What stands out worked out from the figures below

Sutton has the most affordable homes ($363k 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	2,239Lowest	23,406Highest
Growth since 20102010 → 2020 census	+7.7%Highest U.S.: +7.4%	+7.5%Lowest U.S.: +7.4%
Median age	48.1±4.1Highest 24% above U.S.	42.5±1.9Lowest 9% above U.S.
	Sutton and Winchester are within the Census margin of error here, so we can’t say which is really higher.
Kids under 18	20.5%±3.8Lowest U.S.: 22%	27.6%±2.3Highest U.S.: 22%
Age 65+	21.6%±5.9Highest U.S.: 17.2%	18%±2Lowest U.S.: 17.2%
	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+	44.3%Lowest U.S.: 35.7%	79.5%Highest U.S.: 35.7%
Enrolled in collegeshare of residents	4.9%±3.6 U.S.: 6.4%	4.9%±1.3 U.S.: 6.4%
Cost of living
Household incomemedian	$130,313±$31kLowest 61% above U.S.	$230,198±$21kHighest 185% above U.S.
Home valuemedian, owner-occupied	$362,600±$16kLowest 9% above U.S.	$1,215,200±$39kHighest 265% above U.S.
Rentmedian gross, monthly	$1,656±$614Lowest 17% above U.S.	$2,279±$481Highest 61% above U.S.
	Winchester and Sutton are within the Census margin of error here, so we can’t say which is really higher.
Property taxmedian, yearly	$7,652Lowest 145% above U.S.	$10,000+Highest at least 221% above U.S.
Renters paying 30%+of income on rent	27.6%±47.2Lowest U.S.: 51.1%	39.3%±13.3Highest U.S.: 51.1%
	Winchester and Sutton are within the Census margin of error here, so we can’t say which is really higher.
Below poverty line	4.8%Highest U.S.: 12.5%	4.7%Lowest U.S.: 12.5%
Housing
Homeownersof occupied homes	95.7%Highest U.S.: 65.2%	81.7%Lowest U.S.: 65.2%
Typical home builtmedian year	1971Highest 9 yrs older than U.S.	1954Lowest 26 yrs older than U.S.
Getting to work
Average commuteone way	29 minLowest 11% above U.S.	31 minHighest 19% above U.S.
Work from home	14.8%±5.6Lowest U.S.: 15.1%	33.8%±3Highest U.S.: 15.1%
Schools
Public school scoresrank in state, math + reading	—	#11 of 282 in MA
School district	Kearsarge Regional School District	Winchester
High school in town	Kearsarge Regional High School	Winchester High School
Students per teacherat that high school	10.4Lowest	14.8Highest
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.