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Searching: Great Barrington
12 listings found
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For Sale
Virtual Tour
58 Round Hill Rd
Great Barrington, Massachusetts 01230
$4,250,000
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…
- Bed5
- Bath8
- Sqft6,378
- Acres8.75
- MLS248548
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For Sale
110 Alford Rd
Great Barrington, Massachusetts 01230
$3,500,000
Set on over 12 private acres just minutes from the center of Great Barrington, this impeccably designed estate offers an extraordinary combination of luxury, privacy, and panoramic southern views of the Taconic Range, including the iconic silhouette of Mount…
- Bed5
- Bath7
- Sqft6,088
- Acres12.23
- MLS247898
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For Sale
32 Benton Ave
Great Barrington, Massachusetts 01230
$1,995,000
Spectacular 1896 Victorian on The Hill, completely and stylishly renovated in 2025! This six-bedroom beauty seamlessly blends original floors and grand woodwork with all-new, high-efficiency systems. Key 2025 updates include full insulation, exterior paint and two new upstairs luxury…
- Bed6
- Bath3
- Sqft4,138
- Acres0.41
- MLS248313
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For Sale
6 Thrushwood Ln
Great Barrington, Massachusetts 01230
$1,395,000
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…
- Bed5
- Bath4
- Sqft4,200
- Acres1.84
- MLS248139
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For Sale
4 Thrushwood Ln
Great Barrington, Massachusetts 01230
$1,395,000
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.…
- Bed5
- Bath4
- Sqft4,200
- Acres2.95
- MLS246303
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For Sale
228 East St
Great Barrington, Massachusetts 01230
$1,390,000
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…
- Bed5
- Bath5
- Sqft2,900
- Acres0.11
- MLS247901
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For Sale
114 Brush Hill Rd
Great Barrington, Massachusetts 01230
$1,250,000
New Build Contemporary. Timbercraft Homes & Rosengren Architects collaborated to create this Contemporary 1584 square foot 2 bedroom home. Clean lines and simple one level living. Energy efficient Home with beautiful oak floors, custom kitchen open to dining and…
- Bed2
- Bath2
- Sqft1,584
- Acres2.14
- MLS246606
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For Sale
127 Monument Valley Rd
Great Barrington, Massachusetts 01230
$1,249,000
Beautifully renovated New England Farmhouse with thoughtful modern updates! The home retains original character with wood floors, some exposed timber framing, and a cozy fireplace. Chef’s kitchen with high end appliances for serious cooking and easy entertaining. Three comfortable…
- Bed3
- Bath3
- Sqft1,860
- Acres3.00
- MLS248505
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For Sale
3 Pleasant View Dr
Great Barrington, Massachusetts 01230
$1,200,000
Rare offering of over six acres ”On the Hill”, sprawling residence with first floor primary, large eat-in kitchen with cozy fireplace.. porch-privacy-garage..open acreage bordered by woods.. walking distance to Main Street, Skiing and Lake Mansfield nearby… Five bedrooms, three…
- Bed5
- Bath3
- Sqft3,328
- Acres6.00
- MLS248253
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For Sale
6 Muddy Brook Cir
Great Barrington, Massachusetts 01230
$1,200,000
Stunning Contemporary Home in Great Barrington – Perfect Blend of Privacy and Convenience Discover 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…
- Bed3
- Bath4
- Sqft2,447
- Acres3.36
- MLS247113
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For Sale
185 State Rd
Great Barrington, Massachusetts 01230
$1,000,000
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 two oversized curb cuts…
- Acres1.07
- MLS247692
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For Sale
97 Brush Hill Rd
Great Barrington, Massachusetts 01230
$998,000
Berkshires Sanctuary – A Fully Renovated Retreat with Appalachian Trail Access & Nearby Three Mile Pond. Tucked away in a landscape of towering trees and rolling hills, this exquisite four-bedroom and three-bathroom, retreat has been reimagined with over $650,000…
- Bed4
- Bath4
- Sqft2,322
- Acres2.65
- MLS245609
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Last Updated: 16/01/2026 4:37:46 am
