Compare towns

Canterbury vs Winchester

Cost, people, housing, commute and schools, side by side, each benchmarked against Connecticut.

What stands out worked out from the figures below

Canterbury has the most people working from home (14.7%).
Winchester has the most renters (34.2% rent).

What matters to you?

Pick a few. We’ll pull those rows to the top and mark which town comes out ahead on each. There’s no overall score: what matters is up to you.

MeasureCanterburyWinchester
People
Population
5,124Lowest
10,284Highest
Median age
48.4±4.5Lowest
18% above CT
49.1±6.2Highest
19% above CT
Winchester and Canterbury are within the Census margin of error here, so we can’t say which is really higher.
Kids under 18
15%±3.5Lowest
CT: 20.2%
15.4%±2.9Highest
CT: 20.2%
Winchester and Canterbury are within the Census margin of error here, so we can’t say which is really higher.
Age 65+
25.5%±4.4Lowest
CT: 18.5%
27.4%±5.1Highest
CT: 18.5%
Winchester and Canterbury are within the Census margin of error here, so we can’t say which is really higher.
Bachelor’s degree+adults 25+
26.2%Lowest
CT: 42.5%
27.8%Highest
CT: 42.5%
Enrolled in collegeshare of residents
4.4%±2Highest
CT: 7.1%
4.2%±1.7Lowest
CT: 7.1%
Canterbury and Winchester are within the Census margin of error here, so we can’t say which is really higher.
Cost of living
Household incomemedian
$103,198±$6kHighest
8% above CT
$66,519±$12kLowest
31% below CT
Home valuemedian, owner-occupied
$334,200±$12kHighest
9% below CT
$249,500±$17kLowest
32% below CT
Rentmedian gross, monthly
$924±$367Lowest
38% below CT
$1,174±$116Highest
21% below CT
Winchester and Canterbury are within the Census margin of error here, so we can’t say which is really higher.
Property taxmedian, yearly
$4,140Lowest
38% below CT
$4,780Highest
28% below CT
Renters paying 30%+of income on rent
40%±13Lowest
CT: 52.6%
48.9%±15.8Highest
CT: 52.6%
Winchester and Canterbury are within the Census margin of error here, so we can’t say which is really higher.
Below poverty line
4.9%Lowest
CT: 10%
12.8%Highest
CT: 10%
Housing
Homeownersof occupied homes
88.7%Highest
CT: 66.5%
65.8%Lowest
CT: 66.5%
Typical home builtmedian year
1975Highest
8 yrs newer than CT
1955Lowest
12 yrs older than CT
Getting to work
Average commuteone way
32 minHighest
20% above CT
26 minLowest
about the CT average
Work from home
14.7%±5.4Highest
CT: 16%
6.9%±2.7Lowest
CT: 16%
Canterbury and Winchester are within the Census margin of error here, so we can’t say which is really higher.
Schools
Public school scoresrank in state, math + reading #125 of 149 in CT #97 of 149 in CT
School district Canterbury School District Explorations District · Regional School District 07
High school in town None in town Northwestern Regional High School
Students per teacherat that high school —
9.7
On TownTapestry
Old photos in Our Story None yet None yet

CT average · Sources: U.S. Census Bureau, American Community Survey 5-year estimates 2020–2024; 2010 & 2020 decennial census; NCES Common Core of Data. “±” is the Census margin of error. Property tax is top-coded by the Census at $10,000+. School rank compares math and reading proficiency against the state average.