Great Barrington, MA Homes

• 

  

  

  /29

  $460,000

  Sold Dec 05, 2025

  36 Castle Ln, Great Barrington, MA 01230

  • 2 Beds
  • 1 Bath
  • 960 Sq Ft
  • Built 1900

  Last Sold Summary

  • 17% Below List Price
  • $479/SF
  • 204 Days On Market

  Current Estimated Value $474,429

  Last Listing Agent Selina Lamb BIRCH PROPERTIES

  36 Castle Ln, Great Barrington, MA 01230
• 

  

  

  /15

  Est $350,038

  Not Listed For Sale

  28 Blue Hill Rd, Great Barrington, MA 01230

  • 2 Beds
  • 1 Bath
  • 864 Sq Ft
  • Built 1912

  28 Blue Hill Rd, Great Barrington, MA 01230

  Last Sold Summary

  • 65 Days On Market

  Last Listing Agent Dagmar Kubes BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY
• 

  

  

  /43

  $1,250,000

  $140K PRICE DROP

  • 5 Beds
  • 4.5 Baths
  • 2,900 Sq Ft

  228 East St, Great Barrington, MA 01230

  Great Barrington A masterful rebuild with reverence for Great Barrington's past and a bold reimagining for modern living. This 5-bedroom, 4-1/2 bath colonial sits in-town and blends historic charm with contemporary luxury for effortless, years-long comfort. Property Highlights 5 Bedrooms | 4 Full Baths + 1 Half Bath**Complex rebuild from the ground up** - preserved nod to the town's heritage

  Eric Steuernagle FAIRGROUND REAL ESTATE, INC

  228 East St, Great Barrington, MA 01230
• 

  

  

  /17

  $393,000

  Sold Nov 07, 2025

  4 Rose Ct W, Great Barrington, MA 01230

  • 3 Beds
  • 2.5 Baths
  • 2,034 Sq Ft
  • Built 2006

  Last Sold Summary

  • 2% Below List Price
  • $193/SF
  • 40 Days On Market

  Current Estimated Value $421,383

  Last Listing Agent David Carlson FAIRGROUND REAL ESTATE, INC

  4 Rose Ct W, Great Barrington, MA 01230
• 

  

  

  /41

  Est $831,431

  Not Listed For Sale

  165 Monument Valley Rd, Great Barrington, MA 01230

  • 3 Beds
  • 2 Baths
  • 1,643 Sq Ft
  • Built 1865

  165 Monument Valley Rd, Great Barrington, MA 01230

  Last Sold Summary

  • 8 Days On Market

  Last Listing Agent Cortney Dupont COHEN & WHITE ASSOCIATES
• 

  

  /15

  $447,300

  $10K PRICE INCREASE

  • 1 Bed
  • 1 Bath
  • 568 Sq Ft

  148 Maple Ave Unit 12, Great Barrington, MA 01230

  Nestled amidst the picturesque embrace of Great Barrington, where the harmonious blend of nature and small-town charm unfolds, The Laurel beckons you into a realm of opulence and refinement. As you step inside, a grand two-story glass atrium lobby welcomes you with a breathtaking display of contemporary design and lavish furnishings. Lush plants and waterfalls adorn the walls, seamlessly

  Mauren White-Kirkby BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

  148 Maple Ave Unit 12, Great Barrington, MA 01230
• 

  

  /43

  $670,000

  Sold Dec 22, 2025

  176 Division St, Great Barrington, MA 01230

  • 4 Beds
  • 2 Baths
  • 1,862 Sq Ft
  • Built 1984

  Last Sold Summary

  • 4% Below List Price
  • $360/SF
  • 8 Days On Market

  Current Estimated Value $705,192

  Last Listing Agent Jen Harvey COMPASS MASSACHUSETTS , LLC GB

  176 Division St, Great Barrington, MA 01230
• 

  

  /24

  Est $636,390

  Not Listed For Sale

  306 Division St, Great Barrington, MA 01230

  • 3 Beds
  • 1.5 Baths
  • 2,160 Sq Ft
  • Built 1960

  306 Division St, Great Barrington, MA 01230

  Last Sold Summary

  • 61 Days On Market

  Last Listing Agent Sarah Dixon WILLIAM RAVEIS - BERKSHIRE
• 

  

