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Stockbridge, MA Homes for Sale

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  • 10 Prospect Hill Rd, Stockbridge, MA 01262
    10 Prospect Hill Rd, Stockbridge, MA 01262
    10 Prospect Hill Rd, Stockbridge, MA 01262
    /39

    $895,000

    • 4 Beds
    • 2 Baths
    • 2,515 Sq Ft

    10 Prospect Hill Rd, Stockbridge, MA 01262

    Offered for the first time in more than forty years, this c.1880 residence presents a rare opportunity to own a substantial property on coveted Prospect Hill Road, one of Stockbridge's most desirable addresses. Set privately on 3.5 acres just moments from the center of Stockbridge, the property offers the increasingly rare combination of privacy, acreage, and location that defines some of the

    Agent Photo

    Selina Lamb

    BIRCH PROPERTIES

    10 Prospect 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

    $3,195,000

    $555K PRICE DROP
    • 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

    349 Old Stockbridge Rd, Lenox, MA 01240
  • 349 Old Stockbridge Rd, Lenox, MA 01240
    349 Old Stockbridge Rd, Lenox, MA 01240
    349 Old Stockbridge Rd, Lenox, MA 01240
    /37

    $2,295,000

    • 31 Beds
    • 29 Baths
    • 38,415 Sq Ft

    349 Old Stockbridge Rd, Lenox, MA 01240

    A singular opportunity to reimagine one of Lenox's historic Berkshire estates. Set on 11.90± acres just minutes from downtown Lenox and the cultural attractions of the Berkshires, Overlee was built in 1903 for Samuel Frothingham and designed by Adams & Warren in an Elizabethan/Jacobean Revival style. The original mansion remains at the heart of the property, surrounded by broad lawns and a

    Agent Photo

    Selina Lamb

    BIRCH PROPERTIES

    349 Old Stockbridge Rd, Lenox, MA 01240
  • 6 Willard Hill Rd, Stockbridge, MA 01262
    6 Willard Hill Rd, Stockbridge, MA 01262
    6 Willard Hill Rd, Stockbridge, MA 01262
    /23

    $1,200,000

    • 1 Bed
    • 1 Bath
    • 3,556 Sq Ft

    6 Willard Hill Rd, Stockbridge, MA 01262

    Fabulous historic church. Located in the Stockbridge hamlet of Interlaken. Quiet and exclusive neighborhood just off Rt.183. Stylishly decorated by a renowned architect and designer. High ceilings, huge windows, and mahogany fittings. Beautifully restored kitchen with many original details. Marble topped sink/counter. Walk through to the magnificent living area to step back in time to an earlier

    Martha Piper THE KINDERHOOK GROUP

    6 Willard Hill Rd, Stockbridge, MA 01262
  • 44 Main St Unit 4, Stockbridge, MA 01262
    44 Main St Unit 4, Stockbridge, MA 01262
    44 Main St Unit 4, Stockbridge, MA 01262
    /12

    $4,500

    $3K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,500 Sq Ft

    44 Main St Unit 4, Stockbridge, MA 01262

    Outstanding fully renovated 3 Bedroom, 2 bathroom apartment in the heart of Stockbridge. Walk to restaurants, shops, library, etc. The best apartment in the building even though it is on the third level. Fully furnished with all new quality appointments. Must be seen to be appreciated. Terrific Summer Rental! No pets. JULY & AUGUST @ $9,000/month. Rent reduces to $4500 per month on September 1,

    George Cain WILLIAM PITT SOTHEBY'S - GT BARRINGTON

    44 Main St Unit 4, Stockbridge, MA 01262
  • 15 Interlaken Cross Rd, Stockbridge, MA 01262
    15 Interlaken Cross Rd, Stockbridge, MA 01262
    15 Interlaken Cross Rd, Stockbridge, MA 01262
    /47

