Great Barrington, MA Homes

/43
$1,290,000
- 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 Highlights5 Bedrooms | 4 Full Baths + 1 Half Bath**Complex rebuild from the ground up** - preserved nod to the town's heritage with a

Eric Steuernagle FAIRGROUND REAL ESTATE, INC

228 East St, Great Barrington, MA 01230
/33
$740,000 Sold Jun 12, 2025

11 Prospect St, Great Barrington, MA 01230
- 4 Beds
- 2.5 Baths
- 2,114 Sq Ft
- Built 1950
Last Sold Summary
- 6% Below List Price
- $350/SF
- 41 Days On Market
Current Estimated Value $869,408

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

11 Prospect St, Great Barrington, MA 01230

/29
Est $715,818 Not Listed For Sale

6 Berkshire Cir, Great Barrington, MA 01230
- 4 Beds
- 2 Baths
- 1,652 Sq Ft
- Built 1988
6 Berkshire Cir, Great Barrington, MA 01230

Last Sold Summary
- 8% Above List Price
- $400/SF
- 23 Days On Market
Last Sold Price $660,000

Last Listing Agent Shannon Margraf William Pitt

/34
$420,000 Under Contract
- 2 Beds
- 1 Bath
- 1,182 Sq Ft
245 Long Pond Rd, Great Barrington, MA 01230

Tucked away on a quiet country road just minutes from downtown Great Barrington, this charming single-level ranch offers the perfect Berkshire retreat. Set on two private acres, the home is surrounded by mature trees and natural beauty- with nearby access to trails. Step inside to a bright interior featuring a spacious living room anchored by a beautiful stone fireplace. The kitchen offers crisp

Jessica Rizzo LAMACCHIA REALTY, INC

245 Long Pond Rd, Great Barrington, MA 01230
/40
$1,200,000 Sold Oct 31, 2025

247 Peter Menaker Rd, Great Barrington, MA 01230
- 3 Beds
- 2.5 Baths
- 2,500 Sq Ft
- Built 2003
Last Sold Summary
- 14% Below List Price
- $480/SF
- 146 Days On Market
Current Estimated Value $1,251,306

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

247 Peter Menaker Rd, Great Barrington, MA 01230

/27
Est $583,919 Not Listed For Sale

103 East St, Great Barrington, MA 01230
- 3 Beds
- 2 Baths
- 1,516 Sq Ft
- Built 1900
103 East St, Great Barrington, MA 01230

Last Sold Summary
- 22% Above List Price
- $316/SF
- 7 Days On Market
Last Sold Price $479,000

Last Listing Agent Suzann Ward HOUSATONIC REAL ESTATE

/4
$269,900 Under Contract
- Land
- 2 Acres
- $134,950 per Acre
0 Pine St, Great Barrington, MA 01230

Two-acre parcel in a quiet location, a short stroll to the Main Street. Ideal for those who seek privacy with the convenience of nearby shops, restaurants and services.

Helen Mullany HELEN MULLANY REAL ESTATE, LLC

0 Pine St, Great Barrington, MA 01230
/29
$415,000 Sold Jun 16, 2025

16 Forest Row, Great Barrington, MA 01230
- 2 Beds
- 2 Baths
- 1,485 Sq Ft
- Built 1986
Last Sold Summary
- $279/SF
- 13 Days On Market
Current Estimated Value $423,058

Last Listing Agent Jen Harvey COMPASS MASSACHUSETTS , LLC GB

16 Forest Row, Great Barrington, MA 01230

/26
Est $1,047,229 Not Listed For Sale

154 Main St, Great Barrington, MA 01230
- 7 Beds
- 7.5 Baths
- 3,016 Sq Ft
- Built 1800
154 Main St, Great Barrington, MA 01230

Last Sold Summary
- 5% Above List Price
- $330/SF
- 8,409 Days On Market
Last Sold Price $995,000

Last Listing Agent Timothy Lovett COMPASS MASSACHUSETTS , LLC GB

/10
$239,900
- Land
- 3.25 Acres
- $73,815 per Acre
139 Hurlburt Rd, Great Barrington, MA 01230

This isn't just a lot- it's a ''blank slate'' in a sought-after town right here in Berkshire County! The land has been thoughtfully cleared, saving you the time and expense of major site prep.The 3.25 acre lot is positioned between two high-quality residential homes, ensuring a stable and premium neighborhood value.

