Compare towns

Winchester vs Killingly vs Upton vs Derby

Cost, people, housing, commute and schools, side by side, each benchmarked against the U.S..

What stands out worked out from the figures below

Winchester has the oldest population (median age 49.1).
Killingly has the youngest population (median age 39.5).
Upton has the most expensive homes ($577k median).
Derby has the most renters (38.1% 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.

MeasureWinchesterKillinglyUptonDerby
People
Population
10,284
17,867Highest
8,189Lowest
12,487
Growth since 20102010 → 2020 census — —
+6.1%Highest
U.S.: +7.4%
-4.5%Lowest
U.S.: +7.4%
Median age
49.1±6.2Highest
26% above U.S.
39.5±3Lowest
about the U.S. average
46.4±4.8
19% above U.S.
46.4±3.1
19% above U.S.
Winchester and Upton are within the Census margin of error here, so we can’t say which is really higher.
Kids under 18
15.4%±2.9
U.S.: 22%
19.8%±2.3
U.S.: 22%
23.2%±4.5Highest
U.S.: 22%
14.6%±2.9Lowest
U.S.: 22%
Upton and Killingly are within the Census margin of error here, so we can’t say which is really higher.
Age 65+
27.4%±5.1Highest
U.S.: 17.2%
19.7%±2.4Lowest
U.S.: 17.2%
20.7%±4.9
U.S.: 17.2%
21.1%±3.9
U.S.: 17.2%
Winchester and Derby are within the Census margin of error here, so we can’t say which is really higher.
Bachelor’s degree+adults 25+
27.8%
U.S.: 35.7%
22.9%Lowest
U.S.: 35.7%
53.5%Highest
U.S.: 35.7%
35.6%
U.S.: 35.7%
Enrolled in collegeshare of residents
4.2%±1.7
U.S.: 6.4%
5.4%±1.9
U.S.: 6.4%
2.4%±1.3Lowest
U.S.: 6.4%
5.9%±2Highest
U.S.: 6.4%
Derby and Killingly are within the Census margin of error here, so we can’t say which is really higher.
Cost of living
Household incomemedian
$66,519±$12kLowest
18% below U.S.
$84,350±$8k
4% above U.S.
$155,508±$33kHighest
93% above U.S.
$79,500±$11k
about the U.S. average
Home valuemedian, owner-occupied
$249,500±$17kLowest
25% below U.S.
$288,600±$15k
13% below U.S.
$576,700±$41kHighest
73% above U.S.
$256,700±$21k
23% below U.S.
Rentmedian gross, monthly
$1,174±$116
17% below U.S.
$1,044±$141
26% below U.S.
$948±$599Lowest
33% below U.S.
$1,452±$95Highest
about the U.S. average
Property taxmedian, yearly
$4,780
53% above U.S.
$3,922Lowest
26% above U.S.
$8,376Highest
169% above U.S.
$5,510
77% above U.S.
Renters paying 30%+of income on rent
48.9%±15.8
U.S.: 51.1%
42.8%±10.9Lowest
U.S.: 51.1%
52.8%±31
U.S.: 51.1%
53.9%±12.6Highest
U.S.: 51.1%
Derby and Upton are within the Census margin of error here, so we can’t say which is really higher.
Below poverty line
12.8%Highest
U.S.: 12.5%
11.4%
U.S.: 12.5%
3.2%Lowest
U.S.: 12.5%
10.8%
U.S.: 12.5%
Housing
Homeownersof occupied homes
65.8%
U.S.: 65.2%
71.6%
U.S.: 65.2%
86.7%Highest
U.S.: 65.2%
61.9%Lowest
U.S.: 65.2%
Typical home builtmedian year
1955Lowest
25 yrs older than U.S.
1968
12 yrs older than U.S.
1981Highest
1 yr newer than U.S.
1967
13 yrs older than U.S.
Getting to work
Average commuteone way
26 minLowest
about the U.S. average
28 min
6% above U.S.
35 minHighest
34% above U.S.
27 min
about the U.S. average
Work from home
6.9%±2.7Lowest
U.S.: 15.1%
11.1%±2.3
U.S.: 15.1%
22.8%±5.3Highest
U.S.: 15.1%
15.1%±4.8
U.S.: 15.1%
Upton 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 #136 of 149 in CT #46 of 282 in MA #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 Blackstone Valley Regional Vocational Technical · Mendon-Upton Derby School District
High school in town Northwestern Regional High School Killingly High School Blackstone Valley Derby High School
Students per teacherat that high school
9.7Lowest
11.1
11.2Highest
9.7Lowest
On TownTapestry
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U.S. 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.