    $1,175,000

    • 4 Beds
    • 3 Baths
    • 3,242 Sq Ft

    15 Interlaken Cross Rd, Stockbridge, MA 01262

    Stockbridge Contemporary surrounded by 5+ acres of privacy and deeded rights to the Beachwood Association private beach is just waiting for you to rebrand this mid century jewel. Open common spaces to gather and take in the nature surrounding the house, four bedrooms and three baths; main floor primary is en suite. The location of this property is perfect in all directions, conveniently located

    Mary Jane White COHEN & WHITE ASSOCIATES

    15 Interlaken Cross Rd, Stockbridge, MA 01262
  • 8 Stone Ridge Rd, Stockbridge, MA 01262
    8 Stone Ridge Rd, Stockbridge, MA 01262
    8 Stone Ridge Rd, Stockbridge, MA 01262
    /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
  • Unlisted Address
    Unlisted Address
    Unlisted Address
    /19

    $865,000

    $35K PRICE DROP
    • 11 Beds
    • 6 Baths
    • 4,863 Sq Ft

    Unlisted Address

    Stockbridge Investment Opportunity Fully Rented In Town 5-Family 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. Can also be purchased as part of a investment portfolio 35 Main Street West Stockbridge ,Ma MLS# 249539

    Matt Carlino MACCARO REAL ESTATE

    Unlisted Address
  • 2 Fox Meadow Rd, Stockbridge, MA 01262
    2 Fox Meadow Rd, Stockbridge, MA 01262
    2 Fox Meadow Rd, Stockbridge, MA 01262
    /43

    $750,000

    • 3 Beds
    • 2 Baths
    • 2,446 Sq Ft

    2 Fox Meadow Rd, Stockbridge, MA 01262

    Don't miss this hard to find single floor living opportunity in the highly sought after town of Stockbridge. Offering nearly 2500 sq ft of thoughtful living space, this 3 bedroom, 2 full bath home blends main level convenience and genuine rustic warmth and modern versatility. Inside the home features multiple cozy heat sources for New England winters, including a classic wood burning fireplace as

    William Morrow WILLIAM PITT SOTHEBY'S - GT BARRINGTON

    2 Fox Meadow Rd, Stockbridge, MA 01262
  • 6 Grove Rd, Stockbridge, MA 01262
    6 Grove Rd, Stockbridge, MA 01262
    6 Grove Rd, Stockbridge, MA 01262
    /36

    $685,000

    • 4 Beds
    • 2 Baths
    • 1,443 Sq Ft

    6 Grove Rd, Stockbridge, MA 01262

    Brilliantly located very close to the Beachwood community private beach and kayak launch on Stockbridge Bowl is this atmospheric cottage replete with the charm of a bygone era. Entrance foyer into a beamed cathedral ceiling living/dining room with original stone fireplace. Living room opens onto a charming, private, screened-in porch. Completing the 1st floor is a generous kitchen, 2 BRs and 1 BA

    Gary Lazarus COMPASS MASSACHUSETTS , LLC GB

    6 Grove 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
  • 2 Goodrich St, Stockbridge, MA 01262
    2 Goodrich St, Stockbridge, MA 01262
    2 Goodrich St, Stockbridge, MA 01262
    /47

    $1,125,000

    • 4 Beds
    • 3.5 Baths
    • 2,859 Sq Ft

    2 Goodrich St, Stockbridge, MA 01262

    Contemporary home built in 2012 on over 11 acres walking distance to Stockbridge center. Original house was taken down and this sun-drenched home was built on the saved footprint. Main floor has a small living area off the entry open to large kitchen and dining with sliders to the deck, primary suite with walk-in closet and deck access, 1/2 bath and access to the oversized garage. Second floor

    Jen Harvey COMPASS MASSACHUSETTS , LLC GB

    2 Goodrich St, Stockbridge, MA 01262
  • 5 Glendale Rd, Stockbridge, MA 01262
    5 Glendale Rd, Stockbridge, MA 01262
    5 Glendale Rd, Stockbridge, MA 01262
    /56

