Compare towns

Sterling vs Winchester vs Chaplin

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).
Winchester has the most renters (34.2% rent).
Chaplin has the most people working from home (18.1%).

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.

MeasureSterlingWinchesterChaplin
People
Population
3,629
10,284Highest
2,070Lowest
Median age
39.4±5.9Lowest
4% below CT
49.1±6.2Highest
19% above CT
43.7±4.8
6% above CT
Winchester and Chaplin are within the Census margin of error here, so we can’t say which is really higher.
Kids under 18
22.8%±5.9Highest
CT: 20.2%
15.4%±2.9Lowest
CT: 20.2%
15.7%±4.2
CT: 20.2%
Sterling and Chaplin 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%
27.4%±5.1Highest
CT: 18.5%
20.9%±4.4
CT: 18.5%
Winchester and Chaplin 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%
27.8%Highest
CT: 42.5%
25.4%
CT: 42.5%
Enrolled in collegeshare of residents
3.7%±1.9Lowest
CT: 7.1%
4.2%±1.7
CT: 7.1%
10.1%±6.2Highest
CT: 7.1%
Chaplin and Winchester are within the Census margin of error here, so we can’t say which is really higher.
Cost of living
Household incomemedian
$102,695±$12kHighest
7% above CT
$66,519±$12kLowest
31% below CT
$97,846±$14k
about the CT average
Sterling and Chaplin are within the Census margin of error here, so we can’t say which is really higher.
Home valuemedian, owner-occupied
$283,400±$17kHighest
23% below CT
$249,500±$17kLowest
32% below CT
$255,200±$24k
30% below CT
Sterling and Chaplin are within the Census margin of error here, so we can’t say which is really higher.
Rentmedian gross, monthly —
$1,174±$116Lowest
21% below CT
$1,473±$275Highest
about the CT average
Chaplin and Winchester 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
$4,780Highest
28% below CT
$4,524Lowest
32% below CT
Renters paying 30%+of income on rent
32%±18.1Lowest
CT: 52.6%
48.9%±15.8Highest
CT: 52.6%
33.6%±27.7
CT: 52.6%
Winchester and Chaplin are within the Census margin of error here, so we can’t say which is really higher.
Below poverty line
8.3%
CT: 10%
12.8%Highest
CT: 10%
5.4%Lowest
CT: 10%
Housing
Homeownersof occupied homes
81.1%
CT: 66.5%
65.8%Lowest
CT: 66.5%
82.9%Highest
CT: 66.5%
Typical home builtmedian year
1988Highest
21 yrs newer than CT
1955Lowest
12 yrs older than CT
1979
12 yrs newer than CT
Getting to work
Average commuteone way
35 minHighest
34% above CT
26 minLowest
about the CT average
32 min
22% above CT
Work from home
11.6%±6.4
CT: 16%
6.9%±2.7Lowest
CT: 16%
18.1%±10Highest
CT: 16%
Chaplin and Sterling 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 #97 of 149 in CT —
School district Sterling School District Explorations District · Regional School District 07 Chaplin School District · Regional School District 11
High school in town None in town Northwestern Regional High School Parish Hill High School
Students per teacherat that high school —
9.7Highest
7.5Lowest
On TownTapestry
Old photos in History 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.