What stands out worked out from the figures below

Bolton has the most people working from home (20.7%).

Windsor has the most affordable homes ($305k 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	Bolton	Windsor
People
Population	4,853Lowest	29,468Highest
Median age	43.7±3.3 6% above CT	43.7±1.9 6% above CT
Kids under 18	20%±3.6Highest CT: 20.2%	19.2%±2.1Lowest CT: 20.2%
	Bolton and Windsor are within the Census margin of error here, so we can’t say which is really higher.
Age 65+	19.7%±3.4Lowest CT: 18.5%	20%±2Highest CT: 18.5%
	Windsor and Bolton are within the Census margin of error here, so we can’t say which is really higher.
Bachelor’s degree+adults 25+	51.3%Highest CT: 42.5%	43.2%Lowest CT: 42.5%
Enrolled in collegeshare of residents	7.7%±2.6Highest CT: 7.1%	5.9%±1.3Lowest CT: 7.1%
	Bolton and Windsor are within the Census margin of error here, so we can’t say which is really higher.
Cost of living
Household incomemedian	$126,364±$19kHighest 32% above CT	$104,725±$8kLowest 9% above CT
	Bolton and Windsor are within the Census margin of error here, so we can’t say which is really higher.
Home valuemedian, owner-occupied	$367,600±$17kHighest about the CT average	$305,200±$11kLowest 17% below CT
Rentmedian gross, monthly	$1,127±$55Lowest 24% below CT	$1,681±$62Highest 13% above CT
Property taxmedian, yearly	$8,091Highest 22% above CT	$5,351Lowest 19% below CT
Renters paying 30%+of income on rent	39.8%±30.8Lowest CT: 52.6%	44.9%±10.9Highest CT: 52.6%
	Windsor and Bolton are within the Census margin of error here, so we can’t say which is really higher.
Below poverty line	7.2%Highest CT: 10%	6.7%Lowest CT: 10%
Housing
Homeownersof occupied homes	88%Highest CT: 66.5%	82.4%Lowest CT: 66.5%
Typical home builtmedian year	1969Lowest 2 yrs newer than CT	1970Highest 3 yrs newer than CT
Getting to work
Average commuteone way	25 minHighest 6% below CT	21 minLowest 19% below CT
Work from home	20.7%±4.6Highest CT: 16%	16.1%±3.2Lowest CT: 16%
	Bolton 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	#79 of 149 in CT	#117 of 149 in CT
School district	Bolton School District	Capitol Region Education Council · Windsor School District
High school in town	Bolton High School	Windsor High School
Students per teacherat that high school	7.4Lowest	10.2Highest
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.