Great Barrington, MA Homes

• 

  

  

  /37

  $477,000

  Sold Mar 31, 2026

  35 Mechanic St, Great Barrington, MA 01230

  • 3 Beds
  • 2 Baths
  • 1,992 Sq Ft
  • Built 1840

  Last Sold Summary

  • 10% Below List Price
  • $239/SF
  • 158 Days On Market

  Current Estimated Value $482,533

  Last Listing Agent Christine Martin COMPASS MASSACHUSETTS , LLC GB

  35 Mechanic St, Great Barrington, MA 01230
• 

  

  

  /32

  Est $630,432

  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
• 

  

  

  /36

  $845,000

  Pending

  • 4 Beds
  • 1.5 Baths
  • 1,952 Sq Ft

  115 Baldwin Hill Rd S, Great Barrington, MA 01230

  Beautifully appointed four-bedroom, one-and-a-half-bath contemporary New England farmhouse, perfectly situated in Egremont's most desirable location, Baldwin Hill. This thoughtfully designed residence blends timeless farmhouse charm with light filled rooms, delivering a serene retreat with Iconic Westerly Berkshire views. Protected land (APR Land) both front and rear ensure these views are

  Eric Steuernagle FAIRGROUND REAL ESTATE, INC

  115 Baldwin Hill Rd S, Great Barrington, MA 01230
• 

  

  

  /43

  $850,000

  Sold Nov 24, 2025

  126 Christian Hill Rd, Great Barrington, MA 01230

  • 3 Beds
  • 2 Baths
  • 1,964 Sq Ft
  • Built 1986

  Last Sold Summary

  • 4% Below List Price
  • $433/SF
  • 90 Days On Market

  Current Estimated Value $873,713

  Last Listing Agent Suzann Ward HOUSATONIC REAL ESTATE

  126 Christian Hill Rd, Great Barrington, MA 01230
• 

  

  

  /58

  Est $1,097,266

  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
• 

  

  /55

  $575,000

  • 7 Beds
  • 6.5 Baths
  • 3,684 Sq Ft

  3 Lake Buel Rd, Great Barrington, MA 01230

  Tucked into the rolling hills of Great Barrington, The Turning Point has been welcoming travelers for more than two centuries. In the 1800s, stagecoaches once paused here--horses rested, stories were traded, and journeys quietly shifted direction. That spirit of arrival still lingers.Now spanning 3,600 square feet, this historic Berkshire retreat has lived many lives: a bustling inn, a beloved

  Paige Backhaus WILLIAM RAVEIS - BERKSHIRE

  3 Lake Buel Rd, Great Barrington, MA 01230
• 

  

  /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 $475,586

  Last Listing Agent Selina Lamb BIRCH PROPERTIES

  36 Castle Ln, Great Barrington, MA 01230
• 

  

  /40

  Est $515,837

  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
• 

  

  /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
• 

  

  /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 $439,385

  Last Listing Agent David Carlson FAIRGROUND REAL ESTATE, INC

  4 Rose Ct W, Great Barrington, MA 01230
• 

  

  /28

  Est $515,376

  Not Listed For Sale

  3 Reed St, Great Barrington, MA 01230

  • 3 Beds
  • 2 Baths
  • 1,400 Sq Ft
  • Built 1950

  3 Reed St, Great Barrington, MA 01230

  Last Sold Summary

  • 3 Days On Market
• 

  

  /51

  $1,650,000

  Pending

  • 3 Beds
  • 5 Baths
  • 2,810 Sq Ft

  7 Brainard Ave, Great Barrington, MA 01230

  Beautifully renovated inside-out from 2018-2021, this elegant Victorian on Great Barrington's coveted ''Hill'' retains period charm with every modern comfort. The sun-filled layout features a generous eat-in kitchen with custom cabinetry, three-plus bedrooms, 31/2 baths with heated floors, gorgeous wood flooring throughout, and a high-efficiency wood-burning fireplace anchoring the main living

  Helen Mullany HELEN MULLANY REAL ESTATE, LLC

  7 Brainard Ave, Great Barrington, MA 01230
• 

  

  /23

  $450,000

  Sold Jun 16, 2025

  17 Railroad Ave, Great Barrington, MA 01230

  • 1 Bed
  • 1 Bath
  • 1,008 Sq Ft
  • Built 1989

  Last Sold Summary

  • 3% Above List Price
  • $446/SF
  • 26 Days On Market

  Current Estimated Value $460,143

  Last Listing Agent Tom Lynch COMPASS MASSACHUSETTS , LLC GB

  17 Railroad Ave, Great Barrington, MA 01230
• 

  