  /31

  $1,599,000

  $26K PRICE DROP

  • 5 Beds
  • 3.5 Baths
  • 3,800 Sq Ft

  5 Thrushwood Ln, Great Barrington, MA 01230

  Enjoy the relaxing Berkshire lifestyle on a friendly cul-de-sac within walking distance of town and Lake Mansfield. As the first house built on the street, the property has matured beautifully -- seasonal flowering trees and pollinator-friendly gardens bring color and life to the yard from spring through fall. Cedar columns frame a distinctive front door that opens into 3,800 square feet of

  Kevin White HARSCH ASSOCIATES

  5 Thrushwood Ln, Great Barrington, MA 01230
• 

  

  /42

  $1,425,000

  Sold Jun 30, 2026

  37 Kalliste Hill, Great Barrington, MA 01230

  • 3 Beds
  • 3.5 Baths
  • 3,999 Sq Ft
  • Built 1999

  Last Sold Summary

  • 5% Below List Price
  • $356/SF
  • 33 Days On Market

  Current Estimated Value $1,481,088

  Last Listing Agent James Wood Coldwell Banker Realty - Boston

  37 Kalliste Hill, Great Barrington, MA 01230
• 

  

  /45

  Est $791,686

  Not Listed For Sale

  34 Seekonk Cross Rd, Great Barrington, MA 01230

  • 4 Beds
  • 3 Baths
  • 3,177 Sq Ft
  • Built 1800

  34 Seekonk Cross Rd, Great Barrington, MA 01230

  Last Sold Summary

  • 978 Days On Market

  Last Listing Agent Helen Mullany HELEN MULLANY REAL ESTATE, LLC
• 

  

  /86

  $4,250,000

  • 5 Beds
  • 8 Baths
  • 6,378 Sq Ft

  58 Round Hill Rd, Great Barrington, MA 01230

  Come relax amid sweeping pastoral and mountain views in this exceptional retreat designed for both entertaining and everyday comfort. The impressive great room, anchored by a massive stone fireplace, offers a welcoming focal point and flows into a spacious well-designed kitchen/dining area. A screened porch with fireplace overlooks the pool and rolling landscape, creating a seamless

  Sheila Thunfors STONE HOUSE PROPERTIES, LLC

  58 Round Hill Rd, Great Barrington, MA 01230
• 

  $805,000

  Sold Nov 24, 2025

  1900 Home Rd, Great Barrington, MA 01230

  • 4 Beds
  • 2.5 Baths
  • 2,389 Sq Ft
  • Built 1984

  Last Sold Summary

  • 5% Above List Price
  • $337/SF
  • 38 Days On Market

  Current Estimated Value $845,525

  Last Listing Agent Andrew Gates Houlihan Lawrence Inc.

  1900 Home Rd, Great Barrington, MA 01230
• 

  

  /34

  Est $779,143

  Not Listed For Sale

  24 Hemlock Hill Rd, Great Barrington, MA 01230

  • 3 Beds
  • 2 Baths
  • 1,965 Sq Ft
  • Built 1983

  24 Hemlock Hill Rd, Great Barrington, MA 01230

  Last Sold Summary

  • 2 Days On Market

  Last Listing Agent Dan Alden ALDEN COUNTRY REAL ESTATE SERVICES
• 

  

  /62

  $2,400,000

  • 2 Beds
  • 3 Baths
  • 2,616 Sq Ft

  39 Pine Crest Cross Rd, Egremont, MA 01230

  Set in one of Egremont's most coveted locations, this remarkable contemporary residence commands sweeping views across the surrounding landscape, with beautifully curated gardens that create a setting of exceptional beauty and privacy. Thoughtfully conceived and meticulously crafted, the home seamlessly integrates sophisticated contemporary architecture with carefully preserved elements of the

  Sheila Thunfors STONE HOUSE PROPERTIES, LLC

  39 Pine Crest Cross Rd, Egremont, MA 01230
• 

  

  /32

  $505,000

  Sold Jul 24, 2026

  52 Reed St, Great Barrington, MA 01230

  • 3 Beds
  • 1 Bath
  • 1,336 Sq Ft
  • Built 1933

  Last Sold Summary

  • 4% Below List Price
  • $378/SF
  • 16 Days On Market

  Current Estimated Value $518,154

  Last Listing Agent Molly Thomas COMPASS MASSACHUSETTS , LLC GB

  52 Reed St, Great Barrington, MA 01230
• 

  

