Compare towns

Winchester vs Sutton 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).
Sutton has the most expensive homes ($523k 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.

MeasureWinchesterSuttonDerby
People
Population
10,284
9,452Lowest
12,487Highest
Growth since 20102010 → 2020 census —
+4.4%Highest
U.S.: +7.4%
-4.5%Lowest
U.S.: +7.4%
Median age
49.1±6.2Highest
26% above U.S.
44.3±2.5Lowest
14% above U.S.
46.4±3.1
19% 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
15.4%±2.9
U.S.: 22%
19.6%±3.3Highest
U.S.: 22%
14.6%±2.9Lowest
U.S.: 22%
Sutton and Winchester 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%
18.8%±3.2Lowest
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%Lowest
U.S.: 35.7%
52.8%Highest
U.S.: 35.7%
35.6%
U.S.: 35.7%
Enrolled in collegeshare of residents
4.2%±1.7
U.S.: 6.4%
3.9%±1.8Lowest
U.S.: 6.4%
5.9%±2Highest
U.S.: 6.4%
Derby and Winchester 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.
$147,125±$25kHighest
82% above U.S.
$79,500±$11k
about the U.S. average
Home valuemedian, owner-occupied
$249,500±$17kLowest
25% below U.S.
$523,100±$47kHighest
57% above U.S.
$256,700±$21k
23% below U.S.
Rentmedian gross, monthly
$1,174±$116Lowest
17% below U.S.
$1,190±$401
16% below U.S.
$1,452±$95Highest
about the U.S. average
Derby and Sutton are within the Census margin of error here, so we can’t say which is really higher.
Property taxmedian, yearly
$4,780Lowest
53% above U.S.
$6,763Highest
117% above U.S.
$5,510
77% above U.S.
Renters paying 30%+of income on rent
48.9%±15.8
U.S.: 51.1%
47.5%±24.4Lowest
U.S.: 51.1%
53.9%±12.6Highest
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
12.8%Highest
U.S.: 12.5%
5.8%Lowest
U.S.: 12.5%
10.8%
U.S.: 12.5%
Housing
Homeownersof occupied homes
65.8%
U.S.: 65.2%
89.7%Highest
U.S.: 65.2%
61.9%Lowest
U.S.: 65.2%
Typical home builtmedian year
1955Lowest
25 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
30 minHighest
12% above U.S.
27 min
about the U.S. average
Work from home
6.9%±2.7Lowest
U.S.: 15.1%
22.7%±4.1Highest
U.S.: 15.1%
15.1%±4.8
U.S.: 15.1%
Sutton 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 #105 of 282 in MA #138 of 149 in CT
School district Explorations District · Regional School District 07 Sutton Derby School District
High school in town Northwestern Regional High School Sutton High School Derby High School
Students per teacherat that high school
9.7Lowest
12.6Highest
9.7Lowest
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.