  /23

  Est $492,535

  Not Listed For Sale

  530 Main St, Great Barrington, MA 01230

  • 3 Beds
  • 1.5 Baths
  • 1,472 Sq Ft
  • Built 1900

  530 Main St, Great Barrington, MA 01230

  Last Sold Summary

  • 4 Days On Market
• 

  

  /31

  $1,625,000

  Pending

  • 5 Beds
  • 4 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 4,200 square feet of

  Kevin White HARSCH ASSOCIATES

  5 Thrushwood Ln, 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 $705,941

  Last Listing Agent Jen Harvey COMPASS MASSACHUSETTS , LLC GB

  176 Division St, Great Barrington, MA 01230
• 

  

  /34

  Est $512,383

  Not Listed For Sale

  35 Pine St, Great Barrington, MA 01230

  • 3 Beds
  • 2 Baths
  • 1,498 Sq Ft
  • Built 1900

  35 Pine St, Great Barrington, MA 01230

  Last Sold Summary

  • 18 Days On Market
• 

  

  /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
• 

  

  /27

  $450,000

  Sold Aug 11, 2025

  8 Stanley Dr Unit A-4, Great Barrington, MA 01230

  • 3 Beds
  • 2.5 Baths
  • 1,512 Sq Ft
  • Built 2005

  Last Sold Summary

  • 6% Below List Price
  • $298/SF
  • 29 Days On Market

  Current Estimated Value $471,261

  Last Listing Agent Helen Mullany HELEN MULLANY REAL ESTATE, LLC

  8 Stanley Dr Unit A-4, Great Barrington, MA 01230
• 

  

  /47

  Est $619,032

  Not Listed For Sale

  36 Quarry St, Great Barrington, MA 01230

  • 3 Beds
  • 1 Bath
  • 1,391 Sq Ft
  • Built 1900

  36 Quarry St, Great Barrington, MA 01230

  Last Sold Summary

  • 48 Days On Market
• 

  

  /37

  $475,000

  • 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
• 

  $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 $840,408

  Last Listing Agent Andrew Gates Houlihan Lawrence Inc.

  1900 Home Rd, Great Barrington, MA 01230
• 

  

  /23

  Est $462,391

  Not Listed For Sale

  30 Pine St, Great Barrington, MA 01230

  • 2 Beds
  • 2 Baths
  • 1,972 Sq Ft
  • Built 1888

  30 Pine St, Great Barrington, MA 01230

  Last Sold Summary

  • 1 Day On Market
• 

  

  /62

  $515,000

  Under Contract

  • 3 Beds
  • 2.5 Baths
  • 2,500 Sq Ft

  143 Bridge St, Great Barrington, MA 01230

  Two-family home in downtown Great Barrington, set on a generous lot with an oversized garage. Just a short distance from Main Street, this ideally located property sits in a desirable neighborhood, close to everything downtown Great Barrington has to offer. The first-floor apartment features expansive living spaces, three bedrooms, one-and-a-half bathrooms, and two sunrooms. The second-floor,

  Jen Harvey COMPASS MASSACHUSETTS , LLC GB

  143 Bridge 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 $774,541

  Last Listing Agent Suzann Ward HOUSATONIC REAL ESTATE

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

  

  /28

  Est $421,977

  Not Listed For Sale

  2 Pine St, Great Barrington, MA 01230

  • 3 Beds
  • 2.5 Baths
  • 1,932 Sq Ft
  • Built 2008

  2 Pine St, Great Barrington, MA 01230

  Last Sold Summary

  • 276 Days On Market
• 

  

  /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
• 

  

  /31

  $425,000

  Sold Jun 27, 2025

  242 State Rd, Great Barrington, MA 01230

  • 3 Beds
  • 1 Bath
  • 1,532 Sq Ft
  • Built 1900

  Last Sold Summary

  • $277/SF
  • 13 Days On Market

  Current Estimated Value $458,108

  Last Listing Agent Suzann Ward HOUSATONIC REAL ESTATE

  242 State Rd, Great Barrington, MA 01230
• 

  

  /40

  Est $820,473

  Not Listed For Sale

  15 Higgins St, Great Barrington, MA 01230

  • 3 Beds
  • 2 Baths
  • 1,856 Sq Ft
  • Built 1920

  15 Higgins St, Great Barrington, MA 01230

  Last Sold Summary

  • 16 Days On Market
• 

  

