Housing · Chester

Chester, VT housing market

The typical Chester home is worth about $350,000, down 0.6% in a year, 12% below the Vermont typical home.

Home values, sales, trends and how Chester compares with the towns next door — updated as new data is published.

The market right now

Chester at a glance

Typical home value
$350K
▼ 0.6% in a year · Zillow
Median sale price
$359K
May 2026 · Redfin
Homes sold
1
in May · 12 for sale

Only 1 sale in May 2026: in a market this size, monthly medians swing a lot, so the typical value above is the steadier guide.

Ten-year trend

Typical home value, 2016–2026

ChesterVermont
$150K$200K$250K$300K$350K$400K$450K 20182020202220242026 Chester $350K Vermont $399K
Show as a table
JanuaryChesterVermont
2017$197,000$244,000
2018$208,000$256,000
2019$212,000$264,000
2020$233,000$274,000
2021$262,000$302,000
2022$292,000$348,000
2023$320,000$377,000
2024$345,000$397,000
2025$349,000$398,000
2026$348,000$396,000
August 2026$350,000$399,000
Next door

Chester and its neighbors

The towns that share a border. Tap one to see its housing page.
TownTypical value1-yr changeDays on marketMedian income
Chester $350K −0.6% — $62,125
Springfield $249K +2.8% 77 $66,571
Andover $553K +6.9% — $102,500
Ludlow $594K +1.7% — $54,885
Grafton $388K −3.1% — $76,111
Affordability

5.6 years of income

The typical Chester home costs about 5.6 years of the town's median household income, more than across Vermont (4.9 years).

How Chester ranks on affordability →

Home value ÷ ACS median household income.

The homes

Owners, rent & taxes

Homeownership
86.7%
Vermont: 73.2%
Median tax bill
$4,262
Vermont: $5,039
Median rent
$960
Vermont: $1,234
Typical home built
1972
Vermont: 1976

U.S. Census Bureau, ACS 2020-2024.

Home values: Zillow Home Value Index (ZHVI), Zillow Research, August 2026. Sales, days on market and supply: Redfin Data Center, May 2026. Income, ownership, taxes and rent: U.S. Census Bureau, American Community Survey. Listings link to their publishers.

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Chester

Vermont · VT · Windsor County
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Boundary source: https://tigerweb.geo.census.gov/arcgis/rest/services/TIGERweb/Places_CouSub_ConCity_SubMCD/MapServer/15 · 2025-01-01