1,871

Stockbridge, MA Homes

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  • /52

    $975,000 Sold Jul 25, 2025

    66 Interlaken Rd, Stockbridge, MA 01262

    • 4 Beds
    • 3 Baths
    • 2,010 Sq Ft
    • Built 1948

    Last Sold Summary

    • $485/SF
    • 10 Days On Market

    Current Estimated Value $960,293

    Last Listing Agent Sheila Thunfors STONE HOUSE PROPERTIES, LLC

    66 Interlaken Rd, Stockbridge, MA 01262
    • /37

      Not Listed For Sale

      11a Interlaken Cross Rd, West Stockbridge, MA 01266

      • 4 Beds
      • 5 Baths
      • 4,088 Sq Ft
      • Built 2003
      11a Interlaken Cross Rd, West Stockbridge, MA 01266

      Last Sold Summary

      • $350/SF
      • 14 Days On Market

      Last Sold Price $1,429,000

      Last Listing Agent Altaluxre Group William Pitt Sotheby's International Realty

  • /32

    $549,000

    • 2 Beds
    • 1 Bath
    • 1,300 Sq Ft

    7 Park St, Stockbridge, MA 01262

    Welcome to 7 Park Street a sun-filled, classic New England home tucked on a quiet dead-end lane right in the heart of Stockbridge. With 2 bedrooms, 1 bath, and 1,300 sq ft, this 1900 charmer blends historic warmth with thoughtful updates: wide rooms washed in natural light, an inviting screened porch for morning coffee, and an easy, intuitive layout that lives larger than its footprint. The

    Samantha Homeyer BIRCH PROPERTIES

    7 Park St, Stockbridge, MA 01262
  • /64

    $1,205,000 Sold Aug 11, 2025

    44 Prospect Hill Rd, Stockbridge, MA 01263

    • 5 Beds
    • 4 Baths
    • 2,976 Sq Ft
    • Built 1980

    Last Sold Summary

    • 7% Below List Price
    • $405/SF
    • 32 Days On Market

    Last Listing Agent Tonia Scalise WILLIAM PITT SOTHEBY'S - LENOX

    44 Prospect Hill Rd, Stockbridge, MA 01263
    • /29

      Not Listed For Sale

      8 Arthur Fiedler Ln, Stockbridge, MA 01262

      • 3 Beds
      • 2 Baths
      • 1,216 Sq Ft
      • Built 1965
      8 Arthur Fiedler Ln, Stockbridge, MA 01262

      Last Sold Summary

      • $535/SF
      • 0 Days On Market

      Last Sold Price $650,000

      Last Listing Agent Gary Lazarus COMPASS MASSACHUSETTS , LLC GB

  • /19

    $550,000 Under Contract

    • 4 Beds
    • 3 Baths
    • 2,600 Sq Ft

    15 W Stockbridge, Stockbridge, MA 01262

    The ideal Berkshire escape can be yours. Prime location between historic Stockbridge & vibrant West Stockbridge, minutes to Tanglewood. This turnkey 4-bed, 3-bath home is a sanctuary of light where thoughtful upgrades ensure peace of mind. Key systems are new: a lifetime metal roof, 3 year old re-engineered and designed septic, high-efficiency Buderus boiler, and oversized windows that connect

    C. Ethan Watt WILLIAM PITT SOTHEBY'S - SALISBURY

    15 W Stockbridge, Stockbridge, MA 01262
  • /70

    $1,200,000 Sold Sep 05, 2025

    49 Main St, Stockbridge, MA 01262

    • 5 Beds
    • 4 Baths
    • 3,289 Sq Ft
    • Built 1850

    Last Sold Summary

    • 8% Below List Price
    • $365/SF
    • 27 Days On Market

    Last Listing Agent Cortney Dupont COHEN & WHITE ASSOCIATES

    49 Main St, Stockbridge, MA 01262
    • /20

      Est $528,477 Not Listed For Sale

      3 N Church St, Stockbridge, MA 01262

      • 2 Beds
      • 2 Baths
      • 1,152 Sq Ft
      • Built 1982
      3 N Church St, Stockbridge, MA 01262

