What stands out worked out from the figures below

Windsor has the most people working from home (16.1%).

Middlefield has the most expensive homes ($376k 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	Windsor	Middlefield
People
Population	29,468Highest	4,243Lowest
Median age	43.7±1.9Lowest 6% above CT	51.6±1.9Highest 26% above CT
Kids under 18	19.2%±2.1Highest CT: 20.2%	13.9%±4.1Lowest CT: 20.2%
	Windsor and Middlefield are within the Census margin of error here, so we can’t say which is really higher.
Age 65+	20%±2Lowest CT: 18.5%	25.5%±7.2Highest CT: 18.5%
	Middlefield and Windsor are within the Census margin of error here, so we can’t say which is really higher.
Bachelor’s degree+adults 25+	43.2%Highest CT: 42.5%	41.5%Lowest CT: 42.5%
Enrolled in collegeshare of residents	5.9%±1.3Highest CT: 7.1%	5.7%±2.4Lowest CT: 7.1%
	Windsor and Middlefield are within the Census margin of error here, so we can’t say which is really higher.
Cost of living
Household incomemedian	$104,725±$8kHighest 9% above CT	$99,837±$20kLowest 4% above CT
	Windsor and Middlefield are within the Census margin of error here, so we can’t say which is really higher.
Home valuemedian, owner-occupied	$305,200±$11kLowest 17% below CT	$376,000±$27kHighest about the CT average
Rentmedian gross, monthly	$1,681±$62Lowest 13% above CT	$3,501Highest 135% above CT
Property taxmedian, yearly	$5,351Lowest 19% below CT	$6,853Highest 3% above CT
Renters paying 30%+of income on rent	44.9%±10.9Lowest CT: 52.6%	85.4%±52.1Highest CT: 52.6%
	Middlefield and Windsor are within the Census margin of error here, so we can’t say which is really higher.
Below poverty line	6.7%Lowest CT: 10%	8.1%Highest CT: 10%
Housing
Homeownersof occupied homes	82.4%Lowest CT: 66.5%	86.5%Highest CT: 66.5%
Typical home builtmedian year	1970Highest 3 yrs newer than CT	1961Lowest 6 yrs older than CT
Getting to work
Average commuteone way	21 minLowest 19% below CT	25 minHighest 6% below CT
Work from home	16.1%±3.2Highest CT: 16%	10.9%±4.1Lowest CT: 16%
	Windsor and Middlefield 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	#117 of 149 in CT	#65 of 149 in CT
School district	Capitol Region Education Council · Windsor School District	Regional School District 13
High school in town	Windsor High School	None in town
Students per teacherat that high school	10.2	—
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.