What stands out worked out from the figures below

Winchester has the most people working from home (33.8%).

Woburn has the most affordable homes ($674k 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	Winchester	Woburn
People
Population	23,406Lowest	41,939Highest
Growth since 20102010 → 2020 census	+7.5%Highest MA: +7.4%	+7.2%Lowest MA: +7.4%
Median age	42.5±1.9Highest 6% above MA	39.3±1.6Lowest about the MA average
	Winchester and Woburn are within the Census margin of error here, so we can’t say which is really higher.
Kids under 18	27.6%±2.3Highest MA: 19.4%	17.9%±1.7Lowest MA: 19.4%
Age 65+	18%±2Highest MA: 17.9%	15.7%±1.5Lowest MA: 17.9%
	Winchester and Woburn are within the Census margin of error here, so we can’t say which is really higher.
Bachelor’s degree+adults 25+	79.5%Highest MA: 47.3%	46.5%Lowest MA: 47.3%
Enrolled in collegeshare of residents	4.9%±1.3Lowest MA: 7.9%	5.1%±1.1Highest MA: 7.9%
	Woburn and Winchester are within the Census margin of error here, so we can’t say which is really higher.
Cost of living
Household incomemedian	$230,198±$21kHighest 121% above MA	$111,185±$9kLowest 7% above MA
Home valuemedian, owner-occupied	$1,215,200±$39kHighest 116% above MA	$673,500±$17kLowest 20% above MA
Rentmedian gross, monthly	$2,279±$481Highest 29% above MA	$2,221±$77Lowest 26% above MA
	Winchester and Woburn are within the Census margin of error here, so we can’t say which is really higher.
Property taxmedian, yearly	$10,000+Highest at least 67% above MA	$5,354Lowest 11% below MA
Renters paying 30%+of income on rent	39.3%±13.3Lowest MA: 51.8%	55.5%±7.5Highest MA: 51.8%
	Woburn and Winchester are within the Census margin of error here, so we can’t say which is really higher.
Below poverty line	4.7%Lowest MA: 10%	7.9%Highest MA: 10%
Housing
Homeownersof occupied homes	81.7%Highest MA: 62.5%	55.7%Lowest MA: 62.5%
Typical home builtmedian year	1954Lowest 10 yrs older than MA	1968Highest 4 yrs newer than MA
Getting to work
Average commuteone way	31 minHighest 8% above MA	25 minLowest 13% below MA
Work from home	33.8%±3Highest MA: 18.6%	16%±2.6Lowest MA: 18.6%
Schools
Public school scoresrank in state, math + reading	#11 of 282 in MA	#169 of 282 in MA
School district	Winchester	Woburn
High school in town	Winchester High School	Woburn High
Students per teacherat that high school	14.8Highest	11.2Lowest
On TownTapestry
Old photos in History	None yet	None yet

MA 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.