22

Stockbridge Homes for Sale

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  • /40

    $1,795,000

    • 4 Beds
    • 3 Baths
    • 5,469 Sq Ft

    17 East St, Lenox, MA 01240

    Nestled just north of Stockbridge, MA, this elegantly expanded brick Federal estate offers a harmonious blend of historic charm and modern design on 13+/- acres (9 conserved.) Originally built in the 1830s, the Carter Estate has been artfully expanded and renovated and boasts over 5,400sf of light-filled, luxurious living space, ideal for those seeking a private yet gracious lifestyle.As you

    Agent Photo

    Selina Lamb

    BIRCH PROPERTIES

    (413) 300-6860

    17 East St, Lenox, MA 01240
  • /6

    $425,000

    • Land
    • 3.30 Acres
    • $128,788 per Acre

    9 Wheatleigh Dr, Stockbridge, MA 01262

    RARE OPPORTUNITY to build your new Berkshires home moments from Tanglewood's back gate and share deeded rights to a private beach on the Stockbridge Bowl too. Lovely and private, lightly wooded parcel on private lane with frontage on Lily Pond. Wheatley Drive is a private Rd. There is a voluntary HOA. Contribution of $1,000. annually for road maintenance and plowing is voluntary.

    Agent Photo

    Selina Lamb

    Birch Properties

    (413) 343-5283

    9 Wheatleigh Dr, Stockbridge, MA 01262
  • /6

    $425,000

    • Land
    • 3.30 Acres
    • $128,788 per Acre

    9 Wheatleigh Dr, Stockbridge, MA 01262

    RARE OPPORTUNITY to build your new Berkshires home moments from Tanglewood's back gate and share deeded rights to a private beach on the Stockbridge Bowl too. Lovely and private, lightly wooded parcel on private lane with frontage on Lily Pond. Wheatley Drive is a private Rd. There is a voluntary HOA. Contribution of $1,000. annually for road maintenance and plowing is voluntary.

    Agent Photo

    Selina Lamb

    BIRCH PROPERTIES

    (413) 722-5098

    9 Wheatleigh Dr, Stockbridge, MA 01262
  • /50

    $845,000

    • 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
  • /6

    $650,000

    • Land
    • 19 Acres
    • $34,211 per Acre

    0 Mohawk Lake Rd, Stockbridge, MA 01262

    Discover a rare opportunity to own a piece of history in Stockbridge, available for the first time in over 120 years. This stunning land offers a private setting perfect for building your dream home, while being just moments away from the renowned Norman Rockwell Museum, Chesterwood, the enchanting Berkshire Botanical Gardens, and the charming downtown Stockbridge, all within a 3-mile radius.

    Agent Photo

    Gary Fuls Jr

    RE/MAX TRANSITIONS

    (413) 884-5511

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

    $998,000

    • Land
    • 9 Acres
    • $109,670 per Acre

    19 and 21 Wheatleigh Dr, Stockbridge, MA 01240

    RARE LUXURY: READY-to-BUILD MODERNIST RETREAT on EXCLUSIVE PRIVATE POND minutes to TANGLEWOODWelcome to a once-in-a-lifetime opportunity in the heart of the Berkshires. Set on 9.1 acres approximately acres of pristine land, this exceptional estate parcel offers frontage on tranquil Lily Pond, a private, non-motorized body of water that ensures peace, privacy, nature and views. Comprising the

    Agent Photo

    Selina Lamb

    BIRCH PROPERTIES

    (413) 343-4919

    19 and 21 Wheatleigh Dr, Stockbridge, MA 01240
  • /59

    $1,850,000

    • 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. The ''Ice House'' features its own kitchen and bath, for family gatherings or as Artist Studio. A sparkling in-ground pool for your summer pleasure. All this and more

    George Cain WILLIAM PITT SOTHEBY'S - GT BARRINGTON

    1 Devon Rd, Stockbridge, MA 01262
  • /54

    $2,500,000

    • 5 Beds
    • 4.5 Baths
    • 5,233 Sq Ft

    55 Main St, Stockbridge, MA 01262

    Historic Elegance Reimagined!Wellness-forward design. Artisan craftsmanship. In-town privacy.A Kitchen Rebuilt from the Ground Up: At the heart of the home, a brand-new chef's kitchen makes a bold, refined statement with honed dark gray granite countertops, crisp white shaker cabinetry, and minimalist matte black fixtures. Oversized divided-light windows flood the space with natural light, while

