What stands out worked out from the figures below

Canton has the most people working from home (25.7%).

Winchester has the most affordable homes ($250k 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	Canton	Winchester
People
Population	24,748Highest	10,284Lowest
Growth since 20102010 → 2020 census	+13% U.S.: +7.4%	—
Median age	42.6±2.3Lowest 10% above U.S.	49.1±6.2Highest 26% above U.S.
	Winchester and Canton are within the Census margin of error here, so we can’t say which is really higher.
Kids under 18	22.9%±2.3Highest U.S.: 22%	15.4%±2.9Lowest U.S.: 22%
Age 65+	18.8%±2Lowest U.S.: 17.2%	27.4%±5.1Highest U.S.: 17.2%
Bachelor’s degree+adults 25+	67.5%Highest U.S.: 35.7%	27.8%Lowest U.S.: 35.7%
Enrolled in collegeshare of residents	4.5%±1Highest U.S.: 6.4%	4.2%±1.7Lowest U.S.: 6.4%
	Canton and Winchester are within the Census margin of error here, so we can’t say which is really higher.
Cost of living
Household incomemedian	$143,381±$9kHighest 78% above U.S.	$66,519±$12kLowest 18% below U.S.
Home valuemedian, owner-occupied	$710,600±$27kHighest 114% above U.S.	$249,500±$17kLowest 25% below U.S.
Rentmedian gross, monthly	$2,315±$178Highest 64% above U.S.	$1,174±$116Lowest 17% below U.S.
Property taxmedian, yearly	$6,560Highest 110% above U.S.	$4,780Lowest 53% above U.S.
Renters paying 30%+of income on rent	52.4%±9.1Highest U.S.: 51.1%	48.9%±15.8Lowest U.S.: 51.1%
	Canton and Winchester are within the Census margin of error here, so we can’t say which is really higher.
Below poverty line	5.2%Lowest U.S.: 12.5%	12.8%Highest U.S.: 12.5%
Housing
Homeownersof occupied homes	73.6%Highest U.S.: 65.2%	65.8%Lowest U.S.: 65.2%
Typical home builtmedian year	1980Highest same as U.S.	1955Lowest 25 yrs older than U.S.
Getting to work
Average commuteone way	36 minHighest 36% above U.S.	26 minLowest about the U.S. average
Work from home	25.7%±3.3Highest U.S.: 15.1%	6.9%±2.7Lowest U.S.: 15.1%
Schools
Public school scoresrank in state, math + reading	#81 of 282 in MA	#97 of 149 in CT
School district	Blue Hills Regional Vocational Technical · Canton	Explorations District · Regional School District 07
High school in town	Canton High	Northwestern Regional High School
Students per teacherat that high school	13.1Highest	9.7Lowest
On TownTapestry
Old photos in History	None yet	None yet

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.