840

Homes in ZIP Code 01236

Section Image Section Image
  • /58

    $1,300,000

    • 3 Beds
    • 3 Baths
    • 2,002 Sq Ft

    276 Great Barrington Rd, West Stockbridge, MA 01236

    This 52-acre homestead blends early American heritage with modern sustainability and self-sufficiency. Originally built in 1802, this stunning property offers privacy, fertile farmland, and breathtaking mountain views' including Monument Mountain/Flag Rock. Mature fruit orchard with over 15 trees: apples, peaches, pears, cherries, plums.30-tree sugar bush with a sugarhouse for maple syrup

    Agent Photo

    Keytoria Jenkins

    THE KINDERHOOK GROUP - PITTSFIELD

    (413) 675-5502

    276 Great Barrington Rd, West Stockbridge, MA 01236
  • /18

    $180,000 Sold Apr 25, 2025

    • 2,700 Sq Ft
    • $67/SF
    • 14 Days On Market
    • 6 Beds
    • 2 Baths
    • Built 1858

    3 Apple St, Stockbridge, MA 01236

    Property is being sold in AS IS condition. Charming 1850s Two-Family Home on a Quiet Dead-End Street - A Rare Berkshire Opportunity! Nestled in a peaceful Housatonic neighborhood, this historic fixer-upper offers incredible potential for homeowners and investors alike. Built in the 1850s, it's ideal for those seeking a homestead, rental income, or private retreat. Set on a quiet lot with room to

    John Segalla HOUSATONIC REAL ESTATE

    3 Apple St, Stockbridge, MA 01236
    • /26

      Est $426,618 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,824 Sq Ft

      27 Wyantenuck St, Housatonic, MA 01236

      27 Wyantenuck St, Housatonic, MA 01236
  • /33

    $515,000

    • 4 Beds
    • 3.5 Baths
    • 2,330 Sq Ft

    230 Prospect St, Great Barrington, MA 01236

    Tucked at the end of a dead-end street, this sun-drenched 4 bedroom is set on a corner lot w/ direct access to scenic trails - a rare find just minutes from local amenities. Step inside through a practical mudroom w/ a tiled floor, oversized closet, & powder room. The main level features an open-concept layout, seamlessly connecting the living, dining & kitchen w/ granite countertops and

    Kate Lascar COMPASS MASSACHUSETTS , LLC GB

    230 Prospect St, Great Barrington, MA 01236
  • /26

    $235,000 Sold Feb 26, 2025

    • 1,464 Sq Ft
    • $161/SF
    • 70 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1954

    11 Fairview Rd, Great Barrington, MA 01230

    One level living on corner lot with Mountain Views. This is a major renovation/update. Great private spot. Good size back yard for gardening. Well worth the investment. Attached one car garage that could be easily be turned into more living space. No basement. just a concreate slab.

    Suzann Ward HOUSATONIC REAL ESTATE

    11 Fairview Rd, Great Barrington, MA 01230
    • /44

      Est $491,585 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,372 Sq Ft

      296 N Plain Rd, Housatonic, MA 01236

      296 N Plain Rd, Housatonic, MA 01236
  • /30

    $739,000

    • 5 Beds
    • 3 Baths
    • 3,035 Sq Ft

    133 Front St Unit 1 & 2, Great Barrington, MA 01236

    OPEN HOUSE: Sat, May 3rd 11-1PMUnique Mixed-Use Property in Downtown HousatonicPrime opportunity for investors or owner-occupants! This charming property features a successful ground-floor retail space and two spacious, income-producing 2-bedroom apartments above. Each unit includes a large kitchen, full bath, washer/dryer hookups, and an enclosed porch with town views.The commercial space has

    Judi Panzano HOUSATONIC REAL ESTATE

    133 Front St Unit 1 & 2, Great Barrington, MA 01236
  • /37

    $318,000 Sold Feb 07, 2025

    • 1,482 Sq Ft
    • $215/SF
    • 199 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1875