    Elle Villetto WILLIAM PITT SOTHEBY'S - LENOX

    55 Main St, Stockbridge, MA 01262
  • /34

    $1,795,000

    • 4 Beds
    • 4 Baths
    • 3,524 Sq Ft

    1 Old Tree Farm Rd, Stockbridge, MA 01262

    Impeccably Renovated Stockbridge Country Retreat. Minutes from Stockbridge, Lenox and Tanglewood, in the heart of the Berkshires cultural corridor, a rare opportunity in a perfect setting on 4.16 level, landscaped acres. Surrounded by mature trees and curated gardens, this home blends classic design with modern updates, offering refined style throughout. White oak floors, three full baths, a gas

    Suzann Ward Housatonic Real Estate

    1 Old Tree Farm Rd, Stockbridge, MA 01262
  • /55

    $1,490,000

    • 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 - PITTSFIELD

    5 Glendale Rd, Stockbridge, MA 01262
  • /51

    $2,250,000

    • 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
  • /16

    $1,800,000

    • 40 Beds
    • 20 Baths
    • 30,000 Sq Ft

    15 East St, Stockbridge, MA 01262

    Located in a Sngle Family zoned area on a desirablle, private parcel consisting of nine total buildings with an in-ground pool amongst other amenities. Property is available for sale, lease or equity investment by new partners. This is an amazing property on the border of Stockbridge and Lenox with close proximity to Albany / Hartford / I-91. Many opportunities for possible hotel, B&B, family

    Tim Damon Mercury Real Estate

    15 East St, Stockbridge, MA 01262
  • /47

    $649,000

    • 2 Beds
    • 2.5 Baths
    • 1,935 Sq Ft

    19 Hawthorne Rd Unit Carriage Barn E-2, Stockbridge, MA 01262

    Beautiful Carriage Barn Unit located in the sought after White Pines. The main level has open common spaces that include a gracious great room with a wall of windows to let in the natural light, wet bar and wood burning fireplace. Generous dining room overlooking the picturesque sun porch with serene view and galley kitchen that is oversized with ample storage space and laundry closet. The

    Cortney Dupont COHEN & WHITE ASSOCIATES

    19 Hawthorne Rd Unit Carriage Barn E-2, Stockbridge, MA 01262
  • /42

    $445,000

    • 2 Beds
    • 2 Baths
    • 1,296 Sq Ft

    42 East St, Stockbridge, MA 01262

    Set on 6.4 scenic acres, this classic New England farmhouse captures the timeless spirit of Stockbridge, a town beloved for its rich history and cultural legacy. This 2-bed 2-bath home offers authentic charm, featuring beautiful hardwood floors, a spacious kitchen, family room + 1st floor full bath, and a welcoming front porch that evokes a slower, simpler time. Thoughtful updates include a newer

    Conor Meehan STONE HOUSE PROPERTIES, LLC

    42 East St, Stockbridge, MA 01262
  • /29

    $912,000

    • 4 Beds
    • 4 Baths
    • 2,280 Sq Ft

    21 East St, Stockbridge, MA 01262

    **Price Improvement** Nestled in the heart of the Berkshires, this spaciously built 2003 Colonial sits on over 14 acres, offering privacy, potential, and long-term value. Currently operating as a doggy day care, but you wouldn't know it when you walk inside! Well-maintained & cared for. Recent updates include the kitchen, bathrooms, carpets, back deck, and front landscaping, while still leaving

    Brianna Boffoli Cameron Prestige, LLC

    21 East St, Stockbridge, MA 01262
  • /19

    $949,000

    • 11 Beds
    • 6 Baths
    • 4,863 Sq Ft

    Unlisted Address

    Fully Rented In Town 5-Family Investment Opportunity. Home office available with a bathroom. Short walk to Post Office, Restaurants, Library and the Red Lion Inn. Stockbridge Town Park located across the street and hiking trails at the end of the street. See pictures.

    Matt Carlino MACCARO REAL ESTATE

    Unlisted Address
  • /24

    $299,900

    • 1 Bed
    • 1 Bath
    • 658 Sq Ft

    2 Wallace Rd Unit DH-B, Stockbridge, MA 01262

    Come experience this charming condo in the beautiful Heron Pond Community in Stockbridge. Thoughtful use of space with large, private front patio facing expansive manicured lawns and gardens. Enjoy 1-level living, (1-bed,1-bath with separate dining room) fully applianced kitchen with pantry and instant boiling water faucet. Washer and Dryer included. Zoned smart heating thermostats.

