Great Barrington, MA Homes

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  /23

  $125,000

  • Land
  • 0.49 Acre
  • $255,102 per Acre

  28 Pearl St, Great Barrington, MA 01230

  Nestled on a quiet dead-end street, this .49-acre parcel offers a unique combination of privacy, scenic beauty, and walk-to-town convenience. The property has been thoughtfully divided to meet local zoning requirements within the defined build envelope as shown (see documents for survey & building envelope). A 200-foot riparian buffer protects the riverfront, ensuring that no structures can ever

  

  Dan Alden

  ALDEN COUNTRY REAL ESTATE SERVICES

  (413) 408-5316

  28 Pearl St, Great Barrington, MA 01230
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  /23

  $2,495 total monthly price

  • 2 Beds
  • 1 Bath
  • 1,600 Sq Ft
  • House for Rent

  3 Meadow St, Housatonic, MA 01236

  This property at 3 Meadow St. features 1 bedroom and 1 full bathroom, with a downstairs den that can work as a second bedroom and office space. This old storefront offers an open floor plan with a chefs kitchen that provides ample room for relaxation and entertainment. The bathroom includes a deep soaking tub and waterfall shower as well as another fun loft space through a large walk in closet.

  3 Meadow St, Housatonic, MA 01236
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  $435,000 Sold Jul 25, 2025

  12 W Plain Rd, Great Barrington, MA 01230

  • 3 Beds
  • 1 Bath
  • 1,698 Sq Ft
  • Built 1981

  Last Sold Summary

  • 17% Below List Price
  • $256/SF
  • 241 Days On Market

  Current Estimated Value $484,327

  Last Listing Agent Helen Mullany HELEN MULLANY REAL ESTATE, LLC

  12 W Plain Rd, Great Barrington, MA 01230
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  /32

  Not Listed For Sale

  142 Main Rd, Great Barrington, MA 01230

  • 4 Beds
  • 3.5 Baths
  • 2,754 Sq Ft
  • Built 1997

  142 Main Rd, Great Barrington, MA 01230

  Last Sold Summary

  • $500/SF
  • 199 Days On Market

  Last Sold Price $1,375,960

  Last Listing Agent George Cain William Pitt
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  /32

  $650,000

  • 5 Beds
  • 4 Baths
  • 2,499 Sq Ft

  73 Christian Hill Rd, Great Barrington, MA 01230

  Investors zoom in on this property, we have an income producing property. 3 of the 4 units are rented and all tenants are all current. The 4th unit is open for one more tenant. Property has been remodeled, we have a new roof with warranty, foundation work to reinforce this property, new floors in all the units, bathrooms are renovated, the entire interior has been repainted, Kitchen remodel, New

  

  Cristian Sanchez

  COHEN & WHITE ASSOCIATES

  (413) 779-9020

  73 Christian Hill Rd, Great Barrington, MA 01230
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  /4

  $2,000 per month

  • 2 Baths
  • 520 Sq Ft
  • Property for Rent

  30 Stockbridge Rd, Great Barrington, MA 01230

  Secure your place in the heart of the action with this prime, newly renovated office and retail opportunity in downtown Great Barrington. Located just a short stroll from the vibrant shopping district, these modern suites feature high-efficiency, dedicated HVAC systems and excellent visibility with a sidewalk leading straight into the center of town. With fresh infrastructure and the option for

  Tony Segalla WILLIAM RAVEIS - BERKSHIRE

  30 Stockbridge Rd, Great Barrington, MA 01230
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  /33

  $395,000 Sold Oct 14, 2025

  375 N Plain Rd, Great Barrington, MA 01230

  • 3 Beds
  • 1.5 Baths
  • 1,425 Sq Ft
  • Built 1949

  Last Sold Summary

  • 1% Below List Price
  • $277/SF
  • 13 Days On Market

  Last Listing Agent Cortney Dupont COHEN & WHITE ASSOCIATES

  375 N Plain Rd, Great Barrington, MA 01230
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  /9

  Not Listed For Sale

  281 Main St Unit 13, Great Barrington, MA 01230

  • 2 Beds
  • 2.5 Baths
  • 1,566 Sq Ft
  • Built 2024

  281 Main St Unit 13, Great Barrington, MA 01230

  Last Sold Summary

  • $527/SF
  • 3 Days On Market

  Last Sold Price $825,000

  Last Listing Agent Mandy Victor-pieczarka STONE HOUSE PROPERTIES, LLC
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  /71

