Compare towns

Cheshire vs Killingly vs Prospect vs South Windsor

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

What stands out worked out from the figures below

Cheshire has the most expensive homes ($440k median).
Killingly has the most affordable homes ($289k median).
Prospect has the most homeowners (93.5%).
South Windsor has the most people working from home (27.5%).

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.

MeasureCheshireKillinglyProspectSouth Windsor
People
Population
29,040Highest
17,867
9,458Lowest
26,907
Median age
44.9±1.4
9% above CT
39.5±3Lowest
4% below CT
46.8±3.9Highest
14% above CT
41.2±1.3
about the CT average
Prospect and Cheshire are within the Census margin of error here, so we can’t say which is really higher.
Kids under 18
21.9%±2.3
CT: 20.2%
19.8%±2.3Lowest
CT: 20.2%
21.4%±4.1
CT: 20.2%
23.4%±2Highest
CT: 20.2%
South Windsor and Cheshire are within the Census margin of error here, so we can’t say which is really higher.
Age 65+
21.3%±1.8
CT: 18.5%
19.7%±2.4
CT: 18.5%
24.5%±4.3Highest
CT: 18.5%
17.8%±1.7Lowest
CT: 18.5%
Prospect and Cheshire are within the Census margin of error here, so we can’t say which is really higher.
Bachelor’s degree+adults 25+
60.7%Highest
CT: 42.5%
22.9%Lowest
CT: 42.5%
40.3%
CT: 42.5%
58.9%
CT: 42.5%
Enrolled in collegeshare of residents
4.5%±1.1
CT: 7.1%
5.4%±1.9
CT: 7.1%
3.5%±1.8Lowest
CT: 7.1%
6.1%±1.2Highest
CT: 7.1%
South Windsor and Killingly are within the Census margin of error here, so we can’t say which is really higher.
Cost of living
Household incomemedian
$146,528±$12kHighest
53% above CT
$84,350±$8kLowest
12% below CT
$126,394±$18k
32% above CT
$144,961±$10k
51% above CT
Cheshire and South Windsor are within the Census margin of error here, so we can’t say which is really higher.
Home valuemedian, owner-occupied
$440,000±$17kHighest
20% above CT
$288,600±$15kLowest
21% below CT
$355,400±$21k
3% below CT
$375,100±$12k
about the CT average
Rentmedian gross, monthly
$1,398±$116
6% below CT
$1,044±$141Lowest
30% below CT
$1,800±$433
21% above CT
$1,864±$214Highest
25% above CT
South Windsor and Prospect are within the Census margin of error here, so we can’t say which is really higher.
Property taxmedian, yearly
$7,755
17% above CT
$3,922Lowest
41% below CT
$6,504
about the CT average
$7,888Highest
19% above CT
Renters paying 30%+of income on rent
44.9%±6.3
CT: 52.6%
42.8%±10.9Lowest
CT: 52.6%
45.3%±31.8
CT: 52.6%
49.9%±10.7Highest
CT: 52.6%
South Windsor and Prospect are within the Census margin of error here, so we can’t say which is really higher.
Below poverty line
5%
CT: 10%
11.4%Highest
CT: 10%
3.2%Lowest
CT: 10%
4.9%
CT: 10%
Housing
Homeownersof occupied homes
86.6%
CT: 66.5%
71.6%Lowest
CT: 66.5%
93.5%Highest
CT: 66.5%
84.9%
CT: 66.5%
Typical home builtmedian year
1974
7 yrs newer than CT
1968Lowest
1 yr newer than CT
1974
7 yrs newer than CT
1980Highest
13 yrs newer than CT
Getting to work
Average commuteone way
29 minHighest
9% above CT
28 min
5% above CT
28 min
4% above CT
23 minLowest
13% below CT
Work from home
19.1%±2.7
CT: 16%
11.1%±2.3
CT: 16%
10.1%±3.2Lowest
CT: 16%
27.5%±3.2Highest
CT: 16%
Schools
Public school scoresrank in state, math + reading #18 of 149 in CT #136 of 149 in CT #50 of 149 in CT #40 of 149 in CT
School district Cheshire School District Connecticut Technical Education and Career System · Eastern Connecticut Regional Educational Service Center (EAS Regional School District 16 Capitol Region Education Council · South Windsor School District
High school in town Cheshire High School Killingly High School None in town South Windsor High School
Students per teacherat that high school
11.6Highest
11.1Lowest
—
11.4
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.