  /18

  Est $558,740

  Not Listed For Sale

  8 Abbey Hill Dr, Great Barrington, MA 01230

  • 3 Beds
  • 2 Baths
  • 1,968 Sq Ft
  • Built 1981

  8 Abbey Hill Dr, Great Barrington, MA 01230

  Last Sold Summary

  • 89 Days On Market

  Last Listing Agent Patrice Melluzzo WILLIAM PITT SOTHEBY'S - GT BARRINGTON
• 

  

  /37

  $415,000

  $60K PRICE DROP

  • 3 Beds
  • 1 Bath
  • 1,025 Sq Ft

  8 Stillwell St, Great Barrington, MA 01230

  Step into effortless Berkshire living in this design-forward mid-century ranch. Perfectly positioned on a quiet downtown dead-end road, this 3-bedroom, 1-bathroom home seamlessly blends crisp, modern style with classic architectural character. Inside, original hardwood floors guide you through a bright, fluid one-level layout. The living room serves as a comfortable anchor for cozy mountain

  Tony Segalla WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  8 Stillwell St, Great Barrington, MA 01230
• 

  

  /28

  $795,000

  Sold May 22, 2026

  80 Taconic Ave Unit 13, Great Barrington, MA 01230

  • 3 Beds
  • 2 Baths
  • 1,898 Sq Ft
  • Built 1985

  Last Sold Summary

  • 1% Above List Price
  • $419/SF
  • 23 Days On Market

  Current Estimated Value $801,106

  Last Listing Agent Suzann Ward HOUSATONIC REAL ESTATE

  80 Taconic Ave Unit 13, Great Barrington, MA 01230
• 

  

  /27

  Est $1,001,142

  Not Listed For Sale

  8 Lake View Rd, Great Barrington, MA 01230

  • 3 Beds
  • 3 Baths
  • 2,205 Sq Ft
  • Built 1987

  8 Lake View Rd, Great Barrington, MA 01230

  Last Sold Summary

  • 93 Days On Market

  Last Listing Agent Susan Baum BERKSHIRE HOMES AND CONDOS
• 

  

  /18

  $585,000

  Pending

  • 1 Bed
  • 1 Bath
  • 930 Sq Ft

  210 Mount Washington Rd, Great Barrington, MA 01230

  Set on 5.8 acres high on the east face of Mt. Fray (Catamount), ''The Pod'' is a mid-century timber and glass octagon. Surrounded by thousands of acres of protected land with expansive views; trails on the property connect to Catamount, Bash Bish Falls and beyond via the South Taconic Trail. Two streams -- one just behind the house -- run through the property. Upon entry from the wrap around

  Jason Saphire www.HomeZu.com

  210 Mount Washington Rd, Great Barrington, MA 01230
• 

  

  /24

  $675,000

  Sold Jun 12, 2026

  80 Taconic Ave Unit 3, Great Barrington, MA 01230

  • 2 Beds
  • 2 Baths
  • 1,308 Sq Ft
  • Built 1985

  Last Sold Summary

  • 3% Below List Price
  • $516/SF
  • 89 Days On Market

  Current Estimated Value $686,581

  Last Listing Agent Suzann Ward HOUSATONIC REAL ESTATE

  80 Taconic Ave Unit 3, Great Barrington, MA 01230
• 

  

  /32

  Est $634,301

  Not Listed For Sale

  177 N Plain Rd, Great Barrington, MA 01230

  • 3 Beds
  • 2.5 Baths
  • 1,673 Sq Ft
  • Built 1969

  177 N Plain Rd, Great Barrington, MA 01230

  Last Sold Summary

  • 11 Days On Market

  Last Listing Agent Helen Mullany HELEN MULLANY REAL ESTATE, LLC
• 

  

  /20

  $950,000

  $50K PRICE DROP

  • 5 Baths
  • 5,180 Sq Ft

  406 Main St, Great Barrington, MA 01230

  FOR SALE: Prime Downtown Great Barrington Gem - Endless Possibilities! Welcome to 406 Main Street, a rare opportunity in the heart of downtown Great Barrington, MA. Just steps from bustling Main Street shops and restaurants, this versatile 5,180 sq ft building offers exceptional potential for residential, commercial, or creative mixed-use transformation. Zoned B2, the property allows for