  $5,650,000

  • 11 Beds
  • 10 Baths
  • 9,748 Sq Ft

  25 W Sheffield Rd, Great Barrington, MA 01230

  Tullar Farm represents a rare opportunity to own a piece of history where timeless elegance meets modern comfort amidst the serenity of South Egremont's charming landscape. With its rich architectural heritage, generations of proud stewardship, and unrivaled natural beauty, this distinguished estate stands as a testament to the enduring legacy of its past and the promise of future for generations

  Lauren Molk ELYSE HARNEY REAL ESTATE

  25 W Sheffield Rd, Great Barrington, MA 01230
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  /15

  $2,000 per month

  • 0.5 Baths
  • 2,000 Sq Ft
  • Property for Rent

  490 Main St, Great Barrington, MA 01230

  Second floor office space in a high-traffic location. Currently configured with four offices, reception area and half bath. This space has air conditioning, forced air heat, and its own electric meter. Ample off-street parking available. The space comes furnished. Utilities not included.

  Lance Vermeulen WILLIAM RAVEIS - BERKSHIRE

  490 Main St, Great Barrington, MA 01230
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  /29

  $485,000 Sold Sep 30, 2025

  1 Stanley Dr, Great Barrington, MA 01230

  • 3 Beds
  • 2.5 Baths
  • 1,444 Sq Ft
  • Built 2004

  Last Sold Summary

  • $336/SF
  • 12 Days On Market

  Current Estimated Value $478,872

  Last Listing Agent Helen Mullany HELEN MULLANY REAL ESTATE, LLC

  1 Stanley Dr, Great Barrington, MA 01230
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  /28

  Est $671,968 Not Listed For Sale

  41 Castle St, Great Barrington, MA 01230

  • 3 Beds
  • 1 Bath
  • 1,262 Sq Ft
  • Built 1906

  41 Castle St, Great Barrington, MA 01230

  Last Sold Summary

  • 10% Above List Price
  • $483/SF
  • 2 Days On Market

  Last Sold Price $610,000

  Last Listing Agent Leslie Claus Van Hise BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY
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  /11

  $829,000 Pending

  • 5 Beds
  • 4.5 Baths
  • 3,808 Sq Ft

  10 Thrushwood Ln, Great Barrington, MA 01230

  POOL COMMUNITY: BUILD YOUR DREAM HOME: Open plan living with, first floor master, fireplace, screened porch, high ceilings, two car garage, community pool. HOA covers all lawn maintenance, plowing, shoveling up to the front door. Quality New Construction. This price cannot be matched. 10 months to move into your beautiful new home. Photos are from a similar home with the same floor plan in the

  Mauren White-Kirkby BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

  10 Thrushwood Ln, Great Barrington, MA 01230
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  /10

  $1,900 per month

  • 0.5 Baths
  • 1,200 Sq Ft
  • Property for Rent

  402 Park St Unit 1St Floor, Great Barrington, MA 01230

  Looking for the perfect space to grow your business? This exceptional first-floor commercial property in the charming village of Housatonic checks all the boxes. Step into a spacious, open-concept layout, ideal for retail, office, or creative ventures. With both heating and air conditioning, you'll have year-round comfort to keep your team and customers happy. Need a little extra privacy? The

  Suzann Ward HOUSATONIC REAL ESTATE

  402 Park St Unit 1St Floor, Great Barrington, MA 01230
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  $1,100,000 Sold Jun 06, 2025

  102 Castle Hill Ave, Great Barrington, MA 01230

  • 4 Beds
  • 2 Baths
  • 1,506 Sq Ft
  • Built 1856

  Last Sold Summary

  • 8% Below List Price
  • $730/SF
  • 209 Days On Market

  Current Estimated Value $1,075,118

  Last Listing Agent Timothy Lovett COMPASS MASSACHUSETTS , LLC GB

  102 Castle Hill Ave, Great Barrington, MA 01230
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  /38

  Est $1,290,945 Not Listed For Sale

  3 Cornwall Dr, Great Barrington, MA 01230

  • 4 Beds
  • 3.5 Baths
  • 3,047 Sq Ft
  • Built 1995

  3 Cornwall Dr, Great Barrington, MA 01230

  Last Sold Summary

  • 26% Above List Price
  • $336/SF
  • 47 Days On Market

  Last Sold Price $1,025,000

  Last Listing Agent Stephen Schoenfeld William Pitt
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  /56