  /41

  $1,295,000

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

  260 Maple Ave, Great Barrington, MA 01230

  Timeless Craftsmanship Meets Modern Living-Built in 2004, this exquisitely crafted historic reproduction home 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

  Karen Climo WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  260 Maple Ave, Great Barrington, MA 01230
• 

  

  /45

  $800,000

  Sold Jul 01, 2025

  34 Seekonk Cross Rd, Great Barrington, MA 01230

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

  Last Sold Summary

  • 7% Below List Price
  • $252/SF
  • 978 Days On Market

  Current Estimated Value $849,999

  Last Listing Agent Helen Mullany HELEN MULLANY REAL ESTATE, LLC

  34 Seekonk Cross Rd, Great Barrington, MA 01230
• 

  

  /48

  Est $1,630,617

  Not Listed For Sale

  5 Copper Beech Ln, Great Barrington, MA 01230

  • 4 Beds
  • 3.5 Baths
  • 3,559 Sq Ft
  • Built 1999

  5 Copper Beech Ln, Great Barrington, MA 01230

  Last Sold Summary

  • 10 Days On Market
• 

  

  /27

  $365,000

  • 3 Beds
  • 1 Bath
  • 872 Sq Ft

  26 Pine St, Great Barrington, MA 01230

  LAKE BUEL, NEW MARLBOROUGH COTTAGE!For the past 60 years this cottage has been a source of joy for the same family, now it is your turn. Affordable, simple, rustic three season cottage with deeded access to the lake. Well loved and nicely maintained, with updated kitchen, and a beautiful stone fireplace for those chilly evenings. Nice open plan Living/Dining area. Relax on the Deck or gather

  Helen Mullany HELEN MULLANY REAL ESTATE, LLC

  26 Pine St, Great Barrington, MA 01230
• 

  

  /38

  $905,000

  Sold Aug 05, 2025

  270 Hillsdale Rd, Great Barrington, MA 01230

  • 4 Beds
  • 3 Baths
  • 2,472 Sq Ft
  • Built 1760

  Last Sold Summary

  • 8% Below List Price
  • $366/SF
  • 92 Days On Market

  Current Estimated Value $987,521

  Last Listing Agent Kate Lascar COMPASS MASSACHUSETTS , LLC GB

  270 Hillsdale Rd, Great Barrington, MA 01230
• 

  

  /3

  Est $721,826

  Not Listed For Sale

  80 Taconic Ave Unit 16, Great Barrington, MA 01230

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

  80 Taconic Ave Unit 16, Great Barrington, MA 01230

  Last Sold Summary

  • 0 Days On Market
• 

  

  /30

  $6,475,000

  • 9 Beds
  • 11 Baths
  • 12,968 Sq Ft

  250 Long Pond Rd, Great Barrington, MA 01230

  Experience a rare Zen-inspired retreat in the heart of the Berkshires, brilliantly designed to exist in harmony with its natural surroundings. Set on nearly 120 acres of protected land with striking rock outcroppings, sweeping mountain views, and frontage along the Williams River, this architecturally significant contemporary offers a true sense of privacy, tranquility, and escape- all just

  Elyse Morris Elyse Harney Real Estate

  250 Long Pond Rd, 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 $1,640,252

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

  87 Alford Rd, Great Barrington, MA 01230
• 

  

  /34

  Est $662,503

  Not Listed For Sale

  80 Taconic Ave Unit 8, Great Barrington, MA 01230

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

  80 Taconic Ave Unit 8, Great Barrington, MA 01230

  Last Sold Summary

  • 46 Days On Market
• 

  

  /79

  $2,495,000

  • 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 adjoins

  Suzann Ward HOUSATONIC REAL ESTATE

  17 Cronk Rd, Great Barrington, MA 01230
• 

  

  /33

  $625,000

  Sold Apr 16, 2026

  6 Lake Ave, Great Barrington, MA 01230

  • 2 Beds
  • 1 Bath
  • 1,107 Sq Ft
  • Built 1946

  Last Sold Summary

  • 4% Above List Price
  • $565/SF
  • 28 Days On Market

  Current Estimated Value $614,505

  Last Listing Agent Paige Backhaus WILLIAM RAVEIS - BERKSHIRE

  6 Lake Ave, Great Barrington, MA 01230

Showing Results 241 - 280, Page 7 of 18