      Last Sold Summary

      • 24% Above List Price
      • $371/SF
      • 2 Days On Market

      Last Sold Price $427,000

      Last Listing Agent Molly Thomas COMPASS MASSACHUSETTS , LLC GB

  • /27

    $599,900

    • 3 Beds
    • 2 Baths
    • 1,444 Sq Ft

    8 Lukeman Ln, Stockbridge, MA 01262

    This move-in ready, sunny Cape next to the Botanical Garden offers significant upgrades, a four-season sunroom, private fenced backyard, attached garage, patio, first-floor bedroom & full bath, and low Stockbridge taxes. Hardwood floors, updated kitchen with pantry, mini-splits for heat & AC, new roof, gutters, windows, insulation, primary bath, and electric hot water heater make this truly

    Jesse Dimitropolis RE/MAX COMPASS

    8 Lukeman Ln, Stockbridge, MA 01262
  • /17

    $403,000 Sold Nov 07, 2025

    7 Mahkeenac Heights Rd, Stockbridge, MA 01263

    • 3 Beds
    • 1.5 Baths
    • 1,171 Sq Ft
    • Built 1940

    Last Sold Summary

    • 6% Above List Price
    • $344/SF
    • 40 Days On Market

    Last Listing Agent Karen Climo WILLIAM PITT SOTHEBY'S - GT BARRINGTON

    7 Mahkeenac Heights Rd, Stockbridge, MA 01263
    • /34

      Est $1,069,391 Not Listed For Sale

      42 Lake Dr, Stockbridge, MA 01262

      • 3 Beds
      • 3 Baths
      • 1,446 Sq Ft
      • Built 2001
      42 Lake Dr, Stockbridge, MA 01262

      Last Sold Summary

      • 13% Above List Price
      • $657/SF
      • 78 Days On Market

      Last Sold Price $950,000

      Last Listing Agent Selina Lamb BIRCH PROPERTIES

  • /51

    $599,900 Under Contract

    • 3 Beds
    • 2 Baths
    • 1,292 Sq Ft

    40 Prospect Hill Rd, Stockbridge, MA 01262

    Location is everything with this light-filled contemporary ranch on Prospect Hill. Ready for quick occupancy! Five minutes from downtown Stockbridge or to Tanglewood and so close to the town beach on Stockbridge Bowl. This three bedroom, two bath home has been lovingly cared for. Living room and dining with hardwood floors, built-in shelving and built-in storage. Quality updates in the primary

    Pamela Roberts ROBERTS & ASSOC. REALTY, INC

    40 Prospect Hill Rd, Stockbridge, MA 01262
  • /38

    $548,000 Sold Dec 18, 2025

    19 Hawthorne Rd Unit 3B Stables, Stockbridge, MA 01262

    • 2 Beds
    • 4 Baths
    • 1,870 Sq Ft
    • Built 1986

    Last Sold Summary

    • 16% Below List Price
    • $293/SF
    • 88 Days On Market

    Last Listing Agent Leslie Chesloff WILLIAM PITT SOTHEBY'S - GT BARRINGTON

    19 Hawthorne Rd Unit 3B Stables, Stockbridge, MA 01262
    • /30

      Est $598,004 Not Listed For Sale

      23 Church St, Stockbridge, MA 01262

      • 4 Beds
      • 2 Baths
      • 1,409 Sq Ft
      • Built 1900
      23 Church St, Stockbridge, MA 01262

      Last Sold Summary

      • 22% Above List Price
      • $348/SF
      • 3 Days On Market

      Last Sold Price $491,000

      Last Listing Agent Selina Lamb Birch Properties

  • /65

    $3,500,000 Under Contract

    • 5 Beds
    • 4.5 Baths
    • 5,946 Sq Ft

    55 Main St, Stockbridge, MA 01262

    Incredible craftsmanship & wellness-forward design with in-town privacy.At the heart of the home, a completely rebuilt chef's kitchen makes a refined statement with honed dark gray granite counters, crisp white Shaker cabinetry, and matte black fixtures. Oversized divided-light windows flood the space with natural light, while a 48-inch Wolf range and paneled Sub-Zero refrigerator deliver