Jason Nocher NOCHER REALTY

139 Hurlburt Rd, Great Barrington, MA 01230
/26
$625,000 Sold Sep 26, 2025

3 Roger Rd, Great Barrington, MA 01230
- 3 Beds
- 2.5 Baths
- 1,790 Sq Ft
- Built 2006
Last Sold Summary
- 10% Below List Price
- $349/SF
- 117 Days On Market
Current Estimated Value $632,292

Last Listing Agent Christian Deckert WILLIAM PITT SOTHEBY'S - GT BARRINGTON

3 Roger Rd, Great Barrington, MA 01230

/52
Not Listed For Sale

263 Long Pond Rd, Great Barrington, MA 01230
- 5 Beds
- 5 Baths
- 3,256 Sq Ft
- Built 1780
263 Long Pond Rd, Great Barrington, MA 01230

Last Sold Summary
- $655/SF
- 23 Days On Market
Last Sold Price $2,132,000

Last Listing Agent Jonathan Hankin BOOTSTRAPS REAL ESTATE

/43
$600,000
- 3 Beds
- 2 Baths
- 1,618 Sq Ft
2 Lake Ave, Great Barrington, MA 01230

WONDERFUL CONTEMPORARY HOME '' ON THE HILL'' IN GB. CONSIDERED ONE OF GB'S MOST DESIRED AREAS. ENJOY THE CONVENIENCE OF BEING CENTRALLY LOCATED TO SHOPPING, RESTAURANTS, AND ENTERTAINMENT ARE JUST WALKING DISTANCE TO ONE OF NEW ENGLAND'S BEST DOWNTOWN AREAS.THIS OPEN CONCEPTED HOME OFFERS GREAT NATURAL LIGHT AND THE ABILITY AND OPPORTUNITY TO COMMUNE AND ENTERTAIN.THREE BEDROOMS- MAIN BEDROOM

David Carlson FAIRGROUND REAL ESTATE, INC

2 Lake Ave, Great Barrington, MA 01230
/59
$849,000 Sold Jan 06, 2026

311 N Plain Rd, Housatonic, MA 01236
- 4 Beds
- 3.5 Baths
- 4,072 Sq Ft
- Built 1800
Last Sold Summary
- 11% Below List Price
- $208/SF
- 134 Days On Market
Current Estimated Value $883,766

Last Listing Agent Vashti Poor LANCE VERMEULEN RE, INC

311 N Plain Rd, Housatonic, MA 01236

/37
Est $816,790 Not Listed For Sale

680 S Egremont Rd, Great Barrington, MA 01230
- 4 Beds
- 2 Baths
- 2,640 Sq Ft
- Built 1977
680 S Egremont Rd, Great Barrington, MA 01230

Last Sold Summary
- 30% Above List Price
- $239/SF
- 17 Days On Market
Last Sold Price $630,000

Last Listing Agent Helen Mullany HELEN MULLANY REAL ESTATE, LLC

/15
$437,360
- 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
/42
$1,225,000 Sold Feb 27, 2026

4 Thrushwood Ln, Great Barrington, MA 01230
- 5 Beds
- 4 Baths
- 4,200 Sq Ft
- Built 2024
Last Sold Summary
- 28% Below List Price
- $292/SF
- 263 Days On Market
Current Estimated Value $1,490,000

Last Listing Agent Karen Climo WILLIAM PITT SOTHEBY'S - GT BARRINGTON

4 Thrushwood Ln, Great Barrington, MA 01230

/56
Est $1,227,780 Not Listed For Sale

106 Egremont Plain Rd, Great Barrington, MA 01230
- 3 Beds
- 2.5 Baths
- 2,736 Sq Ft
- Built 1890
106 Egremont Plain Rd, Great Barrington, MA 01230

Last Sold Summary
- 8% Below List Price
- $486/SF
- 60 Days On Market
Last Sold Price $1,329,500

Last Listing Agent Suzann Ward HOUSATONIC REAL ESTATE

/21
$439,000
- 4 Beds
- 2 Baths
- 2,112 Sq Ft
115 Bridge St, Great Barrington, MA 01230

BRIDGERTOWN CXV A great opportunity to own or invest in a 2-unit In-town property. 3 bedroom first floor with 1 bath, 2nd Floor is a spacious and light 1 bedroom, 1 bath. Hardwood floors, Updated boiler system. Just a quick stroll across the bridge and your in town for all your shopping and entertainment. This is a great chance to own and live while bringing some income in to offset expenses.