    $1,490,000

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

    5 Glendale Rd, Stockbridge, MA 01262

    Between the Rockwell Museum and Botanical Garden, minutes from Tanglewood, this nearly 4-acre Berkshire property offers two distinct homes -one a four bedroom home and a 1000 sq ft guest house-both 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 1BR guest cottage,

    Martha Piper THE KINDERHOOK GROUP

    5 Glendale Rd, Stockbridge, MA 01262
  • 8 Shamrock St, Stockbridge, MA 01262
    8 Shamrock St, Stockbridge, MA 01262
    8 Shamrock St, Stockbridge, MA 01262
    /35

    $2,650,000

    New Construction
    • 5 Beds
    • 4.5 Baths
    • 3,700 Sq Ft

    8 Shamrock St, Stockbridge, MA 01262

    A UNIQUE NEW HOME UNDER CONSTRUCTION IN THE HEART OF STOCKBRIDGE, MASSACHUSETTSHistoric Living: In an era of increasingly homogenized architecture, this extraordinary timber frame Dutch house replica offers something rare: a true sense of place. Rooted in the early traditions of the surrounding Housatonic Valley, the home is a thoughtful homage to the region's European heritage--crafted with

    Christian Deckert WILLIAM PITT SOTHEBY'S - GT BARRINGTON

    8 Shamrock St, 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
    /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
  • 10 Mahkeenac Terrace, Stockbridge, MA 01262
    10 Mahkeenac Terrace, Stockbridge, MA 01262
    10 Mahkeenac Terrace, Stockbridge, MA 01262
    /55

    $995,000

    • 2 Beds
    • 2 Baths
    • 1,125 Sq Ft

    10 Mahkeenac Terrace, Stockbridge, MA 01262

    Bring your BOAT and enjoy all that the Stockbridge Bowl has to offer. This charming home has deeded rights to the lake, as well as its own dock space!The house was recently renovated with all top of the line mechanicals and appliances. Bosch, Miele, & Fisher Paykel. Central AC. One level living with two bedrooms and two full baths. Open concept living with a large front deck and yard for

    Lawrence Reilly THE KINDERHOOK GROUP

    10 Mahkeenac Terrace, Stockbridge, MA 01262
  • 11 Hawthorne Rd, Stockbridge, MA 01262
    11 Hawthorne Rd, Stockbridge, MA 01262
    11 Hawthorne Rd, Stockbridge, MA 01262
    /46

    $14,500,000

    • 19 Beds
    • 25 Baths
    • 19,364 Sq Ft

    11 Hawthorne Rd, Stockbridge, MA 01262

    The Wheatleigh: A Gilded Age masterpiece on over 21 pristine acres overlooking the Stockbridge Bowl. Designed in 1893 by Peabody & Stearns, this 16th-century Florentine palazzo features stunning grounds by Frederick Law Olmsted. Former home to the Boston Symphony Orchestra and moments from Tanglewood, this 25,000+SF architectural sanctuary seamlessly marries timeless grandeur with 21st-century

    Steven Weisz William Pitt Sothebys Intn'l

    11 Hawthorne 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
    /52

    $1,995,000

    $105K PRICE DROP
    • 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
  • 44 Main St Unit 1, Stockbridge, MA 01262
    44 Main St Unit 1, Stockbridge, MA 01262
    44 Main St Unit 1, Stockbridge, MA 01262
    /20

    $4,250

    • 3 Beds
    • 2 Baths

    44 Main St Unit 1, Stockbridge, MA 01262

    STOCKBRIDGE IN-TOWN LOCATION. SUMMER RENTAL! Fully Furnished, Like New. 3 Bedroom Apartment. Must be seen to be appreciated. Location, Location, Location. It doesn't get any better than this. Monthly rents outside of July and August will be $4,250 per month.

