What stands out worked out from the figures below

Sudbury has the most affordable homes ($989k median).

Winchester has the most expensive homes ($1215k 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	Sudbury	Winchester
People
Population	19,306Lowest	23,406Highest
Growth since 20102010 → 2020 census	+7.2%Lowest MA: +7.4%	+7.5%Highest MA: +7.4%
Median age	42.3±2.1Lowest 6% above MA	42.5±1.9Highest 6% above MA
	Winchester and Sudbury are within the Census margin of error here, so we can’t say which is really higher.
Kids under 18	28.5%±3.2Highest MA: 19.4%	27.6%±2.3Lowest MA: 19.4%
	Sudbury and Winchester are within the Census margin of error here, so we can’t say which is really higher.
Age 65+	15.5%±1.8Lowest MA: 17.9%	18%±2Highest MA: 17.9%
	Winchester and Sudbury are within the Census margin of error here, so we can’t say which is really higher.
Bachelor’s degree+adults 25+	83.3%Highest MA: 47.3%	79.5%Lowest MA: 47.3%
Enrolled in collegeshare of residents	4.7%±1.6Lowest MA: 7.9%	4.9%±1.3Highest MA: 7.9%
	Winchester and Sudbury are within the Census margin of error here, so we can’t say which is really higher.
Cost of living
Household incomemedian	$236,250±$17kHighest 127% above MA	$230,198±$21kLowest 121% above MA
	Sudbury and Winchester are within the Census margin of error here, so we can’t say which is really higher.
Home valuemedian, owner-occupied	$988,900±$42kLowest 76% above MA	$1,215,200±$39kHighest 116% above MA
Rentmedian gross, monthly	$1,445±$895Lowest 18% below MA	$2,279±$481Highest 29% above MA
	Winchester and Sudbury are within the Census margin of error here, so we can’t say which is really higher.
Property taxmedian, yearly	$10,000+ at least 67% above MA	$10,000+ at least 67% above MA
Renters paying 30%+of income on rent	44.8%±12.1Highest MA: 51.8%	39.3%±13.3Lowest MA: 51.8%
	Sudbury and Winchester are within the Census margin of error here, so we can’t say which is really higher.
Below poverty line	3%Lowest MA: 10%	4.7%Highest MA: 10%
Housing
Homeownersof occupied homes	89.9%Highest MA: 62.5%	81.7%Lowest MA: 62.5%
Typical home builtmedian year	1977Highest 13 yrs newer than MA	1954Lowest 10 yrs older than MA
Getting to work
Average commuteone way	35 minHighest 19% above MA	31 minLowest 8% above MA
Work from home	33%±3.6Lowest MA: 18.6%	33.8%±3Highest MA: 18.6%
	Winchester and Sudbury 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	#15 of 282 in MA	#11 of 282 in MA
School district	Lincoln-Sudbury · Sudbury	Winchester
High school in town	Lincoln-Sudbury Regional High	Winchester High School
Students per teacherat that high school	11.3Lowest	14.8Highest
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.