Compare towns

Derby vs Douglas vs Winchester

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

What stands out worked out from the figures below

Derby has the most renters (38.1% rent).
Douglas has the highest household income ($152k).
Winchester has the oldest population (median age 49.1).

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.

MeasureDerbyDouglasWinchester
People
Population
12,487Highest
9,207Lowest
10,284
Growth since 20102010 → 2020 census
-4.5%Lowest
U.S.: +7.4%
+6%Highest
U.S.: +7.4%
—
Median age
46.4±3.1
19% above U.S.
44±2.6Lowest
13% above U.S.
49.1±6.2Highest
26% above U.S.
Winchester and Derby are within the Census margin of error here, so we can’t say which is really higher.
Kids under 18
14.6%±2.9Lowest
U.S.: 22%
21.2%±3.8Highest
U.S.: 22%
15.4%±2.9
U.S.: 22%
Douglas and Winchester are within the Census margin of error here, so we can’t say which is really higher.
Age 65+
21.1%±3.9
U.S.: 17.2%
15.4%±3.1Lowest
U.S.: 17.2%
27.4%±5.1Highest
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+
35.6%
U.S.: 35.7%
41.7%Highest
U.S.: 35.7%
27.8%Lowest
U.S.: 35.7%
Enrolled in collegeshare of residents
5.9%±2Highest
U.S.: 6.4%
5.4%±2.3
U.S.: 6.4%
4.2%±1.7Lowest
U.S.: 6.4%
Derby and Douglas are within the Census margin of error here, so we can’t say which is really higher.
Cost of living
Household incomemedian
$79,500±$11k
about the U.S. average
$152,267±$10kHighest
89% above U.S.
$66,519±$12kLowest
18% below U.S.
Home valuemedian, owner-occupied
$256,700±$21k
23% below U.S.
$470,600±$29kHighest
41% above U.S.
$249,500±$17kLowest
25% below U.S.
Rentmedian gross, monthly
$1,452±$95
about the U.S. average
$1,503±$697Highest
6% above U.S.
$1,174±$116Lowest
17% below U.S.
Douglas and Derby are within the Census margin of error here, so we can’t say which is really higher.
Property taxmedian, yearly
$5,510
77% above U.S.
$6,338Highest
103% above U.S.
$4,780Lowest
53% above U.S.
Renters paying 30%+of income on rent
53.9%±12.6Highest
U.S.: 51.1%
33.9%±17.4Lowest
U.S.: 51.1%
48.9%±15.8
U.S.: 51.1%
Derby and Winchester are within the Census margin of error here, so we can’t say which is really higher.
Below poverty line
10.8%
U.S.: 12.5%
4.8%Lowest
U.S.: 12.5%
12.8%Highest
U.S.: 12.5%
Housing
Homeownersof occupied homes
61.9%Lowest
U.S.: 65.2%
83.8%Highest
U.S.: 65.2%
65.8%
U.S.: 65.2%
Typical home builtmedian year
1967
13 yrs older than U.S.
1986Highest
6 yrs newer than U.S.
1955Lowest
25 yrs older than U.S.
Getting to work
Average commuteone way
27 min
about the U.S. average
34 minHighest
28% above U.S.
26 minLowest
about the U.S. average
Work from home
15.1%±4.8
U.S.: 15.1%
20.9%±4.9Highest
U.S.: 15.1%
6.9%±2.7Lowest
U.S.: 15.1%
Douglas 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 #138 of 149 in CT #177 of 282 in MA #97 of 149 in CT
School district Derby School District Douglas Explorations District · Regional School District 07
High school in town Derby High School Douglas High School Northwestern Regional High School
Students per teacherat that high school
9.7Highest
7.2Lowest
9.7Highest
On TownTapestry
Old photos in History None yet None yet None yet

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.