Compare towns

Windsor vs Hebron vs New Milford

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

What stands out worked out from the figures below

Windsor has the shortest commute (21 min average).
Hebron has the most people working from home (27.2%).
New Milford has the youngest population (median age 42.1).

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.

MeasureWindsorHebronNew Milford
People
Population
29,468Highest
9,157Lowest
28,334
Median age
43.7±1.9
6% above CT
45.1±2.7Highest
10% above CT
42.1±1.9Lowest
about the CT average
Hebron and Windsor are within the Census margin of error here, so we can’t say which is really higher.
Kids under 18
19.2%±2.1Lowest
CT: 20.2%
20.8%±3.3
CT: 20.2%
21.4%±2.6Highest
CT: 20.2%
New Milford and Hebron are within the Census margin of error here, so we can’t say which is really higher.
Age 65+
20%±2Highest
CT: 18.5%
18.6%±2.4
CT: 18.5%
17.7%±1.7Lowest
CT: 18.5%
Windsor and Hebron are within the Census margin of error here, so we can’t say which is really higher.
Bachelor’s degree+adults 25+
43.2%
CT: 42.5%
52.7%Highest
CT: 42.5%
41.2%Lowest
CT: 42.5%
Enrolled in collegeshare of residents
5.9%±1.3Highest
CT: 7.1%
5.9%±2.1Highest
CT: 7.1%
5.1%±1.7Lowest
CT: 7.1%
Cost of living
Household incomemedian
$104,725±$8kLowest
9% above CT
$142,500±$23kHighest
49% above CT
$106,411±$8k
11% above CT
Home valuemedian, owner-occupied
$305,200±$11kLowest
17% below CT
$385,800±$15k
5% above CT
$391,500±$10kHighest
7% above CT
New Milford and Hebron are within the Census margin of error here, so we can’t say which is really higher.
Rentmedian gross, monthly
$1,681±$62Highest
13% above CT
$1,635±$241
10% above CT
$1,609±$152Lowest
8% above CT
Windsor and Hebron are within the Census margin of error here, so we can’t say which is really higher.
Property taxmedian, yearly
$5,351Lowest
19% below CT
$8,263Highest
24% above CT
$6,150
7% below CT
Renters paying 30%+of income on rent
44.9%±10.9Lowest
CT: 52.6%
61.5%±28.4Highest
CT: 52.6%
57.7%±13.3
CT: 52.6%
Hebron and New Milford are within the Census margin of error here, so we can’t say which is really higher.
Below poverty line
6.7%
CT: 10%
4.1%Lowest
CT: 10%
7.1%Highest
CT: 10%
Housing
Homeownersof occupied homes
82.4%
CT: 66.5%
88.8%Highest
CT: 66.5%
80.4%Lowest
CT: 66.5%
Typical home builtmedian year
1970Lowest
3 yrs newer than CT
1986Highest
19 yrs newer than CT
1975
8 yrs newer than CT
Getting to work
Average commuteone way
21 minLowest
19% below CT
33 minHighest
23% above CT
30 min
14% above CT
Work from home
16.1%±3.2
CT: 16%
27.2%±4.6Highest
CT: 16%
15.1%±2.5Lowest
CT: 16%
Schools
Public school scoresrank in state, math + reading #117 of 149 in CT #28 of 149 in CT #110 of 149 in CT
School district Capitol Region Education Council · Windsor School District Hebron School District · Regional School District 08 New Milford School District
High school in town Windsor High School RHAM High School New Milford High School
Students per teacherat that high school
10.2
9.3Lowest
11.7Highest
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.