What stands out worked out from the figures below

Olean has the most kids (23.5% under 18).

Middlebury has grown the fastest since 2010 (+10.9%).

Middlebury is a college town. 40.9% of residents are enrolled in college, which pulls its median age, poverty rate and renter figures away from what a year-round family would see.

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	Olean	Middlebury
People
Population	13,738Highest	7,220Lowest
Growth since 20102010 → 2020 census	-3.6%Lowest U.S.: +7.4%	+10.9%Highest U.S.: +7.4%
Median age	39±2.6Highest about the U.S. average	23.7±1.3Lowest 39% below U.S.
Kids under 18	23.5%±2.9Highest U.S.: 22%	8.5%±1.7Lowest U.S.: 22%
Age 65+	19.1%±2.5Lowest U.S.: 17.2%	19.8%±2.6Highest U.S.: 17.2%
	Middlebury and Olean are within the Census margin of error here, so we can’t say which is really higher.
Bachelor’s degree+adults 25+	29.9%Lowest U.S.: 35.7%	61.9%Highest U.S.: 35.7%
Enrolled in collegeshare of residents	3.6%±1.1Lowest U.S.: 6.4%	40.9%±2.3Highest U.S.: 6.4%
Cost of living
Household incomemedian	$51,261±$7kLowest 37% below U.S.	$86,250±$18kHighest 7% above U.S.
Home valuemedian, owner-occupied	$86,100±$6kLowest 74% below U.S.	$417,400±$31kHighest 25% above U.S.
Rentmedian gross, monthly	$794±$52Lowest 44% below U.S.	$1,201±$120Highest 15% below U.S.
Property taxmedian, yearly	$3,130Lowest about the U.S. average	$6,795Highest 118% above U.S.
Renters paying 30%+of income on rent	52%±9.1Lowest U.S.: 51.1%	56.6%±15.8Highest U.S.: 51.1%
	Middlebury and Olean are within the Census margin of error here, so we can’t say which is really higher.
Below poverty line	26.7%Highest U.S.: 12.5%	15.2%Lowest U.S.: 12.5%
Housing
Homeownersof occupied homes	55.1%Lowest U.S.: 65.2%	56.8%Highest U.S.: 65.2%
Typical home builtmedian year	1938Lowest 42 yrs older than U.S.	1977Highest 3 yrs older than U.S.
Getting to work
Average commuteone way	14 minLowest 45% below U.S.	15 minHighest 45% below U.S.
Work from home	8.4%±2.6Lowest U.S.: 15.1%	19.1%±4.4Highest U.S.: 15.1%
Schools
Public school scoresrank in state, math + reading	#337 of 484 in NY	#17 of 70 in VT
School district	OLEAN CITY SCHOOL DISTRICT	—
High school in town	OLEAN SENIOR HIGH SCHOOL	—
Students per teacherat that high school	12.2	—
On TownTapestry
Old photos in History	None yet	6 photos →

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.