Stockbridge, MA Real Estate & Homes for Sale

Surrounded by the rolling hills and colorful foliage of the Berkshires sits the New England town of Stockbridge. Famously known as the setting of Norman Rockwell’s iconic paintings depicting small-town American life, Stockbridge offers an irresistible mix of rural charm, community spirit, and world-class culture. As experienced Stockbridge real estate brokers for over 40 years, Cohen + White Associates presents home buyers with our premium selection of homes for sale. Whether you’re looking for a roomy estate, modern architectural gem, or cozy retreat, our team has the knowledge and dedication to turn your Stockbridge living dreams into reality. Browse below for our current exclusive listings or contact us today to craft your perfect Berkshires home search.

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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 Stockbridge

Stockbridge offers small town New England charm alongside world-class cultural amenities. From the iconic Red Lion Inn to the Norman Rockwell Museum and nearby Tanglewood music venue, Stockbridge delivers access to renowned destinations without compromising a comforting sense of community.

As a Stockbridge resident, you'll enjoy the perks of Berkshires living against a backdrop of rolling hills and beautiful landscapes. Outdoor enthusiasts will love the hiking trails and waterways surrounding the area, along with ski slopes just a short drive away. The thriving downtown features cute boutiques and cafés, farmers markets, and community events all year long. With excellent school districts and proximity to Albany and other metro areas, Stockbridge provides an ideal blend of peaceful lifestyle and convenience.

Our Stockbridge Real Estate Agents

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Frequently Asked Questions

Discover Stockbridge: Answers to Common Real Estate Questions

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  • With its storybook charm, robust creative community, and wealth of four-season recreational activities, Stockbridge makes an exceptional location for a second home. The Berkshires have long attracted part-time residents who divide time between city and country houses.

    Outdoor enthusiasts will love the area hiking trails, lakes and rivers, and nearby ski slopes like Bousquet and Jiminy Peak. The rich cultural scene includes the Norman Rockwell Museum, Tanglewood music venue, Jacob’s Pillow dance festival, and thriving local theater groups.

  • Stockbridge and the surrounding Berkshires area is renowned as a thriving arts and culture hub. The flagship attraction is the Norman Rockwell Museum, housing the world's largest collection of the painter's iconic Americana works.

    Every summer, hundreds of thousands flock to Tanglewood Music Center to enjoy world-class concerts and outdoor picnics on the lawn. Jacob's Pillow Dance Festival, the Berkshire Theater Group, and Shakespeare & Company offer season after season of inspiring theater and dance performances.

    The downtown area includes wonderful galleries, studios, museums, and public art. Whether you're looking to attend a show or visit a local gallery, Stockbridge offers an enriching environment to immerse yourself in the arts.

  • With its top-rated schools, wealth of kid-friendly activities, and strong community spirit, Stockbridge offers an excellent environment for families. The area features highly-ranked public and private schools.

    Outdoor enthusiasts will love the nearby summer camps, hiking trails, swimming holes, and winter ski slopes. The thriving downtown offers boutiques and cafés perfect for young ones. Low crime rates, small class sizes, and an overall safe atmosphere provide comfort to both children and parents. The blend of small town life, culture, education, and year-round recreation makes Stockbridge an ideal place for families to put down roots.

  • One of the many perks of living in Stockbridge is the convenience and proximity to Tanglewood Music Center, the summer home of the Boston Symphony Orchestra.

    Located in Lenox, the historic Tanglewood estate is about 5 miles down the road from the center of Stockbridge. Many Stockbridge homeowners enjoy attending world-class concerts, operas, and musical events at Tanglewood.

Your Stockbridge Real Estate Experts

At Cohen + White Associates, our team brings over 40 years of Berkshires real estate expertise to every transaction. As longtime area residents, we love this community and take a tailored, attentive approach to help clients enjoy Berkshires living.

We recognize that each client and property is unique, so we take the time to listen and understand your goals. Our insightful local knowledge and commitment to service helps us provide exceptional guidance whether you're buying or selling a home in Lenox, Stockbridge or nearby Berkshire towns.

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