Lenox, MA Real Estate & Homes for Sale

Located amid the breathtaking Berkshire Hills sits the historic small town of Lenox, with a scenic market of available homes for sale today including grand historic estates and charming New England-style cottages. Cohen + White Associates connects buyers to exclusive real estate listings for those seeking sprawling acreage, village convenience near acclaimed theaters and restaurants, or turnkey luxury to privately immerse in the area’s rich cultural offerings. Let our seasoned local brokers guide your personalized home search–whether you desire a family home close to highly rated schools or a tranquil retreat for weekend escapes from New York or Boston. Discover Lenox’s finest estates, ranches and dwellings now or contact us to begin strategizing your custom Berkshires property goals.

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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 Lenox

Life in Lenox brings access to acclaimed cultural venues, top-rated schools, and preserved natural beauty just steps outside residents’ doorsteps plus connections to big city opportunities under a two hour drive away. The public and private K-12 school systems rate consistently high year after year while also integrating creative enrichment activities into academics. Famously artistic residents mean community always brims with creative energy.

The outdoors also allure year-round with slopes, hiking trails, water recreation, golf courses, winter sports, and more keeping residents plenty active. From downtown concerts to renowned theater productions, Lenox offers iconic small town experiences steeped in culture. Yet Tanglewood, Jacob’s Pillow, Canyon Ranch and other attractions also supplement local entertainment just minutes up the road. Lenox strikes an enviable balance between rural serenity and amenities found in bustling metro hubs.

Our Lenox Real Estate Agents

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Frequently Asked Questions

Discover Lenox: Answers to Common Real Estate Questions

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  • Yes, the scenic small town of Lenox has attracted second home buyers looking for a peaceful Berkshires retreat escape from Boston, New York City, and other bigger cities nearby. Lenox offers quintessential New England countryside filled with pretty views, outdoor activities, good food, and lots of art and culture perfect for a weekend getaway place. From theater, dance and music shows to galleries and museums around town, there are endless interesting things to do.

    The area also has great options for hiking, biking, golf and seasonal stuff like skiing or apple picking on farms. With a nice walkable village center with shops and restaurants, plus properties with land for privacy, Lenox provides charming small town life with plenty to keep you busy. Its location in Western Massachusetts means second homeowners can easily access quiet Berkshires relaxation along with visits to bigger towns like Pittsfield and Albany too.

  • Lenox and the surrounding Berkshires area have an incredibly vibrant arts and culture scene spanning the visual arts, performing arts, music, literature, and more. As a popular seasonal retreat for creative types from writers to musicians, Lenox boasts several cultural attractions and events within its small town borders.

    The town is home to Shakespeare & Company, a renowned theater company that stages high-quality productions throughout the year. Visual arts also have a home at the Lenox Arts gallery and Wheatleigh gallery exhibiting works by national talents. Popular annual events range from the summer lawn concerts at Lilac Park to various film festivals and artist studio tours happening regionally as well.

    Beyond Lenox proper, world-famous cultural destinations like the Tanglewood Music Center, Jacob's Pillow Dance Festival, and Norman Rockwell Museum are minutes up the road providing no shortage of inspiration. For a rural stretch of Western Massachusetts, the Berkshires valley offers remarkable creative stimulation rivaling even the most metropolitan of cities when it comes to the arts.

  • Lenox is an extremely family-friendly small town that offers a safe, welcoming atmosphere for raising children. The highly-rated school district, including Lenox Memorial Middle and High School, provides quality education enriched with art, music, sports, and extracurricular programming. Outdoor recreational facilities like the town park, swim club, youth ski programs at nearby resorts, and adventure courses keep kids active and engaged with nature.

    Popular community events range from winter sledding parties and touch-a-truck days to apple picking at harvest and the annual events, bringing local families together all year long. The downtown area also appeals to parents and kids, with puppet shows at Ventfort Hall, kid-approved eateries, toy shops, and more. From youth theater productions to town holiday celebrations, Lenox makes it easy for families to enjoy Berkshires living. The strong community spirit and scenic natural playground give kids room to create lasting memories.

  • The renowned summer home of the Boston Symphony Orchestra, Tanglewood Music Center, is conveniently located just a few scenic miles away from downtown Lenox. Nestled on the rolling hills of the Tanglewood estate in Lenox, this world-class venue attracts visitors from around the world to experience spectacular orchestral performances and renowned guest artists in the lush Koussevitzky Music Shed each season.

    Lenox residents can easily access the esteemed cultural offerings at Tanglewood to enjoy concerts under the stars from June through September annually. With breath-taking mountain views along the route, Lenox's prime location makes summers filled with outstanding music accessible right in its own backyard.

Your Lenox Real Estate Experts

With over 40 years of collective experience helping area home buyers and sellers, Cohen + White Associates leverages deep familiarity with Lenox neighborhoods and dedication to personalized guidance based on how each client wishes to live. We believe effective real estate guidance requires open two-way communication and complete transparency to fully understand needs before addressing transaction specifics. Whether assisting first-timers navigate market complexities or families find ideal long-term homes, we empower informed decisions aligned with one's life vision.

Our passionate team loves introducing people to available properties reflective of their lifestyle vision and spaces elevating quality of life tailored just for different needs. Call us anytime to view listings suited to your aims or strategize an upcoming transition into your personalized Berkshires haven according to your family, hobbies, work and interests. We turn houses into customized home opportunities.

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