13

Stockbridge, MA Homes for Sale with Acreage

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  • 9 Castle Hill Rd, Stockbridge, MA 01262
    9 Castle Hill Rd, Stockbridge, MA 01262
    9 Castle Hill Rd, Stockbridge, MA 01262
    /50

    $820,000

    $64K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 2,955 Sq Ft

    9 Castle Hill Rd, Stockbridge, MA 01262

    Tucked away on a quiet country road just minutes from the heart of historic Stockbridge, this 3.49-acre property pairs timeless New England charm with modern comforts. The star of the show is a beautifully updated red farmhouse with 3 bedrooms and 2.5 bathrooms, set on a sunny, bucolic lot that feels worlds away--yet is moments from downtown.The main house has been thoughtfully renovated,

    Agent Photo

    Selina Lamb

    BIRCH PROPERTIES

    (413) 269-8632

    9 Castle Hill Rd, Stockbridge, MA 01262
  • 349 Old Stockbridge Rd, Lenox, MA 01240
    349 Old Stockbridge Rd, Lenox, MA 01240
    349 Old Stockbridge Rd, Lenox, MA 01240
    /42

    $3,750,000

    • 34 Beds
    • 31 Baths
    • 40,241 Sq Ft

    349 Old Stockbridge Rd, Lenox, MA 01240

    Rare 16.76± acre contiguous institutional campus and redevelopment opportunity in Lenox, MA, in the heart of the Berkshires. Anchored by Overlee, a historic 1903 estate, the property includes multiple buildings with 32 dormitory-style bedrooms, classroom and administrative space, dining facilities, shared common areas, and a large gymnasium. Existing infrastructure includes internal roadways,

    Agent Photo

    Selina Lamb

    Birch Properties

    (413) 343-7496

    349 Old Stockbridge Rd, Lenox, MA 01240
  • 46 Glendale Rd, Stockbridge, MA 01262
    46 Glendale Rd, Stockbridge, MA 01262
    46 Glendale Rd, Stockbridge, MA 01262
    /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
  • 0 Mohawk Lake Rd, Stockbridge, MA 01262
    0 Mohawk Lake Rd, Stockbridge, MA 01262
    0 Mohawk Lake Rd, Stockbridge, MA 01262
    /5

    $495,000

    • Land
    • 19 Acres
    • $26,053 per Acre

    0 Mohawk Lake Rd, Stockbridge, MA 01262

    Wonderful opportunity to own 19 acres in Stockbridge for your dream home! The parcel features acres of deciduous trees with an abundance of peacefulness and tranquility. Gentle upward slope from the street then levels off. Providing several options for building. Freestanding fireplace/chimney remains from a former homestead. Norman Rockwell Museum, Chesterwood and Berkshire Botanical Gardens down

    Debra Petrovsky DONOVAN REAL ESTATE

    0 Mohawk Lake Rd, Stockbridge, MA 01262
  • 5 Glendale Rd, Stockbridge, MA 01262
    5 Glendale Rd, Stockbridge, MA 01262
    5 Glendale Rd, Stockbridge, MA 01262
    /55

    $1,490,000

    $260K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 2,200 Sq Ft

    5 Glendale Rd, Stockbridge, MA 01262

    ''Best of Berkshire Living: Gardens, Grand Trees & Income-Ready Guest Cottage''Between the Rockwell Museum and Botanical Garden, minutes from Tanglewood, this nearly 4-acre Berkshire property offers two distinct homes surrounded by heirloom trees and landscaped gardens. The 4BR, 2BA main house features a first-floor primary suite with sunroom, spacious living areas, and central A/C. The charming

    Martha Piper THE KINDERHOOK GROUP

    5 Glendale Rd, Stockbridge, MA 01262
  • 200 Vanna #3 Old Stockbridge Rd, Stockbridge, MA 01262
    200 Vanna #3 Old Stockbridge Rd, Stockbridge, MA 01262
    200 Vanna #3 Old Stockbridge Rd, Stockbridge, MA 01262
    /30

    $825,000

    $70K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,218 Sq Ft

    200 Vanna #3 Old Stockbridge Rd, Stockbridge, MA 01262

    Welcome to The Vanna Building at Winden Hill. First time to the market in nearly thirty years this is an excuisite example of Period living. This sun drenched Condo has 12 ft high ceilings, original marble fireplaces and uninterupted SW views as far as the eye can see. The first floor comprises of the extra large living room, dining room and kitchen, laundry and half bath. There are three

    Fintan Hanley COMPASS MASSACHUSETTS , LLC GB

    200 Vanna #3 Old Stockbridge Rd, Stockbridge, MA 01262
  • 14 Old Tree Farm Rd, Stockbridge, MA 01262
    14 Old Tree Farm Rd, Stockbridge, MA 01262
    14 Old Tree Farm Rd, Stockbridge, MA 01262
    /50

    $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
  • 8 Yale Hill Rd, Stockbridge, MA 01262
    8 Yale Hill Rd, Stockbridge, MA 01262
    8 Yale Hill Rd, Stockbridge, MA 01262
    /51