  Jason Saphire www.HomeZu.com

  406 Main St, Great Barrington, MA 01230
• 

  

  /26

  $410,000

  Sold Aug 12, 2026

  43 Hart St, Great Barrington, MA 01236

  • 2 Beds
  • 1.5 Baths
  • 1,970 Sq Ft
  • Built 1900

  Last Sold Summary

  • 11% Below List Price
  • $208/SF
  • 60 Days On Market

  Last Listing Agent Judi Panzano HOUSATONIC REAL ESTATE

  43 Hart St, Great Barrington, MA 01236
• 

  

  /58

  Est $1,095,834

  Not Listed For Sale

  162 Christian Hill Rd, Great Barrington, MA 01230

  • 3 Beds
  • 4 Baths
  • 3,228 Sq Ft
  • Built 1995

  162 Christian Hill Rd, Great Barrington, MA 01230

  Last Sold Summary

  • 5 Days On Market

  Last Listing Agent Matt Carlino MACCARO REAL ESTATE
• 

  

  /38

  $1,195,000

  $100K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 2,688 Sq Ft

  260 Maple Ave, Great Barrington, MA 01230

  Sun Filled Historic Reproduction HomeBuilt in 2004 seamlessly blends old-world charm with contemporary comfort. Set on 1.82 acres with sweeping mountain views, this 3-bedroom, 2.5-bathroom home features meticulous hand-crafted details throughout-honoring traditional design while offering the conveniences of modern construction. The welcoming gourmet eat-in kitchen is perfect for everyday

  Karen Climo WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  260 Maple Ave, Great Barrington, MA 01230
• 

  

  /42

  $862,000

  Sold Aug 04, 2026

  11 Prospect St, Great Barrington, MA 01230

  • 4 Beds
  • 2.5 Baths
  • 2,114 Sq Ft
  • Built 1950

  Last Sold Summary

  • 4% Below List Price
  • $408/SF
  • 48 Days On Market

  Current Estimated Value $890,863

  Last Listing Agent Timothy Lovett COMPASS MASSACHUSETTS , LLC GB

  11 Prospect St, Great Barrington, MA 01230
• 

  

  /35

  Est $650,538

  Not Listed For Sale

  147 Hurlburt Rd, Great Barrington, MA 01230

  • 4 Beds
  • 2.5 Baths
  • 1,635 Sq Ft
  • Built 1956

  147 Hurlburt Rd, Great Barrington, MA 01230

  Last Sold Summary

  • 23 Days On Market

  Last Listing Agent Helen Mullany HELEN MULLANY REAL ESTATE, LLC
• 

  

  /55

  $1,295,000

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

  3 Cornwall Dr, Great Barrington, MA 01230

  Tucked away at the end of a private cul-de-sac on 1.22 acres, this 4-bedroom, 4-bathroom contemporary home delivers sophisticated Berkshire living just minutes from downtown Great Barrington. Offering the perfect footprint for full-time remote professionals, weekend escapees, or downsizers, this property pairs a spacious layout with the effortless lifestyle of a premier community association. The

  Tony Segalla WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  3 Cornwall Dr, Great Barrington, MA 01230
• 

  

  /50

  $1,450,000

  Sold Jul 01, 2026

  8 Oak St, Great Barrington, MA 01230

  • 4 Beds
  • 2.5 Baths
  • 3,384 Sq Ft
  • Built 1900

  Last Sold Summary

  • 7% Above List Price
  • $428/SF
  • 4 Days On Market

  Current Estimated Value $1,360,086

  Last Listing Agent Molly Thomas COMPASS MASSACHUSETTS , LLC GB

  8 Oak St, Great Barrington, MA 01230
• 

  

  /40

  Est $542,200

  Not Listed For Sale

  146 Hurlburt Rd, Great Barrington, MA 01230

  • 2 Beds
  • 1 Bath
  • 1,375 Sq Ft
  • Built 1956

  146 Hurlburt Rd, Great Barrington, MA 01230

  Last Sold Summary

  • 72 Days On Market

  Last Listing Agent Jose Larios Lamacchia Realty, Inc. - Dalton
• 

  