    George Cain WILLIAM PITT SOTHEBY'S - GT BARRINGTON

    44 Main St Unit 1, Stockbridge, MA 01262
  • 7 Wheatley Dr, Stockbridge, MA 01262
    7 Wheatley Dr, Stockbridge, MA 01262
    7 Wheatley Dr, Stockbridge, MA 01262
    /88

    $2,950,000

    $300K PRICE DROP
    • 4 Beds
    • 4 Baths
    • 5,696 Sq Ft

    7 Wheatley Dr, Stockbridge, MA 01262

    At the Lenox/Stockbridge town line on the shore of Lily Pond, sits this architectural gem! Offering a rare combination of privacy artfully aligned with nature and a premier location. Set on six acres within the grounds of the original historic Wheatleigh estate, the property is within walking distance of Tanglewood, the Linde Center, Kripalu and Lenox village. Designed by Berkshire architect

    Pamela Roberts ROBERTS & ASSOC. REALTY, INC

    7 Wheatley Dr, Stockbridge, MA 01262
  • 53 Main St, Stockbridge, MA 01262
    53 Main St, Stockbridge, MA 01262
    53 Main St, Stockbridge, MA 01262
    /61

    $1,900,000

    • 5 Beds
    • 6 Baths
    • 4,670 Sq Ft

    53 Main St, Stockbridge, MA 01262

    Steeped in the timeless elegance of historic Stockbridge, this exceptional Colonial captures the enduring charm of a bygone era, evoking the quintessential New England scenes made famous by Norman Rockwell. Beautifully sited just moments from the heart of town, this distinguished four-bedroom residence blends classic architectural details with gracious, comfortable living. Inside, three

    Paula McLean PAULA MCLEAN REALTORS INC.

    53 Main St, Stockbridge, MA 01262
  • 16 Old Tree Farm Rd, Stockbridge, MA 01262
    16 Old Tree Farm Rd, Stockbridge, MA 01262
    16 Old Tree Farm Rd, Stockbridge, MA 01262
    /41

    $3,495,000

    • 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
  • 5 Deer Hill Rd, West Stockbridge, MA 01266
    5 Deer Hill Rd, West Stockbridge, MA 01266
    5 Deer Hill Rd, West Stockbridge, MA 01266
    /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
  • 9 Interlaken Rd, Stockbridge, MA 01262
    9 Interlaken Rd, Stockbridge, MA 01262
    9 Interlaken Rd, Stockbridge, MA 01262
    /30

    $752,000

    • 3 Beds
    • 1.5 Baths
    • 1,750 Sq Ft

    9 Interlaken Rd, Stockbridge, MA 01262

    Quitessential 1830's side hall Colonial....charming home located in the village of Interlaken in the town of Stockbridge, MA....just minutes to Lenox, Stockbridge center and the Berkshire Botanical Center. Listen to the babbeling water from the Larrywaug Brook and walk just steps to the small town park.....sit on the deck or around the firepit to soak in the atmosphere of privacy and

    Patrice Melluzzo WILLIAM PITT SOTHEBY'S - GT BARRINGTON

    9 Interlaken Rd, Stockbridge, MA 01262
  • 2 Woods Rd, Stockbridge, MA 01262
    2 Woods Rd, Stockbridge, MA 01262
    2 Woods Rd, Stockbridge, MA 01262
    /36

    $665,000

    • 3 Beds
    • 2 Baths
    • 1,168 Sq Ft

    2 Woods Rd, Stockbridge, MA 01262

    A tranquil oasis in the sought after Beachwood community with its private beach and kayak launch on Stockbridge Bowl. This ranch-style cottage with hardwood floors has a spacious living/dining area with double volume wood ceilings and a gas stove for added warmth in cooler weather. The renovated kitchen boasts stone counter tops and flows onto the private, shaded screened-in porch for effortless

