Homes for Sale near Berkshire Meadows

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  /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
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  /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
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  /45

  $1,495,000

  • 3 Beds
  • 2.5 Baths
  • 2,900 Sq Ft

  21 Kalliste Hill, Great Barrington, MA 01230

  SWEEPING MOUNTAIN VIEWS less than 5 minutes to Main Street. Sited on 5+ acres, this stylish contemporary is located in the most desirable section of Great Barrington. The home has an open living/dining/kitchen floor plan with a gas fireplace and huge windows taking in the view. A screened porch is conveniently located off the kitchen. The first floor also has a primary bedroom suite with full

  Tom Lynch COMPASS MASSACHUSETTS , LLC GB

  21 Kalliste Hill, Great Barrington, MA 01230
• 

  

  

  /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
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  /50

  $1,825,000

  • 5 Beds
  • 5.5 Baths
  • 3,225 Sq Ft

  5 Easland Rd, West Stockbridge, MA 01266

  A Home Designed for Living and RetreatNestled at the base of Tom Ball Mountain on over 10 private acres, 5 Easland Road is a custom-designed contemporary sanctuary where nature, luxury, and thoughtful craftsmanship come together in perfect harmony.This 5-bedroom, 5.5-bath home features soaring vaulted ceilings, dramatic walls of glass, and gleaming hardwood floors throughout. Each of the three

  Maggie Merelle WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  5 Easland Rd, West Stockbridge, MA 01266
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  /76

  $950,000

  • 3 Beds
  • 4 Baths
  • 2,900 Sq Ft

  29 Old Village Rd, Great Barrington, MA 01230

  First-time for this treasured dwelling to be available for purchase. This magical setting surrounded by lush gardens and plantings is just the beginning of the enchantment. Distant mountain views to the east brings your viewscape to Butternut Ski & beyond. Inside the dwelling is a large open living space & kitchen on the first floor. Separately, there is a first-floor Ensuite. Abutting the first

  Thomas Doyle, Sr. BISHOP WEST REAL ESTATE

  29 Old Village Rd, Great Barrington, MA 01230
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  /53

  $849,000

  • 8 Beds
  • 4 Baths
  • 3,044 Sq Ft

  328 Park St, Great Barrington, MA 01230

  Two beautifully renovated duplexes within walking distance to the charming village of Housatonic. Enjoy scenic views of the Housatonic River from each unit. All utilities are separate, making this an ideal investment. All units are fully rented.

  Michael Harrigan BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

  328 Park St, Great Barrington, MA 01230
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  /51

  $2,250,000

  • 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
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  /31

  $499,000

  • 4 Beds
  • 2 Baths
  • 2,112 Sq Ft

  115 Bridge St, Great Barrington, MA 01230

  BRIDGERTOWN Investment opportunity or live with income potential. This 2 unit in-town has a 3 bedroom 1 bath on the 1st floor apartment and a 1 bedroom 1 bath on the 2nd floor with room to expand to in the 3rd floor attic space. Walk to town of Great Barrington with all it has to offer, 1/2 block to Co-op and Main St. Utilities are included in rent as electric and heat is combined. 1 car garage

  Mark Rosengren LANCE VERMEULEN RE, INC

  115 Bridge St, Great Barrington, MA 01230
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  /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
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  /35

  $520,000

  • 3 Beds
  • 2.5 Baths
  • 1,922 Sq Ft

  220 N Plain Rd, Great Barrington, MA 01230

  An 1825 colonial has much of its original charm and features in place - wide plank floors, beamed ceiling, original hardware and fully renovated kitchen. Many new appliances, new windows, and foam insulation in the basement. The well insulated attic and walls along with a high efficiency furnace gives you modern comfort. The house is a legal two family. The Studio apartment is attached and could

  Martin Albert COMPASS MASSACHUSETTS , LLC GB

  220 N Plain Rd, Great Barrington, MA 01230
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  /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
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  /25

  $419,000

  • 4 Beds
  • 1 Bath
  • 1,337 Sq Ft

  153 State Rd, Great Barrington, MA 01230

  Neat as a pin cape walking distance to downtown Great Barrington and amenities, this home has been thoughtfully renovated top to bottom. This sweet property has 4 bedrooms, a full bath, and even a partially finished basement. The kitchen, complete with a large pantry, retains the charming mid century details, while appealing to the modern aesthetic. Outside, there is a nice flat side yard, and

  Lauren Rosen LANCE VERMEULEN RE, INC

  153 State Rd, Great Barrington, MA 01230
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  /50

  $425,000

  • 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
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  /25

  $325,000

  • 2 Beds
  • 2 Baths
  • 1,792 Sq Ft

  54 Division St, Great Barrington, MA 01230

  This beautifully renovated 1,792 sq. ft. home offers a unique opportunity for buyers seeking modern updates with the chance to add personal finishing touches. Major renovations including:*New Electrical and plumbing*New Windows*Fresh interior paint*kitchen with new cabinets*Fully renovated first-floor bathroom*New 3-bedroom septic system*Primary bathroom with new toilet and sink* 3 Mini splits

