18

Stockbridge, MA Homes for Sale

Section Image
  • /5

    $1,025,000

    • Land
    • 9 Acres
    • $112,637 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

    Selina Lamb BIRCH PROPERTIES

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

    15 East St, 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
  • /11

    $315,000

    • Land
    • 1.50 Acres
    • $210,000 per Acre

    14 Partridge Way, Stockbridge, MA 01262

    A rare opportunity to own a 1.5-acre parcel on a quiet road in the highly sought-after Beachwood community, available only once in many decades. This property is ideally located in a peaceful, nature-filled setting with deeded rights to the Stockbridge Bowl, and is just minutes from the private Beachwood beach and swimming area and is connected to town sewer. It's also conveniently close to

    Monte Levin COMPASS MASSACHUSETTS , LLC GB

    14 Partridge Way, Stockbridge, MA 01262
  • /42

    $1,255,000

    • 5 Beds
    • 5 Baths
    • 4,450 Sq Ft

    1 S Hill Rd, Stockbridge, MA 01262

    This recently renovated historic homestead in Stockbridge has it all! The Revolutionary-era 4-bed, 4-bath Colonial home and 1-bed, 1-bath detached guesthouse sit on a 7+ acre hill with an impressive view of Monument Mountain, a gentle-sloping lawn, abundant woods, and a gentle stream. The main house offers multiple living spaces with an open kitchen and living room and a new wood stove, library,

    Jonathan Minerick homecoin.com

    1 S Hill Rd, Stockbridge, MA 01262
  • /84

    $2,500,000

    • 6 Beds
    • 5.5 Baths
    • 4,952 Sq Ft

    1 Devon Rd, Stockbridge, MA 01262

    Unbelievable transformation. You won't want to miss this opportunity. Stunning interior decorating for this Historic General Williams House circa 1795 Lovingly restored and improved with 6 inviting bedrooms, 5.5 updated bathrooms, 6 gorgeous woodburning fireplaces, two full kitchens.: Historic General Williams House circa 1795. This exquisite home has been restored and updated. Featuring 6

    Penney Cardonnel SIGNATURE ASSOCIATES

    1 Devon Rd, Stockbridge, MA 01262
  • /50

    $489,000

    • 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
  • /12

    $385,000

    • 1 Bed
    • 1 Bath
    • 837 Sq Ft

    57 Main St Unit 10, Stockbridge, MA 01262

    Beautiful first floor condo that has been rehabbed. This beautiful Knoll Condominium is walk to town in a beautiful lovely setting. Lots of natural light in this unit and it so charming , Laundry room and storage area in the building, Perfect location if you like to walk to the Red Lion Inn and downtown. Close to all the Berkshire attractions.

    Kathleen Hopkins CARRIAGE HOUSE REAL ESTATE

    57 Main St Unit 10, 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
  • /40

    $675,000

    • 2 Beds
    • 2.5 Baths
    • 1,853 Sq Ft

    176 Old Stockbridge Rd Unit Smith 2, Stockbridge, MA 01262

    Some of the best views the Berkshires have to offer. One of the ''Great Estates'' conversions, Winden Hill condos are in Stockbridge, but within 1.5 miles of downtown Lenox and a short drive to Tanglewood. Located in the Smith building - this unit features 2 bedrooms each with private bath. Easy entertaining in the great room with fireplace and vaulted ceiling. French door leads to the

    Pamela Roberts ROBERTS & ASSOC. REALTY, INC

    176 Old Stockbridge Rd Unit Smith 2, Stockbridge, MA 01262
  • /10

    $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. At the top of the driveway of the north lot is a large flat area that offers

    Sheila Thunfors STONE HOUSE PROPERTIES, LLC

    0 Glendale Rd Unit 245211, Stockbridge, MA 01262
  • /40

    $1,880,000

    • 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

    Selina Lamb BIRCH PROPERTIES

    17 East St, Lenox, MA 01240
  • /63

    $1,100,000

    • 4 Beds
    • 3.5 Baths
    • 2,861 Sq Ft

    1 Train Hill Rd, Stockbridge, MA 01262

    This Stockbridge Colonial has it all....location, separate guest suite and plenty of country chic design. This historic home boasts all the charm of yesteryear with fabulous wide pine floors, state of the art country kitchen that retains it's charm, formal dining room with fireplace, gracious banister to the second floor of guest bedrooms with renovated bath all while seamlessly blending with the