    Gary Lazarus COMPASS MASSACHUSETTS , LLC GB

    2 Woods Rd, Stockbridge, MA 01262
  • 36 Yale Hill Rd, Stockbridge, MA 01262
    36 Yale Hill Rd, Stockbridge, MA 01262
    36 Yale Hill Rd, Stockbridge, MA 01262
    /45

    $2,950,000

    $450K PRICE DROP
    • 4 Beds
    • 5 Baths
    • 3,432 Sq Ft

    36 Yale Hill Rd, Stockbridge, MA 01262

    EXPANDED CONTEMPORARY CAPE Appointed with elegant detail, masterfully crafted, this stunning home is nestled on over 9 private acres offering 9 rooms, 4 bedrooms, 3 full and 2 half baths. An open floor plan flows seamlessly from the generous living room, featuring a striking coffered ceiling and a fireplace surrounded by natural raw granite, into a large kitchen and dining area perfect for

    Mandy Victor-pieczarka STONE HOUSE PROPERTIES, LLC

    36 Yale Hill Rd, Stockbridge, MA 01262
  • 200 Old Stockbridge Rd Unit VA-6, Stockbridge, MA 01262
    200 Old Stockbridge Rd Unit VA-6, Stockbridge, MA 01262
    200 Old Stockbridge Rd Unit VA-6, Stockbridge, MA 01262
    /37

    $685,000

    • 3 Beds
    • 2.5 Baths
    • 1,620 Sq Ft

    200 Old Stockbridge Rd Unit VA-6, Stockbridge, MA 01262

    STUNNING VIEWS for as far as you can see from this modern unit located in Winden Hills Vanna building. Open common spaces washed in natural light; Great room with scenic views, fireplace and built ins, kitchen with charm and character open to dining. Primary w/en suite full bath, two guest bedrooms and additional one and half baths. This unit comes with access to the elevator for convenience, a

    Cortney Dupont COHEN & WHITE ASSOCIATES

    200 Old Stockbridge Rd Unit VA-6, Stockbridge, MA 01262
  • 3 Apple St, Stockbridge, MA 01236
    3 Apple St, Stockbridge, MA 01236
    3 Apple St, Stockbridge, MA 01236
    /52

    $350,000

    • 6 Beds
    • 4 Baths
    • 2,700 Sq Ft

    3 Apple St, Stockbridge, MA 01236

    Rare opportunity to acquire a updated two-family property in Stockbridge with nearly 1.9 acres across two included lots. Come take a look to add your finishing touches to this project. Situated on a dead-end street on a spacious and clear lot. Each unit features three bedrooms and one-and-a-half baths, across approximately 2,700 square feet. Separate utilities for each unit, off street parking,

    Cory Evangelisto NOCHER REALTY

    3 Apple St, Stockbridge, MA 01236
  • 13 Glendale Middle Rd, Stockbridge, MA 01262
    13 Glendale Middle Rd, Stockbridge, MA 01262
    13 Glendale Middle Rd, Stockbridge, MA 01262
    /43

    $629,000

    • 3 Beds
    • 1.5 Baths
    • 1,344 Sq Ft

    13 Glendale Middle Rd, Stockbridge, MA 01262

    Come see this Stockbridge home with land, convenient location, multiple fireplaces, all electric service, and close to everything the Berkshires has to offer! You'll be minutes to the historic downtown Stockbridge, Tanglewood, and all the entertainment venues that you love, in a quiet country setting. All the comforts of home, available for you right now! Come be a part of the Berkshires

    Richard Needelman BISHOP WEST REAL ESTATE

    13 Glendale Middle Rd, Stockbridge, MA 01262
  • 4 Birch Ln, Stockbridge, MA 01262
    4 Birch Ln, Stockbridge, MA 01262
    4 Birch Ln, Stockbridge, MA 01262
    /52

