What stands out worked out from the figures below

Sterling has the most people working from home (11.6%).

Winchester has the shortest commute (26 min average).

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	Sterling	Winchester
People
Population	3,629Lowest	10,284Highest
Median age	39.4±5.9Lowest 4% below CT	49.1±6.2Highest 19% above CT
	Winchester and Sterling are within the Census margin of error here, so we can’t say which is really higher.
Kids under 18	22.8%±5.9Highest CT: 20.2%	15.4%±2.9Lowest CT: 20.2%
	Sterling and Winchester are within the Census margin of error here, so we can’t say which is really higher.
Age 65+	13%±3.8Lowest CT: 18.5%	27.4%±5.1Highest CT: 18.5%
Bachelor’s degree+adults 25+	18%Lowest CT: 42.5%	27.8%Highest CT: 42.5%
Enrolled in collegeshare of residents	3.7%±1.9Lowest CT: 7.1%	4.2%±1.7Highest CT: 7.1%
	Winchester and Sterling are within the Census margin of error here, so we can’t say which is really higher.
Cost of living
Household incomemedian	$102,695±$12kHighest 7% above CT	$66,519±$12kLowest 31% below CT
Home valuemedian, owner-occupied	$283,400±$17kHighest 23% below CT	$249,500±$17kLowest 32% below CT
	Sterling and Winchester are within the Census margin of error here, so we can’t say which is really higher.
Rentmedian gross, monthly	—	$1,174±$116 21% below CT
Property taxmedian, yearly	$4,551Lowest 31% below CT	$4,780Highest 28% below CT
Renters paying 30%+of income on rent	32%±18.1Lowest CT: 52.6%	48.9%±15.8Highest CT: 52.6%
	Winchester and Sterling are within the Census margin of error here, so we can’t say which is really higher.
Below poverty line	8.3%Lowest CT: 10%	12.8%Highest CT: 10%
Housing
Homeownersof occupied homes	81.1%Highest CT: 66.5%	65.8%Lowest CT: 66.5%
Typical home builtmedian year	1988Highest 21 yrs newer than CT	1955Lowest 12 yrs older than CT
Getting to work
Average commuteone way	35 minHighest 34% above CT	26 minLowest about the CT average
Work from home	11.6%±6.4Highest CT: 16%	6.9%±2.7Lowest CT: 16%
	Sterling 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	#119 of 149 in CT	#97 of 149 in CT
School district	Sterling School District	Explorations District · Regional School District 07
High school in town	None in town	Northwestern Regional High School
Students per teacherat that high school	—	9.7
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.