Compare towns

Winchester vs Madison vs Winsted

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

What stands out worked out from the figures below

Madison has the most people working from home (30.2%).
Winsted has the most renters (45.3% 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.

MeasureWinchesterMadisonWinsted
People
Population
10,284
17,616Highest
6,977Lowest
Growth since 20102010 → 2020 census — —
-6.7%
CT: +0.9%
Median age
49.1±6.2
19% above CT
51.9±1.9Highest
26% above CT
47.6±7.3Lowest
16% above CT
Madison and Winchester are within the Census margin of error here, so we can’t say which is really higher.
Kids under 18
15.4%±2.9
CT: 20.2%
18.1%±2.2Highest
CT: 20.2%
14.4%±3.3Lowest
CT: 20.2%
Madison and Winchester are within the Census margin of error here, so we can’t say which is really higher.
Age 65+
27.4%±5.1Highest
CT: 18.5%
25.2%±2.4
CT: 18.5%
25%±4.2Lowest
CT: 18.5%
Winchester and Madison are within the Census margin of error here, so we can’t say which is really higher.
Bachelor’s degree+adults 25+
27.8%
CT: 42.5%
72.4%Highest
CT: 42.5%
26.8%Lowest
CT: 42.5%
Enrolled in collegeshare of residents
4.2%±1.7Lowest
CT: 7.1%
5.9%±1.5Highest
CT: 7.1%
4.9%±2.4
CT: 7.1%
Madison and Winsted are within the Census margin of error here, so we can’t say which is really higher.
Cost of living
Household incomemedian
$66,519±$12k
31% below CT
$167,442±$16kHighest
75% above CT
$64,871±$12kLowest
32% below CT
Home valuemedian, owner-occupied
$249,500±$17k
32% below CT
$583,900±$30kHighest
59% above CT
$218,900±$14kLowest
40% below CT
Rentmedian gross, monthly
$1,174±$116Lowest
21% below CT
$2,025±$741Highest
36% above CT
$1,183±$130
20% below CT
Madison and Winsted are within the Census margin of error here, so we can’t say which is really higher.
Property taxmedian, yearly
$4,780
28% below CT
$8,843Highest
33% above CT
$3,754Lowest
43% below CT
Renters paying 30%+of income on rent
48.9%±15.8Highest
CT: 52.6%
44%±12.3Lowest
CT: 52.6%
45.5%±16.7
CT: 52.6%
Winchester and Winsted are within the Census margin of error here, so we can’t say which is really higher.
Below poverty line
12.8%
CT: 10%
3.6%Lowest
CT: 10%
15.9%Highest
CT: 10%
Housing
Homeownersof occupied homes
65.8%
CT: 66.5%
90.4%Highest
CT: 66.5%
54.7%Lowest
CT: 66.5%
Typical home builtmedian year
1955
12 yrs older than CT
1976Highest
9 yrs newer than CT
1942Lowest
25 yrs older than CT
Getting to work
Average commuteone way
26 min
about the CT average
30 minHighest
12% above CT
25 minLowest
5% below CT
Work from home
6.9%±2.7Lowest
CT: 16%
30.2%±5.3Highest
CT: 16%
7.7%±3.5
CT: 16%
Schools
Public school scoresrank in state, math + reading #97 of 149 in CT #7 of 149 in CT —
School district Explorations District · Regional School District 07 Madison School District —
High school in town Northwestern Regional High School Daniel Hand High School —
Students per teacherat that high school
9.7Lowest
9.8Highest
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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.