Compare towns

Prospect vs Windham vs Cheshire

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

What stands out worked out from the figures below

Prospect has the most homeowners (93.5%).
Windham has the most renters (52.6% rent).
Cheshire has the most people working from home (19.1%).

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.

MeasureProspectWindhamCheshire
People
Population
9,458Lowest
23,961
29,040Highest
Median age
46.8±3.9Highest
14% above CT
33.7±1.9Lowest
18% below CT
44.9±1.4
9% above CT
Prospect and Cheshire are within the Census margin of error here, so we can’t say which is really higher.
Kids under 18
21.4%±4.1
CT: 20.2%
20.1%±2.4Lowest
CT: 20.2%
21.9%±2.3Highest
CT: 20.2%
Cheshire and Prospect are within the Census margin of error here, so we can’t say which is really higher.
Age 65+
24.5%±4.3Highest
CT: 18.5%
14.3%±1.9Lowest
CT: 18.5%
21.3%±1.8
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+
40.3%
CT: 42.5%
22.7%Lowest
CT: 42.5%
60.7%Highest
CT: 42.5%
Enrolled in collegeshare of residents
3.5%±1.8Lowest
CT: 7.1%
15.2%±1.8Highest
CT: 7.1%
4.5%±1.1
CT: 7.1%
Cost of living
Household incomemedian
$126,394±$18k
32% above CT
$55,736±$5kLowest
42% below CT
$146,528±$12kHighest
53% above CT
Cheshire and Prospect are within the Census margin of error here, so we can’t say which is really higher.
Home valuemedian, owner-occupied
$355,400±$21k
3% below CT
$209,800±$9kLowest
43% below CT
$440,000±$17kHighest
20% above CT
Rentmedian gross, monthly
$1,800±$433Highest
21% above CT
$1,107±$69Lowest
26% below CT
$1,398±$116
6% below CT
Prospect and Cheshire are within the Census margin of error here, so we can’t say which is really higher.
Property taxmedian, yearly
$6,504
about the CT average
$4,633Lowest
30% below CT
$7,755Highest
17% above CT
Renters paying 30%+of income on rent
45.3%±31.8
CT: 52.6%
57.1%±8.1Highest
CT: 52.6%
44.9%±6.3Lowest
CT: 52.6%
Windham and Prospect are within the Census margin of error here, so we can’t say which is really higher.
Below poverty line
3.2%Lowest
CT: 10%
20.7%Highest
CT: 10%
5%
CT: 10%
Housing
Homeownersof occupied homes
93.5%Highest
CT: 66.5%
47.4%Lowest
CT: 66.5%
86.6%
CT: 66.5%
Typical home builtmedian year
1974Highest
7 yrs newer than CT
1956Lowest
11 yrs older than CT
1974Highest
7 yrs newer than CT
Getting to work
Average commuteone way
28 min
4% above CT
24 minLowest
8% below CT
29 minHighest
9% above CT
Work from home
10.1%±3.2
CT: 16%
6.1%±1.7Lowest
CT: 16%
19.1%±2.7Highest
CT: 16%
Schools
Public school scoresrank in state, math + reading #50 of 149 in CT #143 of 149 in CT #18 of 149 in CT
School district Regional School District 16 Connecticut Technical Education and Career System · Eastern Connecticut Regional Educational Service Center (EAS Cheshire School District
High school in town None in town Windham High School Cheshire High School
Students per teacherat that high school —
9.8Lowest
11.6Highest
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.