Chester is a town in Windsor County, Vermont, home to about 2,992 people across 56 square miles. Its ZIP code is 05143.
Homes sold for a median of $230 per square foot in the three months ending August 2026, a balanced market.
Mostly Chester; also Rockingham and Andover
Each card is that ZIP code’s whole market, including any part outside Chester. Seller’s market: under 4 months of supply; buyer’s market: over 6. Methodology
We’re writing up Chester’s story and what everyday life there is like, for people thinking about moving in.
Are you a local agent who knows Chester well? Agents who advertise here will be able to write the guide. Advertise on OfferBacked
| Nearest major airport | Albany International Airport (ALB)71 miles away |
|---|---|
| Closer regional airport | Rutland - Southern Vermont Regional Airport (RUT)24 miles away |
| Nearest city of 250,000+ | Boston, MA104 miles away |
| Nearest city of 1 million+ | New York, NY193 miles away |
Straight-line distances from the center of Chester; driving is longer.
Source: Airports from OurAirports (scheduled passenger service); city centers and populations from the U.S. Census Bureau.
Source: Members of Congress from the congress-legislators project; districts from the Census Bureau’s relationship files; governor and mayor from Wikidata.
Chester had 3,005 residents in the 2020 census, down 1% since 2000.
It’s the 56th largest of 247 towns in Vermont by population.
Windsor County grew from 32,225 residents in 1900 to 57,753 in 2020.
Windsor County, 1900–2020
Source: U.S. Census Bureau decennial censuses (counties 1900–1990 from the Bureau’s historical county file).
Average highs peak around 81°F in summer, and winter lows average 11°F. About 40.5 inches of rain and melted snow fall in a typical year.
Source: NOAA 1991–2020 climate normals, Springfield Hartness Ap, VT weather station (6 miles away).
19,255 jobs at 1,926 businesses in Windsor County. The biggest industries by employees:
Source: U.S. Census Bureau County Business Patterns 2023 (private employers; jobs counted where people work).
16 doctors and other health care providers list an office in Chester.
Nearest hospitals
Providers with an office here
| Primary care doctors | 4 |
|---|---|
| Dentists | 1 |
| Nurse practitioners and physician assistants | 1 |
| Mental health providers | 8 |
| Physical and occupational therapists | 1 |
| Chiropractors | 1 |
Source: Hospitals from CMS Hospital General Information (ratings are CMS overall star ratings); straight-line distances; providers from the CMS National Plan and Provider Enumeration System (NPPES), by practice address and primary specialty.
Parks (4 nearby)
Grocery stores
Libraries (1 nearby)
Museums
Counts are within about 5 miles of the center of town.
Source: Map data © OpenStreetMap contributors (openstreetmap.org/copyright), as mapped by volunteers; it can miss places or include closed ones.
Established in 1754.
Notable people born here
Source: Wikidata (wikidata.org), the free knowledge base; people are listed by place of birth.
Public schools here are run by Green Mountain Unified School District #77. Check each district’s attendance zones for a specific address.
| School | Grades | Students | Type | Distance |
|---|---|---|---|---|
| Chester Andover Elementary SchoolChester | Pre-K–6 | 246 | Public | 1.3 mi |
| Green Mountain Union High SchoolChester | 7–12 | 300 | Public | 2.3 mi |
Source: U.S. Department of Education, NCES: Common Core of Data (2024-2025) for public schools. Listed by address; we don’t rate schools.
Buying or selling around Chester? Tell us what you need and when. No agents advertise here yet, so we’ll keep your request for up to 30 days and send it to local agents who join. No obligation, and you choose who to work with.
Loading map…
Shares ZIP codes with Rockingham, Andover, Baltimore and Athens.
Town boundaries don’t always match ZIP codes: a ZIP code can cross into neighboring towns, and a town can share a ZIP code with its neighbors. Facts describe the town itself; market figures describe whole ZIP codes.