    Cortney Dupont COHEN & WHITE ASSOCIATES

    1 Train Hill Rd, Stockbridge, MA 01262
  • /13

    $105,000

    • 1,382 Sq Ft

    41 Main St Unit Carriage House, Stockbridge, MA 01262

    This Historic Carriage House located on an old estate in the center of Stockbridge awaits your renovation as Unit #10 on this unique condominium property. Walk down the driveway and you are right in town or sit in the backyard and be away from it all. The building is being sold ''as is.'' Easements, the fees for the connection of residential utilities, a Wetlands delineation report and all Town

    Elisabeth Wheeler LANCE VERMEULEN RE, INC., LENOX

    41 Main St Unit Carriage House, 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.

    Selina Lamb Birch Properties

    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.

    Selina Lamb BIRCH PROPERTIES

    9 Wheatleigh Dr, Stockbridge, MA 01262
  • /84

    $9,950,000

    • 5 Beds
    • 9 Baths
    • 9,339 Sq Ft

    7 Prospect Hill Rd, Stockbridge, MA 01262

    One of the Berkshires' finest residences, basking in the idyllic mountain scenery. Designed and crafted to meticulous standards, this distinguished 6.2 acre compound is surrounded by captivating, protected vistas far and wide. In the enduring tradition of the regions iconic estates, this extraordinary residence is a place for life to the fullest, providing an endless source of enjoyment in

    Patrice Melluzzo WILLIAM PITT SOTHEBY'S - GT BARRINGTON

    7 Prospect Hill Rd, Stockbridge, MA 01262
  • /19

    $449,000

    • 3 Beds
    • 1.5 Baths
    • 1,772 Sq Ft

    26 High St, Housatonic, MA 01236

    This charming colonial home is located within walking distance of the quaint center of Housatonic Village. Situated just over the border in West Stockbridge where property taxes are more favorable. Originally constructed as one of the manager's homes for the local mills, this residence has wood floors & high ceilings creating a spacious atmosphere. The first floor features generous living room &

    Molly Thomas COMPASS MASSACHUSETTS , LLC GB

    26 High St, Housatonic, MA 01236

Frequently Asked Questions About Stockbridge

What is the average home price in Stockbridge, MA?
Homes for sale in Stockbridge, MA have an average home price of $1,136,260.
How many homes have sold over the last 12 months in Stockbridge, MA?
12 homes have sold in Stockbridge, MA over the last 12 months.
What are the most popular zip codes in Stockbridge, MA?
The most popular zip codes in Stockbridge, MA include 01201, 01230, 01223, 12529 and 01238.
How much do you need to make to afford a house in Stockbridge?
The median home price in Stockbridge is $1,225,000. If you put a 20% down payment of $245,000 and had a 30-year fixed mortgage with an interest rate of 6.81%, your estimated principal and interest payment would be $6,400 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $274K a year to afford the median home price in Stockbridge.
How are the schools in Stockbridge, MA?
Stockbridge, MA has highly rated public and private schools. Some of the best schools in Stockbridge based on Niche Grades are Berkshire Waldorf High School, Lenox Memorial High School and Morris Elementary School. Browse all the schools in Stockbridge, MA to learn more.

Home Trends in Stockbridge, MA

Home Trends

Median Price (12 Mo)
$1,238,250
Median Single Family Price
$1,277,750
Median 2 Bedroom Price
$660,000
Median 1 Bedroom Price
$385,000
Average Price Per Sq Ft
$436
Number of Homes for Sale
3
Last 12 months Home Sales
12
Months of Supply
3.00
Median List Price
$1,225,000
Median Discount From 1st List Price
-3%
Median Home Sale Price YoY Change
93%
How to Buy a Home How to Finance a Home How to Sell a Home