    $979,000

    • 4 Beds
    • 2 Baths
    • 1,702 Sq Ft

    4 Birch Ln, Stockbridge, MA 01262

    Available for the first time, this recently built 4 season home is a unicorn in the sought after Beachwood community on the south side of the Stockbridge Bowl. Bright, crisp and modern this property comprises an entrance foyer, chef's kitchen with stone counter-tops, living/dining area, gas fireplace, 2 bedrooms and 1 bathroom and washer/dryer downstairs. Two bedrooms, 1 bathroom upstairs with

    Gary Lazarus COMPASS MASSACHUSETTS , LLC GB

    4 Birch Ln, 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 Massasoit Rd, Stockbridge, MA 01262
    1 Massasoit Rd, Stockbridge, MA 01262
    1 Massasoit Rd, Stockbridge, MA 01262
    /18

    $499,000

    • 2 Beds
    • 1 Bath
    • 828 Sq Ft

    1 Massasoit Rd, Stockbridge, MA 01262

    Turnkey Berkshire Retreat Near Stockbridge Bowl & Tanglewood -Embrace effortless seasonal living in this beautifully maintained, vintage three-season cottage. Nestled on a quiet, unpaved lane in the desirable Mahkeenac Heights community, this two-bedroom home offers the quintessential Berkshires getaway. Recent thoughtful updates include fresh flooring and an opened-up floor plan that

    Karen Climo WILLIAM PITT SOTHEBY'S - GT BARRINGTON

    1 Massasoit Rd, Stockbridge, MA 01262
  • 5 Apple St, Stockbridge, MA 01262
    5 Apple St, Stockbridge, MA 01262
    5 Apple St, Stockbridge, MA 01262
    /28

    $299,000

    • 3 Beds
    • 1.5 Baths
    • 2,088 Sq Ft

    5 Apple St, Stockbridge, MA 01262

    Great potential in a lovely setting. Located on a dead end, this property offers a gracious living room with wood floors, open kitchen and dining, mudroom/laundry room, half bath and serene sitting front porch. The second level has three bedrooms and full bath. It awaits the Buyers new vision and thoughtfulness to bring it back to it's original glory. Great location near cultural attractions in

    Cortney Dupont COHEN & WHITE ASSOCIATES

    5 Apple St, Stockbridge, MA 01262
  • 6 Manitauk Heights, Stockbridge, MA 01262
    6 Manitauk Heights, Stockbridge, MA 01262
    6 Manitauk Heights, Stockbridge, MA 01262
    /49

    $950,000

    $110K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 2,052 Sq Ft

    6 Manitauk Heights, Stockbridge, MA 01262

    Just two miles from the center of Stockbridge, this beautiful four bedroom, three and a half bathroom home offers privacy, space and exceptional indoor outdoor living. The spacious primary suite features a large ensuite bath and separate his and her closets, and an additional closet with direct access to a full length deck shared access with the living room. The open floor plan connects the

    Patricia Andrew STONE HOUSE PROPERTIES, LLC

    6 Manitauk Heights, Stockbridge, MA 01262
  • 10 Mahkeenac Shores Rd, Stockbridge, MA 01262
    10 Mahkeenac Shores Rd, Stockbridge, MA 01262
    10 Mahkeenac Shores Rd, Stockbridge, MA 01262
    /50

    $1,999,000

    $996K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 1,932 Sq Ft

    10 Mahkeenac Shores Rd, Stockbridge, MA 01262

    Experience the best of Berkshire living in this stunning contemporary waterfront home on Stockbridge Bowl. Thoughtfully designed, this 4 BR, 3 full bath year 'round home offers a seamless blend of modern comfort and natural beauty! Sunlight pours through expansive windows, framing breathtaking water views from nearly every room. The open concept living space is anchored by a striking double sided

    Mary Jo Piretti PIRETTI REAL ESTATE

    10 Mahkeenac Shores Rd, Stockbridge, MA 01262
  • 1 Devon Rd, Stockbridge, MA 01262
    1 Devon Rd, Stockbridge, MA 01262
    1 Devon Rd, Stockbridge, MA 01262
    /59

