Compare towns

Winchester vs Orange vs Winsted

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

What stands out worked out from the figures below

Winchester has the oldest population (median age 49.1).
Orange has the highest household income ($142k).
Winsted has the most renters (45.3% 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.

MeasureWinchesterOrangeWinsted
People
Population
10,284
14,315Highest
6,977Lowest
Growth since 20102010 → 2020 census —
+2.3%Highest
CT: +0.9%
-6.7%Lowest
CT: +0.9%
Median age
49.1±6.2Highest
19% above CT
45.6±2.4Lowest
11% above CT
47.6±7.3
16% above CT
Winchester and Winsted are within the Census margin of error here, so we can’t say which is really higher.
Kids under 18
15.4%±2.9
CT: 20.2%
22.9%±2.5Highest
CT: 20.2%
14.4%±3.3Lowest
CT: 20.2%
Age 65+
27.4%±5.1Highest
CT: 18.5%
23%±2.7Lowest
CT: 18.5%
25%±4.2
CT: 18.5%
Winchester and Winsted are within the Census margin of error here, so we can’t say which is really higher.
Bachelor’s degree+adults 25+
27.8%
CT: 42.5%
59.4%Highest
CT: 42.5%
26.8%Lowest
CT: 42.5%
Enrolled in collegeshare of residents
4.2%±1.7Lowest
CT: 7.1%
5.5%±2Highest
CT: 7.1%
4.9%±2.4
CT: 7.1%
Orange and Winsted are within the Census margin of error here, so we can’t say which is really higher.
Cost of living
Household incomemedian
$66,519±$12k
31% below CT
$142,325±$10kHighest
49% above CT
$64,871±$12kLowest
32% below CT
Home valuemedian, owner-occupied
$249,500±$17k
32% below CT
$491,500±$17kHighest
34% above CT
$218,900±$14kLowest
40% below CT
Rentmedian gross, monthly
$1,174±$116Lowest
21% below CT
$2,172±$161Highest
46% above CT
$1,183±$130
20% below CT
Property taxmedian, yearly
$4,780
28% below CT
$8,988Highest
35% above CT
$3,754Lowest
43% below CT
Renters paying 30%+of income on rent
48.9%±15.8
CT: 52.6%
64%±12.1Highest
CT: 52.6%
45.5%±16.7Lowest
CT: 52.6%
Orange and Winchester are within the Census margin of error here, so we can’t say which is really higher.
Below poverty line
12.8%
CT: 10%
3.9%Lowest
CT: 10%
15.9%Highest
CT: 10%
Housing
Homeownersof occupied homes
65.8%
CT: 66.5%
89.2%Highest
CT: 66.5%
54.7%Lowest
CT: 66.5%
Typical home builtmedian year
1955
12 yrs older than CT
1964Highest
3 yrs older than CT
1942Lowest
25 yrs older than CT
Getting to work
Average commuteone way
26 min
about the CT average
28 minHighest
4% above CT
25 minLowest
5% below CT
Work from home
6.9%±2.7Lowest
CT: 16%
15.6%±2.9Highest
CT: 16%
7.7%±3.5
CT: 16%
Schools
Public school scoresrank in state, math + reading #97 of 149 in CT #38 of 149 in CT —
School district Explorations District · Regional School District 07 — —
High school in town Northwestern Regional 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.