What stands out worked out from the figures below

Windsor has the most affordable homes ($305k median).

Woodbridge has the most expensive homes ($588k 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	Woodbridge
People
Population	29,468Highest	9,073Lowest
Median age	43.7±1.9Lowest 6% above CT	48.7±2.3Highest 18% above CT
Kids under 18	19.2%±2.1Lowest CT: 20.2%	24.7%±4.3Highest CT: 20.2%
	Woodbridge and Windsor are within the Census margin of error here, so we can’t say which is really higher.
Age 65+	20%±2Lowest CT: 18.5%	23.5%±3.3Highest CT: 18.5%
	Woodbridge and Windsor are within the Census margin of error here, so we can’t say which is really higher.
Bachelor’s degree+adults 25+	43.2%Lowest CT: 42.5%	71.7%Highest CT: 42.5%
Enrolled in collegeshare of residents	5.9%±1.3Highest CT: 7.1%	2.6%±1.3Lowest CT: 7.1%
Cost of living
Household incomemedian	$104,725±$8kLowest 9% above CT	$188,750±$34kHighest 97% above CT
Home valuemedian, owner-occupied	$305,200±$11kLowest 17% below CT	$588,100±$40kHighest 60% above CT
Rentmedian gross, monthly	$1,681±$62Lowest 13% above CT	$1,808±$110Highest 22% above CT
	Woodbridge and Windsor 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	$10,000+Highest at least 51% above CT
Renters paying 30%+of income on rent	44.9%±10.9Lowest CT: 52.6%	71.1%±23.9Highest CT: 52.6%
	Woodbridge and Windsor are within the Census margin of error here, so we can’t say which is really higher.
Below poverty line	6.7%Highest CT: 10%	2.1%Lowest CT: 10%
Housing
Homeownersof occupied homes	82.4%Lowest CT: 66.5%	93.1%Highest CT: 66.5%
Typical home builtmedian year	1970Highest 3 yrs newer than CT	1967Lowest same as CT
Getting to work
Average commuteone way	21 minLowest 19% below CT	25 minHighest 7% below CT
Work from home	16.1%±3.2Lowest CT: 16%	17.2%±5.5Highest CT: 16%
	Woodbridge and Windsor 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	#16 of 149 in CT
School district	Capitol Region Education Council · Windsor School District	Regional School District 05 · Woodbridge School District
High school in town	Windsor High School	Amity Regional High School
Students per teacherat that high school	10.2Lowest	11.1Highest
On TownTapestry
Old photos in History	None yet	6 photos →

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.