    414 N Plain Rd, Great Barrington, MA 01230

    Step back in time and enjoy this country farmhouse! Over an acre of open level land with fruit trees, garden spaces and over 400 feet of road frontage. Located on the outskirts of Housatonic village and adjacent to the W Stockbridge town line. you can access the Housatonic rail trail right through your back yard to appreciate nature at its finest! Two glass-enclosed front porches welcome you

    Pamela Roberts ROBERTS & ASSOC. REALTY, INC

    414 N Plain Rd, Great Barrington, MA 01230
    • /20

      Est $329,436 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 1,008 Sq Ft

      9 Forest Row, Great Barrington, MA 01230

      9 Forest Row, Great Barrington, MA 01230
  • /49

    $925,000

    • 3 Beds
    • 2.5 Baths
    • 1,979 Sq Ft

    18 Glendale Rd, West Stockbridge, MA 01266

    Architect designed Mid Century home with spectacular western views from every window. Multi level living has been updated with new roof, Pella windows, entry and sliding doors, interior doors, refinished wood floors, modern primary bathroom, heat pump and mini-splits controlled remotely, a whole house generator and recently painted interior and exterior. There is a lovely two sided fireplace

    Mauren White-Kirkby BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

    18 Glendale Rd, West Stockbridge, MA 01266
  • /25

    $340,000 Sold Jan 21, 2025

    • 1,680 Sq Ft
    • $202/SF
    • 71 Days On Market
    • 4 Beds
    • 1 Bath
    • Built 1898

    1 Forest St, Great Barrington, MA 01236

    Welcome to your next home project - a delightful in-town charmer with views of Flag Rock. This property, new to the market, offers a unique blend of character, potential.Step inside to discover a retro kitchen that exudes nostalgic charm. Complete with a pantry, this kitchen offers ample storage and space to create culinary masterpieces. The large rooms throughout the house boast high ceilings,

    Suzann Ward HOUSATONIC REAL ESTATE

    1 Forest St, Great Barrington, MA 01236
    • /30

      Est $342,682 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,242 Sq Ft

      1 Charles St, Dalton, MA 01226

      1 Charles St, Dalton, MA 01226
  • /19

    $435,000

    • 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
  • /38

    $1,070,000 Sold Dec 19, 2024

    • 3,963 Sq Ft
    • $270/SF
    • 7 Days On Market
    • 3 Beds
    • 3.5 Baths
    • Built 1987

    258 Great Barrington Rd, Housatonic, MA 01236

    Sanctuary ! Modern contemporary home, bathed in natural light, nestled on 5 acres. This 3 bedroom, all with ensuite baths, and a 1st floor half bath residence is perfect for outdoor enthusiasts-whether you're a hiker, birder, or gardener. Conveniently located less than 10 minutes from Great Barrington, West Stockbridge, Stockbridge and Lenox, this property offers both seclusion and accessibility.

    William Morrow WILLIAM PITT SOTHEBY'S - GT BARRINGTON

    258 Great Barrington Rd, Housatonic, MA 01236
    • /36

      Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 1,560 Sq Ft

      6 Depot St, Great Barrington, MA 01236

      6 Depot St, Great Barrington, MA 01236
  • /13

    $325,000

    • Land
    • 10 Acres
    • $33,854 per Acre

    297 N Plain Rd, Housatonic, MA 01236

    Perfect for a very private family compound. GB zoning allows three dwelling units to be built by right. Cleared one acre level house site with driveway and underground utilities brought in. Over $44,000 in site improvements plus survey and perc testing. 700' of frontage on the lovely clear, Williams River including three islands. Bathe, swim, fish, tube, cold plunge, let your imagination run

    Claudia Crane COMPASS MASSACHUSETTS , LLC GB

    297 N Plain Rd, Housatonic, MA 01236
  • /34

    $915,000 Sold Dec 06, 2024

    • 3,204 Sq Ft
    • $286/SF
    • 168 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1810

