What stands out worked out from the figures below

Winsted has the most affordable homes ($219k median).

Upton has the most people working from home (22.8%).

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	Winsted	Upton
People
Population	6,977Lowest	8,189Highest
Growth since 20102010 → 2020 census	-6.7%Lowest U.S.: +7.4%	+6.1%Highest U.S.: +7.4%
Median age	47.6±7.3Highest 22% above U.S.	46.4±4.8Lowest 19% above U.S.
	Winsted and Upton are within the Census margin of error here, so we can’t say which is really higher.
Kids under 18	14.4%±3.3Lowest U.S.: 22%	23.2%±4.5Highest U.S.: 22%
Age 65+	25%±4.2Highest U.S.: 17.2%	20.7%±4.9Lowest U.S.: 17.2%
	Winsted and Upton are within the Census margin of error here, so we can’t say which is really higher.
Bachelor’s degree+adults 25+	26.8%Lowest U.S.: 35.7%	53.5%Highest U.S.: 35.7%
Enrolled in collegeshare of residents	4.9%±2.4Highest U.S.: 6.4%	2.4%±1.3Lowest U.S.: 6.4%
	Winsted and Upton are within the Census margin of error here, so we can’t say which is really higher.
Cost of living
Household incomemedian	$64,871±$12kLowest 20% below U.S.	$155,508±$33kHighest 93% above U.S.
Home valuemedian, owner-occupied	$218,900±$14kLowest 34% below U.S.	$576,700±$41kHighest 73% above U.S.
Rentmedian gross, monthly	$1,183±$130Highest 16% below U.S.	$948±$599Lowest 33% below U.S.
	Winsted and Upton are within the Census margin of error here, so we can’t say which is really higher.
Property taxmedian, yearly	$3,754Lowest 20% above U.S.	$8,376Highest 169% above U.S.
Renters paying 30%+of income on rent	45.5%±16.7Lowest U.S.: 51.1%	52.8%±31Highest U.S.: 51.1%
	Upton and Winsted are within the Census margin of error here, so we can’t say which is really higher.
Below poverty line	15.9%Highest U.S.: 12.5%	3.2%Lowest U.S.: 12.5%
Housing
Homeownersof occupied homes	54.7%Lowest U.S.: 65.2%	86.7%Highest U.S.: 65.2%
Typical home builtmedian year	1942Lowest 38 yrs older than U.S.	1981Highest 1 yr newer than U.S.
Getting to work
Average commuteone way	25 minLowest 4% below U.S.	35 minHighest 34% above U.S.
Work from home	7.7%±3.5Lowest U.S.: 15.1%	22.8%±5.3Highest U.S.: 15.1%
Schools
Public school scoresrank in state, math + reading	—	#46 of 282 in MA
School district	—	Blackstone Valley Regional Vocational Technical · Mendon-Upton
High school in town	—	Blackstone Valley
Students per teacherat that high school	—	11.2
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.