What stands out worked out from the figures below

Ware has the most people working from home (12.3%).

Winchester has the oldest population (median age 49.1).

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	Ware	Winchester
People
Population	10,048Lowest	10,284Highest
Growth since 20102010 → 2020 census	+2% U.S.: +7.4%	—
Median age	43.1±4.7Lowest 11% above U.S.	49.1±6.2Highest 26% above U.S.
	Winchester and Ware are within the Census margin of error here, so we can’t say which is really higher.
Kids under 18	19.1%±3.5Highest U.S.: 22%	15.4%±2.9Lowest U.S.: 22%
	Ware and Winchester are within the Census margin of error here, so we can’t say which is really higher.
Age 65+	20.6%±3.4Lowest U.S.: 17.2%	27.4%±5.1Highest U.S.: 17.2%
	Winchester and Ware are within the Census margin of error here, so we can’t say which is really higher.
Bachelor’s degree+adults 25+	24%Lowest U.S.: 35.7%	27.8%Highest U.S.: 35.7%
Enrolled in collegeshare of residents	4.4%±2.2Highest U.S.: 6.4%	4.2%±1.7Lowest U.S.: 6.4%
	Ware and Winchester are within the Census margin of error here, so we can’t say which is really higher.
Cost of living
Household incomemedian	$67,475±$15kHighest 16% below U.S.	$66,519±$12kLowest 18% below U.S.
	Ware and Winchester are within the Census margin of error here, so we can’t say which is really higher.
Home valuemedian, owner-occupied	$289,700±$28kHighest 13% below U.S.	$249,500±$17kLowest 25% below U.S.
	Ware and Winchester are within the Census margin of error here, so we can’t say which is really higher.
Rentmedian gross, monthly	$1,043±$109Lowest 26% below U.S.	$1,174±$116Highest 17% below U.S.
	Winchester and Ware are within the Census margin of error here, so we can’t say which is really higher.
Property taxmedian, yearly	$4,237Lowest 36% above U.S.	$4,780Highest 53% above U.S.
Renters paying 30%+of income on rent	64.3%±16.2Highest U.S.: 51.1%	48.9%±15.8Lowest U.S.: 51.1%
	Ware and Winchester are within the Census margin of error here, so we can’t say which is really higher.
Below poverty line	11.8%Lowest U.S.: 12.5%	12.8%Highest U.S.: 12.5%
Housing
Homeownersof occupied homes	72.3%Highest U.S.: 65.2%	65.8%Lowest U.S.: 65.2%
Typical home builtmedian year	1960Highest 20 yrs older than U.S.	1955Lowest 25 yrs older than U.S.
Getting to work
Average commuteone way	28 minHighest 8% above U.S.	26 minLowest about the U.S. average
Work from home	12.3%±3.8Highest U.S.: 15.1%	6.9%±2.7Lowest U.S.: 15.1%
	Ware 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	#267 of 282 in MA	#97 of 149 in CT
School district	Ware	Explorations District · Regional School District 07
High school in town	Ware Junior/Senior High School	Northwestern Regional High School
Students per teacherat that high school	11.1Highest	9.7Lowest
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.