Each edition grades its towns against each other only.
A town of 4,817, laid out in 1818. Home to 3 places on the National Register of Historic Places.
Trash & recyclingWinchester gives you more for your money than most places: homes are within reach, about $159K for a typical one, or 2.6 years of the county’s $61K median household income. It grades B− overall, 388th of 585 graded towns in Indiana. The low prices come with trade-offs. CDC estimates put its residents' health behind 84% of the country, and the median household income is $52K, and 18% of residents live below the poverty line. History is its standout character grade: an A+, better than 97% of U.S. towns, with 3 places on the National Register. 29% of working residents work locally in Winchester, above both Indiana’s towns (11%) and U.S. towns (8%). On history, just 51 of Indiana’s 1,098 towns do better. Winchester's civic life (library use, community groups, volunteering) is stronger than in 95% of U.S. towns.
Where Winchester beats most towns.
Gen. Asahel Stone MansionEach subject compared with towns across the country (schools within Indiana), ordered by how far Winchester is from typical.
Its best grade is an A+ for history (#40 of 593 in Indiana; laid out 1818; 3 places on the National Register; 5 notable people born here), which describes the town but isn’t part of the overall grade; its B− comes from the livability subjects above.
How TownRatings grades towns →
Census counts: 532 in 1850, 4,843 in 2020. The archive holds 12 old photos and papers going back to 1912 and 4 maps from 1916 on.
3 places on the National Register of Historic Places.
Who provides power, water and the rest in Winchester, and how to reach them.
EPA SDWIS (Oct 9, 2026) · HIFLD + EIA-861 2025 · Census 2020 ZCTAs · NCES 2024–25 · registration: vote.gov, updated Nov 18, 2024.
Ordered by what stands out in Winchester.
Winchester is healthier than towns with similar incomes and has commutes shorter than most of Indiana.
1.2 miles of trail in 3 parks and preserves. The biggest park or preserve is Goodrich Park, at 61 acres.
| Winchester | Indiana towns | U.S. towns | |
|---|---|---|---|
| Miles of trail per square mile | 0.4 miles per square mile | 0.2 | 0.4 |
| Conserved land | 2.7% | 1.9% | 4.3% |
| Biggest places to walk | Trails | Acres |
|---|---|---|
| 1. Goodrich Park | 0.7 mi | 61 |
| 2. Oliver P Murton | 0.4 mi | 8 |
| 3. Randolph County Courthouse Square | 0.1 mi | 1 |
Trails & parks © OpenStreetMap contributors · Conserved land: USGS PAD-US
Against the 6,613 U.S. towns with household incomes like Winchester’s, it is less healthy than 66%, so its C− isn’t only a matter of income.
19% of adults smoke cigarettes in Winchester. Winchester beats the Indiana average on 1 of 32 CDC measures and trails it on 10. 16% of adults report frequent physical distress in Winchester.
| Winchester | Indiana towns | U.S. towns | |
|---|---|---|---|
| Smoke cigarettes (CDC PLACES) | 19% | 17% | 14% |
| Frequent physical distress (CDC PLACES) | 16% | 15% | 14% |
| High blood pressure (CDC PLACES) | 41% | 39% | 35% |
| Fair or poor health (CDC PLACES) | 24% | 21% | 19% |
| What stands out | Winchester | IN |
|---|---|---|
| More adults treating high blood pressure | 79.9% | 77.4% |
| More older adults who have lost all their teeth | 23.7% | 15.4% |
CDC PLACES 2025 · modeled estimates for adults · CMS · HRSA
Typical home values rose 11% in the year to September 2026. Winchester’s median rent is $756 a month.
| Winchester | Indiana towns | U.S. towns | |
|---|---|---|---|
| Median rent | $756 a month | $947 a month | $1,185 a month |
| Households that own their home | 70% | 76% | 73% |
Census ACS, 2020–24 · Zillow Home Value Index · Redfin Data Center
Winchester has chilly winters and pleasant summers. July afternoons reach 84°, January nights drop to 19° and about 25 inches of snow falls in a winter.
NOAA U.S. Climate Normals, 1991–2020
The average commute for its 2,039 working residents takes 15.6 minutes, against 24.1 across Indiana.
About one in 3 of Winchester’s working residents works in town. The average trip to work in Winchester is 16 minutes. Since 2013, Winchester has lost 389 jobs, to 2,779 in 2023.
| Winchester | Indiana towns | U.S. towns | |
|---|---|---|---|
| Average trip to work | 16 minutes | 24 minutes | 25 minutes |
| Median household income | $52,000 | $71,000 | $80,000 |
| Work from home | 8.7% | 7.8% | 11% |
Census LEHD 2023 · ACS
Expected storm and flood damage is lower than in 54% of U.S. communities. Since 2011, 2 flood insurance claims have been paid out in Winchester.
FEMA flood insurance claims · FEMA National Risk Index · OpenFEMA
None within 15 miles of Winchester; the nearest are
About 3 of every 100 Winchester residents are enrolled in college, against 6 across Indiana.
3 places in Winchester on the National Register of Historic Places.
5 notable people were born in Winchester.
City in Indiana, United States
Winchester is a city in White River Township, Randolph County, Indiana, United States. The city is the county seat of Randolph County. The population was 4,843 at the 2020 census. It is the home of Winchester Speedway.
From Wikipedia, licensed CC BY-SA 4.0 · facts via Wikidata (CC0)
Short answers, built from the data on this page.
Winchester grades B− overall, better than 47% of U.S. towns and #388 of 585 in Indiana. It grades C− for health and B− for schools. Health is its weak spot, with a C−.
Not for the area. Cost of living, which also weighs rents, property taxes and how many households pay 30% or more of their income for housing, grades A.
Winchester was laid out in 1818 and has 3 places on the National Register of Historic Places. 5 notable people were born here, including Robert Wise and Chester Burleigh Watts.