    $1,595,000

    $255K PRICE DROP
    • 6 Beds
    • 5.5 Baths
    • 4,952 Sq Ft

    1 Devon Rd, Stockbridge, MA 01262

    A significant price reduction has just been made on this terrific revenue opportunity property in Stockbridge. The 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

    George Cain WILLIAM PITT SOTHEBY'S - GT BARRINGTON

    1 Devon Rd, Stockbridge, MA 01262
  • 17 High St, West Stockbridge, MA 01236
    17 High St, West Stockbridge, MA 01236
    17 High St, West Stockbridge, MA 01236
    /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
Massachusetts Berkshire County

Real Estate & Homes for Sale in Stockbridge, MA

Why Live in Stockbridge

Stockbridge, MA, a small community in the Berkshires, is known for its sweeping mountain vistas, historic estates, and vibrant art scene. The town's Main Street is lined with local businesses, cozy coffee shops, and art galleries, anchored by the iconic Red Lion Inn. Stockbridge is a cultural hub, home to the Norman Rockwell Museum, which houses the world's largest collection of Rockwell's work, and other historic sites like Naumkeag and Chesterwood. The Berkshire Theatre Group and Tanglewood music venue offer a variety of performances, while nearby attractions like Jacob's Pillow and Mass MOCA provide additional cultural experiences. Outdoor recreation is abundant, with Monument Mountain Reservation and October Mountain State Forest offering hiking, fishing, and camping. Winter activities include snowmobiling and skiing at nearby resorts like Ski Butternut. The Stockbridge Golf Club and Stockbridge Bowl cater to golfers, boaters, and beachgoers. Housing options range from colonial-style farmhouses and Victorian-style homes to modern custom-built estates. The Berkshire Hills Regional School District serves the area, with highly rated schools such as Muddy Brook Regional Elementary and Monument Mountain Regional High School. Stockbridge is primarily car-dependent, with U.S. Route 7 and Interstate 90 providing access to nearby towns and Albany International Airport, 50 miles away.

Learn more about living in Stockbridge

Frequently Asked Questions

What is the average home price in Stockbridge, MA?
Homes for sale in Stockbridge, MA have an average home price of $1,829,180.
Are home prices dropping in Stockbridge?
Yes, home prices in Stockbridge are down 10% in the last 12 months.
How many homes have sold over the last 12 months in Stockbridge, MA?
43 homes have sold in Stockbridge, MA over the last 12 months.
What is the average household income in Stockbridge, MA?
The average household income in Stockbridge, MA is $105K.
What are the most popular zip codes in Stockbridge, MA?
The most popular zip codes in Stockbridge, MA include 01262, 01266, 01236, 01238 and 01240.
How much do you need to make to afford a house in Stockbridge?
The median home price in Stockbridge is $847,000. If you put a 20% down payment of $169,400 and had a 30-year fixed mortgage with an interest rate of 6.66%, your estimated principal and interest payment would be $4,350 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $186K a year to afford the median home price in Stockbridge. Learn how much home you can afford with our Home Affordability Calculator. The average household income in Stockbridge is $105K.
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, The Montessori School of the Berkshires and Morris Elementary School. Browse all the schools in Stockbridge, MA to learn more.

Home Prices in Stockbridge, MA

The median home sale price in Stockbridge, MA is $635,000, down 33% year-over-year. Homes in Stockbridge sell in 99 days on average, compared to the national average of 55 days.

Home Price Trends

Median Sale Price
$635,000
Median Single Family Sale Price
$895,000
Median 2 Bedroom Sale Price
$499,000
Median 1 Bedroom Sale Price
$270,000
Average Price Per Sq Ft
$469
Number of Homes for Sale
22
Last 12 months Home Sales
43
Months of Supply
6.10
Median List Price
$847,000
Median Change From 1st List Price
3%
Median Home Sale Price YoY Change
-33%
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