  $995,000

  • 3 Beds
  • 3.5 Baths
  • 2,447 Sq Ft

  6 Muddy Brook Cir, Great Barrington, MA 01230

  Stunning Contemporary Home in Great Barrington - Perfect Blend of Privacy and ConvenienceDiscover this beautifully designed 2,500 sq. ft. contemporary residence nestled in the desirable Great Barrington area. Offering 3 spacious bedroom suites , this home combines elegant style with everyday functionality.Step outside to your private fantasy backyard -- an entertainer's dream featuring a charming

  Eric Steuernagle FAIRGROUND REAL ESTATE, INC

  6 Muddy Brook Cir, Great Barrington, MA 01230
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  /26

  $13,000 per month

  • 3 Beds
  • 3.5 Baths
  • 3,100 Sq Ft
  • House for Rent

  37 Kalliste Hill, Great Barrington, MA 01230

  PRISTINE ONE YEAR RENTAL with Wonderful Views! Seeing is believing. This picture perfect home has it all. First floor en suite primary bedroom, 2 en suite guest bedrooms, a fabulous family room, a living room with fireplace and mountain views, a country kitchen, a delightful screened porch and a deck that simply says ''Wow.'' This rental is immediately available. If you are looking for

  George Cain WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  37 Kalliste Hill, Great Barrington, MA 01230
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  /21

  $695,000 Sold Oct 23, 2025

  111 Castle Hill Ave, Great Barrington, MA 01230

  • 3 Beds
  • 2 Baths
  • 1,680 Sq Ft
  • Built 1949

  Last Sold Summary

  • 2% Below List Price
  • $414/SF
  • 68 Days On Market

  Current Estimated Value $708,282

  Last Listing Agent Martha Piper THE KINDERHOOK GROUP

  111 Castle Hill Ave, Great Barrington, MA 01230
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  /16

  Est $510,242 Not Listed For Sale

  273 State Rd, Great Barrington, MA 01230

  • 2 Beds
  • 3.5 Baths
  • 1,638 Sq Ft
  • Built 1950

  273 State Rd, Great Barrington, MA 01230

  Last Sold Summary

  • 11% Above List Price
  • $281/SF
  • 159 Days On Market

  Last Sold Price $460,000

  Last Listing Agent Eric Steuernagle FAIRGROUND REAL ESTATE, INC
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  /32

  $1,395,000

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

  6 Thrushwood Ln, Great Barrington, MA 01230

  MOTIVATED SELLER; WILLING TO NEGOTIATE ON UPGRADES AND IMPROVEMENTS. Indulge in refined Berkshire living on an exclusive cul-de-sac, where effortless HOA services complement this exquisite new construction. Offering 4,200 sq ft of thoughtfully designed, environmentally conscious living less than a mile from downtown Great Barrington, this home is the perfect modern retreat. Enter through a

  Mauren White-Kirkby BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

  6 Thrushwood Ln, Great Barrington, MA 01230
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  /32

  $18 per month

  • 2 Baths
  • 4,103 Sq Ft
  • Property for Rent

  34 Bridge St, Great Barrington, MA 01230

  We have 3 retail spaces currently available ranging from 840 to 1583 sq.ft. One of the most successful locations in Downtown Barrington! Located just one block off the vibrant Main St. and positioned to take advantage the ample foot and vehicle traffic in arguably the most recognizable location in South County. Share the same building as the iconic Berkshire Food Co-op. The 3 office/retail/studio

  Tim Gallagher STONE HOUSE PROPERTIES, LLC

  34 Bridge St, Great Barrington, MA 01230
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  /20

  $375,500 Sold Sep 02, 2025

  12 Manville St Unit 4, Great Barrington, MA 01230

  • 2 Beds
  • 1 Bath
  • 1,181 Sq Ft
  • Built 1900

  Last Sold Summary

  • 3% Above List Price
  • $318/SF
  • 6 Days On Market

  Current Estimated Value $392,436

  Last Listing Agent Lauren Rosen WILLIAM RAVEIS - BERKSHIRE

  12 Manville St Unit 4, Great Barrington, MA 01230
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  /26

  Est $583,096 Not Listed For Sale

  30 Silver St, Great Barrington, MA 01230

  • 3 Beds
  • 2 Baths
  • 1,826 Sq Ft
  • Built 1948

  30 Silver St, Great Barrington, MA 01230

  Last Sold Summary

  • 30% Above List Price
  • $246/SF
  • 74 Days On Market

  Last Sold Price $450,000

  Last Listing Agent Barbara Rosas WILLIAM RAVEIS REAL ESTATE
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  $1,149,000