  John Segalla HOUSATONIC REAL ESTATE

  54 Division St, Great Barrington, MA 01230
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  /14

  $1,495,000

  • Land
  • 18 Acres
  • $83,194 per Acre

  59 White Hill Rd, Egremont, MA 01230

  At the peak of a ridge, part of an exclusive enclave of seven luxury homes, this rare offering comprises 18 secluded acres, breathtaking views, and a set renderings (see photos) and plans evoking the best in modernist design. Part of a visionary project developed by veteran AD100 Architect Steven Haas, the property is encompassed by 220 acres of private, protected, natural beauty, which

  Gladys Montgomery WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  59 White Hill Rd, Egremont, MA 01230
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  /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
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  /53

  $3,150,000

  • 5 Beds
  • 4.5 Baths
  • 5,238 Sq Ft

  56 Crooked Hill Rd, Great Barrington, MA 01230

  Alford Stunner! Exceptionally Designed Turnkey Home with Mountain Views!Completed in 2006, this 5200+ sq ft architect-designed home comes to the market for the first time. Meticulously curated materials, interior designer finishes, and a high-end build culminate in this showpiece home on 19.3 acres, with gunite pool and pool house.Upon entry, this home exudes warmth, style, and comfort - the

  Elle Villetto WILLIAM PITT SOTHEBY'S - LENOX

  56 Crooked Hill Rd, Great Barrington, MA 01230
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  /63

  $8,850,000

  • 4 Beds
  • 4.5 Baths
  • 6,309 Sq Ft

  890 Bald Mountain Rd, Austerlitz, NY 12017

  LUXURY PROPERTY AUCTION: 4-17 SEPTEMBER.Accepting Starting Bids Through 3 September.The submission of a starting bid can earn you a reduction in buyer's premium.An extraordinary architectural masterpiece awaits at The Bald Mountain Estate, commanding eighty-five pristine acres atop Columbia County's highest peaks. This four-building contemporary compound epitomizes Hudson

  Rachel Haley Houlihan Lawrence Inc.

  890 Bald Mountain Rd, Austerlitz, NY 12017
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  /16

  $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. Many possibilities - build on the north lot and keep the south lot for extra

  Sheila Thunfors STONE HOUSE PROPERTIES, LLC

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

  $1,590,000

  • 11 Beds
  • 12.5 Baths
  • 8,134 Sq Ft

  518 Main St, Great Barrington, MA 01230

  The iconic Wainwright Inn, built in 1766, is ideally located on Main Street in Great Barrington, the largest town & hub of the famous Berkshires vacation destination in Western Massachusetts. The Inn consists of a main house with 9 guest suites & a spacious owner's suite, & a carriage house with an apartment & two additional guest suites. In pristine condition, the current owners have improved

  Tanya LeRose THE KINDERHOOK GROUP - PITTSFIELD

  518 Main St, Great Barrington, MA 01230
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  /43

  $1,890,000

  • 5 Beds
  • 4.5 Baths
  • 6,000 Sq Ft

  248 East Rd, West Stockbridge, MA 01266

  A luxurious home on one of the most scenic roads in The Berkshires, surrounded by 15 pastoral acres, with picturesque mountain views. Enter a sun-drenched living room with a soaring cathedral ceiling and an elegant fireplace centerpiece. Enjoy an expansive 3-season porch, with panoramic windows and classic mahogany floors. A recently updated eat-in kitchen features Sub Zero appliances and a

  Mauren White-Kirkby BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

  248 East Rd, West Stockbridge, MA 01266
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  /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
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  /16

  $315,000

  • 2,950 Sq Ft

  16 Depot St, Great Barrington, MA 01230

  Prime Commercial / Residential / Multi-Family Space in Downtown Housatonic! A chance to create a central hub for commerce and discover the endless possibilities with a versatile commercial space. Spanning 2,950 square feet, this property offers a unique opportunity to breathe new life into the area and create a thriving business hub. Ready to be transformed into a cozy coffee shop, a vibrant meat

  John Segalla HOUSATONIC REAL ESTATE

  16 Depot St, Great Barrington, MA 01230
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  /66

  $6,850,000

  • 5 Beds
  • 3.5 Baths
  • 3,474 Sq Ft

  77 Seekonk Cross Rd, Great Barrington, MA 01230

  Welcome to Meadow Wood This elegant property on a secluded reach of the Green River epitomizes the concept of indoor/outdoor living. The graceful and meticulously maintained 30 acre estate features specimen trees, established gardens, a lily pond, terraces, pastoral views, and privacy. In addition to the light-filled main house, the property includes the gardens, fenced fields, a 2 car garage w/

  Elvia Gignoux WILLIAM PITT SOTHEBY'S - SALISBURY

  77 Seekonk Cross Rd, Great Barrington, MA 01230
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  /3

  $249,000

  • Land
  • 4.37 Acres
  • $56,979 per Acre

  162 Alford Rd, Great Barrington, MA 01230

  BEAUTIFUL, PRIVATE LOT! Gently sloped and lightly wooded parcel awaits your thoughtful build. Bring your design to life at this private and convenient location. Electric has been brought to the site, perc test available. Seasonal views. Wonderful location with easy access to Great Barrington town center, shops, restaurants, hiking and skiing!

