Berkshire County Real Estate & Homes for Sale

Berkshire County is a picturesque region of Western Massachusetts filled with natural wonder, small-town charm, thriving arts and culture, and exceptional schools. The team at Cohen & White Associates has spent over four decades connecting home buyers and sellers with the perfect Berkshire County properties to fit their lifestyles. From cozy historic dwellings to sprawling luxury estates and family-friendly neighborhoods, we offer an unrivaled selection of Berkshire real estate. Our expert agents have profound knowledge of beloved towns spanning from Great Barrington to Pittsfield and Lenox – let us guide your personalized home search or market your property to its fullest potential.

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1,014 Matches Found
$15,000,000
11 Hawthorne St, Stockbridge, MA
Active
19BD 23BA 22,000SF
Last Modified: 5:31pm, May 8, 2024
Listing Office: LANDVEST, INC.
$15,000,000
11 Hawthorne St, Stockbridge, MA
Active
23BA 22,000SF
Last Modified: 5:35pm, May 8, 2024
Listing Office: LANDVEST, INC.
$13,500,000
319 Under Mountain Rd, Lenox, MA
Active
7BD 6BA 13,261SF
Last Modified: 9:42pm, June 5, 2024
Listing Office: WILLIAM PITT SOTHEBY'S - GT BARRINGTON
$9,950,000
7 Prospect Hill Rd, Stockbridge, MA
Active
5BD 9BA 9,339SF
Last Modified: 6:09pm, October 27, 2023
Listing Office: WILLIAM PITT SOTHEBY'S - GT BARRINGTON
$7,500,000
2080 South Undermountain Rd, Sheffield, MA
Pending
5,850SF
Last Modified: 6:58pm, May 9, 2024
Listing Office: ELYSE HARNEY REAL ESTATE
$7,500,000
2080 South Undermountain Rd, Sheffield, MA
Pending
11BD 6BA 5,850SF
Last Modified: 7:02pm, May 9, 2024
Listing Office: ELYSE HARNEY REAL ESTATE
$6,850,000
77 Seekonk Cross Rd, Great Barrington, MA
Active
5BD 4BA 3,474SF
Last Modified: 12:29pm, June 13, 2024
Listing Office: WILLIAM PITT SOTHEBY'S - SALISBURY
$6,500,000
14 Sullivan Rd, Sandisfield, MA
Active
3BD 6BA 3,000SF
Last Modified: 6:30am, June 5, 2024
Listing Office: BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY
$6,300,000
250 Long Pond Rd, Great Barrington, MA
Active
9BD 9BA 12,968SF
Last Modified: 2:09pm, June 11, 2024
Listing Office: STONE HOUSE PROPERTIES, LLC
$5,900,000
25 Sheffield Rd, Egremont, MA
Active
6BD 6BA 5,468SF
Last Modified: 5:19pm, June 10, 2024
Listing Office: ELYSE HARNEY REAL ESTATE
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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 Berkshire County

Located in the heart of the culturally vibrant Berkshires, Berkshire County offers residents a high quality of life with beautiful scenery, a thriving arts scene, and a friendly small-town community. From its charming Main Streets lined with cafes, boutiques, and antique shops to world-class theater and music at renowned festivals and venues, Berkshire County 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 Berkshire County locals. The trails of October Mountain State Forest and Kennedy Park offer 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 many highly-rated golf courses nearby. Berkshire County’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.

Our Berkshire County Real Estate Agents

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Frequently Asked Questions

Discover Berkshire County: Answers to Common Real Estate Questions

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  • Yes, Berkshire County is a great place for a second home. The region blends gorgeous scenery and many cultural activities without lots of tourist crowds. You can enjoy the outdoors at lakes and hiking trails then go see world-famous shows at Tanglewood Music Center. The pretty rural towns have nice local shops and cafes to visit. Bigger cities are also easy to access. The area gives second homeowners a nice mix of peaceful natural places and enriching cultural experiences within an easy drive of major Northeast cities. You get the best of both nature and the arts!

  • Yes, Berkshire County has a very active arts and cultural scene across music, theater, dance, visual arts, and more. Famous venues like Tanglewood Music Center and Mass MoCA Museum bring in visitors. But local towns also have creative events like outdoor town concerts, art walks to see paintings and photos from local artists, independent movies playing at small theaters, author talks at bookshops and other community happenings. With all the outdoor natural beauty mixed together with the museums and galleries, Berkshire County has a special arts culture you won't find anywhere else. Small towns make art very accessible to enjoy and be part of.

  • Yes, Berkshire County offers many family-friendly small towns ideal for raising children. Superb school districts, low crime rates, recreational programs, and tight-knit community bonds make the region very appealing to families.

    Outdoor activities like skiing, boating, hiking, and winter sports provide plentiful options to keep children active and engaged with nature. Many towns have seasonal fairs and events at local parks bringing parents and kids together. The quaint downtowns dotted across the county also cater well to families, with puppet theaters, carousel rides, youth enrichment programming, children's museums, and family-owned cafes.

    With its pristine natural landscapes interwoven between lively cultural attractions emerging once winter thaws, Berkshire County sustains families with an enriching atmosphere across all four seasons. The enduring community spirit found in these towns creates wonderful childhood memories growing up and lifelong neighborhood friendships.

Your Berkshire County Real Estate Experts

Our team at Cohen + White Associates is committed to delivering exceptional service. With deep industry knowledge and local expertise, we navigate the ever-changing Berkshire County real estate market. By staying up to date on market trends, property values, and emerging opportunities, we provide informed advice and strategic guidance to our clients.

As reliable experts in Berkshire County real estate, we prioritize your satisfaction. Whether you're a first-time homebuyer or an experienced investor, we take the time to understand your unique goals and customize our services accordingly. Working with our dedicated and attentive team ensures a seamless and rewarding real estate journey in Berkshire County. Discover the difference of partnering with a passionate group focused on your needs every step of the way.

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