The Town FilesChestertown, New York
Community in Warren County · population 586 (2020 Census)
- Median home
- $210,000
- Household income
- $83,750
- Jan low / Jul high
- 12° / 84°
- Snow a year
- 78 in
- Tornadoes ≤10 mi since 1950
- 1
- Median age
- 28.9
Chestertown is a community of 586 people in Warren County, New York. The median home is worth $210,000, close to the typical New York town ($217,700). It ranks quieter than 99% of New York towns, better for retirees than 91% of New York towns, better for a vacation home than 90% of New York towns.
How Chestertown ranks
Percentile among New York towns with at least 500 people on The Town Files lifestyle rankings. 50 is typical for the state; 90 means better than 90% of New York towns.
Homes and cost of living
The median home in Chestertown is worth $210,000, close to the typical New York town ($217,700). Homes cost about 2.5 times the median household income of $83,750, which is more affordable than 63% of New York towns. Median rent is $647 a month. 64.4% of households own their home.
| Housing | Chestertown | Typical New York town |
|---|---|---|
| Median home value | $210,000 | $217,700 |
| Median rent | $647 | $1,080 |
| Median household income | $83,750 | $80,740 |
| Home value ÷ income | 2.5× | 2.8× |
| Homeownership | 64.4% | 79.5% |
| Median year built | 1978 | 1965 |
| Seasonal / vacation homes | 18.1% | — |
Who lives in Chestertown
| People | Chestertown | Typical New York town |
|---|---|---|
| Median age | 28.9 | 43.5 |
| Age 65 and over | 10.4% | 20.4% |
| Under 18 | 5.0% | — |
| Bachelor's degree or higher | 31.4% | 30.4% |
| Below the poverty line | 7.4% | 9.3% |
| Veterans | 1.7% | — |
| Born outside the U.S. | 0.8% | — |
| Work from home | 27.8% | 11.1% |
| Average commute | 28.8 min | 26.0 min |
| Homes with broadband | 93.2% | 91.1% |
Weather in Chestertown
July highs average 83.5°F and January lows 12.1°F. About 42.5 inches of rain and melted snow fall a year, with 77.5 inches of snow (typical New York town: 62.9 in). Expect about 12 days a year at 90°F or hotter and 143 nights at or below freezing.
Tornadoes, storms and disasters
1 tornado has passed within 10 miles of Chestertown since 1950, compared with 5 for the typical New York town. The strongest, an EF0, struck on July 16, 2024 about 4.1 miles from the town center. The most recent was on July 16, 2024.
Hail of 1 inch or larger has been reported within 10 miles 12 times; the largest was 3.50 inches on May 29, 2012.
Severe weather in Warren County since 1996
Warren County has been included in 19 federal disaster or emergency declarations since 1953, most often for fire, flood, other.
| Declared | Incident | Declaration |
|---|---|---|
| March 20, 2020 | Biological | DR-4480: Covid-19 Pandemic |
| March 13, 2020 | Biological | EM-3434: Covid-19 |
| December 19, 2019 | Severe Storm | DR-4472: Severe Storms, Straight-Line Winds, And Flooding |
| July 12, 2013 | Flood | DR-4129: Severe Storms And Flooding |
| October 28, 2012 | Hurricane | EM-3351: Hurricane Sandy |
Jobs and pay in Warren County
Warren County had 36,956 jobs in 2024, paying an average of $59,589 a year. Unemployment was 3.7% in 2023; in Chestertown itself the ACS puts it at 8.9%.
Public schools in Chestertown
1 public school with 472 students, about 8.0 students per teacher.
| School | Grades | Students | Per teacher |
|---|---|---|---|
| NORTH WARREN CENTRAL SCHOOL | PK-12 | 472 | 8.0 |
Towns near Chestertown
- Chester, NY5.5 mi · 3,086 people · home $306,400
- Horicon, NY6.5 mi · 1,471 people · home $295,400
- Bolton, NY7.7 mi · 2,012 people · home $327,000
- Bolton Landing, NY8.5 mi · 518 people · home $418,400
- Warrensburg, NY9.2 mi · 3,045 people · home $165,300
- Warrensburg, NY9.7 mi · 3,959 people · home $167,400
- North Creek, NY10.6 mi · 562 people · home $189,900
- Hague, NY12.1 mi · 633 people · home $325,900
Chestertown questions
Is Chestertown, New York a good place to retire?
On The Town Files lifestyle rankings, Chestertown scores better for retirees than 91% of New York towns and quieter than 99%. 10.4% of residents are 65 or older (median age 28.9).
How much does a house cost in Chestertown?
The median owner-occupied home in Chestertown is valued at $210,000 (Census ACS 2020–2024), against a median household income of $83,750, so homes cost about 2.5 times income. Median rent is $647 a month.
What is the weather like in Chestertown?
July highs average 83.5°F and January lows 12.1°F (NOAA 1991–2020 normals). It gets about 42.5 inches of precipitation a year and 77.5 inches of snow.
Does Chestertown get tornadoes?
1 tornado has passed within 10 miles of Chestertown since 1950 (NOAA Storm Events); the strongest was an EF0 on July 16, 2024. The typical New York town has had 5.
- U.S. Census Bureau, American Community Survey 5-year estimates (2020–2024)
- U.S. Census Bureau, 2020 Census and 2025 Gazetteer (2020 / 2025)
- NOAA NCEI U.S. Climate Normals (1991–2020)
- NOAA NCEI Storm Events Database (1950–2026)
- FEMA OpenFEMA Disaster Declarations (this product uses the FEMA OpenFEMA API but is not endorsed by FEMA) (1953–2026)
- NCES Common Core of Data (2023–24)
- BLS Quarterly Census of Employment and Wages; USDA ERS county unemployment (BLS LAUS) (2000–2024)
- The Town Files lifestyle rankings, built from federal demographic, school, crime and housing data (2025)