What stands out worked out from the figures below

Windham has the most affordable homes ($210k median).

Woodstock has the most people working from home (12.5%).

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	Windham	Woodstock
People
Population	23,961Highest	8,319Lowest
Median age	33.7±1.9Lowest 18% below CT	49.3±5.9Highest 20% above CT
Kids under 18	20.1%±2.4Highest CT: 20.2%	19%±3.7Lowest CT: 20.2%
	Windham and Woodstock are within the Census margin of error here, so we can’t say which is really higher.
Age 65+	14.3%±1.9Lowest CT: 18.5%	22.5%±4.3Highest CT: 18.5%
Bachelor’s degree+adults 25+	22.7%Lowest CT: 42.5%	47.7%Highest CT: 42.5%
Enrolled in collegeshare of residents	15.2%±1.8Highest CT: 7.1%	2.1%±1.1Lowest CT: 7.1%
Cost of living
Household incomemedian	$55,736±$5kLowest 42% below CT	$112,011±$21kHighest 17% above CT
Home valuemedian, owner-occupied	$209,800±$9kLowest 43% below CT	$417,200±$22kHighest 14% above CT
Rentmedian gross, monthly	$1,107±$69Lowest 26% below CT	$1,202±$94Highest 19% below CT
	Woodstock and Windham are within the Census margin of error here, so we can’t say which is really higher.
Property taxmedian, yearly	$4,633Lowest 30% below CT	$5,357Highest 19% below CT
Renters paying 30%+of income on rent	57.1%±8.1Highest CT: 52.6%	22.2%±16Lowest CT: 52.6%
Below poverty line	20.7%Highest CT: 10%	4.4%Lowest CT: 10%
Housing
Homeownersof occupied homes	47.4%Lowest CT: 66.5%	83.1%Highest CT: 66.5%
Typical home builtmedian year	1956Lowest 11 yrs older than CT	1985Highest 18 yrs newer than CT
Getting to work
Average commuteone way	24 minLowest 8% below CT	31 minHighest 16% above CT
Work from home	6.1%±1.7Lowest CT: 16%	12.5%±4.5Highest CT: 16%
Schools
Public school scoresrank in state, math + reading	#143 of 149 in CT	#85 of 149 in CT
School district	Connecticut Technical Education and Career System · Eastern Connecticut Regional Educational Service Center (EAS	Woodstock School District · The Woodstock Academy District
High school in town	Windham High School	The Woodstock Academy
Students per teacherat that high school	9.8Lowest	16.2Highest
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.