15

West Stockbridge, MA Homes for Sale with Acreage

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  • /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
  • /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
  • /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
  • /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
  • /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
  • /54

    $959,000

    $20K PRICE DROP
    • 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
  • /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
  • /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
  • /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
  • /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
  • /12

    $475,000

    • Land
    • 7.1 Acres
    • $66,901 per Acre

    8 Stone Ridge Rd, Stockbridge, MA 01262

    This alluring seven acre parcel is nested between two gentle, fern filled, wooded slopes to the east and west of the site. A spacious meadow, with an intimate connection to wooded shade, is filled with bright southern light. Approaching from the Campion Farms entrance, Stone Ridge Rd curves gently upward, leading to a lovely meandering drive which takes you to the partially cleared building site.

    Claudia Crane COMPASS MASSACHUSETTS , LLC GB

    8 Stone Ridge 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

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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