What stands out worked out from the figures below

Sutton has the most affordable homes ($523k 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	Sutton	Winchester
People
Population	9,452Lowest	23,406Highest
Growth since 20102010 → 2020 census	+4.4%Lowest MA: +7.4%	+7.5%Highest MA: +7.4%
Median age	44.3±2.5Highest 11% above MA	42.5±1.9Lowest 6% above MA
	Sutton and Winchester are within the Census margin of error here, so we can’t say which is really higher.
Kids under 18	19.6%±3.3Lowest MA: 19.4%	27.6%±2.3Highest MA: 19.4%
Age 65+	18.8%±3.2Highest MA: 17.9%	18%±2Lowest MA: 17.9%
	Sutton and Winchester are within the Census margin of error here, so we can’t say which is really higher.
Bachelor’s degree+adults 25+	52.8%Lowest MA: 47.3%	79.5%Highest MA: 47.3%
Enrolled in collegeshare of residents	3.9%±1.8Lowest MA: 7.9%	4.9%±1.3Highest MA: 7.9%
	Winchester and Sutton are within the Census margin of error here, so we can’t say which is really higher.
Cost of living
Household incomemedian	$147,125±$25kLowest 42% above MA	$230,198±$21kHighest 121% above MA
Home valuemedian, owner-occupied	$523,100±$47kLowest 7% below MA	$1,215,200±$39kHighest 116% above MA
Rentmedian gross, monthly	$1,190±$401Lowest 32% below MA	$2,279±$481Highest 29% above MA
Property taxmedian, yearly	$6,763Lowest 13% above MA	$10,000+Highest at least 67% above MA
Renters paying 30%+of income on rent	47.5%±24.4Highest MA: 51.8%	39.3%±13.3Lowest MA: 51.8%
	Sutton and Winchester are within the Census margin of error here, so we can’t say which is really higher.
Below poverty line	5.8%Highest MA: 10%	4.7%Lowest MA: 10%
Housing
Homeownersof occupied homes	89.7%Highest MA: 62.5%	81.7%Lowest MA: 62.5%
Typical home builtmedian year	1981Highest 17 yrs newer than MA	1954Lowest 10 yrs older than MA
Getting to work
Average commuteone way	30 minLowest about the MA average	31 minHighest 8% above MA
Work from home	22.7%±4.1Lowest MA: 18.6%	33.8%±3Highest MA: 18.6%
Schools
Public school scoresrank in state, math + reading	#105 of 282 in MA	#11 of 282 in MA
School district	Sutton	Winchester
High school in town	Sutton High School	Winchester High School
Students per teacherat that high school	12.6Lowest	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.