What stands out worked out from the figures below

Winchester has the most kids (15.4% under 18).

Thompson has the most people working from home (13.1%).

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	Winchester	Thompson
People
Population	10,284Highest	9,337Lowest
Median age	49.1±6.2Lowest 19% above CT	54.1±2.2Highest 32% above CT
	Thompson and Winchester are within the Census margin of error here, so we can’t say which is really higher.
Kids under 18	15.4%±2.9Highest CT: 20.2%	11.4%±2.8Lowest CT: 20.2%
	Winchester and Thompson are within the Census margin of error here, so we can’t say which is really higher.
Age 65+	27.4%±5.1Highest CT: 18.5%	24.4%±4.3Lowest CT: 18.5%
	Winchester and Thompson are within the Census margin of error here, so we can’t say which is really higher.
Bachelor’s degree+adults 25+	27.8%Highest CT: 42.5%	21.9%Lowest CT: 42.5%
Enrolled in collegeshare of residents	4.2%±1.7Highest CT: 7.1%	2.9%±1.3Lowest CT: 7.1%
	Winchester and Thompson are within the Census margin of error here, so we can’t say which is really higher.
Cost of living
Household incomemedian	$66,519±$12kLowest 31% below CT	$93,629±$18kHighest about the CT average
	Thompson and Winchester are within the Census margin of error here, so we can’t say which is really higher.
Home valuemedian, owner-occupied	$249,500±$17kLowest 32% below CT	$291,900±$24kHighest 20% below CT
Rentmedian gross, monthly	$1,174±$116Highest 21% below CT	$1,012±$344Lowest 32% below CT
	Winchester and Thompson are within the Census margin of error here, so we can’t say which is really higher.
Property taxmedian, yearly	$4,780Highest 28% below CT	$3,822Lowest 42% below CT
Renters paying 30%+of income on rent	48.9%±15.8Lowest CT: 52.6%	54%±18.7Highest CT: 52.6%
	Thompson and Winchester are within the Census margin of error here, so we can’t say which is really higher.
Below poverty line	12.8%Highest CT: 10%	5.9%Lowest CT: 10%
Housing
Homeownersof occupied homes	65.8%Lowest CT: 66.5%	84.3%Highest CT: 66.5%
Typical home builtmedian year	1955Lowest 12 yrs older than CT	1963Highest 4 yrs older than CT
Getting to work
Average commuteone way	26 minLowest about the CT average	32 minHighest 20% above CT
Work from home	6.9%±2.7Lowest CT: 16%	13.1%±4.4Highest CT: 16%
	Thompson 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	#97 of 149 in CT	#130 of 149 in CT
School district	Explorations District · Regional School District 07	Thompson School District
High school in town	Northwestern Regional High School	Tourtellotte Memorial High School
Students per teacherat that high school	9.7Highest	7.9Lowest
On TownTapestry
Old photos in Our Story	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.