Homes in ZIP Code 01236

• 

  

  

  /27

  $499,000 Pending

  • 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

  (413) 728-1160

  1068 Main St, Housatonic, MA 01236
• 

  

  

  /51

  $662,500 Sold Aug 12, 2025

  • 3,095 Sq Ft
  • $214/SF
  • 10 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1988

  256 Great Barrington Rd, Housatonic, MA 01236

  Perched on four-plus acres, this contemporary home offers a private woodland setting while maintaining easy access to both Great Barrington and West Stockbridge. Inviting airy floor plan offering a dramatic cathedral ceilinged living/dining room with skylight, direct access to a screened porch, and a bonus room with french doors, used as a music room but also perfect for a home office. Large

  Lori Rose STONE HOUSE PROPERTIES, LLC

  256 Great Barrington Rd, Housatonic, MA 01236
• 

  

  

  /44

  Est $506,566 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

  $389,000

  • 3 Beds
  • 2 Baths
  • 1,618 Sq Ft

  212 Highland St, Housatonic, MA 01236

  Nestled on a corner lot in the desirable town of Housatonic, this New England Farmhouse offers an abundance of space, a rocking chair front porch, a private rear courtyard, and a one-car garage. On the first floor is a comfortable living room with wood floors, a primary bedroom, a full bathroom, a dining room, a kitchen, and a gathering room with a wood stove. The second floor has 2 bedrooms and

  Lori Rose STONE HOUSE PROPERTIES, LLC

  212 Highland St, Housatonic, MA 01236
• 

  

  

  /49

  $800,000 Sold Aug 05, 2025

  • 1,979 Sq Ft
  • $404/SF
  • 62 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1978

  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
• 

  

  /20

  Est $394,123 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
• 

  

  /59

  $899,000

  • 4 Beds
  • 3.5 Baths
  • 4,072 Sq Ft

  311 N Plain Rd, Housatonic, MA 01236

  This historic 4-bedroom 3.5-bath home sits on a beautifully landscaped 1-acre lot surrounded by ornamental trees, vibrant flower gardens and mature plantings. Originally built around 1800, this comfortable well-maintained house features high ceilings, warm wood flooring, and plenty of period charm. The main level welcomes you with a spacious living room accented with Greek Revival moldings, an

  Vashti Poor LANCE VERMEULEN RE, INC

  311 N Plain Rd, Housatonic, MA 01236
• 

  

  /20

  $435,000 Sold Aug 04, 2025

  • 1,772 Sq Ft
  • $245/SF
  • 134 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1920

  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
• 

  

  /42

  Est $821,830 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 3,372 Sq Ft

  4 Kirk St, Housatonic, MA 01236

  4 Kirk St, Housatonic, MA 01236
• 

  

  /46

  $649,900

  • 9 Beds
  • 4 Baths
  • 4,152 Sq Ft

  1057 Main St, Great Barrington, MA 01236

  Great investment opportunity! A very rare property offered for the first time outside the family in over 90 years! This is a well maintained and loved four unit income property that can produce over seventy five thousand dollars per year in rents! Lifetime metal roof, freshly painted exterior and updated units are just a few of the benefits of this investment. In the bustling village of

  Ryan Lane GILCREST PROPERTIES

  1057 Main St, Great Barrington, MA 01236
• 

  

  /33

  $486,000 Sold Jul 15, 2025

  • 2,330 Sq Ft
  • $209/SF
  • 27 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 1900

  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
• 

  

  /42

  Est $625,754 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,248 Sq Ft

  2 Carlotto Rd, Housatonic, MA 01236

  2 Carlotto Rd, Housatonic, MA 01236
• 

  

  /36

  $699,000

  • 3 Beds
  • 3 Baths
  • 2,272 Sq Ft

  204 Cottage St, Great Barrington, MA 01236

  TWO HOMES FOR FAMILY LIVING OR INVESTMENT! So much to love about this property. The Main House exudes charm & warmth, and across the way a 2004 Cottage was added, creating the perfect income producer, family dwelling or Guest house. The Main house is tastefully updated preserving the cozy esthetic. 2 Bedroom, 2 Bath, Den, Great Room, and Country Kitchen. The Cottage, w/open plan living has

  Helen Mullany HELEN MULLANY REAL ESTATE, LLC

  204 Cottage St, Great Barrington, MA 01236
• 

  

  /12

  $45,000 Sold Jul 11, 2025

  • Land
  • 1.27 Acres
  • $35,433 per Acre

  • 162 Days On Market

  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
• 

  

