What stands out worked out from the figures below

Prospect has the highest household income ($126k).

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	Prospect	Winchester
People
Population	9,458Lowest	10,284Highest
Median age	46.8±3.9Lowest 14% above CT	49.1±6.2Highest 19% above CT
	Winchester and Prospect are within the Census margin of error here, so we can’t say which is really higher.
Kids under 18	21.4%±4.1Highest CT: 20.2%	15.4%±2.9Lowest CT: 20.2%
	Prospect and Winchester are within the Census margin of error here, so we can’t say which is really higher.
Age 65+	24.5%±4.3Lowest CT: 18.5%	27.4%±5.1Highest CT: 18.5%
	Winchester and Prospect are within the Census margin of error here, so we can’t say which is really higher.
Bachelor’s degree+adults 25+	40.3%Highest CT: 42.5%	27.8%Lowest CT: 42.5%
Enrolled in collegeshare of residents	3.5%±1.8Lowest CT: 7.1%	4.2%±1.7Highest CT: 7.1%
	Winchester and Prospect are within the Census margin of error here, so we can’t say which is really higher.
Cost of living
Household incomemedian	$126,394±$18kHighest 32% above CT	$66,519±$12kLowest 31% below CT
Home valuemedian, owner-occupied	$355,400±$21kHighest 3% below CT	$249,500±$17kLowest 32% below CT
Rentmedian gross, monthly	$1,800±$433Highest 21% above CT	$1,174±$116Lowest 21% below CT
Property taxmedian, yearly	$6,504Highest about the CT average	$4,780Lowest 28% below CT
Renters paying 30%+of income on rent	45.3%±31.8Lowest CT: 52.6%	48.9%±15.8Highest CT: 52.6%
	Winchester and Prospect are within the Census margin of error here, so we can’t say which is really higher.
Below poverty line	3.2%Lowest CT: 10%	12.8%Highest CT: 10%
Housing
Homeownersof occupied homes	93.5%Highest CT: 66.5%	65.8%Lowest CT: 66.5%
Typical home builtmedian year	1974Highest 7 yrs newer than CT	1955Lowest 12 yrs older than CT
Getting to work
Average commuteone way	28 minHighest 4% above CT	26 minLowest about the CT average
Work from home	10.1%±3.2Highest CT: 16%	6.9%±2.7Lowest CT: 16%
	Prospect 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	#50 of 149 in CT	#97 of 149 in CT
School district	Regional School District 16	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.