Compare towns

Colebrook vs Windsor vs Winchester

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

What stands out worked out from the figures below

Colebrook has the most expensive homes ($343k median).
Windsor has the most people working from home (16.1%).
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.

MeasureColebrookWindsorWinchester
People
Population
1,494Lowest
29,468Highest
10,284
Median age
52.1±5Highest
27% above CT
43.7±1.9Lowest
6% above CT
49.1±6.2
19% above CT
Colebrook and Winchester are within the Census margin of error here, so we can’t say which is really higher.
Kids under 18
17.9%±3.9
CT: 20.2%
19.2%±2.1Highest
CT: 20.2%
15.4%±2.9Lowest
CT: 20.2%
Windsor and Colebrook are within the Census margin of error here, so we can’t say which is really higher.
Age 65+
26%±4.2
CT: 18.5%
20%±2Lowest
CT: 18.5%
27.4%±5.1Highest
CT: 18.5%
Winchester and Colebrook are within the Census margin of error here, so we can’t say which is really higher.
Bachelor’s degree+adults 25+
36.6%
CT: 42.5%
43.2%Highest
CT: 42.5%
27.8%Lowest
CT: 42.5%
Enrolled in collegeshare of residents
5.4%±1.8
CT: 7.1%
5.9%±1.3Highest
CT: 7.1%
4.2%±1.7Lowest
CT: 7.1%
Windsor and Colebrook are within the Census margin of error here, so we can’t say which is really higher.
Cost of living
Household incomemedian
$111,250±$17kHighest
16% above CT
$104,725±$8k
9% above CT
$66,519±$12kLowest
31% below CT
Colebrook and Windsor are within the Census margin of error here, so we can’t say which is really higher.
Home valuemedian, owner-occupied
$342,800±$19kHighest
7% below CT
$305,200±$11k
17% below CT
$249,500±$17kLowest
32% below CT
Rentmedian gross, monthly
$1,333±$626
10% below CT
$1,681±$62Highest
13% above CT
$1,174±$116Lowest
21% below CT
Windsor and Colebrook are within the Census margin of error here, so we can’t say which is really higher.
Property taxmedian, yearly
$6,211Highest
7% below CT
$5,351
19% below CT
$4,780Lowest
28% below CT
Renters paying 30%+of income on rent
42.1%±55Lowest
CT: 52.6%
44.9%±10.9
CT: 52.6%
48.9%±15.8Highest
CT: 52.6%
Winchester and Windsor are within the Census margin of error here, so we can’t say which is really higher.
Below poverty line
8.3%
CT: 10%
6.7%Lowest
CT: 10%
12.8%Highest
CT: 10%
Housing
Homeownersof occupied homes
91.6%Highest
CT: 66.5%
82.4%
CT: 66.5%
65.8%Lowest
CT: 66.5%
Typical home builtmedian year
1960
7 yrs older than CT
1970Highest
3 yrs newer than CT
1955Lowest
12 yrs older than CT
Getting to work
Average commuteone way
34 minHighest
29% above CT
21 minLowest
19% below CT
26 min
about the CT average
Work from home
7%±3.8
CT: 16%
16.1%±3.2Highest
CT: 16%
6.9%±2.7Lowest
CT: 16%
Schools
Public school scoresrank in state, math + reading — #117 of 149 in CT #97 of 149 in CT
School district Colebrook School District Capitol Region Education Council · Windsor School District Explorations District · Regional School District 07
High school in town None in town Windsor High School Northwestern Regional High School
Students per teacherat that high school —
10.2Highest
9.7Lowest
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.