Compare towns

Windsor vs Wakefield vs New Milford

Cost, people, housing, commute and schools, side by side, each benchmarked against the U.S..

What stands out worked out from the figures below

Windsor has the shortest commute (21 min average).
Wakefield has the most expensive homes ($724k median).
New Milford has the most kids (21.4% under 18).

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.

MeasureWindsorWakefieldNew Milford
People
Population
29,468Highest
27,793Lowest
28,334
Growth since 20102010 → 2020 census —
+8.7%
U.S.: +7.4%
—
Median age
43.7±1.9Highest
12% above U.S.
42.4±1.7
9% above U.S.
42.1±1.9Lowest
8% above U.S.
Windsor and Wakefield are within the Census margin of error here, so we can’t say which is really higher.
Kids under 18
19.2%±2.1Lowest
U.S.: 22%
20%±2.2
U.S.: 22%
21.4%±2.6Highest
U.S.: 22%
New Milford and Wakefield are within the Census margin of error here, so we can’t say which is really higher.
Age 65+
20%±2Highest
U.S.: 17.2%
19%±1.9
U.S.: 17.2%
17.7%±1.7Lowest
U.S.: 17.2%
Windsor and Wakefield are within the Census margin of error here, so we can’t say which is really higher.
Bachelor’s degree+adults 25+
43.2%
U.S.: 35.7%
59.7%Highest
U.S.: 35.7%
41.2%Lowest
U.S.: 35.7%
Enrolled in collegeshare of residents
5.9%±1.3Highest
U.S.: 6.4%
4.4%±0.9Lowest
U.S.: 6.4%
5.1%±1.7
U.S.: 6.4%
Windsor and New Milford are within the Census margin of error here, so we can’t say which is really higher.
Cost of living
Household incomemedian
$104,725±$8kLowest
30% above U.S.
$134,306±$14kHighest
66% above U.S.
$106,411±$8k
32% above U.S.
Home valuemedian, owner-occupied
$305,200±$11kLowest
8% below U.S.
$723,500±$24kHighest
117% above U.S.
$391,500±$10k
18% above U.S.
Rentmedian gross, monthly
$1,681±$62
19% above U.S.
$1,958±$102Highest
39% above U.S.
$1,609±$152Lowest
14% above U.S.
Property taxmedian, yearly
$5,351Lowest
72% above U.S.
$7,779Highest
149% above U.S.
$6,150
97% above U.S.
Renters paying 30%+of income on rent
44.9%±10.9
U.S.: 51.1%
43.7%±7.9Lowest
U.S.: 51.1%
57.7%±13.3Highest
U.S.: 51.1%
New Milford and Windsor are within the Census margin of error here, so we can’t say which is really higher.
Below poverty line
6.7%
U.S.: 12.5%
4.9%Lowest
U.S.: 12.5%
7.1%Highest
U.S.: 12.5%
Housing
Homeownersof occupied homes
82.4%Highest
U.S.: 65.2%
70.7%Lowest
U.S.: 65.2%
80.4%
U.S.: 65.2%
Typical home builtmedian year
1970
10 yrs older than U.S.
1956Lowest
24 yrs older than U.S.
1975Highest
5 yrs older than U.S.
Getting to work
Average commuteone way
21 minLowest
19% below U.S.
33 minHighest
26% above U.S.
30 min
15% above U.S.
Work from home
16.1%±3.2
U.S.: 15.1%
24.6%±3.1Highest
U.S.: 15.1%
15.1%±2.5Lowest
U.S.: 15.1%
Schools
Public school scoresrank in state, math + reading #117 of 149 in CT #179 of 282 in MA #110 of 149 in CT
School district Capitol Region Education Council · Windsor School District Northeast Metropolitan Regional Vocational Technical · Wakefield New Milford School District
High school in town Windsor High School Northeast Metro Regional Vocational New Milford High School
Students per teacherat that high school
10.2Lowest
10.7
11.7Highest
On TownTapestry
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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.