Chappaqua

Nestled in the rolling hills of Northern Westchester, Chappaqua is a picture-perfect town that offers an idyllic escape from the pace of city life — without giving up sophistication or connection. Known for its lush landscapes, historic charm, and serene, wooded streets, Chappaqua is where luxury meets tranquility. It’s the kind of place where weekend farmers markets are a community staple, and scenic hikes are only a few steps away.

Despite its peaceful setting, Chappaqua is incredibly well-connected. Residents enjoy a short, direct train ride to Manhattan, making it a favorite for professionals seeking refuge without sacrificing convenience. The town’s charming downtown and its ever-evolving Chappaqua Crossing development add modern flair to this classically elegant enclave, creating a lifestyle that feels both elevated and effortlessly grounded.

Chappaqua residents enjoy a life steeped in nature, community, and culture. Mornings might start with a scenic walk at Rockefeller State Park or coffee at a local café, while afternoons are often spent perusing the farmers market or attending a performance at the Chappaqua Performing Arts Center. The town maintains a relaxed, family-friendly rhythm, but there’s a strong intellectual and creative current that keeps it vibrant. Locals are engaged, community-oriented, and proud of their hometown’s deep literary and historical roots.

Chappaqua’s dining scene is as charming as the town itself, with a mix of gourmet institutions and local favorites. At the top of the list is the iconic Crabtree’s Kittle House Restaurant & Inn, a refined destination known for its farm-to-table fare, award-winning wine list, and historic ambiance. Whether you're celebrating a special occasion or simply craving a meal that’s as thoughtful as it is delicious, this spot delivers every time.

Susan Lawrence Gourmet Foods is another beloved favorite — a chic bakery and café where elegant brunches and takeaway treats are crafted with precision and love. For everyday dining and errands, Chappaqua Crossing offers a mix of eateries, specialty shops, and services in a beautifully redesigned campus setting that blends heritage with convenience.

Though boutique in scale, shopping in Chappaqua is high on quality and charm. You’ll find curated shops, book lovers' havens, and gourmet markets that reflect the town’s sophisticated yet down-to-earth vibe. It's a retail experience that feels personal, polished, and perfectly in step with the town's spirit.

 

Chappaqua is a haven for culture lovers and outdoor enthusiasts alike. The Chappaqua Children’s Book Festival is a beloved annual event, drawing well-known authors and illustrators from across the country and filling the town with a festive, literary energy. The Chappaqua Performing Arts Center offers year-round programming, from concerts and plays to speaker series and film screenings, providing a rich artistic calendar for all ages.

Chappaqua is widely known for its exceptional public school system, which consistently ranks among the top in the state — and even the nation. With a focus on academic excellence, innovation, and whole-child development, the schools in Chappaqua offer a robust curriculum supported by dedicated educators and engaged families. Students benefit from small class sizes, a wide range of extracurriculars, and a strong sense of community pride. It's one of the many reasons families are drawn to — and stay in — this beautiful town.