What stands out worked out from the figures below

Washington has the most people working from home (20.1%).

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	Washington	Winchester
People
Population	3,676Lowest	10,284Highest
Median age	49.9±5.5Highest 21% above CT	49.1±6.2Lowest 19% above CT
	Washington and Winchester are within the Census margin of error here, so we can’t say which is really higher.
Kids under 18	19%±4.7Highest CT: 20.2%	15.4%±2.9Lowest CT: 20.2%
	Washington and Winchester are within the Census margin of error here, so we can’t say which is really higher.
Age 65+	26.9%±5.3Lowest CT: 18.5%	27.4%±5.1Highest CT: 18.5%
	Winchester and Washington are within the Census margin of error here, so we can’t say which is really higher.
Bachelor’s degree+adults 25+	53.7%Highest CT: 42.5%	27.8%Lowest CT: 42.5%
Enrolled in collegeshare of residents	6.4%±3.3Highest CT: 7.1%	4.2%±1.7Lowest CT: 7.1%
	Washington and Winchester are within the Census margin of error here, so we can’t say which is really higher.
Cost of living
Household incomemedian	$101,549±$16kHighest 6% above CT	$66,519±$12kLowest 31% below CT
Home valuemedian, owner-occupied	$660,200±$130kHighest 80% above CT	$249,500±$17kLowest 32% below CT
Rentmedian gross, monthly	$1,204±$264Highest 19% below CT	$1,174±$116Lowest 21% below CT
	Washington and Winchester are within the Census margin of error here, so we can’t say which is really higher.
Property taxmedian, yearly	$4,709Lowest 29% below CT	$4,780Highest 28% below CT
Renters paying 30%+of income on rent	26.1%±24Lowest CT: 52.6%	48.9%±15.8Highest CT: 52.6%
	Winchester and Washington are within the Census margin of error here, so we can’t say which is really higher.
Below poverty line	9%Lowest CT: 10%	12.8%Highest CT: 10%
Housing
Homeownersof occupied homes	79%Highest CT: 66.5%	65.8%Lowest CT: 66.5%
Typical home builtmedian year	1971Highest 4 yrs newer than CT	1955Lowest 12 yrs older than CT
Getting to work
Average commuteone way	26 minLowest 4% below CT	26 minHighest about the CT average
Work from home	20.1%±9Highest CT: 16%	6.9%±2.7Lowest CT: 16%
Schools
Public school scoresrank in state, math + reading	#17 of 149 in CT	#97 of 149 in CT
School district	Regional School District 12	Explorations District · Regional School District 07
High school in town	Shepaug Valley School	Northwestern Regional High School
Students per teacherat that high school	9.1Lowest	9.7Highest
On TownTapestry
Old photos in History	None yet	None yet

CT 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.