    89 Division St, Great Barrington, MA 01230

    A beautiful home that holds the integrity of an 1810 era with comfort and efficiency of todays modern living. Completely renovated in 2007 with a new foundation, all new mechanicals, foam insulation, siding, windows, roof, every stone was turned and polished to bring this house forward. Main floor living area is open to the kitchen and dining. There are french doors to the back trellised deck

    Jen Harvey COMPASS MASSACHUSETTS , LLC GB

    89 Division St, Great Barrington, MA 01230
    • /34

      Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,676 Sq Ft

      9 Grant Ln, Great Barrington, MA 01230

      9 Grant Ln, Great Barrington, MA 01230
  • /12

    $75,000

    • Land
    • 1.27 Acres
    • $59,055 per Acre

    0 N Plain Rd, Great Barrington, MA 01230

    This 1.27 acre sloped lot offers unparalleled eastern views that stretch as far as the eye can see. Imagine waking up to the serene beauty of the sunrise over the rolling hills every morning!With the lot already cleared and ready for your vision, the possibilities are endless. Whether you're dreaming of building your dream home, a cozy weekend retreat, or an investment property, this is the

    Christian Deckert WILLIAM PITT SOTHEBY'S - GT BARRINGTON

    0 N Plain Rd, Great Barrington, MA 01230
  • /41

    $395,000 Sold Nov 18, 2024

    • 2,128 Sq Ft
    • $186/SF
    • 26 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 1976

    20 Pixley Hill Rd, Housatonic, MA 01236

    Looking for that special home tucked away in a private setting?? This West Stockbridge contemporary has so much to offer! Sited on over three acres - the long grassy driveway leads to your private oasis. Convenience of one level living with an open plan and lots of entertaining spaces. Fireplaced living room leads to open deck and sun porch. Updated kitchen opens to dining area. A vaulted

    Pamela Roberts ROBERTS & ASSOC. REALTY, INC

    20 Pixley Hill Rd, Housatonic, MA 01236
    • /5

      Not Listed For Sale

      0 (Lot 17) Pixley Hill Rd, West Stockbridge, MA 01266

      0 (Lot 17) Pixley Hill Rd, West Stockbridge, MA 01266
  • /27

    $549,000

    • 4 Beds
    • 2 Baths
    • 1,634 Sq Ft

    1068 Main St, Housatonic, MA 01236

    Very unique duplex in the heart of Housatonic! This very cool house combines antique charm, contemporary style, and a convenient village location to suit many uses and lifestyles. Currently configured as two leased 2 br/1ba apartments, it could easily be converted back to a single-family residence or provide income to an owner-occupant. Each unit offers a bright & cheery eat-in kitchen, living

    Dan Alden ALDEN COUNTRY REAL ESTATE SERVICES

    1068 Main St, Housatonic, MA 01236
  • /31

    $500,000 Sold Oct 16, 2024

    • 2,502 Sq Ft
    • $200/SF
    • 103 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 2016

    38a Glendale Rd, Stockbridge, MA 01262

    Fantastic Location! This property boasts proximity to the Norman Rockwell museum and golf courses. The residence features 3/4 bedrooms and 3 full bathrooms. On the second floor, you'll find a delightful master suite, while a guest bathroom is nestled between two additional bedrooms. The first floor offers a full bathroom and one bedroom, with a relatively open floor plan that seamlessly combines

    Clifford Ponte KELLER WILIAMS SOUTH WATTUPA

    38a Glendale Rd, Stockbridge, MA 01262
    • /60

      Est $453,293 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,530 Sq Ft

      207 North St, Great Barrington, MA 01230

      207 North St, Great Barrington, MA 01230
  • /32

    $795,000

    • 4 Beds
    • 2.5 Baths
    • 2,422 Sq Ft

    367 N Plain Rd, Housatonic, MA 01236

    1880 4 Bedroom Colonial in a beautiful Pastoral setting. Open Living and Kitchen plan.Permitted wood burning stove in living room. Second floor has 3 bedrooms, one is a generously sized en-suite. Garage was converted partially for a perfect home office or 4th bedroom. Laundry facilities and half bath located on 1st floor. Outdoor space includes a deck, a partially fenced portion of yard for a dog

