Great Barrington, MA Real Estate & Homes for Sale

Located in scenic Berkshire County, Great Barrington has small town New England charm while also boasting a thriving cultural scene and abundant outdoor activities. Browse our collection of Great Barrington homes for sale, ranging from historic properties to newly built luxury estates. Whether you seek a quiet country retreat or a home conveniently situated near the vibrant downtown area, you’re sure to find options to match your lifestyle and budget when browsing our home listings. Contact our real estate agents to learn more and schedule showings for any Great Barrington houses for sale that pique your interest.

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36 Matches Found
$6,850,000
77 Seekonk Cross Rd, Great Barrington, MA
Active
5BD 4BA 3,474SF
Last Modified: 3:27am, August 25, 2024
Listing Office: WILLIAM PITT SOTHEBY'S - SALISBURY
Listing Agent: Elvia Gignoux
$3,900,000
685 South Egremont Rd, Great Barrington, MA
Active
2BD 2BA 12,207SF
Last Modified: 3:29am, August 24, 2024
Listing Office: WILLIAM PITT SOTHEBY'S - GT BARRINGTON
Listing Agent: Steven J. Weisz
$3,750,000
116 Brush Hill Rd, Great Barrington, MA
Active
4BD 5BA 5,300SF
Last Modified: 2:14pm, September 25, 2024
Listing Office: LANCE VERMEULEN RE, INC
Listing Agent: Mark Rosengren
$3,100,000
300 Alcott Rd, Great Barrington, MA
Active
7BD 6BA 7,008SF
Last Modified: 11:50pm, October 21, 2024
Listing Office: WILLIAM PITT SOTHEBY'S - GT BARRINGTON
Listing Agent: Patrice C. Melluzzo
$2,250,000
87 Alford Rd, Great Barrington, MA
Active
3BD 2BA 2,990SF
Last Modified: 8:31pm, December 5, 2024
Listing Office: LANCE VERMEULEN RE, INC
Listing Agent: Antonio M Segalla
$1,695,000
9 East Mountain Rd, Great Barrington, MA
Active
4BD 4BA 3,305SF
Last Modified: 9:14pm, October 18, 2024
Listing Office: Compass Massachusetts, LLC
Listing Agent: Timothy Lovett
$1,695,000
4 Thrushwood Ln, Great Barrington, MA
Active
5BD 4BA 4,200SF
Last Modified: 2:05pm, December 6, 2024
Listing Office: BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY
Listing Agent: Maureen White-Kirkby
$1,590,000
518 Main St, Great Barrington, MA
Active
11BD 13BA 8,134SF
Last Modified: 12:54pm, November 27, 2024
Listing Office: THE KINDERHOOK GROUP - PITTSFIELD
Listing Agent: Tanya LeRose
$1,295,000
102 Castle Hill Ave, Great Barrington, MA
Active
4BD 2BA 1,506SF
Last Modified: 9:12pm, October 18, 2024
Listing Office: Compass Massachusetts, LLC
Listing Agent: Timothy Lovett
$1,175,000
97 Brush Hill Rd, Great Barrington, MA
Active
4BD 3BA 1,880SF
Last Modified: 7:33pm, November 13, 2024
Listing Office: Compass Massachusetts, LLC
Listing Agent: Jennifer Harvey
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Information from the Berkshire County Board of Realtors, Inc. or it's Multiple Listing Service. Site contains live data. Information herein believed to be accurate, but not warranted. All right, title and interest in the exclusively listed property information represented on this website was created, maintained and copyrighted by the Berkshire County Board of Realtors® and in copyrights therein, hall at all times remain vested in the Berkshire County Board of Realtors®. As a Participant of theBerkshire County Multiple Listing Service, this company was granted a lease to use this information in accordance with all rules and regulations of the Service. This information is being provided for Consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties Consumers may be interested in purchasing.

