What stands out worked out from the figures below

Sutton has the most people working from home (22.7%).

Windsor has the most affordable homes ($170k 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	Windsor
People
Population	9,452Highest	2,060Lowest
Growth since 20102010 → 2020 census	+4.4%Highest U.S.: +7.4%	+3.5%Lowest U.S.: +7.4%
Median age	44.3±2.5Lowest 14% above U.S.	44.6±12.3Highest 15% above U.S.
	Windsor and Sutton are within the Census margin of error here, so we can’t say which is really higher.
Kids under 18	19.6%±3.3Lowest U.S.: 22%	21.1%±8.8Highest U.S.: 22%
	Windsor and Sutton are within the Census margin of error here, so we can’t say which is really higher.
Age 65+	18.8%±3.2Lowest U.S.: 17.2%	29.2%±8Highest U.S.: 17.2%
	Windsor and Sutton are within the Census margin of error here, so we can’t say which is really higher.
Bachelor’s degree+adults 25+	52.8%Highest U.S.: 35.7%	40%Lowest U.S.: 35.7%
Enrolled in collegeshare of residents	3.9%±1.8Highest U.S.: 6.4%	1.2%±1.4Lowest U.S.: 6.4%
	Sutton and Windsor are within the Census margin of error here, so we can’t say which is really higher.
Cost of living
Household incomemedian	$147,125±$25kHighest 82% above U.S.	$51,197±$4kLowest 37% below U.S.
Home valuemedian, owner-occupied	$523,100±$47kHighest 57% above U.S.	$170,300±$22kLowest 49% below U.S.
Rentmedian gross, monthly	$1,190±$401Highest 16% below U.S.	$1,002±$107Lowest 29% below U.S.
	Sutton and Windsor are within the Census margin of error here, so we can’t say which is really higher.
Property taxmedian, yearly	$6,763Highest 117% above U.S.	$4,878Lowest 56% above U.S.
Renters paying 30%+of income on rent	47.5%±24.4Highest U.S.: 51.1%	31.4%±20Lowest U.S.: 51.1%
	Sutton and Windsor are within the Census margin of error here, so we can’t say which is really higher.
Below poverty line	5.8%Lowest U.S.: 12.5%	7.8%Highest U.S.: 12.5%
Housing
Homeownersof occupied homes	89.7%Highest U.S.: 65.2%	51.6%Lowest U.S.: 65.2%
Typical home builtmedian year	1981Highest 1 yr newer than U.S.	1938Lowest 42 yrs older than U.S.
Getting to work
Average commuteone way	30 minHighest 12% above U.S.	22 minLowest 16% below U.S.
Work from home	22.7%±4.1Highest U.S.: 15.1%	6.6%±4.7Lowest U.S.: 15.1%
Schools
Public school scoresrank in state, math + reading	#105 of 282 in MA	#61 of 70 in VT
School district	Sutton	—
High school in town	Sutton High School	—
Students per teacherat that high school	12.6	—
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.