Multi-Family Homes & Duplexes for Sale in Smithtown, Long Island

Smithtown, located in north-central Long Island, is a hamlet known for its rich Native American and colonial history. This upmarket suburb features tree-lined streets, a bustling downtown, and top-rated schools within the Smithtown Central District, including Smithtown East and Smithtown West high schools. The area is commuter-friendly with reliable Long Island Railroad access to New York City and proximity to major highways like the Long Island Expressway and Northern State Parkway. Smithtown’s Main Street, part of New York State Route 25, is lined with a variety of restaurants, shops, and essential services. Popular dining spots include Casa Rustica, La Famiglia, Salsa Salsa of Smithtown, and Katie’s bar, among others. The annual Smithtown Festival Day, organized by the Greater Smithtown Chamber of Commerce, draws thousands of residents for family-friendly activities. The neighborhood boasts a range of home styles, from postwar co-op complexes to waterfront colonial and Tudor-revival mansions, as well as bungalows, Cape Cods, ranches, and townhome-style condos. Nature enthusiasts will appreciate the extensive green spaces like Blydenburgh, Forestwood Caleb Smith State, and Arthur H. Kunz parks, which offer hiking trails, dog runs, and lakes for canoeing. Golfers can enjoy well-maintained courses such as Smithtown Landing and Nissequogue Golf Club. With a crime rate lower than the national average, Smithtown provides a safer living environment. The combination of historical charm, modern amenities, and abundant attractions makes Smithtown a desirable place to live.