What stands out worked out from the figures below

Windsor has grown the fastest since 2010 (+3.5%).

Dedham has the highest household income ($111k).

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	Windsor	Dedham
People
Population	2,060Highest	1,656Lowest
Growth since 20102010 → 2020 census	+3.5%Highest U.S.: +7.4%	-2%Lowest U.S.: +7.4%
Median age	44.6±12.3Lowest 15% above U.S.	46.5±2.2Highest 20% above U.S.
	Dedham and Windsor are within the Census margin of error here, so we can’t say which is really higher.
Kids under 18	21.1%±8.8Lowest U.S.: 22%	23.8%±3.6Highest U.S.: 22%
	Dedham and Windsor are within the Census margin of error here, so we can’t say which is really higher.
Age 65+	29.2%±8Highest U.S.: 17.2%	18.7%±2.9Lowest U.S.: 17.2%
	Windsor and Dedham are within the Census margin of error here, so we can’t say which is really higher.
Bachelor’s degree+adults 25+	40%Lowest U.S.: 35.7%	49.5%Highest U.S.: 35.7%
Enrolled in collegeshare of residents	1.2%±1.4Lowest U.S.: 6.4%	3.3%±1.7Highest U.S.: 6.4%
	Dedham and Windsor are within the Census margin of error here, so we can’t say which is really higher.
Cost of living
Household incomemedian	$51,197±$4kLowest 37% below U.S.	$111,442±$18kHighest 38% above U.S.
Home valuemedian, owner-occupied	$170,300±$22kLowest 49% below U.S.	$356,400±$33kHighest 7% above U.S.
Rentmedian gross, monthly	$1,002±$107Lowest 29% below U.S.	$1,422±$607Highest about the U.S. average
	Dedham and Windsor are within the Census margin of error here, so we can’t say which is really higher.
Property taxmedian, yearly	$4,878Highest 56% above U.S.	$3,942Lowest 26% above U.S.
Renters paying 30%+of income on rent	31.4%±20Highest U.S.: 51.1%	13%±85.3Lowest U.S.: 51.1%
	Windsor and Dedham are within the Census margin of error here, so we can’t say which is really higher.
Below poverty line	7.8%Lowest U.S.: 12.5%	9%Highest U.S.: 12.5%
Housing
Homeownersof occupied homes	51.6%Lowest U.S.: 65.2%	95.5%Highest U.S.: 65.2%
Typical home builtmedian year	1938Lowest 42 yrs older than U.S.	1983Highest 3 yrs newer than U.S.
Getting to work
Average commuteone way	22 minLowest 16% below U.S.	30 minHighest 14% above U.S.
Work from home	6.6%±4.7Lowest U.S.: 15.1%	9.3%±4.3Highest U.S.: 15.1%
	Dedham and Windsor 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	#61 of 70 in VT	—
School district	—	Dedham Public Schools
High school in town	—	None in town
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.