What stands out worked out from the figures below

Middlefield has the oldest population (median age 56.9).

Windsor has the most kids (15.8% under 18).

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	Middlefield	Windsor
People
Population	352Lowest	1,065Highest
Growth since 20102010 → 2020 census	-26.1%Lowest MA: +7.4%	-7.6%Highest MA: +7.4%
Median age	56.9±3.7Highest 42% above MA	44.8±6.4Lowest 12% above MA
Kids under 18	4.5%±9.5Lowest MA: 19.4%	15.8%±5.1Highest MA: 19.4%
	Windsor and Middlefield are within the Census margin of error here, so we can’t say which is really higher.
Age 65+	28.7%±8.5Highest MA: 17.9%	18.6%±4.9Lowest MA: 17.9%
	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+	31.8%Lowest MA: 47.3%	41.5%Highest MA: 47.3%
Enrolled in collegeshare of residents	2.8%±4.8Highest MA: 7.9%	2.7%±1.7Lowest MA: 7.9%
	Middlefield and Windsor are within the Census margin of error here, so we can’t say which is really higher.
Cost of living
Household incomemedian	$103,750±$23kLowest about the MA average	$115,563±$10kHighest 11% above MA
	Windsor and Middlefield are within the Census margin of error here, so we can’t say which is really higher.
Home valuemedian, owner-occupied	$332,800±$48kLowest 41% below MA	$389,700±$32kHighest 31% below MA
	Windsor and Middlefield are within the Census margin of error here, so we can’t say which is really higher.
Rentmedian gross, monthly	$2,625±$1k 49% above MA	—
Property taxmedian, yearly	$4,926Highest 18% below MA	$3,867Lowest 35% below MA
Renters paying 30%+of income on rent	100%±100Highest MA: 51.8%	0%±100Lowest MA: 51.8%
	Middlefield and Windsor are within the Census margin of error here, so we can’t say which is really higher.
Below poverty line	12.2%Highest MA: 10%	3.8%Lowest MA: 10%
Housing
Homeownersof occupied homes	94.1%Lowest MA: 62.5%	96.2%Highest MA: 62.5%
Typical home builtmedian year	1971Highest 7 yrs newer than MA	1970Lowest 6 yrs newer than MA
Getting to work
Average commuteone way	30 minLowest about the MA average	37 minHighest 27% above MA
Work from home	13.2%±9.2Lowest MA: 18.6%	21.2%±5.8Highest MA: 18.6%
	Windsor and Middlefield are within the Census margin of error here, so we can’t say which is really higher.
On TownTapestry
Old photos in History	None yet	None yet

MA 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.