Each edition grades its towns against each other only.
A town of 27,579, settled in 1850.
Ossining's standout: it is among the most walkable places in the country. Overall it grades B−, ranked 433rd of 745 in New York. CDC estimates put its residents' health ahead of 86% of the country and natural-hazard risk is low. Its weakest subject is cost of living: homes are expensive, about $449K for a typical one and 4.5 times the New York metro’s $99K median household income. Ossining’s median rent is $2,154 a month, against $1,098 a month in New York’s towns and $1,185 a month across U.S. towns. Ossining's schools rank behind 78% of the state's. The biggest place to walk is Crawbuckie Nature Preserve, 34 acres with 1.1 miles of trail.
Where Ossining beats most towns.
Where Ossining’s working residents go each day. Line width shows the share.
Census LEHD 2023
Each subject compared with towns across the country (schools within New York), ordered by how far Ossining is from typical.
Its grades run from A+ for walkability (better than 99% of comparable towns) to D− for cost of living (better than 4%), so the B− overall blends very different results.
How TownRatings grades towns →
Census counts: 4,939 in 1850, 40,061 in 2020. The archive holds 11 old photos and papers going back to 1809 and 7 maps from 1892 on.
Museums, parks, gardens and other places to visit around Ossining. Close and well known come first.
Big draw17 mi MuseumUnited States Military Academy
Big draw26 mi GardenCentral Park40.0M visitors a year
Big draw29 mi Stadium & arenaMadison Square Garden
Big draw26 mi Stadium & arenaMetLife Stadium
Big draw28 mi TheatreStudio 54
Big draw26 mi MuseumMetropolitan Museum of Art2.0M visitors a yearUnited States Military Academy: USMA Public Affairs Office, Public domain · Central Park: Ed Yourdon from New York City, USA, CC BY-SA 2.0 · Madison Square Garden: Ajay Suresh from New York, NY, USA, CC BY 2.0 · MetLife Stadium: babyknight, CC BY 2.0 · Studio 54: Americasroof (talk), CC BY-SA 3.0 · Metropolitan Museum of Art: Hugo Schneider, CC BY-SA 2.0
Who provides power, water and the rest in Ossining, and how to reach them.
EPA SDWIS (Oct 9, 2026) · HIFLD + EIA-861 2025 · Census 2020 ZCTAs · NCES 2024–25 · registration: vote.gov, updated Aug 3, 2026.
Ordered by what stands out in Ossining.
5.0 miles of trail in 9 parks and preserves. The trail density in Ossining is 0.8 miles per square mile.
| Ossining | New York towns | U.S. towns | |
|---|---|---|---|
| Miles of trail per square mile | 0.8 miles per square mile | 0.4 | 0.4 |
| Conserved land | 5.8% | 5.2% | 4.3% |
| Biggest places to walk | Trails | Acres |
|---|---|---|
| 1. Old Croton Aqueduct State Park | 1.8 mi | 23 |
| 2. Crawbuckie Nature Preserve | 1.1 mi | 34 |
| 3. Louis Engel Waterfront Park | 0.5 mi | 6 |
Trails & parks © OpenStreetMap contributors · Conserved land: USGS PAD-US
Expected storm and flood damage is lower than in 92% of U.S. communities. Since 1978, 43 flood insurance claims have been paid out in Ossining.
FEMA flood insurance claims · FEMA National Risk Index · OpenFEMA
15% of adults have been diagnosed with depression in Ossining. Ossining beats the New York average on 12 of 32 CDC measures and trails it on 3. 28% of adults have high blood pressure in Ossining.
| Ossining | New York towns | U.S. towns | |
|---|---|---|---|
| Depression (CDC PLACES) | 15% | 21% | 23% |
| High blood pressure (CDC PLACES) | 28% | 34% | 35% |
| Obesity (CDC PLACES) | 28% | 33% | 35% |
| Frequent mental distress (CDC PLACES) | 14% | 16% | 17% |
| What stands out | Ossining | NY |
|---|---|---|
| Fewer older adults who have lost all their teeth | 8.1% | 12.8% |
| Fewer adults with COPD | 4.4% | 6% |
| More uninsured adults | 11.3% | 7.9% |
CDC PLACES 2025 · modeled estimates for adults · CMS · HRSA
Most working residents leave Ossining for work: only 9% work in town. Ossining’s average trip to work is 36 minutes. The top destinations are New York (29%), Ossining (12%) and Mount Pleasant (7%).
| Ossining | New York towns | U.S. towns | |
|---|---|---|---|
| Average trip to work | 36 minutes | 25 minutes | 25 minutes |
| Median household income | $104,000 | $82,000 | $80,000 |
| Work from home | 15% | 12% | 11% |
Census LEHD 2023 · ACS
Ossining has chilly, snowy winters and warm summers, with plenty of rain. July afternoons reach 85°, January nights drop to 21° and about 33 inches of snow falls in a winter.