  • 4 Beds
  • 2 Baths
  • 2,742 Sq Ft

  22 Sheffield Rd, Great Barrington, MA 01230

  Discover this enchanting 1900s Town Colonial, where historic charm meets modern sophistication. Nestled in a tranquil neighborhood, this home offers four spacious bedrooms, two updated full baths, and a stunning chef's kitchen, blending comfort with style. From the moment you enter through the newly renovated mudroom, you'll appreciate the original wood floors and built-in shelving that preserve

  Suzann Ward HOUSATONIC REAL ESTATE

  22 Sheffield Rd, Great Barrington, MA 01230
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  /48

  $1,199,082 Sold Apr 02, 2026

  12 Alford Center Rd, Great Barrington, MA 01230

  • 4 Beds
  • 3.5 Baths
  • 2,640 Sq Ft
  • Built 1840

  Last Sold Summary

  • $454/SF
  • 17 Days On Market

  Current Estimated Value $1,198,986

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

  12 Alford Center Rd, Great Barrington, MA 01230
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  /25

  Est $723,440 Not Listed For Sale

  33 Grove St, Great Barrington, MA 01230

  • 3 Beds
  • 2 Baths
  • 1,638 Sq Ft
  • Built 1951

  33 Grove St, Great Barrington, MA 01230

  Last Sold Summary

  • 14% Above List Price
  • $388/SF
  • 21 Days On Market

  Last Sold Price $635,500

  Last Listing Agent Suzann Ward HOUSATONIC REAL ESTATE
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  /37

  $850,000

  • 3 Beds
  • 2.5 Baths
  • 2,330 Sq Ft

  138 Hillsdale Rd, Great Barrington, MA 01230

  Move-in-ready Colonial offering 3 bedrooms and 2.5 baths on a sunny, picturesque lot flanked by a beautiful stone wall, it is just seconds from the charming downtown. The main level features a living room with a striking fieldstone fireplace, formal dining room, kitchen, a spacious family room addition, an office and a full bath with a lovely soaking tub, and a powder room. The second level has

  Mauren White-Kirkby BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

  138 Hillsdale Rd, Great Barrington, MA 01230
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  /33

  $585,000 Sold Jun 20, 2025

  115 Brush Hill Rd, Great Barrington, MA 01230

  • 3 Beds
  • 2 Baths
  • 1,266 Sq Ft
  • Built 1986

  Last Sold Summary

  • 2% Below List Price
  • $462/SF
  • 15 Days On Market

  Current Estimated Value $595,383

  Last Listing Agent Jared Kelly WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  115 Brush Hill Rd, Great Barrington, MA 01230
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  /37

  Est $757,689 Not Listed For Sale

  150 Hurlburt Rd, Great Barrington, MA 01230

  • 3 Beds
  • 3 Baths
  • 2,200 Sq Ft
  • Built 2000

  150 Hurlburt Rd, Great Barrington, MA 01230

  Last Sold Summary

  • 15% Above List Price
  • $300/SF
  • 2 Days On Market

  Last Sold Price $660,000

  Last Listing Agent Jen Harvey COMPASS MASSACHUSETTS , LLC GB
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  /39

  $1,395,000 Open Sat 11AM - 1PM

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

  3 Townhouse Hill Rd, Great Barrington, MA 01230

  Well maintained and set in a prime Egremont location, this home is perched above the Egremont plain with open views. Quiet and private, yet just minutes to downtown Great Barrington, Egremont and everything the Berkshires has to offer.The main level is bright and welcoming, with an open living space centered around a wood-burning fireplace. A first-floor library adds a quiet, separate space;

  Paige Paluch WILLIAM RAVEIS - BERKSHIRE

  3 Townhouse Hill Rd, Great Barrington, MA 01230
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  /24

  $440,000 Sold Oct 31, 2025

  3 Benton Ave, Great Barrington, MA 01230

  • 4 Beds
  • 1 Bath
  • 1,500 Sq Ft
  • Built 1900

  Last Sold Summary

  • 2% Below List Price
  • $293/SF
  • 3 Days On Market

  Current Estimated Value $488,203

  Last Listing Agent Adam Dingman BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

