Smith Harbor

Freeport is a South Shore Long Island village with deep roots in the water — it operated as a commercial oystering hub for generations before evolving into one of Nassau County's most recognizable waterfront communities. Sitting within the town of Hempstead, it is the second-largest village in New York state by population, which gives it an energy and density that most suburbs simply do not have. The Nautical Mile anchors the village's identity, drawing residents and visitors alike to its working waterfront, fish markets, and seasonal festivities including the annual Nautical Mile Festival. Cow Meadow Park and Preserve offers 150 acres of natural space and bird-watching trails for those who prefer a quieter pace. The Long Island Rail Road connects Freeport directly to Penn Station, making Manhattan genuinely accessible for daily commuters.