What stands out worked out from the figures below

Wareham has the most people working from home (12.4%).

Winchester has the most affordable homes ($250k 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	Wareham	Winchester
People
Population	23,302Highest	10,284Lowest
Growth since 20102010 → 2020 census	+6.8% U.S.: +7.4%	—
Median age	52.1±3.1Highest 34% above U.S.	49.1±6.2Lowest 26% above U.S.
	Wareham and Winchester are within the Census margin of error here, so we can’t say which is really higher.
Kids under 18	13.1%±2.4Lowest U.S.: 22%	15.4%±2.9Highest U.S.: 22%
	Winchester and Wareham are within the Census margin of error here, so we can’t say which is really higher.
Age 65+	26.2%±3.9Lowest U.S.: 17.2%	27.4%±5.1Highest U.S.: 17.2%
	Winchester and Wareham are within the Census margin of error here, so we can’t say which is really higher.
Bachelor’s degree+adults 25+	27.1%Lowest U.S.: 35.7%	27.8%Highest U.S.: 35.7%
Enrolled in collegeshare of residents	5.6%±1.5Highest U.S.: 6.4%	4.2%±1.7Lowest U.S.: 6.4%
	Wareham and Winchester are within the Census margin of error here, so we can’t say which is really higher.
Cost of living
Household incomemedian	$90,383±$11kHighest 12% above U.S.	$66,519±$12kLowest 18% below U.S.
Home valuemedian, owner-occupied	$424,500±$21kHighest 28% above U.S.	$249,500±$17kLowest 25% below U.S.
Rentmedian gross, monthly	$1,504±$180Highest 6% above U.S.	$1,174±$116Lowest 17% below U.S.
Property taxmedian, yearly	$4,341Lowest 39% above U.S.	$4,780Highest 53% above U.S.
Renters paying 30%+of income on rent	51.4%±23.3Highest U.S.: 51.1%	48.9%±15.8Lowest U.S.: 51.1%
	Wareham and Winchester are within the Census margin of error here, so we can’t say which is really higher.
Below poverty line	6.7%Lowest U.S.: 12.5%	12.8%Highest U.S.: 12.5%
Housing
Homeownersof occupied homes	83.5%Highest U.S.: 65.2%	65.8%Lowest U.S.: 65.2%
Typical home builtmedian year	1958Highest 22 yrs older than U.S.	1955Lowest 25 yrs older than U.S.
Getting to work
Average commuteone way	28 minHighest 4% above U.S.	26 minLowest about the U.S. average
Work from home	12.4%±3.6Highest U.S.: 15.1%	6.9%±2.7Lowest U.S.: 15.1%
	Wareham and Winchester 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	#272 of 282 in MA	#97 of 149 in CT
School district	Wareham	Explorations District · Regional School District 07
High school in town	Wareham Senior High	Northwestern Regional High School
Students per teacherat that high school	8.6Lowest	9.7Highest
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.