Compare towns

Sterling vs Windsor vs Chaplin vs Ashford

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

What stands out worked out from the figures below

Sterling has the most kids (22.8% under 18).
Windsor has the shortest commute (21 min average).
Chaplin has the most affordable homes ($255k median).
Ashford has the highest household income ($122k).

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.

MeasureSterlingWindsorChaplinAshford
People
Population
3,629
29,468Highest
2,070Lowest
4,226
Median age
39.4±5.9
4% below CT
43.7±1.9Highest
6% above CT
43.7±4.8Highest
6% above CT
37.9±10.3Lowest
8% below CT
Kids under 18
22.8%±5.9Highest
CT: 20.2%
19.2%±2.1
CT: 20.2%
15.7%±4.2Lowest
CT: 20.2%
18.5%±5.5
CT: 20.2%
Sterling and Windsor are within the Census margin of error here, so we can’t say which is really higher.
Age 65+
13%±3.8Lowest
CT: 18.5%
20%±2
CT: 18.5%
20.9%±4.4Highest
CT: 18.5%
18.9%±3.7
CT: 18.5%
Chaplin and Windsor are within the Census margin of error here, so we can’t say which is really higher.
Bachelor’s degree+adults 25+
18%Lowest
CT: 42.5%
43.2%Highest
CT: 42.5%
25.4%
CT: 42.5%
35.3%
CT: 42.5%
Enrolled in collegeshare of residents
3.7%±1.9Lowest
CT: 7.1%
5.9%±1.3
CT: 7.1%
10.1%±6.2Highest
CT: 7.1%
4.4%±1.7
CT: 7.1%
Chaplin and Windsor are within the Census margin of error here, so we can’t say which is really higher.
Cost of living
Household incomemedian
$102,695±$12k
7% above CT
$104,725±$8k
9% above CT
$97,846±$14kLowest
about the CT average
$121,926±$23kHighest
27% above CT
Ashford and Windsor are within the Census margin of error here, so we can’t say which is really higher.
Home valuemedian, owner-occupied
$283,400±$17k
23% below CT
$305,200±$11k
17% below CT
$255,200±$24kLowest
30% below CT
$334,800±$18kHighest
9% below CT
Ashford and Windsor are within the Census margin of error here, so we can’t say which is really higher.
Rentmedian gross, monthly —
$1,681±$62Highest
13% above CT
$1,473±$275
about the CT average
$1,246±$208Lowest
16% below CT
Windsor and Chaplin are within the Census margin of error here, so we can’t say which is really higher.
Property taxmedian, yearly
$4,551
31% below CT
$5,351
19% below CT
$4,524Lowest
32% below CT
$6,982Highest
5% above CT
Renters paying 30%+of income on rent
32%±18.1Lowest
CT: 52.6%
44.9%±10.9
CT: 52.6%
33.6%±27.7
CT: 52.6%
47%±26Highest
CT: 52.6%
Ashford and Windsor are within the Census margin of error here, so we can’t say which is really higher.
Below poverty line
8.3%Highest
CT: 10%
6.7%
CT: 10%
5.4%Lowest
CT: 10%
5.4%Lowest
CT: 10%
Housing
Homeownersof occupied homes
81.1%
CT: 66.5%
82.4%
CT: 66.5%
82.9%Highest
CT: 66.5%
76.8%Lowest
CT: 66.5%
Typical home builtmedian year
1988Highest
21 yrs newer than CT
1970Lowest
3 yrs newer than CT
1979
12 yrs newer than CT
1982
15 yrs newer than CT
Getting to work
Average commuteone way
35 minHighest
34% above CT
21 minLowest
19% below CT
32 min
22% above CT
34 min
30% above CT
Work from home
11.6%±6.4Lowest
CT: 16%
16.1%±3.2
CT: 16%
18.1%±10
CT: 16%
19.3%±5.5Highest
CT: 16%
Ashford and Chaplin 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 #119 of 149 in CT #117 of 149 in CT — #90 of 149 in CT
School district Sterling School District Capitol Region Education Council · Windsor School District Chaplin School District · Regional School District 11 Ashford School District
High school in town None in town Windsor High School Parish Hill High School None in town
Students per teacherat that high school —
10.2Highest
7.5Lowest
—
On TownTapestry
Old photos in History None yet None yet 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.