  /9

  Est $4,157,519 Not Listed For Sale

  • 5 Beds

  Unlisted Address

  Unlisted Address
• 

  

  /30

  $655,000

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

  133 Front St, Great Barrington, MA 01236

  Unique 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 its own kitchen and bath ideal

  Judi Panzano HOUSATONIC REAL ESTATE

  133 Front St, Great Barrington, MA 01236
• 

  

  /37

  $465,000 Sold Jul 08, 2025

  • 1,260 Sq Ft
  • $369/SF
  • 47 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1951

  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 THE KINDERHOOK GROUP - PITTSFIELD

  5 Grant Ln, Great Barrington, MA 01230
• 

  

  /30

  Est $378,246 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,242 Sq Ft

  1 Charles St, Dalton, MA 01226

  1 Charles St, Dalton, MA 01226
• 

  

  /32

  $749,000

  • 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
• 

  

  /74

  $1,350,000 Sold Jul 03, 2025

  • 2,249 Sq Ft
  • $600/SF
  • 3 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 1850

  279 Great Barrington Rd, Housatonic, MA 01236

  Nestled in the picturesque village of Williamsville, West Stockbridge, this 1850s antique colonial offers an exceptional blend of history, craftsmanship, and modern comfort. Set on over 400 feet of pristine Williams River frontage, with a 12 acre private island, the main house features 3 bedrooms, 2.5 baths, wide plank wood floors, and two wood-burning fireplaces. A recently renovated farmhouse

  Lauren Rosen LANCE VERMEULEN RE, INC

  279 Great Barrington Rd, Housatonic, MA 01236
• 

  

  /25

  Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,231 Sq Ft

  229 Prospect St, Great Barrington, MA 01236

  229 Prospect St, Great Barrington, MA 01236
• 

  

  /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
• 

  

  /40

  $545,000 Sold May 30, 2025

  • 1,672 Sq Ft
  • $326/SF
  • 187 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1976

  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 Clayborne WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  278 Great Barrington Rd, Housatonic, MA 01236
• 

  

  /32

  Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,593 Sq Ft

  32 Kirk St, Great Barrington, MA 01230

  32 Kirk St, Great Barrington, MA 01230
• 

  

  /33

  $399,000 Pending

  • 3 Beds
  • 1.5 Baths
  • 1,425 Sq Ft

  375 N Plain Rd, Great Barrington, MA 01230

  Beautiful brick faced Cape situated on a lovely corner lot and conveniently located to Berkshire attractions and the Williams River. This charming property has great natural light, character and inviting outdoor spaces. Gracious living room with fireplace and wood flooring, renovated kitchen with Island, dining area with picture window and first floor bedroom with half bath complete the main

  Cortney Dupont COHEN & WHITE ASSOCIATES

  375 N Plain Rd, Great Barrington, MA 01230
• 

  

  /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
• 

  

  /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 Pending

  • 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
• 

  

  /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
• 

  

  /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
• 

  

  /16

  $199,000 Pending

  • 2 Beds
  • 1 Bath
  • 1,092 Sq Ft

  386 N Plain Rd, Great Barrington, MA 01230

  Charming 1930s Bungalow with Privacy and Potential! Tucked away on nearly an acre (.93 acres) of land with direct access to the scenic Rail Trail, this classic 1930s bungalow is an opportunity for investors, contractors, or anyone looking to restore a gem. Terrific bones and a tranquil setting--perfect for a weekend retreat or full-time residence. Located within walking distance to the heart of

  John Segalla HOUSATONIC REAL ESTATE

  386 N Plain Rd, Great Barrington, MA 01230
• 

  

  /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
• 

  

  /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
• 

  

  /25

  $160,000 Under Contract

  • 3 Beds
  • 1 Bath
  • 792 Sq Ft

  59 High St, West Stockbridge, MA 01236

  This lovely spot is in South County, close to Stockbridge, Lenox, and Great Barrington. You can kayak or canoe as you're not far from the Housatonic River. 1.16 acres of mostly open land with a mobile home. The town of West Stockbridge clears the roads, and Housatonic Water Company supplies water. The boiler was installed in 2018, the roof was redone in 2014, and the windows were replaced in

  Mark Harris SIGNATURE ASSOCIATES

  59 High St, West Stockbridge, MA 01236
• 

  

  /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
• 

  

  /60

  Est $429,612 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
• 

  

  /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
• 

  

  /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
• 

  

  /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
• 

  

  /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

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