    Susan Calkins STONE HOUSE PROPERTIES, LLC

    2 Wallace Rd Unit DH-B, Stockbridge, MA 01262
  • /40

    $1,995,000

    • 6 Beds
    • 8 Baths
    • 10,507 Sq Ft

    14 Pine St, Stockbridge, MA 01262

    Prime Owner-User/Investment Property in the heart of historic Stockbridge. Currently an Educational Facility with Retail, Office and Residential Units. Can be combined for Offices, Medical, Educational, Gallery, Apartments/Condos, or any use that demands a location in one of the most well known and loved towns in America. Fully upgraded mechanicals, large Parking facilities and Handicapped

    Steven Weisz WILLIAM PITT SOTHEBY'S - GT BARRINGTON

    14 Pine St, Stockbridge, MA 01262
  • /50

    $425,000

    • 2 Beds
    • 2 Baths
    • 1,647 Sq Ft

    2 Wallace Rd Unit 2E, Stockbridge, MA 01262

    Welcome to Heron Pond Condominiums in charming Stockbridge, where comfort meets convenience in a tranquil setting. This beautiful condominium offers an ideal combination of spacious living and cozy charm, featuring 2 or 3 bedrooms and 2 full baths. The screened porch is ideal to relax and enjoy nature without the bugs, a serene space to unwind, whether you're enjoying morning coffee or evening

    Paula McLean PAULA MCLEAN REALTORS INC.

    2 Wallace Rd Unit 2E, Stockbridge, MA 01262
  • /26

    $239,000

    • Land
    • 8 Acres
    • $30,508 per Acre

    13 Rattlesnake Mountain Rd, Stockbridge, MA 01262

    PRIME BERKSHIRE LAND - FEEL 'AWAY FROM IT ALL' YET YOU ARE MOMENTS FROM THE BEST OF THE BERKSHIRES. $158,000+ UNDER ASSESSED VALUESet on a serene & forested country road, this location makes the perfect retreat - yet you are in the heart of the Berkshires just minutes to Stockbridge & Lenox, Tanglewood, The Bowl, The Mount, Kripalu, Great Barrington, the Pike, shopping & more. The single home

    Chapin Fish WILLIAM PITT SOTHEBY'S - GT BARRINGTON

    13 Rattlesnake Mountain Rd, Stockbridge, MA 01262
  • /16

    $295,000

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

    0 Glendale Rd Unit 245211, 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 245211, 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

Frequently Asked Questions Why Live in Stockbridge

Is Stockbridge a good place to live?
Stockbridge is a good place to live. Stockbridge is considered very car-dependent and somewhat bikeable. Stockbridge is a neighborhood with a crime score of 2, making it safer than the average neighborhood in the U.S. It has a median age of 61. The average household income is $104,959 which is above the national average. College graduates make up 40.9% of residents. A majority of residents in Stockbridge are home owners, with 31.7% of residents renting and 68.3% of residents owning their home. A local real estate agent serving Stockbridge can help you decide if this neighborhood is the right one for you. Learn more on our Stockbridge neighborhood guide.
Is Stockbridge, MA a safe neighborhood?
Stockbridge, MA is safer than the average neighborhood in the United States. It received a crime score of 2 out of 10.
How much do you need to make to afford a house in Stockbridge?
The median home price in Stockbridge is $940,000. If you put a 20% down payment of $188,000 and had a 30-year fixed mortgage with an interest rate of 6.5%, your estimated principal and interest payment would be $4,750 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $204K a year to afford the median home price in Stockbridge. The average household income in Stockbridge is $105K.
What are the best public schools in Stockbridge?
The best public schools that serve Stockbridge are:
What are the best private schools in Stockbridge?
The best private schools that serve Stockbridge are:
What are the most popular zip codes in Stockbridge, Stockbridge, MA?
The most popular zip codes in Stockbridge, Stockbridge, MA include 01262, 01266, 01240, 01238 and 01236.

Home Trends in Stockbridge, MA

Housing Trends

Median Sale Price
$962,500
Median Single Family Sale Price
$1,210,000
Median Townhouse Sale Price
$660,000
Median 2 Bedroom Sale Price
$537,000
Median 1 Bedroom Sale Price
$335,450
Average Price Per Sq Ft
$442
Number of Homes for Sale
13
Last 12 months Home Sales
30
Months of Supply
5.20
Median List Price
$940,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
57%
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