  Helen Mullany HELEN MULLANY REAL ESTATE, LLC

  162 Alford Rd, Great Barrington, MA 01230
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  /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
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  /10

  $265,000

  • Land
  • 1.42 Acres
  • $186,097 per Acre

  6 van Deusenville Rd, Great Barrington, MA 01230

  Residential Development of 5 building sites. 3 just SOLD. This 1.4 acres lot is surrounded by rows of Norway Spruces, and ready to build a home with sunny views to Monument Mountain. 5 minutes into downtown Great Barrington. Drilled well already installed and excellent percolation test results. Adjacent lot 4 with 1.77 acres also available.

  Christian Deckert WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  6 van Deusenville Rd, Great Barrington, MA 01230
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  /6

  $110,000

  • Land
  • 2.12 Acres
  • $51,911 per Acre

  46 Seekonk Rd, Great Barrington, MA 01230

  LIGHTLY WOODED PRIVATE SETTING JUST 5 MINUTES TO MAIN STREET, GREAT BARRINGTON. Frontage on Seekonk Brook where you can take a dip. Roughed in driveway. Septic design for a three bedroom house. Drilled well. Electricity available. Most permits and approvals in place. The perfect spot to build a modest, but very cool house!

  Tom Lynch COMPASS MASSACHUSETTS , LLC GB

  46 Seekonk Rd, Great Barrington, MA 01230
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  /14

  $250,000

  • Land
  • 1.98 Acres
  • $126,262 per Acre

  181 W Center Rd, West Stockbridge, MA 01266

  Lots of preparation work went into this building lot with a handsome meadow and dramatic ledge formations with large pockets of cool ferns. Some western views and a north east field stone wall. Almost 2 acres. Old well in place. Excellent percolation test results with 1 inch per min. Curb cut. Ready to build.

  Christian Deckert WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  181 W Center Rd, West Stockbridge, MA 01266
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  /34

  $589,000

  • 4 Beds
  • 4 Baths
  • 5,044 Sq Ft

  163 Front St, Great Barrington, MA 01230

  Suzann Ward HOUSATONIC REAL ESTATE

  163 Front St, Great Barrington, MA 01230
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  /47

  $1,649,000 New Construction

  • 5 Beds
  • 4 Baths
  • 4,200 Sq Ft

  4 Thrushwood Ln, Great Barrington, MA 01230

  Embrace the epitome of Berkshires luxury in this newly constructed residence, poised on a serene cul-de-sac with community pool privileges. Spanning an impressive 4,200 square feet, this home is a stone's throw from the bustling heart of Great Barrington. Step under the elegant covered portico and into the grandeur of a cathedral great room, where a cascade of natural light streams through

  Karen Climo WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  4 Thrushwood Ln, Great Barrington, MA 01230
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  /26

  $985,000 New Construction

  • 2 Beds
  • 2 Baths
  • 1,974 Sq Ft

  281 Main St Unit 12, Great Barrington, MA 01230

  Ready to move into New York style living in the Berkshires! This last unit available in this fabulous setting! Poised above Main Street Great Barrington, this Southworth Penthouse Condo offers 1,974 sq ft comprised of 2 bedrooms, 2 full baths, kitchen, laundry, storage, dining and living rooms with high ceilings and, views of East Mt. Walk to the heart of town, shopping, Coop market, restaurants,

  Mandy Victor-pieczarka STONE HOUSE PROPERTIES, LLC

  281 Main St Unit 12, Great Barrington, MA 01230
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  /17

  $399,900

  • 3 Beds
  • 2.5 Baths
  • 2,034 Sq Ft

  4 Rose Ct W, Great Barrington, MA 01230

  Welcome to 4 Rose Court, a beautifully maintained townhouse located in the serene and sought-after community of Great Barrington, MA. This spacious home offers 3 bedrooms, 2.5 bathrooms, and 2,034 sq ft of thoughtfully designed living space spread over three levels.Built in 2006, this home combines modern features with the ease of condominium living, making it the perfect retreat or year-round

  David Carlson FAIRGROUND REAL ESTATE, INC

  4 Rose Ct W, Great Barrington, MA 01230

Showing Results 41 - 74, Page 2 of 2