What stands out worked out from the figures below

Olean has the most affordable homes ($159k median).

Pittsfield has the most people working from home (28.1%).

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	Pittsfield
People
Population	1,664Highest	391Lowest
Growth since 20102010 → 2020 census	-4.2%Highest U.S.: +7.4%	-7.7%Lowest U.S.: +7.4%
Median age	53.8±5.5 38% above U.S.	53.8±3.5 38% above U.S.
Kids under 18	15.6%±4.5Highest U.S.: 22%	13.6%±8.4Lowest U.S.: 22%
	Olean and Pittsfield are within the Census margin of error here, so we can’t say which is really higher.
Age 65+	25.2%±5.1Lowest U.S.: 17.2%	30.4%±7.1Highest U.S.: 17.2%
	Pittsfield and Olean are within the Census margin of error here, so we can’t say which is really higher.
Bachelor’s degree+adults 25+	23.3%Lowest U.S.: 35.7%	45.4%Highest U.S.: 35.7%
Enrolled in collegeshare of residents	2.5%±1.5Lowest U.S.: 6.4%	2.8%±3.5Highest U.S.: 6.4%
	Pittsfield and Olean are within the Census margin of error here, so we can’t say which is really higher.
Cost of living
Household incomemedian	$74,583±$20kHighest 8% below U.S.	$65,852±$12kLowest 18% below U.S.
	Olean and Pittsfield are within the Census margin of error here, so we can’t say which is really higher.
Home valuemedian, owner-occupied	$158,600±$17kLowest 52% below U.S.	$313,300±$73kHighest 6% below U.S.
Rentmedian gross, monthly	$666±$334Lowest 53% below U.S.	$1,035±$140Highest 27% below U.S.
	Pittsfield and Olean are within the Census margin of error here, so we can’t say which is really higher.
Property taxmedian, yearly	$4,027Lowest 29% above U.S.	$5,181Highest 66% above U.S.
Renters paying 30%+of income on rent	57.1%±25.5Highest U.S.: 51.1%	35.6%±43Lowest U.S.: 51.1%
	Olean and Pittsfield are within the Census margin of error here, so we can’t say which is really higher.
Below poverty line	16.3%Highest U.S.: 12.5%	8.4%Lowest U.S.: 12.5%
Housing
Homeownersof occupied homes	77.9%Highest U.S.: 65.2%	76.2%Lowest U.S.: 65.2%
Typical home builtmedian year	1962Lowest 18 yrs older than U.S.	1977Highest 3 yrs older than U.S.
Getting to work
Average commuteone way	19 minLowest 30% below U.S.	19 minHighest 27% below U.S.
Work from home	5.8%±4.7Lowest U.S.: 15.1%	28.1%±24.1Highest U.S.: 15.1%
	Pittsfield and Olean are within the Census margin of error here, so we can’t say which is really higher.
Schools
Public school scoresrank in state, math + reading	#337 of 484 in NY	—
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.