Overview Chestertown is a tiny town located in the state of New York. With a population of 586 people and just one neighborhood, Chestertown is the 853rd largest community in New York. Much of the housing stock in Chestertown was built prior to World War II, making it one of the older and more historic towns in the country. Occupations and Workforce Chestertown is neither predominantly blue-collar nor white-collar, instead having a mixed workforce of both blue-collar and white-collar jobs. Overall, Chestertown is a town of managers, sales and office workers, and construction workers and builders. There are especially a lot of people living in Chestertown who work in management occupations (23.40%), sales jobs (16.23%), and food service (9.43%). Also of interest is that Chestertown has more people living here who work in computers and math than 95% of the places in the US. Telecommuters are a relatively large percentage of the workforce: 27.55% of people work from home. While this number may seem small overall, as a fraction of the total workforce it is high relative to the nation. These workers are often telecommuters who work in knowledge-based, white-collar professions. For example, Silicon Valley has large numbers of people who telecommute. Other at-home workers may be self-employed people who operate small businesses out of their homes. Setting & Lifestyle The town is relatively quiet, having a combination of lower population density and few of those groups of people who have a tendency to be noisy. For example, Chestertown has relatively fewer families with younger children, and/or college students. Combined, this makes Chestertown a pretty quiet place to live overall. If you like quiet, you will probably enjoy it here. Chestertown is a small town, and as such doesn't have a public transit system that people use to get to and from their jobs every day. Chestertown Demographics The overall education level of Chestertown is somewhat higher than in the average US city of 21.84%: 27.67% of adults 25 and older in the town have at least a bachelor's degree. The per capita income in Chestertown in 2022 was $32,700, which is lower middle income relative to New York, and middle income relative to the rest of the US. This equates to an annual income of $130,800 for a family of four. However, Chestertown contains both very wealthy and poor people as well. The people who call Chestertown home describe themselves as belonging to a variety of racial and ethnic groups. The greatest number of Chestertown residents report their race to be White. Important ancestries of people in Chestertown include Irish, German, English, Italian, and French Canadian. The most common language spoken in Chestertown is English. Other important languages spoken here include Italian and African languages.