Westchester County features six major cities: Yonkers, New Rochelle, Mount Vernon, White Plains, Peekskill, and Rye. Yonkers is, by far, the largest city, both in square miles and population, and is home to the famous Yonkers Raceway. The municipality is suburban, and features a variety of types of homes, ranging from mid-rise apartment buildings to gated communities to sprawling mansions in areas like Lawrence Park. New Rochelle is the next largest city in the county. It directly borders the Long Island Sound. Though listed in Forbes magazine as one of the top 500 most expensive zip codes in the nation, New Rochelle has managed to meet, and sometimes surpass, state law requirements for providing affordable housing units. Gated communities and luxurious single family dwellings are also popular among new residential constructions within the city.

Westchester County, named after the city of Chester, England, sits near the bottom corner of New York State. It's bordered by the Hudson River to the west, Putnam County to the north, Connecticut to the east, and Long Island to the south. Since the late 1800s, this county has seen rapid growth in population, primarily among upper-middle class home owners. Because of its rich history and location, many resale homes sport colonial influences in their designs, while new constructions feature more contemporary or eclectic styles.

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