What stands out worked out from the figures below

Chester has the most affordable homes ($282k median).

Dedham has the most people working from home (20%).

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	Chester	Dedham
People
Population	1,240Lowest	25,237Highest
Growth since 20102010 → 2020 census	-8.2%Lowest MA: +7.4%	+2.6%Highest MA: +7.4%
Median age	45.9±3.7Highest 15% above MA	44.6±1.6Lowest 12% above MA
	Chester and Dedham are within the Census margin of error here, so we can’t say which is really higher.
Kids under 18	24.1%±8.5Highest MA: 19.4%	18.6%±1.9Lowest MA: 19.4%
	Chester and Dedham are within the Census margin of error here, so we can’t say which is really higher.
Age 65+	16.5%±1.9Lowest MA: 17.9%	21.9%±2Highest MA: 17.9%
Bachelor’s degree+adults 25+	27.3%Lowest MA: 47.3%	55%Highest MA: 47.3%
Enrolled in collegeshare of residents	2.4%±1.2Lowest MA: 7.9%	5.6%±1Highest MA: 7.9%
Cost of living
Household incomemedian	$89,390±$6kLowest 14% below MA	$128,955±$10kHighest 24% above MA
Home valuemedian, owner-occupied	$281,900±$14kLowest 50% below MA	$661,800±$16kHighest 18% above MA
Rentmedian gross, monthly	$1,104±$71Lowest 37% below MA	$2,042±$182Highest 16% above MA
Property taxmedian, yearly	$4,522Lowest 25% below MA	$7,918Highest 32% above MA
Renters paying 30%+of income on rent	54.1%±22.6Lowest MA: 51.8%	56.4%±10Highest MA: 51.8%
	Dedham and Chester are within the Census margin of error here, so we can’t say which is really higher.
Below poverty line	1.8%Lowest MA: 10%	5.6%Highest MA: 10%
Housing
Homeownersof occupied homes	82.5%Highest MA: 62.5%	73.4%Lowest MA: 62.5%
Typical home builtmedian year	1951Lowest 13 yrs older than MA	1956Highest 8 yrs older than MA
Getting to work
Average commuteone way	32 minHighest 9% above MA	29 minLowest about the MA average
Work from home	7%±2.7Lowest MA: 18.6%	20%±2.7Highest MA: 18.6%
Schools
Public school scoresrank in state, math + reading	—	#119 of 282 in MA
School district	Gateway	—
High school in town	None in town	—
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.