The Town Files

Chester, New York

Town in Orange County · population 12,646 (2020 Census)

Map: where Chester is in New YorkChester
Median home
$435,000
Household income
$139,778
Jan low / Jul high
17° / 84°
Snow a year
40 in
Tornadoes ≤10 mi since 1950
4
Median age
40.2

Chester is a town of 12,646 people in Orange County, New York. The median home is worth $435,000, above the typical New York town ($217,700). It ranks better transit than 90% of New York towns, better for young professionals than 81% of New York towns, more of a college town than 76% of New York towns.

How Chester 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.

Chester lifestyle rankings vs other New York townsRetirement61st pctFamilies59th pctQuiet35th pctWalkability56th pctFirst-time buyers64th pctYoung professionals81st pctVibrancy74th pctHip & trendy36th pctCollege town76th pctUpscale76th pctVacation homesbottomSeaside characterbottomCyclingbottomTransit90th pctDriving46th pcttypical
The Town Files lifestyle rankings, built from federal demographic, school, crime and housing data (2025).

Homes and cost of living

The median home in Chester is worth $435,000, above the typical New York town ($217,700). Homes cost about 3.1 times the median household income of $139,778, which is more affordable than 43% of New York towns. Median rent is $1,974 a month. 78.5% of households own their home.

Chester vs Orange County vs typical New York townChesterOrange CountyTypical New York townHome value$435,000$387,900$217,700Household income$139,778$97,178$80,740Monthly rent$1,974$1,680$1,080
Census ACS 5-year estimates, 2020–2024. "Typical town" = median of New York towns with 500+ people.
HousingChesterTypical New York town
Median home value$435,000$217,700
Median rent$1,974$1,080
Median household income$139,778$80,740
Home value ÷ income3.1×2.8×
Homeownership78.5%79.5%
Median year built19811965
Seasonal / vacation homes1.4%—

Who lives in Chester

PeopleChesterTypical New York town
Median age40.243.5
Age 65 and over14.5%20.4%
Under 1823.0%—
Bachelor's degree or higher38.4%30.4%
Below the poverty line8.1%9.3%
Veterans5.6%—
Born outside the U.S.9.6%—
Work from home15.6%11.1%
Average commute42.0 min26.0 min
Homes with broadband94.5%91.1%

Weather in Chester

July highs average 83.6°F and January lows 17.3°F. About 41.0 inches of rain and melted snow fall a year, with 40.3 inches of snow (typical New York town: 62.9 in). Expect about 15 days a year at 90°F or hotter and 138 nights at or below freezing.

Chester monthly temperatures and precipitation10°20°30°40°50°60°70°80°90°32° freezing35°17°Jan38°18°Feb47°27°Mar60°36°Apr71°47°May79°56°Jun84°61°Jul82°59°Aug74°51°Sep62°40°Oct50°31°Nov39°23°DecPrecipitation (in) · snow (in) in blue2.411.32.49.63.39.33.50.73.44.33.34.43.93.70.13.01.03.48.2
NOAA 1991–2020 climate normals: average daily high and low by month; precipitation and snowfall in inches. Temperatures from the Montgomery Orange Ap station (12.4 mi away); snowfall estimated from the 4 nearest snow stations, weighted by distance.

Tornadoes, storms and disasters

4 tornadoes have passed within 10 miles of Chester since 1950, compared with 5 for the typical New York town. 1 rated (E)F2 or stronger. The strongest, an F2, struck on July 29, 1971 about 9.8 miles from the town center. Tornadoes within 10 miles have caused 9 deaths and 18 injuries since 1950. The most recent was on July 29, 2011.

Tornadoes within 10 miles of Chester by decade01950s11960s11970s11980s01990s02000s12010s02020s
NOAA Storm Events Database, tornado tracks (start to end point) passing within 10 miles of the town center, 1950–2026.

Hail of 1 inch or larger has been reported within 10 miles 13 times; the largest was 1.25 inches on July 2, 2021.

Severe weather in Orange County since 1996

Storm events in Orange County since 1996 by typeHail70Flood31Drought10High Wind26Lightning32Heavy Rain20Heavy Snow60Flash Flood121
NOAA Storm Events Database, Orange County, 1996–2026 (all event types recorded since 1996). 10 deaths recorded.

Orange County has been included in 36 federal disaster or emergency declarations since 1953, most often for fire, flood, other.

DeclaredIncidentDeclaration
November 15, 2024FireFM-5547: Jennings Creek Fire
July 22, 2023Severe StormDR-4723: Severe Storms And Flooding
September 5, 2021HurricaneDR-4615: Remnants Of Hurricane Ida
September 2, 2021HurricaneEM-3572: Remnants Of Hurricane Ida
August 22, 2021HurricaneEM-3565: Hurricane Henri

Jobs and pay in Orange County

Orange County had 155,524 jobs in 2024, paying an average of $62,619 a year. Unemployment was 3.4% in 2023; in Chester itself the ACS puts it at 2%.

Largest industries in Orange CountyHealth care & social assistan…24,237 jobs · $64,612Retail20,953 jobs · $42,409Hotels & restaurants11,673 jobs · $29,239Transportation & warehousing11,224 jobs · $61,559Administrative & support8,658 jobs · $50,644Manufacturing8,569 jobs · $70,137
BLS Quarterly Census of Employment and Wages, 2024, private-sector jobs and average annual pay.
Unemployment rate in Orange County, 2000–20230%2%4%6%8%10%2000200420082012201620202023Orange 3.4%
Annual average unemployment rate (BLS Local Area Unemployment Statistics via USDA ERS).

Towns near Chester

Chester questions

Is Chester, New York a good place to retire?

On The Town Files lifestyle rankings, Chester scores better for retirees than 61% of New York towns and quieter than 35%. 14.5% of residents are 65 or older (median age 40.2).

How much does a house cost in Chester?

The median owner-occupied home in Chester is valued at $435,000 (Census ACS 2020–2024), against a median household income of $139,778, so homes cost about 3.1 times income. Median rent is $1,974 a month.

What is the weather like in Chester?

July highs average 83.6°F and January lows 17.3°F (NOAA 1991–2020 normals). It gets about 41.0 inches of precipitation a year and 40.3 inches of snow.

Does Chester get tornadoes?

4 tornadoes have passed within 10 miles of Chester since 1950 (NOAA Storm Events); the strongest was a F2 on July 29, 1971. The typical New York town has had 5.

How this page is made. Every number comes from public data, matched to Chester's Census boundary (GEOID 3607115308). Comparisons use the median of New York towns with at least 500 people. Weather comes from the nearest NOAA normals station; storm counts use NOAA tornado tracks within 10 miles of the town center. Data snapshot 2026-11-13.