    Mark Rosengren LANCE VERMEULEN RE, INC

    367 N Plain Rd, Housatonic, MA 01236
  • /60

    $1,350,000 Sold Oct 15, 2024

    • 3,136 Sq Ft
    • $430/SF
    • 5 Days On Market
    • 6 Beds
    • 5 Baths
    • Built 1850

    5 Water St, Housatonic, MA 01236

    Welcome to your dreamy mini-estate, complete with main house, barn, and heated pool located in the heart of the Berkshires! This stunning 6 bedroom, 5 bath residence is nestled into a tranquil 1+ acre lot, on a quiet cul-de-sac! Nicely updated, this home offers wood floors, central AC, fully fenced heated pool, stone patio, mature gardens, dynamic screen porch, stainless appliances, and

    Sarah Dixon LANCE VERMEULEN RE, INC

    5 Water St, Housatonic, MA 01236
    • /34

      Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 998 Sq Ft

      17 Wyantenuck St, Great Barrington, MA 01230

      17 Wyantenuck St, Great Barrington, MA 01230
  • /23

    $239,000

    • Land
    • 3.00 Acres
    • $79,667 per Acre

    6 Colonial Acres --, West Stockbridge, MA 01266

    This lot offers a wonderful combination of privacy and open space without feeling secluded. Located on a private road at the rear of a cul-de-sac, this 3 acre parcel has been partially cleared and surveyed and with underground electricity in place, it's ready to go. The unique landscape would be ideal for a modern house with lots of glass to capture the natural views and vistas. Access from this

    Lori Rose STONE HOUSE PROPERTIES, LLC

    6 Colonial Acres --, West Stockbridge, MA 01266
  • /58

    $451,000 Sold Oct 09, 2024

    • 2,294 Sq Ft
    • $197/SF
    • 59 Days On Market
    • 7 Beds
    • 3 Baths

    203 High St, Housatonic, MA 01236

    Charming two-family duplex in the heart of Housatonic, only minutes from the center of town. Quiet privacy and sweeping backyard, fenced-in with wooded views. A fantastic opportunity for a multi-family situation, live-in / rent half or Air BnB. Needs some light TLC to full restore this beautiful home. Easy to show, don't miss! Includes 2 car garage.

    John Segalla HOUSATONIC REAL ESTATE

    203 High St, Housatonic, MA 01236
    • /28

      Not Listed For Sale

      • 3 Beds
      • 1.5 Baths
      • 1,512 Sq Ft

      207 South St, Great Barrington, MA 01230

      207 South St, Great Barrington, MA 01230
  • /17

    $229,000

    • Land
    • 4.63 Acres
    • $49,460 per Acre

    0 Pixley Hill Rd, West Stockbridge, MA 01266

    Great opportunity to build on Pixley Hill Road in the desirable town of West Stockbridge. Recently surveyed and perc'd, this lot is ready to go. This 4.6 acre parcel has stone walls, a gentle slope - perfect for a home design incorporating a walk out lower level - and direct access to the old rail bed walking trail that allows for gorgeous views of the Williams River. Private and Peaceful

    Lori Rose STONE HOUSE PROPERTIES, LLC

    0 Pixley Hill Rd, West Stockbridge, MA 01266
  • /25

    $238,000 Sold Aug 30, 2024

    • 2,231 Sq Ft
    • $107/SF
    • 6 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1916

    229 Prospect St, Great Barrington, MA 01236

    Great location, the last house on a dead end street with huge yard. Property being sold 'As-Is' Buyer to verify all information including the existing septic system.

