Compare towns

Winchester vs Windham vs Hampton vs Derby

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

What stands out worked out from the figures below

Winchester has the oldest housing (typical home built 1955).
Windham has the youngest population (median age 33.7).
Hampton has the highest household income ($109k).

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.

MeasureWinchesterWindhamHamptonDerby
People
Population
10,284
23,961Highest
1,647Lowest
12,487
Growth since 20102010 → 2020 census — — —
-4.5%
CT: +0.9%
Median age
49.1±6.2
19% above CT
33.7±1.9Lowest
18% below CT
51.5±5.3Highest
25% above CT
46.4±3.1
13% above CT
Hampton 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%
20.1%±2.4Highest
CT: 20.2%
19.7%±5.3
CT: 20.2%
14.6%±2.9Lowest
CT: 20.2%
Windham and Hampton 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%
14.3%±1.9Lowest
CT: 18.5%
26.1%±2.1
CT: 18.5%
21.1%±3.9
CT: 18.5%
Winchester and Hampton 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%
22.7%Lowest
CT: 42.5%
29.9%
CT: 42.5%
35.6%Highest
CT: 42.5%
Enrolled in collegeshare of residents
4.2%±1.7
CT: 7.1%
15.2%±1.8Highest
CT: 7.1%
1.9%±1.1Lowest
CT: 7.1%
5.9%±2
CT: 7.1%
Cost of living
Household incomemedian
$66,519±$12k
31% below CT
$55,736±$5kLowest
42% below CT
$109,167±$19kHighest
14% above CT
$79,500±$11k
17% below CT
Hampton and Derby are within the Census margin of error here, so we can’t say which is really higher.
Home valuemedian, owner-occupied
$249,500±$17k
32% below CT
$209,800±$9kLowest
43% below CT
$295,800±$27kHighest
19% below CT
$256,700±$21k
30% below CT
Hampton and Derby are within the Census margin of error here, so we can’t say which is really higher.
Rentmedian gross, monthly
$1,174±$116
21% below CT
$1,107±$69Lowest
26% below CT
$1,285±$288
14% below CT
$1,452±$95Highest
about the CT average
Derby and Hampton 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
$4,633
30% below CT
$4,364Lowest
34% below CT
$5,510Highest
17% below CT
Renters paying 30%+of income on rent
48.9%±15.8Lowest
CT: 52.6%
57.1%±8.1Highest
CT: 52.6%
52.5%±51.5
CT: 52.6%
53.9%±12.6
CT: 52.6%
Windham and Derby are within the Census margin of error here, so we can’t say which is really higher.
Below poverty line
12.8%
CT: 10%
20.7%Highest
CT: 10%
5.7%Lowest
CT: 10%
10.8%
CT: 10%
Housing
Homeownersof occupied homes
65.8%
CT: 66.5%
47.4%Lowest
CT: 66.5%
90%Highest
CT: 66.5%
61.9%
CT: 66.5%
Typical home builtmedian year
1955Lowest
12 yrs older than CT
1956
11 yrs older than CT
1980Highest
13 yrs newer than CT
1967
same as CT
Getting to work
Average commuteone way
26 min
about the CT average
24 minLowest
8% below CT
29 minHighest
9% above CT
27 min
about the CT average
Work from home
6.9%±2.7
CT: 16%
6.1%±1.7Lowest
CT: 16%
17.7%±5.1Highest
CT: 16%
15.1%±4.8
CT: 16%
Hampton and Derby 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 #97 of 149 in CT #143 of 149 in CT — #138 of 149 in CT
School district Explorations District · Regional School District 07 Connecticut Technical Education and Career System · Eastern Connecticut Regional Educational Service Center (EAS Hampton School District Derby School District
High school in town Northwestern Regional High School Windham High School None in town Derby High School
Students per teacherat that high school
9.7Lowest
9.8Highest
—
9.7Lowest
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.