Compare towns

Orange vs Windsor vs Derby vs Milford

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

What stands out worked out from the figures below

Orange has the highest household income ($142k).
Windsor has the shortest commute (21 min average).
Derby has the most renters (38.1% rent).
Milford has the most people working from home (17.7%).

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.

MeasureOrangeWindsorDerbyMilford
People
Population
14,315
29,468
12,487Lowest
52,684Highest
Growth since 20102010 → 2020 census — —
-4.5%Lowest
CT: +0.9%
-1.4%Highest
CT: +0.9%
Median age
45.6±2.4
11% above CT
43.7±1.9Lowest
6% above CT
46.4±3.1
13% above CT
46.6±1.4Highest
13% above CT
Milford and Derby are within the Census margin of error here, so we can’t say which is really higher.
Kids under 18
22.9%±2.5Highest
CT: 20.2%
19.2%±2.1
CT: 20.2%
14.6%±2.9Lowest
CT: 20.2%
17.2%±1.4
CT: 20.2%
Orange and Windsor are within the Census margin of error here, so we can’t say which is really higher.
Age 65+
23%±2.7Highest
CT: 18.5%
20%±2Lowest
CT: 18.5%
21.1%±3.9
CT: 18.5%
22.1%±1.5
CT: 18.5%
Orange and Milford are within the Census margin of error here, so we can’t say which is really higher.
Bachelor’s degree+adults 25+
59.4%Highest
CT: 42.5%
43.2%
CT: 42.5%
35.6%Lowest
CT: 42.5%
50.5%
CT: 42.5%
Enrolled in collegeshare of residents
5.5%±2
CT: 7.1%
5.9%±1.3Highest
CT: 7.1%
5.9%±2Highest
CT: 7.1%
5%±0.7Lowest
CT: 7.1%
Cost of living
Household incomemedian
$142,325±$10kHighest
49% above CT
$104,725±$8k
9% above CT
$79,500±$11kLowest
17% below CT
$110,669±$7k
16% above CT
Home valuemedian, owner-occupied
$491,500±$17kHighest
34% above CT
$305,200±$11k
17% below CT
$256,700±$21kLowest
30% below CT
$416,800±$9k
14% above CT
Rentmedian gross, monthly
$2,172±$161Highest
46% above CT
$1,681±$62
13% above CT
$1,452±$95Lowest
about the CT average
$1,882±$80
26% above CT
Property taxmedian, yearly
$8,988Highest
35% above CT
$5,351Lowest
19% below CT
$5,510
17% below CT
$6,694
about the CT average
Renters paying 30%+of income on rent
64%±12.1Highest
CT: 52.6%
44.9%±10.9Lowest
CT: 52.6%
53.9%±12.6
CT: 52.6%
51.3%±7.3
CT: 52.6%
Orange and Derby are within the Census margin of error here, so we can’t say which is really higher.
Below poverty line
3.9%Lowest
CT: 10%
6.7%
CT: 10%
10.8%Highest
CT: 10%
5.1%
CT: 10%
Housing
Homeownersof occupied homes
89.2%Highest
CT: 66.5%
82.4%
CT: 66.5%
61.9%Lowest
CT: 66.5%
75.8%
CT: 66.5%
Typical home builtmedian year
1964Lowest
3 yrs older than CT
1970Highest
3 yrs newer than CT
1967
same as CT
1965
2 yrs older than CT
Getting to work
Average commuteone way
28 minHighest
4% above CT
21 minLowest
19% below CT
27 min
about the CT average
25 min
4% below CT
Work from home
15.6%±2.9
CT: 16%
16.1%±3.2
CT: 16%
15.1%±4.8Lowest
CT: 16%
17.7%±1.8Highest
CT: 16%
Milford and Windsor 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 #38 of 149 in CT #117 of 149 in CT #138 of 149 in CT #98 of 149 in CT
School district Orange School District · Regional School District 05 Capitol Region Education Council · Windsor School District Derby School District Connecticut Technical Education and Career System · Milford School District
High school in town None in town Windsor High School Derby High School Jonathan Law High School
Students per teacherat that high school —
10.2
9.7Lowest
10.8Highest
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.