  3 Benton Ave, Great Barrington, MA 01230
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  /15

  Est $434,877 Not Listed For Sale

  10 Stanley Dr, Great Barrington, MA 01230

  • 3 Beds
  • 1.5 Baths
  • 1,512 Sq Ft
  • Built 2004

  10 Stanley Dr, Great Barrington, MA 01230

  Last Sold Summary

  • 10% Above List Price
  • $263/SF
  • 108 Days On Market

  Last Sold Price $397,000

  Last Listing Agent Ashley Canger WILLIAM RAVEIS - BERKSHIRE
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  /38

  $796,000 Pending

  • 2 Beds
  • 2 Baths
  • 1,622 Sq Ft

  324 Park St, Great Barrington, MA 01230

  Architectural gem with lots of glass perched like a treehouse on the backside of Monument Mountain. The open, mid-century modern home was built in 2012 for maximum light, efficiency, and provides glittering views through the trees of the Housatonic River! 2 bedroom, 2 full baths-both ensuite + central AC, and a Scandinavian soapstone wood stove, permit included! Minutes from hiking trails, Taft

  Claudia Laslie WILLIAM RAVEIS - BERKSHIRE

  324 Park St, Great Barrington, MA 01230
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  /25

  $380,000 Sold Jun 27, 2025

  6 Rose Ct W, Great Barrington, MA 01230

  • 3 Beds
  • 2.5 Baths
  • 1,368 Sq Ft
  • Built 2006

  Last Sold Summary

  • 5% Below List Price
  • $278/SF
  • 93 Days On Market

  Current Estimated Value $399,198

  Last Listing Agent India Ward NON-MEMBER / RECIPROCAL

  6 Rose Ct W, Great Barrington, MA 01230
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  /21

  Est $459,215 Not Listed For Sale

  121 Jug End Rd, Great Barrington, MA 01230

  • 1 Bed
  • 1 Bath
  • 960 Sq Ft
  • Built 1979

  121 Jug End Rd, Great Barrington, MA 01230

  Last Sold Summary

  • 28% Above List Price
  • $375/SF
  • 11 Days On Market

  Last Sold Price $360,000

  Last Listing Agent Helen Mullany HELEN MULLANY REAL ESTATE, LLC
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  /60

  $1,250,000

  • 3 Beds
  • 2.5 Baths
  • 2,204 Sq Ft

  905 West Rd, Great Barrington, MA 01230

  Welcome to Serenity Hill.This 1994 Cape style home captures the timeless charm of the Berkshires from the moment you arrive. At the entrance, stately stone pillars and a classic stone wall offer a graceful welcome, setting the tone for the calm, natural beauty that defines life in the Berkshires. Located on the border of Great Barrington, this Sheffield home is on a peaceful, quiet country road.

  William Morrow WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  905 West Rd, Great Barrington, MA 01230
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  /103

  $3,500,000 Sold Sep 25, 2025

  6 Seekonk Cross Rd, Great Barrington, MA 01230

  • 4 Beds
  • 6 Baths
  • 7,000 Sq Ft
  • Built 2003

  Last Sold Summary

  • $500/SF
  • 22 Days On Market

  Current Estimated Value $3,535,000

  Last Listing Agent George Cain WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  6 Seekonk Cross Rd, Great Barrington, MA 01230
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  /34

  Est $1,045,880 Not Listed For Sale

  89 Division St, Great Barrington, MA 01230

  • 3 Beds
  • 2.5 Baths
  • 3,204 Sq Ft
  • Built 1810

  89 Division St, Great Barrington, MA 01230

  Last Sold Summary

  • 14% Above List Price
  • $286/SF
  • 168 Days On Market

  Last Sold Price $915,000

  Last Listing Agent Jen Harvey COMPASS MASSACHUSETTS , LLC GB
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  /70

  $849,000

  • 3 Beds
  • 3 Baths
  • 3,204 Sq Ft

  211 Cottage St, Housatonic, MA 01236

  Just outside the charming village of Housatonic, this extraordinary Queen Anne Victorian stands as a true architectural gem, nested amid lush gardens and beautifully landscaped grounds. From its distinctive urn shaped columns to its twin towers, gables and wrap around porch, every detail reflects the grace and grandeur of a bygone era - balanced perfectly with thoughtful modern updates. Sweeping

  Helen Mullany HELEN MULLANY REAL ESTATE, LLC

  211 Cottage St, Housatonic, MA 01236

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