  /79

  $2,295,000

  $200K PRICE DROP

  • 5 Beds
  • 4.5 Baths
  • 3,615 Sq Ft

  17 Cronk Rd, Great Barrington, MA 01230

  Originally built in the 1700s, this historic post-and-beam barn has been thoughtfully renovated over time while maintaining its unique character and charm. A recently installed solar energy system allows for highly efficient living with the potential for an off-grid lifestyle.The home features an open floor plan filled with natural light from numerous oversized windows. A chef's kitchen

  Suzann Ward HOUSATONIC REAL ESTATE

  17 Cronk Rd, Great Barrington, MA 01230
• 

  

  /27

  $575,000

  Sold Jun 11, 2026

  265 State Rd, Great Barrington, MA 01230

  • 4 Beds
  • 1.5 Baths
  • 1,980 Sq Ft
  • Built 1921

  Last Sold Summary

  • 2% Below List Price
  • $290/SF
  • 52 Days On Market

  Current Estimated Value $577,611

  Last Listing Agent Eric Steuernagle FAIRGROUND REAL ESTATE, INC

  265 State Rd, Great Barrington, MA 01230
• 

  

  /33

  Est $492,962

  Not Listed For Sale

  12 W Plain Rd, Great Barrington, MA 01230

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

  12 W Plain Rd, Great Barrington, MA 01230

  Last Sold Summary

  • 241 Days On Market

  Last Listing Agent Helen Mullany HELEN MULLANY REAL ESTATE, LLC
• 

  

  /25

  $539,900

  $60K PRICE DROP

  • 3 Beds
  • 3 Baths
  • 2,257 Sq Ft

  15 Cone Ave, Great Barrington, MA 01230

  Motivated sellers are ready to make a move! Built in 2019 and tucked away on 1.73 private acres in Housatonic, this beautifully maintained 3-bedroom, 3-bath ranch offers nearly 2,915 sq. ft. finished. The main level features a spacious primary suite with walk-in closet and private bath, main-floor laundry, and red oak flooring milled from trees harvested on the property. The finished walkout

  Jesse Dimitropolis RE/MAX COMPASS

  15 Cone Ave, Great Barrington, MA 01230
• 

  

  /42

  $549,000

  Sold Jun 12, 2026

  7 Lake Buel Rd, Great Barrington, MA 01230

  • 3 Beds
  • 3 Baths
  • 1,260 Sq Ft
  • Built 1971

  Last Sold Summary

  • $436/SF
  • 26 Days On Market

  Current Estimated Value $546,349

  Last Listing Agent Jessie Bennett WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  7 Lake Buel Rd, Great Barrington, MA 01230
• 

  

  /35

  Est $367,689

  Not Listed For Sale

  80 Division St, Great Barrington, MA 01230

  • 3 Beds
  • 1.5 Baths
  • 1,942 Sq Ft
  • Built 1900

  80 Division St, Great Barrington, MA 01230

  Last Sold Summary

  • 6 Days On Market

  Last Listing Agent Susan Calkins STONE HOUSE PROPERTIES, LLC
• 

  

  /18

  $499,000

  $126K PRICE DROP

  • 3 Beds
  • 1.5 Baths
  • 2,438 Sq Ft

  402 Park St, Great Barrington, MA 01230

  This well-maintained mixed-use property offers excellent flexibility for both commercial and residential use. The building is currently configured as two separate units. The first floor features a bright commercial space with large front-facing windows that provide excellent visibility and natural light--ideal for office or retail use. The space includes a private bathroom, dedicated heating and

  Suzann Ward HOUSATONIC REAL ESTATE

  402 Park St, Great Barrington, MA 01230
• 

  

  /65

  $1,500,000

  Sold Dec 18, 2025

  87 Alford Rd, Great Barrington, MA 01230

  • 3 Beds
  • 2 Baths
  • 2,990 Sq Ft
  • Built 1949

  Last Sold Summary

  • 33% Below List Price
  • $502/SF
  • 394 Days On Market

  Current Estimated Value $1,630,682

  Last Listing Agent Tony Segalla WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  87 Alford Rd, Great Barrington, MA 01230

Showing Results 241 - 280, Page 7 of 18