Mark Rosengren LANCE VERMEULEN RE, INC

115 Bridge St, Great Barrington, MA 01230
/51
$846,000 Sold Nov 10, 2025

4 Pleasant View Dr, Great Barrington, MA 01230
- 3 Beds
- 3.5 Baths
- 2,544 Sq Ft
- Built 1987
Last Sold Summary
- $333/SF
- 4 Days On Market
Current Estimated Value $849,478

Last Listing Agent Matt Carlino MACCARO REAL ESTATE

4 Pleasant View Dr, Great Barrington, MA 01230

/45
Est $1,314,271 Not Listed For Sale

17 Sheffield Rd, Great Barrington, MA 01230
- 5 Beds
- 3 Baths
- 4,000 Sq Ft
- Built 1802
17 Sheffield Rd, Great Barrington, MA 01230

Last Sold Summary
- 5% Above List Price
- $314/SF
- 48 Days On Market
Last Sold Price $1,256,500

Last Listing Agent Suzann Ward HOUSATONIC REAL ESTATE

/6
$500,000
- Land
- 0.41 Acre
- $1,219,485 per Acre
185 B State Rd, Great Barrington, MA 01230

A premier commercial development opportunity awaits at 185 State Road. Positioned directly on the bustling Route 7, this property guarantees maximum brand exposure with a daily traffic count exceeding 16,000 vehicles. Superior site logistics include an oversized curb cut for easy ingress and egress, along with ample space for on-site parking. This versatile property is engineered for success,

Tony Segalla LANCE VERMEULEN RE, INC

185 B State Rd, Great Barrington, MA 01230
/52
$1,100,000 Sold Sep 25, 2025

82 West Ave, Great Barrington, MA 01230
- 5 Beds
- 3.5 Baths
- 4,000 Sq Ft
- Built 1900
Last Sold Summary
- 31% Below List Price
- $275/SF
- 156 Days On Market
Current Estimated Value $1,186,305

Last Listing Agent Claire Pollart LANCE VERMEULEN RE, INC

82 West Ave, Great Barrington, MA 01230

/40
Est $485,609 Not Listed For Sale

1507 Home Rd, Great Barrington, MA 01230
- 3 Beds
- 2 Baths
- 1,240 Sq Ft
- Built 1978
1507 Home Rd, Great Barrington, MA 01230

Last Sold Summary
- 35% Above List Price
- $290/SF
- 87 Days On Market
Last Sold Price $360,000

Last Listing Agent Doug Collins LAMACCHIA REALTY, INC

/85
$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
/47
$1,525,000 Sold Jan 09, 2026

268 County Rd Unit 270, Great Barrington, MA 01230
- 4 Beds
- 4.5 Baths
- 3,900 Sq Ft
- Built 1996
Last Sold Summary
- 15% Below List Price
- $391/SF
- 65 Days On Market
Last Listing Agent Mauren White-Kirkby BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

268 County Rd Unit 270, Great Barrington, MA 01230

/21
Est $517,594 Not Listed For Sale

85 Lake Buel Rd, Great Barrington, MA 01230
- 3 Beds
- 1.5 Baths
- 1,368 Sq Ft
- Built 1965
85 Lake Buel Rd, Great Barrington, MA 01230

Last Sold Summary
- 23% Above List Price
- $307/SF
- 34 Days On Market
Last Sold Price $420,000

Last Listing Agent Ginger Alexander BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

/26
$609,000
- 4 Beds
- 2.5 Baths
- 2,340 Sq Ft
54 Egremont Plain Rd, Great Barrington, MA 01230

New England farmhouse with distant views. Large common rooms & kitchen great room are bathed in sunlight. Beautiful pine floors & exposed beams throughout the 1st floor. Extra room on the first floor can be used as a bedroom or an office (not pictured.) Many structural renovations in 2004, central air, in line generator, in ground pool, screened porch & so much charm. The flat 3.89 acres allows

