What stands out worked out from the figures below

Windsor has the shortest commute (21 min average).

New Milford has the most expensive homes ($392k median).

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.

Raising kidsAffordabilityOwning a homeShort commuteWorking from homeYounger crowdSettled, older crowdGrowing town

Measure	Windsor	New Milford
People
Population	29,468Highest	28,334Lowest
Median age	43.7±1.9Highest 6% above CT	42.1±1.9Lowest about the CT average
	Windsor and New Milford 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%	21.4%±2.6Highest CT: 20.2%
	New Milford and Windsor are within the Census margin of error here, so we can’t say which is really higher.
Age 65+	20%±2Highest CT: 18.5%	17.7%±1.7Lowest CT: 18.5%
	Windsor and New Milford are within the Census margin of error here, so we can’t say which is really higher.
Bachelor’s degree+adults 25+	43.2%Highest CT: 42.5%	41.2%Lowest CT: 42.5%
Enrolled in collegeshare of residents	5.9%±1.3Highest CT: 7.1%	5.1%±1.7Lowest CT: 7.1%
	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 9% above CT	$106,411±$8kHighest 11% above CT
	New Milford and Windsor are within the Census margin of error here, so we can’t say which is really higher.
Home valuemedian, owner-occupied	$305,200±$11kLowest 17% below CT	$391,500±$10kHighest 7% above CT
Rentmedian gross, monthly	$1,681±$62Highest 13% above CT	$1,609±$152Lowest 8% above CT
	Windsor and New Milford 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	$6,150Highest 7% below CT
Renters paying 30%+of income on rent	44.9%±10.9Lowest CT: 52.6%	57.7%±13.3Highest CT: 52.6%
	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%Lowest CT: 10%	7.1%Highest CT: 10%
Housing
Homeownersof occupied homes	82.4%Highest CT: 66.5%	80.4%Lowest CT: 66.5%
Typical home builtmedian year	1970Lowest 3 yrs newer than CT	1975Highest 8 yrs newer than CT
Getting to work
Average commuteone way	21 minLowest 19% below CT	30 minHighest 14% above CT
Work from home	16.1%±3.2Highest CT: 16%	15.1%±2.5Lowest CT: 16%
	Windsor and New Milford 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	#117 of 149 in CT	#110 of 149 in CT
School district	Capitol Region Education Council · Windsor School District	New Milford School District
High school in town	Windsor High School	New Milford High School
Students per teacherat that high school	10.2Lowest	11.7Highest
On TownTapestry
Old photos in History	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.