Compare towns

Weston vs Windsor vs Redding vs Madison

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

What stands out worked out from the figures below

Weston has the most expensive homes ($997k median).
Windsor has the most affordable homes ($305k median).
Redding has the oldest population (median age 52).

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.

MeasureWestonWindsorReddingMadison
People
Population
10,396
29,468Highest
8,780Lowest
17,616
Median age
45.7±2.7
11% above CT
43.7±1.9Lowest
6% above CT
52±2Highest
27% above CT
51.9±1.9
26% above CT
Redding and Madison are within the Census margin of error here, so we can’t say which is really higher.
Kids under 18
26.4%±3.2Highest
CT: 20.2%
19.2%±2.1
CT: 20.2%
19.1%±2.8
CT: 20.2%
18.1%±2.2Lowest
CT: 20.2%
Age 65+
17.3%±2.4Lowest
CT: 18.5%
20%±2
CT: 18.5%
26.4%±3.3Highest
CT: 18.5%
25.2%±2.4
CT: 18.5%
Redding and Madison are within the Census margin of error here, so we can’t say which is really higher.
Bachelor’s degree+adults 25+
83.7%Highest
CT: 42.5%
43.2%Lowest
CT: 42.5%
72.1%
CT: 42.5%
72.4%
CT: 42.5%
Enrolled in collegeshare of residents
5.3%±2.2
CT: 7.1%
5.9%±1.3Highest
CT: 7.1%
3.8%±1.8Lowest
CT: 7.1%
5.9%±1.5Highest
CT: 7.1%
Cost of living
Household incomemedian
$250,001Highest
161% above CT
$104,725±$8kLowest
9% above CT
$186,060±$15k
94% above CT
$167,442±$16k
75% above CT
Home valuemedian, owner-occupied
$996,700±$52kHighest
172% above CT
$305,200±$11kLowest
17% below CT
$706,300±$33k
93% above CT
$583,900±$30k
59% above CT
Rentmedian gross, monthly
$3,501Highest
135% above CT
$1,681±$62Lowest
13% above CT
$2,101±$304
41% above CT
$2,025±$741
36% above CT
Property taxmedian, yearly
$10,000+Highest
at least 51% above CT
$5,351Lowest
19% below CT
$10,000+Highest
at least 51% above CT
$8,843
33% above CT
Renters paying 30%+of income on rent
77.9%±36.6Highest
CT: 52.6%
44.9%±10.9
CT: 52.6%
64.9%±19.3
CT: 52.6%
44%±12.3Lowest
CT: 52.6%
Weston and Redding are within the Census margin of error here, so we can’t say which is really higher.
Below poverty line
1.8%Lowest
CT: 10%
6.7%Highest
CT: 10%
4%
CT: 10%
3.6%
CT: 10%
Housing
Homeownersof occupied homes
96.9%Highest
CT: 66.5%
82.4%Lowest
CT: 66.5%
91.6%
CT: 66.5%
90.4%
CT: 66.5%
Typical home builtmedian year
1967Lowest
same as CT
1970
3 yrs newer than CT
1972
5 yrs newer than CT
1976Highest
9 yrs newer than CT
Getting to work
Average commuteone way
47 minHighest
76% above CT
21 minLowest
19% below CT
36 min
36% above CT
30 min
12% above CT
Work from home
44.9%±7.5Highest
CT: 16%
16.1%±3.2Lowest
CT: 16%
32.5%±4.9
CT: 16%
30.2%±5.3
CT: 16%
Weston and Redding 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 #5 of 149 in CT #117 of 149 in CT #14 of 149 in CT #7 of 149 in CT
School district Weston School District Capitol Region Education Council · Windsor School District Redding School District · Regional School District 09 Madison School District
High school in town Weston High School Windsor High School Joel Barlow High School Daniel Hand High School
Students per teacherat that high school
10.8
10.2
11.1Highest
9.8Lowest
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.