Katie Williams STONE HOUSE PROPERTIES, LLC

54 Egremont Plain Rd, Great Barrington, MA 01230
/42
$995,000 Sold Jul 15, 2025

72 Boice Rd, Great Barrington, MA 01230
- 3 Beds
- 2 Baths
- 2,208 Sq Ft
- Built 1987
Last Sold Summary
- 2% Above List Price
- $451/SF
- 33 Days On Market
Current Estimated Value $985,929

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

72 Boice Rd, Great Barrington, MA 01230

/23
Est $505,775 Not Listed For Sale

55 Lake Buel Rd, Great Barrington, MA 01230
- 3 Beds
- 1 Bath
- 1,232 Sq Ft
- Built 1974
55 Lake Buel Rd, Great Barrington, MA 01230

Last Sold Summary
- 26% Above List Price
- $325/SF
Last Sold Price $400,000

Last Listing Agent Shannon Margraf William Pitt

/20
$950,000
- 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
/24
$775,000 Sold Sep 03, 2025

2 Copper Beech Ln, Great Barrington, MA 01230
- 3 Beds
- 2.5 Baths
- 1,898 Sq Ft
- Built 1997
Last Sold Summary
- $408/SF
- 11 Days On Market
Current Estimated Value $782,508

Last Listing Agent Jen Harvey COMPASS MASSACHUSETTS , LLC GB

2 Copper Beech Ln, Great Barrington, MA 01230

/27
Est $1,364,596 Not Listed For Sale

206 Blue Hill Rd, Great Barrington, MA 01230
- 3 Beds
- 2.5 Baths
- 1,692 Sq Ft
- Built 1911
206 Blue Hill Rd, Great Barrington, MA 01230

Last Sold Summary
- 9% Below List Price
- $887/SF
- 21 Days On Market
Last Sold Price $1,500,000

Last Listing Agent Claudia Crane COMPASS MASSACHUSETTS , LLC GB

/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
/36
$655,500 Sold Nov 06, 2025

204 Cottage St, Great Barrington, MA 01236
- 3 Beds
- 3 Baths
- 2,272 Sq Ft
- Built 1900
Last Sold Summary
- 18% Below List Price
- $289/SF
- 131 Days On Market
Last Listing Agent Helen Mullany HELEN MULLANY REAL ESTATE, LLC

204 Cottage St, Great Barrington, MA 01236

/55
Est $1,015,668 Not Listed For Sale

79 Brush Hill Rd, Great Barrington, MA 01230
- 4 Beds
- 3 Baths
- 2,675 Sq Ft
- Built 1986
79 Brush Hill Rd, Great Barrington, MA 01230

Last Sold Summary
- 16% Above List Price
- $329/SF
- 7 Days On Market
Last Sold Price $879,000

Last Listing Agent Claire Pollart LANCE VERMEULEN RE, INC

/26
$399,900
- 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, also zoned commercially, 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

Lauren Rosen LANCE VERMEULEN RE, INC

153 State Rd, Great Barrington, MA 01230
/16
$125,000 Sold Oct 10, 2025

386 N Plain Rd, Great Barrington, MA 01230
- 2 Beds
- 1 Bath
- 1,092 Sq Ft
- Built 1936
Last Sold Summary
- 37% Below List Price
- $114/SF
- 18 Days On Market
Current Estimated Value $260,152

Last Listing Agent John Segalla HOUSATONIC REAL ESTATE

386 N Plain Rd, Great Barrington, MA 01230

/60
Est $2,578,127 Not Listed For Sale

112 Brush Hill Rd, Great Barrington, MA 01230
- 5 Beds
- 4.5 Baths
- 5,764 Sq Ft
- Built 2006
112 Brush Hill Rd, Great Barrington, MA 01230

Last Sold Summary
- 3% Above List Price
- $433/SF
- 309 Days On Market
Last Sold Price $2,497,500

Last Listing Agent Mark Rosengren LANCE VERMEULEN RE, INC

/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

Showing Results 161 - 200, Page 5 of 18

Massachusetts Berkshire County Great Barrington

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