NOAA U.S. Climate Normals, 1991–2020
Adults 35 to 64 are 45% of residents (39% statewide). 14% of Ossining residents are 65 or older. 38% of adults 25 and older have a bachelor’s degree or more, vs 40% across New York.
| Ossining | New York towns | U.S. towns | |
|---|---|---|---|
| Aged 65 or older | 14% | 20% | 18% |
| Bachelor’s degree or more, 25+ | 38% | 32% | 29% |
| Under 18 | 20% | 20% | 22% |
| Median age | 40.7 years | 43 years | 40.5 years |
48% women, 52% men
That’s an even split within the survey’s margin of ±1.9 points. Across New York, 51.2% of residents are women.
| Ossining | NY | U.S. | |
|---|---|---|---|
| Under 10 | 10.8% | 11% | 11.6% |
| 10 to 17 | 9.1% | 9.5% | 10.3% |
| 18 to 24 | 8.1% | 8.9% | 9.1% |
| 25 to 34 | 12.8% | 14.2% | 13.7% |
| 35 to 44 | 15.8% | 13% | 13.2% |
| 45 to 54 | 17.2% | 12.2% | 12.2% |
| 55 to 64 | 11.9% | 13.3% | 12.7% |
| 65 to 74 | 7.9% | 10.3% | 10.2% |
| 75 and older | 6.4% | 7.6% | 7% |
| No diploma | 20% | 12% | 10.4% |
| High school | 19.1% | 24.3% | 26% |
| Some college | 17.2% | 14.6% | 19.1% |
| Associate’s | 6.2% | 8.8% | 8.8% |
| Bachelor’s | 16.9% | 22.4% | 21.6% |
| Graduate | 20.6% | 17.9% | 14.1% |
U.S. Census Bureau · ACS 2020-2024 5-year estimates
Ossining's reported crime rate is well below New York's. Most reported incidents are property crimes, mainly thefts. 30 violent crimes were reported in 2025.
| Ossining | New York towns | U.S. towns | |
|---|---|---|---|
| Property crimes per 1,000 (2025) | 6.1 per 1,000 residents | 7.6 | 9.9 |
| Violent crimes per 1,000 (2025) | 1.1 per 1,000 residents | 0.8 | 1.6 |
FBI crime data, 2025 · crimes reported to police
Zillow Home Value Index · Redfin Data Center
26 within 15 miles of the center of Ossining
About 6 of every 100 Ossining residents are enrolled in college, about the same as New York.
26 notable people were born in Ossining.
Town in New York, United States
Ossining ( OSS-in-ing) is a town located along the Hudson River in Westchester County, New York. The population was 40,061 at the time of the 2020 census. It contains two villages, the Village of Ossining and part of Briarcliff Manor, the rest of which is located in the Town of Mount Pleasant. Ossining is the location of Sing Sing maximum-security prison.
From Wikipedia, licensed CC BY-SA 4.0 · facts via Wikidata (CC0)
5 towns share a border with Ossining.
All 4 graded towns on its borders grade higher than its B−; Clarkstown (A−) is closest.
| Town | NY rank | Overall | Cost | Safety | Schools | Health |
|---|---|---|---|---|---|---|
| Ossining | #433 | B− | D− | — | C− | A |
| Briarcliff Manor | #179 | A− | D− | — | B− | A+ |
| Ossining | #258 | B+ | D− | — | B− | A+ |
| Croton-on-Hudson | #24 | A+ | D | A | A | A+ |
| Cortlandt | #155 | A− | D | — | A− | A |
| Clarkstown | #201 | A− | D− | B− | A− | A |
Ossining, Briarcliff Manor, Ossining and Cortlandt report no FBI crime data of their own. Compare Ossining with a neighbor →
Short answers, built from the data on this page.
Ossining grades B− overall, better than 45% of U.S. towns and #433 of 745 in New York. It grades A for health and C− for schools. Cost of living is its weak spot, with a D−.
Yes. The typical home is worth about $449,000, 14% below the New York typical home. Cost of living, which also weighs rents, property taxes and how many households pay 30% or more of their income for housing, grades D−.
26 notable people were born here, including Kara DioGuardi and Jesse Lee Soffer.
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