What stands out worked out from the figures below

Windsor has the highest household income ($116k).

Brookline has grown the fastest since 2010 (+1.9%).

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	Brookline
People
Population	1,065Highest	531Lowest
Growth since 20102010 → 2020 census	-7.6%Lowest U.S.: +7.4%	+1.9%Highest U.S.: +7.4%
Median age	44.8±6.4Lowest 15% above U.S.	45.1±2.7Highest 16% above U.S.
	Brookline and Windsor are within the Census margin of error here, so we can’t say which is really higher.
Kids under 18	15.8%±5.1Lowest U.S.: 22%	20%±6Highest U.S.: 22%
	Brookline and Windsor are within the Census margin of error here, so we can’t say which is really higher.
Age 65+	18.6%±4.9Lowest U.S.: 17.2%	19.6%±4.2Highest U.S.: 17.2%
	Brookline and Windsor are within the Census margin of error here, so we can’t say which is really higher.
Bachelor’s degree+adults 25+	41.5%Highest U.S.: 35.7%	41.1%Lowest U.S.: 35.7%
Enrolled in collegeshare of residents	2.7%±1.7Lowest U.S.: 6.4%	3.2%±1.6Highest U.S.: 6.4%
	Brookline and Windsor are within the Census margin of error here, so we can’t say which is really higher.
Cost of living
Household incomemedian	$115,563±$10kHighest 43% above U.S.	$80,833±$16kLowest about the U.S. average
Home valuemedian, owner-occupied	$389,700±$32kHighest 17% above U.S.	$290,700±$37kLowest 13% below U.S.
Rentmedian gross, monthly	—	$1,732±$232 23% above U.S.
Property taxmedian, yearly	$3,867Lowest 24% above U.S.	$5,000Highest 60% above U.S.
Renters paying 30%+of income on rent	0%±100Lowest U.S.: 51.1%	47.8%±94.7Highest U.S.: 51.1%
	Brookline and Windsor are within the Census margin of error here, so we can’t say which is really higher.
Below poverty line	3.8%Lowest U.S.: 12.5%	6.2%Highest U.S.: 12.5%
Housing
Homeownersof occupied homes	96.2%Highest U.S.: 65.2%	84.9%Lowest U.S.: 65.2%
Typical home builtmedian year	1970Lowest 10 yrs older than U.S.	1975Highest 5 yrs older than U.S.
Getting to work
Average commuteone way	37 minHighest 41% above U.S.	28 minLowest 8% above U.S.
Work from home	21.2%±5.8Highest U.S.: 15.1%	20.6%±5.2Lowest U.S.: 15.1%
	Windsor and Brookline 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

U.S. 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.