in porch while listening to the birdsong and the gentle flow of Scribner Brook.Offering an upscale cabin feel in every season, this inviting home provides the perfect escape from the pace of everyday life. Enjoy privacy, natural beauty, and

    Matt Carlino MACCARO REAL ESTATE

    12 Harrison Calkins Rd, Alford, MA 01266
  • /27

    $1,295,000

    • 4 Beds
    • 4.5 Baths
    • 2,835 Sq Ft

    130 East Rd, West Stockbridge, MA 01266

    Timothy Harrigan BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

    130 East Rd, West Stockbridge, MA 01266
  • /47

    $1,175,000

    • 4 Beds
    • 3 Baths
    • 3,242 Sq Ft

    15 Interlaken Cross Rd, Stockbridge, MA 01262

    Stockbridge Contemporary surrounded by 5+ acres of privacy and deeded rights to the Beachwood Association private beach is just waiting for you to rebrand this mid century jewel. Open common spaces to gather and take in the nature surrounding the house, four bedrooms and three baths; main floor primary is en suite. The location of this property is perfect in all directions, conveniently located

    Mary Jane White COHEN & WHITE ASSOCIATES

    15 Interlaken Cross Rd, Stockbridge, MA 01262
  • /42

    $3,495,000

    • 5 Beds
    • 4.5 Baths
    • 3,862 Sq Ft

    16 Old Tree Farm Rd, Stockbridge, MA 01262

    Set on six picturesque acres in Stockbridge, this beautiful contemporary home offers privacy, comfort and stunning views. The thoughtfully designed layout features five bedrooms and 4.5 baths, including a spacious main-level primary suite with a luxurious en-suite bath. The chef's kitchen is equipped with premium Wolf and Sub-Zero appliances, perfect for entertaining or everyday living. An

    Leslie Chesloff WILLIAM PITT SOTHEBY'S - GT BARRINGTON

    16 Old Tree Farm Rd, Stockbridge, MA 01262
  • /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
  • /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
  • /123

    $849,900

    $25K PRICE DROP
    • 5 Beds
    • 5.5 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

    $700,000

    $50K PRICE DROP
    • 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
    • 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

    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
  • /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. There's an impressive architect-designed guest house with 2 ensuite bedrooms, balconies, dramatic exposed beams and vaulted ceilings. The guest house is an extraordinary place for rentals, or hosting family and friends both winter and summer.The main house is 3-4 bed, 2

    Randy Thunfors STONE HOUSE PROPERTIES, LLC

    176 W Center Rd, West Stockbridge, MA 01266
  • /52

    $1,579,000

    $96K 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

    $2,975,000

    New Construction $775K 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

    $9,500,000

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

    30 East Rd, West Stockbridge, MA 01266

    Offered fully furnished and ready to enjoy, 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

    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

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 $1,984,123.
How many homes have sold over the last 12 months in West Stockbridge, MA?
35 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 $797,000. If you put a 20% down payment of $159,400 and had a 30-year fixed mortgage with an interest rate of 6.65%, your estimated principal and interest payment would be $4,090 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $175K 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
$669,000
Median Single Family Sale Price
$777,500
Median Townhouse Sale Price
$814,000
Median 2 Bedroom Sale Price
$352,500
Median 1 Bedroom Sale Price
$1,550,000
Average Price Per Sq Ft
$416
Number of Homes for Sale
13
Last 12 months Home Sales
35
Months of Supply
4.50
Median List Price
$797,000
Median Change From 1st List Price
4%
Median Home Sale Price YoY Change
13%
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