16

West Stockbridge, MA Homes for Sale with Garage

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  • /123

    $824,900

    $50K 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
  • /57

    $1,750,000

    $145K PRICE DROP
    • 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
  • /42

    $675,000

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

    4 Lenox Rd, West Stockbridge, MA 01266

    Brand New shingled roof on this charming New England farmhouse 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

    Leslie Claus Van Hise BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

    4 Lenox Rd, 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
  • /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

    Ashley Canger WILLIAM RAVEIS - BERKSHIRE

    5 Pomeroy St, West Stockbridge, MA 01266
  • /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
  • /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. Embracing 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 waterfall, and

    Mauren White-Kirkby BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

    14 Old Tree Farm Rd, Stockbridge, MA 01262
  • /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
  • /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
  • /41

    $2,995,000

    $500K PRICE DROP
    • 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

    $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
  • /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
  • /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
  • /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
  • /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

Home Price Trends

Median Sale Price
$664,500
Median Single Family Sale Price
$755,000
Median Townhouse Sale Price
$814,000
Median 2 Bedroom Sale Price
$352,500
Average Price Per Sq Ft
$413
Number of Homes for Sale
11
Last 12 months Home Sales
34
Months of Supply
3.90
Median List Price
$780,000
Median Change From 1st List Price
6%
Median Home Sale Price YoY Change
-1%
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