Multi-Family Homes & Duplexes for Sale in Chappaqua, NY

Chappaqua, NY, is a small, bucolic hamlet in northern Westchester County, just 28 miles from New York City and 35 miles from LaGuardia Airport. Known for its old-fashioned country feel, Chappaqua features winding roads lined with maples, sugar oaks, and beeches. Downtown is the heart of the community, home to the train station, restaurants, shops, and a large gazebo where summer concerts are held. The area boasts an abundance of parks and nature preserves, including Gedney Park with playgrounds, sports fields, walking trails, and Whippoorwill Park, offering 3.5 miles of looped trails through forested hills and wetlands. Homes in Chappaqua range from one-bedroom condominiums to expansive four-bedroom craftsman houses, with styles including ranch, contemporary, and modern colonials. The town is walkable, especially near the train station, grocery stores, and cafes. Chappaqua Central School District is highly rated, with Douglas G. Grafflin Elementary, Seven Bridges Middle School, and Horace Greeley High School all excelling academically and athletically. The Chappaqua Farmers Market and local dining spots like Old Stone Trattoria and Lange’s Little Store and Deli offer fresh, locally sourced food and diverse culinary experiences. The Chappaqua Performing Arts Center hosts various cultural events, and the annual Memorial Day parade is a community highlight. With a crime rate significantly lower than the national average, Chappaqua is a safe and serene place to live.