    Christian Deckert WILLIAM PITT SOTHEBY'S - GT BARRINGTON

    55 Main St, Stockbridge, MA 01262
  • /42

    $445,000 Sold Nov 06, 2025

    42 East St, Stockbridge, MA 01262

    • 2 Beds
    • 2 Baths
    • 1,296 Sq Ft
    • Built 1900

    Last Sold Summary

    • 8% Below List Price
    • $343/SF
    • 71 Days On Market

    Current Estimated Value $474,807

    Last Listing Agent Conor Meehan STONE HOUSE PROPERTIES, LLC

    42 East St, Stockbridge, MA 01262
    • /34

      Not Listed For Sale

      176 Old Stockbridge Rd Unit Smith 4, Stockbridge, MA 01262

      • 2 Beds
      • 2.5 Baths
      • 1,610 Sq Ft
      • Built 1988
      176 Old Stockbridge Rd Unit Smith 4, Stockbridge, MA 01262

      Last Sold Summary

      • $410/SF
      • 39 Days On Market

      Last Sold Price $660,000

      Last Listing Agent Pamela Roberts ROBERTS & ASSOC. REALTY, INC

  • /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
  • /29

    $955,000 Sold Sep 12, 2025

    9 Yale Hill Rd, Stockbridge, MA 01262

    • 4 Beds
    • 2.5 Baths
    • 2,008 Sq Ft
    • Built 1880

    Last Sold Summary

    • 4% Below List Price
    • $476/SF
    • 20 Days On Market

    Current Estimated Value $970,422

    Last Listing Agent Annabel Taylor Four Seasons Sotheby's International Realty

    9 Yale Hill Rd, Stockbridge, MA 01262
    • /34

      Est $931,710 Not Listed For Sale

      25 Nielsen Ln, Lenox, MA 01240

      • 4 Beds
      • 2.5 Baths
      • 2,127 Sq Ft
      • Built 1951
      25 Nielsen Ln, Lenox, MA 01240

      Last Sold Summary

      • 4% Above List Price
      • $423/SF
      • 4 Days On Market

      Last Sold Price $900,000

      Last Listing Agent Mary Jo Piretti PIRETTI REAL ESTATE

  • /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
  • /22

    $450,000 Sold Oct 03, 2025

    7 N Church St, Stockbridge, MA 01262

    • 2 Beds
    • 2 Baths
    • 1,298 Sq Ft
    • Built 1900

    Last Sold Summary

    • 6% Above List Price
    • $347/SF
    • 6 Days On Market

    Current Estimated Value $1,135,660

    Last Listing Agent Nikki Carchedi STONE HOUSE PROPERTIES, LLC

    7 N Church St, Stockbridge, MA 01262
    • /57

      Est $1,379,883 Not Listed For Sale

      17 Main St, Stockbridge, MA 01262

      • 4 Beds
      • 2.5 Baths
      • 3,300 Sq Ft
      • Built 1824
      17 Main St, Stockbridge, MA 01262

      Last Sold Summary

      • 14% Above List Price
      • $367/SF
      • 244 Days On Market

      Last Sold Price $1,210,000

      Last Listing Agent Randy Thunfors STONE HOUSE PROPERTIES, LLC

  • /12

    $371,000 Sold Jun 18, 2025

    57 Main St Unit 10, Stockbridge, MA 01262

    • 1 Bed
    • 1 Bath
    • 837 Sq Ft
    • Built 1850

    Last Sold Summary

    • 1% Below List Price
    • $443/SF
    • 57 Days On Market

    Current Estimated Value $370,914

    Last Listing Agent Kathleen Hopkins CARRIAGE HOUSE REAL ESTATE

    57 Main St Unit 10, Stockbridge, MA 01262
    • /31

      Est $743,071 Not Listed For Sale

      10 Church St, Stockbridge, MA 01262

      • 3 Beds
      • 2 Baths
      • 1,909 Sq Ft
      • Built 1900
      10 Church St, Stockbridge, MA 01262