Berkshire County Luxury Real Estate

Discover the Advantages of Living in Great Barrington

Located in the heart of the culturally vibrant Berkshires, Great Barrington offers residents a high quality of life with beautiful scenery, a thriving arts scene, and a friendly small town community. From its charming Main Street lined with cafes, boutiques, and antique shops to world-class theater and music at renowned festivals and venues, Great Barrington is the perfect spot to enjoy an enriched lifestyle in the Massachusetts countryside.

In addition to rich culture and entertainment options, there are plenty of outdoor activities readily available to Great Barrington locals. The area offers excellent options for hiking and wildlife viewing just minutes from downtown. The Housatonic River provides opportunities for fly fishing, canoeing, and swimming during warm weather. Or enjoy a round of golf on one of the highly-rated local golf courses. Great Barrington’s setting amidst gorgeous, rolling hills guarantees residents have no shortage of outlets for fresh air and recreation alongside the convenience of shopping, dining, and entertainment on Main Street.

Our Great Barrington Real Estate Agents

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Frequently Asked Questions

Discover Great Barrington: Answers to Common Real Estate Questions

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  • Nestled in the mountains yet accessible from New York and Boston metro areas, Great Barrington attracts buyers seeking a weekend getaway home in the scenic Berkshires. From hiking at local mountains to strolling Main Street's galleries and antiques shops, Great Barrington offers laid-back small town charm alongside rich culture. Music, theater, dance, art shows, and museums thrive in this hub of Berkshires creativity.

    In addition to the thriving arts, farm-to-table dining options, boutique shopping, and outdoor recreation draw second home buyers to Great Barrington. With a vibrant, tight-knit community and the gorgeous Massachusetts countryside right outside your door, Great Barrington delivers tranquility and enrichment for memorable weekends and getaways.

  • Great Barrington's thriving downtown showcases the lively creative spirit woven into this scenic New England town. From galleries and boutiques to studios, theaters, and seasonal festivals, Great Barrington's downtown invites exploration of local art, music, film, dance, and more. The Triplex Cinema is a must-visit arthouse playing indie and mainstream films.

    Nearby towns and areas like Lenox, Stockbridge, and Tanglewood also bolster Great Barrington's bustling creative culture. Jacob's Pillow Dance Festival brings world-famous dance troupes each summer while Norman Rockwell Museum displays iconic American paintings.

  • With hiking trails, farms, a quaint downtown, Great Barrington offers families endless recreation and enrichment. Top-rated schools also attract parents to the area. The scenic Berkshires setting provides a safe, small town atmosphere where kids can explore the natural playground and make close neighborhood friends.

    Great Barrington's downtown area gives the whole family space to dine, shop, or take in various community events together. Nearby skiing, swimming, and four-season recreational opportunities encourage active lifestyles year-round. Between the natural beauty right outside their door and the hometown bonds formed, Great Barrington supplies everything families need to put down roots and make lasting memories.

  • Tanglewood, the summer home of the Boston Symphony Orchestra, is just a quick scenic drive away for Great Barrington residents. It takes only around 25 minutes along charming country roads to travel between these two popular Berkshires destinations. Tanglewood's outdoor Koussevitzky Music Shed brings world-renowned conductors and guest musicians each summer and fall to perform in the lush hills of Lenox.

    Great Barrington's proximal location allows classical music fans easy access to experience Tanglewood's spectacular orchestral programming during its famed annual season. At just 13 miles away, the drive features classic New England mountain vistas before arriving at Tanglewood’s lush grounds, perfect for a picnic before a performance.

Your Great Barrington Real Estate Experts

At Cohen + White Associates, our deeply experienced team strives to provide each client with personalized, attentive real estate service that exceeds expectations. By truly listening and asking the right questions, we get to know your unique needs and goals when buying or selling a home in Great Barrington and the Berkshires.

Located right in the Berkshires, our brokers stay actively immersed in the tight-knit communities we serve. With over 40 years helping area home buyers and sellers, we utilize our strong local connections and wealth of regional real estate expertise to benefit our clients. Whether you desire a peaceful country cottage or grand mountain estate, require relocation assistance or strategic staging, we work tirelessly as your trusted advocates and advisors. At Cohen + White Associates, exceeding client expectations through responsive care and insight is our top priority.

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