What stands out worked out from the figures below

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

Windsor has the shortest commute (21 min average).

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	New Milford	Windsor
People
Population	28,334Lowest	29,468Highest
Median age	42.1±1.9Lowest about the CT average	43.7±1.9Highest 6% above CT
	Windsor and New Milford are within the Census margin of error here, so we can’t say which is really higher.
Kids under 18	21.4%±2.6Highest CT: 20.2%	19.2%±2.1Lowest 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+	17.7%±1.7Lowest CT: 18.5%	20%±2Highest 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+	41.2%Lowest CT: 42.5%	43.2%Highest CT: 42.5%
Enrolled in collegeshare of residents	5.1%±1.7Lowest CT: 7.1%	5.9%±1.3Highest 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	$106,411±$8kHighest 11% above CT	$104,725±$8kLowest 9% 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	$391,500±$10kHighest 7% above CT	$305,200±$11kLowest 17% below CT
Rentmedian gross, monthly	$1,609±$152Lowest 8% above CT	$1,681±$62Highest 13% 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	$6,150Highest 7% below CT	$5,351Lowest 19% below CT
Renters paying 30%+of income on rent	57.7%±13.3Highest CT: 52.6%	44.9%±10.9Lowest 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	7.1%Highest CT: 10%	6.7%Lowest CT: 10%
Housing
Homeownersof occupied homes	80.4%Lowest CT: 66.5%	82.4%Highest CT: 66.5%
Typical home builtmedian year	1975Highest 8 yrs newer than CT	1970Lowest 3 yrs newer than CT
Getting to work
Average commuteone way	30 minHighest 14% above CT	21 minLowest 19% below CT
Work from home	15.1%±2.5Lowest CT: 16%	16.1%±3.2Highest 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	#110 of 149 in CT	#117 of 149 in CT
School district	New Milford School District	Capitol Region Education Council · Windsor School District
High school in town	New Milford High School	Windsor High School
Students per teacherat that high school	11.7Highest	10.2Lowest
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.