    $2,100,000

    • 4 Beds
    • 4 Baths
    • 2,738 Sq Ft

    8 Yale Hill Rd, Stockbridge, MA 01262

    A RARE BEAUTY ON HISTORIC YALE HILL! Discover an historically significant gem in this perfectly renovated home! Peacefully tucked away from it all, yet close enough to enjoy a stroll to town, tennis, Library, golf & restaurants.Chef's Kitchen, large flexible living spaces, 4 Bedrooms, 4 Baths, tall ceilings and charm galore. The Mill House, transformed into a cozy Guest quarters, with 3

    Helen Mullany HELEN MULLANY REAL ESTATE, LLC

    8 Yale Hill Rd, Stockbridge, MA 01262
  • 0 Glendale Rd Unit 248566, Stockbridge, MA 01262
    0 Glendale Rd Unit 248566, Stockbridge, MA 01262
    0 Glendale Rd Unit 248566, Stockbridge, MA 01262
    /16

    $295,000

    • Land
    • 25.22 Acres
    • $11,697 per Acre

    0 Glendale Rd Unit 248566, Stockbridge, MA 01262

    Beautiful 25 Acres in Stockbridge. Stockbridge Bowl, Tanglewood, the villages of Stockbridge, Lenox, and Housatonic are all nearby. The property consists of two separate building lots - the south lot with 12.56 acres, and the north lot with 12.66 acres. Potential for mountain views from both lots with some clearing. Many possibilities - build on the north lot and keep the south lot for extra

    Sheila Thunfors STONE HOUSE PROPERTIES, LLC

    0 Glendale Rd Unit 248566, Stockbridge, MA 01262
  • 17 Beachwood Dr, Stockbridge, MA 01262
    17 Beachwood Dr, Stockbridge, MA 01262
    17 Beachwood Dr, Stockbridge, MA 01262
    /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
  • 0 Interlaken Cross Rd, Stockbridge, MA 01262
    0 Interlaken Cross Rd, Stockbridge, MA 01262
    /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
  • 1 Devon Rd, Stockbridge, MA 01262
    1 Devon Rd, Stockbridge, MA 01262
    1 Devon Rd, Stockbridge, MA 01262
    /61

    $1,695,000

    $155K PRICE DROP
    • 6 Beds
    • 5.5 Baths
    • 4,952 Sq Ft

    1 Devon Rd, Stockbridge, MA 01262

    Located in Stockbridge, this historic General Williams House (circa 1795) has been restored and updated. Featuring 6 bedrooms, 5.5 bathrooms, 6 beautiful wood burning fireplaces, large dining and living spaces and 2 kitchens. THIS PROPERTY HAS AN EXCELLENT HISTORY OF RENTAL INCOME. The ''Ice House'' features its own kitchen and bath, for family gatherings or as Artist Studio. A sparkling

    George Cain WILLIAM PITT SOTHEBY'S - GT BARRINGTON

    1 Devon Rd, Stockbridge, MA 01262
  • 215 Old Stockbridge Rd, Lenox, MA 01240
    215 Old Stockbridge Rd, Lenox, MA 01240
    215 Old Stockbridge Rd, Lenox, MA 01240
    /31

    $1,250,000

    • 3 Beds
    • 2 Baths
    • 1,856 Sq Ft

    215 Old Stockbridge Rd, Lenox, MA 01240

    An exceptional architect-designed home in the heart of the Berkshires, privately sited within the conservation landscape of Bishop Estates and just minutes from Tanglewood and the center of Lenox.Thoughtfully positioned to preserve complete privacy, the home is surrounded by protected natural beauty without neighboring homes in view. Expansive walls of glass frame sweeping meadow and mountain

    Helen Mullany HELEN MULLANY REAL ESTATE, LLC

    215 Old Stockbridge Rd, Lenox, MA 01240
Massachusetts Berkshire County Stockbridge

Homes for Sale with Acreage in Stockbridge, MA

Home Prices in Stockbridge, MA

The median home sale price in Stockbridge, MA is $775,000, down 18% year-over-year. Homes in Stockbridge sell in 86 days on average, compared to the national average of 58 days.

Home Price Trends

Median Sale Price
$775,000
Median Single Family Sale Price
$845,000
Median Townhouse Sale Price
$660,000
Median 2 Bedroom Sale Price
$475,000
Median 1 Bedroom Sale Price
$270,000
Average Price Per Sq Ft
$439
Number of Homes for Sale
14
Last 12 months Home Sales
39
Months of Supply
4.30
Median List Price
$822,000
Median Change From 1st List Price
4%
Median Home Sale Price YoY Change
-18%
How to Buy a Home How to Finance a Home How to Sell a Home

In Stockbridge, there are currently 13 homes for sale with acreage, providing ample space for homeowners to customize their living environment, whether for expansive gardens, outdoor entertaining, or enhanced privacy. Whether you're in search of a spacious family home with plenty of room to roam, a property ripe for development, or simply seeking space and tranquility, homes for sale with acreage in Stockbridge, MA offer the flexibility to tailor your living experience to your preferences. Browse the selection of homes for sale with land in Stockbridge and discover the potential and freedom that comes with owning your own piece of property.

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