Tucked amongst vivid forestry in the town of New Castle, New York, the small but affluent hamlet of Chappaqua is a census-designated place just 30 miles north of vibrant New York City. Chappaqua is served by the Chappa station—a part of the Metro-North Railroad—and is, consequently, a commuter-friendly location for those considering a suburban lifestyle outside of the Big Apple’s bustle.
Settled in the 1730s by a group of Quakers, Chappaqua has always been a charming rural area that thrives on community. When the New York and Harlem Railroad pushed through to town, business and activity blossomed around the station.
Most residential housing here is brimming with opulence and set within the beautiful hills and woodlands, affording homes in Chappaqua some spectacular views. Magnificent brick Colonials overlooking acres of ponds and rolling hills, stone manors certain to take your breath away, spacious single-family ranches: everywhere you look in Chappaqua, you’re bound to find beauty.
Chappaqua is focused on creating the ideal residential life and is particularly well-suited to families. It boasts an excellent school system known for its competitive atmosphere, tons of outdoor beauty, majestic homes, and a captivatingly friendly environment.
Chappaqua radiates small-town charm in its shops and eateries. Where Greeley Street crosses with King Street, you’ll find plenty of interesting stores to hold your attention, such as an upscale boutique that sells clothing for all ages in addition to tailoring services—Family Britches.
The newly burgeoning Chappaqua Crossing—established on the site that previously housed the Reader’s Digest Headquarters—is a unique, village-style shopping center that houses familiar favorites like Whole Foods in addition to the luxurious Life Time fitness center. Breathe Pilates and Yoga is another fitness institution that offers both private and studio sessions so members can get the best out of their workouts.
Coffee aficionados will melt at the flavorful drink menu at Bobo’s Cafe, located at Chappaqua’s train station. Indulgent caramel lattes, invigorating cold brews, and a café menu replete with savory sandwiches, smoothie bowls, and plenty of gluten-free and vegan-friendly dishes— Bobo’s is the place to go for a quick and delightful pick-me-up. Another option sure to satisfy your cravings, Susan Lawrence is a boutique retail store, café, bakery, and eatery all-in-one that serves items made on the premises and even provides catering for events. For all-day breakfast and award-winning BBQ, head to Le Jardin Du Roi, a casual French bistro featuring upscale comfort favorites.
This tiny hamlet packs quite the punch when it comes to activities. Outdoor enthusiasts will be enamored with the sprawling acreage of parks and preserves dedicated to the best in trails, recreation, and magnificent natural views. Gedney Park stretches out for over 120 acres with multiple trails that take hikers and leisurely strollers through miles of wetlands and woodlands while offering the opportunity to explore ecology. As well, the North County Trailway has over 22 miles of a paved, multi-purpose pathway that’s ideal for walking, running, biking, and gazing over beautiful views.
For community-based activity as well as some of the finest produce around, visit the Chappaqua Farmers Market. A beloved weekly event held every Saturday of their outdoor season, this farmers’ market is devoted to making healthy, local, sustainable food accessible to all of its residents. Along with mouthwatering produce and fresh meats, the market regularly provides music and entertainment during its operating hours.
Chappaqua is home to many excellent schools. Top educational opportunities include:
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