      Last Sold Summary

      • 11% Above List Price
      • $349/SF
      • 14 Days On Market

      Last Sold Price $666,750

      Last Listing Agent Katie Williams STONE HOUSE PROPERTIES, LLC

  • /38

    $895,000 Sold Sep 25, 2025

    33 Interlaken Rd, Stockbridge, MA 01262

    • 5 Beds
    • 3.5 Baths
    • 3,194 Sq Ft
    • Built 1979

    Last Sold Summary

    • 19% Below List Price
    • $280/SF
    • 43 Days On Market

    Current Estimated Value $929,289

    Last Listing Agent Lori Rose STONE HOUSE PROPERTIES, LLC

    33 Interlaken Rd, Stockbridge, MA 01262
    • /26

      Est $589,760 Not Listed For Sale

      7 Birch Ln, Stockbridge, MA 01262

      • 3 Beds
      • 1.5 Baths
      • 1,120 Sq Ft
      • Built 1949
      7 Birch Ln, Stockbridge, MA 01262

      Last Sold Summary

      • 16% Above List Price
      • $455/SF
      • 18 Days On Market

      Last Sold Price $510,000

      Last Listing Agent Tanya Shepardson LAMACCHIA REALTY, INC

  • /17

    $475,000 Sold Mar 13, 2026

    18 Hill Rd, Stockbridge, MA 01262

    • 2 Beds
    • 1 Bath
    • 1,015 Sq Ft
    • Built 1973

    Last Sold Summary

    • 5% Below List Price
    • $468/SF
    • 8 Days On Market

    Current Estimated Value $503,449

    Last Listing Agent Marie Bourassa SIGNATURE ASSOCIATES

    18 Hill Rd, Stockbridge, MA 01262
    • /43

      Est $1,325,361 Not Listed For Sale

      2 Cherry St, Stockbridge, MA 01262

      • 6 Beds
      • 4.5 Baths
      • 4,057 Sq Ft
      • Built 1900
      2 Cherry St, Stockbridge, MA 01262

      Last Sold Summary

      • 10% Above List Price
      • $296/SF
      • 678 Days On Market

      Last Sold Price $1,200,000

      Last Listing Agent Patricia Andrew STONE HOUSE PROPERTIES, LLC

  • /33

    $587,500 Sold Nov 05, 2025

    59 Hawthorne St, Stockbridge, MA 01262

    • 3 Beds
    • 2.5 Baths
    • 1,680 Sq Ft
    • Built 1948

    Last Sold Summary

    • $350/SF
    • 21 Days On Market

    Current Estimated Value $599,452

    Last Listing Agent Timothy Lovett COMPASS MASSACHUSETTS , LLC GB

    59 Hawthorne St, Stockbridge, MA 01262
    • /28

      Est $595,724 Not Listed For Sale

      27 Park St, Stockbridge, MA 01262

      • 4 Beds
      • 2 Baths
      • 1,607 Sq Ft
      • Built 1932
      27 Park St, Stockbridge, MA 01262

      Last Sold Summary

      • 18% Above List Price
      • $314/SF
      • 4 Days On Market

      Last Sold Price $505,000

      Last Listing Agent Elisabeth Wheeler WILLIAM RAVEIS - BERKSHIRE

  • /30

    $605,000 Sold Sep 29, 2025

    25 Park St, Stockbridge, MA 01262

    • 3 Beds
    • 1.5 Baths
    • 1,371 Sq Ft
    • Built 1946

    Last Sold Summary

    • $441/SF
    • 15 Days On Market

    Current Estimated Value $603,526

    Last Listing Agent Maggie Gavin WILLIAM PITT SOTHEBY'S - LENOX

    25 Park St, Stockbridge, MA 01262
    • /32

      Est $950,175 Not Listed For Sale

      3 Yale Hill Rd, Stockbridge, MA 01262

      • 3 Beds
      • 2 Baths
      • 2,395 Sq Ft
      • Built 1975
      3 Yale Hill Rd, Stockbridge, MA 01262

