What stands out worked out from the figures below

Walpole has the most expensive homes ($687k median).

Windsor has the most affordable homes ($305k 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	Walpole	Windsor
People
Population	26,388Lowest	29,468Highest
Growth since 20102010 → 2020 census	+9.6% U.S.: +7.4%	—
Median age	40.9±1.2Lowest 5% above U.S.	43.7±1.9Highest 12% above U.S.
	Windsor and Walpole are within the Census margin of error here, so we can’t say which is really higher.
Kids under 18	25.1%±2.4Highest U.S.: 22%	19.2%±2.1Lowest U.S.: 22%
Age 65+	16.9%±1.7Lowest U.S.: 17.2%	20%±2Highest U.S.: 17.2%
	Windsor and Walpole are within the Census margin of error here, so we can’t say which is really higher.
Bachelor’s degree+adults 25+	67.4%Highest U.S.: 35.7%	43.2%Lowest U.S.: 35.7%
Enrolled in collegeshare of residents	5.1%±1.1Lowest U.S.: 6.4%	5.9%±1.3Highest U.S.: 6.4%
	Windsor and Walpole are within the Census margin of error here, so we can’t say which is really higher.
Cost of living
Household incomemedian	$171,500±$16kHighest 112% above U.S.	$104,725±$8kLowest 30% above U.S.
Home valuemedian, owner-occupied	$687,100±$20kHighest 107% above U.S.	$305,200±$11kLowest 8% below U.S.
Rentmedian gross, monthly	$2,205±$222Highest 56% above U.S.	$1,681±$62Lowest 19% above U.S.
Property taxmedian, yearly	$8,523Highest 173% above U.S.	$5,351Lowest 72% above U.S.
Renters paying 30%+of income on rent	37.8%±9.1Lowest U.S.: 51.1%	44.9%±10.9Highest U.S.: 51.1%
	Windsor and Walpole are within the Census margin of error here, so we can’t say which is really higher.
Below poverty line	3.6%Lowest U.S.: 12.5%	6.7%Highest U.S.: 12.5%
Housing
Homeownersof occupied homes	83.5%Highest U.S.: 65.2%	82.4%Lowest U.S.: 65.2%
Typical home builtmedian year	1977Highest 3 yrs older than U.S.	1970Lowest 10 yrs older than U.S.
Getting to work
Average commuteone way	34 minHighest 27% above U.S.	21 minLowest 19% below U.S.
Work from home	28.2%±4.3Highest U.S.: 15.1%	16.1%±3.2Lowest U.S.: 15.1%
Schools
Public school scoresrank in state, math + reading	#107 of 282 in MA	#117 of 149 in CT
School district	Norfolk County Agricultural · Walpole	Capitol Region Education Council · Windsor School District
High school in town	Walpole High	Windsor High School
Students per teacherat that high school	11.3Highest	10.2Lowest
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.