    Jen Harvey COMPASS MASSACHUSETTS , LLC GB

    229 Prospect St, Great Barrington, MA 01236
    • /52

      Est $1,335,525 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 3,456 Sq Ft

      122 Route 71, Great Barrington, MA 01230

      122 Route 71, Great Barrington, MA 01230
  • /40

    $589,000 Pending

    • 3 Beds
    • 1 Bath
    • 1,672 Sq Ft

    278 Great Barrington Rd, Housatonic, MA 01236

    Charming Dutch Colonial on the prettiest piece of land. On the first floor is a bedroom, dining room with wood fireplace, eat-in kitchen with large pantry, half bath. Upstairs are two large bedrooms with full bath. Partially finished basement with two usable rooms and laundry in the utility room. Breezeway/mudroom to attached 2-car garage. Outside is a pool, barn and children's play shed.

    Kristin Piasecki WILLIAM PITT SOTHEBY'S - GT BARRINGTON

    278 Great Barrington Rd, Housatonic, MA 01236
  • /9

    $450,000 Sold Aug 09, 2024

    • Land
    • 18 Acres
    • $24,496 per Acre
    • 49 Days On Market

    Unlisted Address

    Eagle's Perch on Maple Hill. Absolutely private and quiet, not another house in sight. Build a beautiful home among the beautiful rock outcroppings, facing easterly sunrises rising over the Berkshire Hills.Property has the driveway installed, a Drilled Well (water) installed, 6-bedroom septic design, Massachusetts overhead electric installed to private drive. Also, an unfinished oversize 2 car

    Kristin Piasecki WILLIAM PITT SOTHEBY'S - GT BARRINGTON

    Unlisted Address
    • /27

      Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 3,500 Sq Ft

      1 Deer Trail Rd, Housatonic, MA 01236

      1 Deer Trail Rd, Housatonic, MA 01236
  • /37

    $525,000 Under Contract

    • 3 Beds
    • 1 Bath
    • 1,260 Sq Ft

    5 Grant Ln, Great Barrington, MA 01230

    Looking for easy peasy living?This home is located just 5 minutes outside of town The house sits on a 1/2 acre lot with an attached garage and a seperate building! A large sunny yard with room for that vegatable garden you've been wanting? Weekend BBQ's with friends? Fetch with Fido? Theres also room for bikes, boats and storage. Living room with wood burning fireplace and an eat in kitchen. 2

    Lawrence Reilly BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

    5 Grant Ln, Great Barrington, MA 01230
  • /42

    $625,000 Sold Jun 24, 2024

    • 1,248 Sq Ft
    • $501/SF
    • 2 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1957

    2 Carlotto Rd, Housatonic, MA 01236

    Nestled amidst the serene beauty of the Berkshires, this West Stockbridge ''Ranch Between the Pines'' is calling with its picturesque charm and tranquil ambiance. This immaculate one-level ranch residence sits proudly on a sprawling 3.82-acre estate, offering an unparalleled blend of luxury, comfort, and natural splendor. Step inside to discover a tastefully designed layout boasting three

    David Graziani BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

    2 Carlotto Rd, Housatonic, MA 01236
    • /15

      Est $498,662 Not Listed For Sale

      • 3 Beds
      • 1.5 Baths
      • 1,325 Sq Ft

      1045 Main St, Great Barrington, MA 01236

      1045 Main St, Great Barrington, MA 01236
  • /52

    $777,500 Sold Jun 13, 2024

    • 2,088 Sq Ft
    • $372/SF
    • 9 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1996

    286 N Plain Rd, Great Barrington, MA 01230

    Nestled on a tidy 1.3-acre parcel, surrounded by trees and mature landscaping, this delightful 3-bedroom/2.5-bath home is beautifully maintained and move-in ready. With a well-designed layout that can easily accommodate single-floor living, the main level features a Primary Bedroom with its own heated sunroom and en suite bath. Also on the 1st floor is a 2nd bedroom, a convenient 1/2 bath, a cozy

    Vashti Poor LANCE VERMEULEN RE, INC

    286 N Plain Rd, Great Barrington, MA 01230

Showing Results 1 - 40, Page 1 of 18

How to Buy a Home How to Finance a Home How to Sell a Home