      Last Sold Summary

      • 28% Above List Price
      • $311/SF
      • 5 Days On Market

      Last Sold Price $745,000

      Last Listing Agent Jared Kelly William Pitt

  • /2

    $1,675,000 Sold Mar 02, 2026

    6 Old Tree Farm Rd, Stockbridge, MA 01262

    • 3 Beds
    • 2.5 Baths
    • 3,354 Sq Ft
    • Built 1983

    Last Sold Summary

    • $499/SF

    Current Estimated Value $1,717,094

    Last Listing Agent Mary Jane White COHEN & WHITE ASSOCIATES

    6 Old Tree Farm Rd, Stockbridge, MA 01262
    • /23

      Est $435,713 Not Listed For Sale

      3 Indian Rd, Stockbridge, MA 01262

      • 3 Beds
      • 1.5 Baths
      • 853 Sq Ft
      • Built 1960
      3 Indian Rd, Stockbridge, MA 01262

      Last Sold Summary

      • 3% Above List Price
      • $498/SF
      • 5 Days On Market

      Last Sold Price $425,000

      Last Listing Agent Daisy Blair THE KINDERHOOK GROUP

  • /35

    $538,000 Sold Mar 13, 2026

    36 Glendale Rd, Stockbridge, MA 01262

    • 3 Beds
    • 3 Baths
    • 1,829 Sq Ft
    • Built 1984

    Last Sold Summary

    • 23% Below List Price
    • $294/SF
    • 96 Days On Market

    Current Estimated Value $809,955

    Last Listing Agent Patricia Andrew STONE HOUSE PROPERTIES, LLC

    36 Glendale Rd, Stockbridge, MA 01262
    • /33

      Not Listed For Sale

      17 Christian Hill Rd, Stockbridge, MA 01262

      • 3 Beds
      • 1 Bath
      • 1,360 Sq Ft
      • Built 1820
      17 Christian Hill Rd, Stockbridge, MA 01262

      Last Sold Summary

      • $415/SF
      • 39 Days On Market

      Last Sold Price $565,000

      Last Listing Agent Cory Evangelisto NOCHER REALTY

  • /13

    $105,000 Sold Nov 13, 2025

    41 Main St Unit Carriage House, Stockbridge, MA 01262

    • 1,382 Sq Ft
    • Built 1905

    Last Sold Summary

    • 19% Below List Price
    • $76/SF
    • 342 Days On Market

    Current Estimated Value $386,112

    Last Listing Agent Elisabeth Wheeler WILLIAM RAVEIS - BERKSHIRE

    41 Main St Unit Carriage House, Stockbridge, MA 01262
    • /31

      Est $2,301,678 Not Listed For Sale

      3 Mahkeenac Terrace, Stockbridge, MA 01262

      • 3 Beds
      • 3.5 Baths
      • 2,400 Sq Ft
      • Built 2009
      3 Mahkeenac Terrace, Stockbridge, MA 01262

      Last Sold Summary

      • 169% Above List Price
      • $356/SF
      • 8 Days On Market

      Last Sold Price $855,000

      Last Listing Agent Cortney Dupont COHEN & WHITE ASSOCIATES

  • /51

    $1,300,000 Sold Apr 03, 2025

    5 Wheatleigh Dr, Stockbridge, MA 01262

    • 3 Beds
    • 2.5 Baths
    • 2,548 Sq Ft
    • Built 1995

    Last Sold Summary

    • 9% Above List Price
    • $510/SF
    • 5 Days On Market

    Last Listing Agent Cortney Dupont COHEN & WHITE ASSOCIATES

    5 Wheatleigh Dr, Stockbridge, MA 01262

Showing Results 41 - 80, Page 2 of 18

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