Compare towns

Winsted vs Middlefield vs Derby

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

What stands out worked out from the figures below

Winsted has the most affordable homes ($219k median).
Middlefield has the most expensive homes ($376k median).
Derby has the most people working from home (15.1%).

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.

MeasureWinstedMiddlefieldDerby
People
Population
6,977
4,243Lowest
12,487Highest
Growth since 20102010 → 2020 census
-6.7%Lowest
CT: +0.9%
—
-4.5%Highest
CT: +0.9%
Median age
47.6±7.3
16% above CT
51.6±1.9Highest
26% above CT
46.4±3.1Lowest
13% above CT
Middlefield and Winsted are within the Census margin of error here, so we can’t say which is really higher.
Kids under 18
14.4%±3.3
CT: 20.2%
13.9%±4.1Lowest
CT: 20.2%
14.6%±2.9Highest
CT: 20.2%
Derby and Winsted are within the Census margin of error here, so we can’t say which is really higher.
Age 65+
25%±4.2
CT: 18.5%
25.5%±7.2Highest
CT: 18.5%
21.1%±3.9Lowest
CT: 18.5%
Middlefield and Winsted are within the Census margin of error here, so we can’t say which is really higher.
Bachelor’s degree+adults 25+
26.8%Lowest
CT: 42.5%
41.5%Highest
CT: 42.5%
35.6%
CT: 42.5%
Enrolled in collegeshare of residents
4.9%±2.4Lowest
CT: 7.1%
5.7%±2.4
CT: 7.1%
5.9%±2Highest
CT: 7.1%
Derby and Middlefield are within the Census margin of error here, so we can’t say which is really higher.
Cost of living
Household incomemedian
$64,871±$12kLowest
32% below CT
$99,837±$20kHighest
4% above CT
$79,500±$11k
17% below CT
Middlefield and Derby are within the Census margin of error here, so we can’t say which is really higher.
Home valuemedian, owner-occupied
$218,900±$14kLowest
40% below CT
$376,000±$27kHighest
about the CT average
$256,700±$21k
30% below CT
Rentmedian gross, monthly
$1,183±$130Lowest
20% below CT
$3,501Highest
135% above CT
$1,452±$95
about the CT average
Property taxmedian, yearly
$3,754Lowest
43% below CT
$6,853Highest
3% above CT
$5,510
17% below CT
Renters paying 30%+of income on rent
45.5%±16.7Lowest
CT: 52.6%
85.4%±52.1Highest
CT: 52.6%
53.9%±12.6
CT: 52.6%
Middlefield and Derby are within the Census margin of error here, so we can’t say which is really higher.
Below poverty line
15.9%Highest
CT: 10%
8.1%Lowest
CT: 10%
10.8%
CT: 10%
Housing
Homeownersof occupied homes
54.7%Lowest
CT: 66.5%
86.5%Highest
CT: 66.5%
61.9%
CT: 66.5%
Typical home builtmedian year
1942Lowest
25 yrs older than CT
1961
6 yrs older than CT
1967Highest
same as CT
Getting to work
Average commuteone way
25 min
5% below CT
25 minLowest
6% below CT
27 minHighest
about the CT average
Work from home
7.7%±3.5Lowest
CT: 16%
10.9%±4.1
CT: 16%
15.1%±4.8Highest
CT: 16%
Derby and Middlefield 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 — #65 of 149 in CT #138 of 149 in CT
School district — Regional School District 13 Derby School District
High school in town — None in town Derby High School
Students per teacherat that high school — —
9.7
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.