Each edition grades its towns against each other only.
For most people who can afford it, yes. Sleepy Hollow grades B+ overall, 248th of 745 graded towns in New York. Few places in the country are easier to get around without a car. What holds it back is price: the typical home is worth about $1.1 million, 10.6 years of the New York metro’s $99K median household income. Sleepy Hollow’s concentration of trails is 2.6 miles per square mile, where New York’s towns sit at 0.4 and U.S. towns at 0.4. On the outdoors, just 13 of New York’s 1,216 towns do better. Rockefeller State Park Preserve, at 232 acres with 4.8 miles of trail, is the biggest park or preserve.
Where Sleepy Hollow beats most towns.
11.6% of the town is conserved land, across 10 parks and preserves.
Each subject compared with towns across the country (schools within New York), ordered by how far Sleepy Hollow is from typical.
Its grades run from A+ for walkability (better than 99% of comparable towns) to D− for cost of living (better than 2%), so the B+ overall blends very different results.
How TownRatings grades towns →
![Old Dutch Church [?] sketch book](https://images.townratings.com/story/11713/64da056dbce71c19c6bd-l.jpg)
Census counts: 2,684 in 1880, 9,986 in 2020. The archive holds 18 old photos and papers going back to 1800 and 6 maps from 1892 on.
Museums, parks, gardens and other places to visit around Sleepy Hollow. Close and well known come first.
Big draw22 mi City parkCentral Park40.0M visitors a year
Big draw25 mi Stadium & arenaMadison Square Garden
Big draw21 mi MuseumUnited States Military Academy
Big draw22 mi Stadium & arenaMetLife Stadium
Big draw24 mi TheatreStudio 54
Big draw23 mi MuseumMetropolitan Museum of Art2.0M visitors a yearCentral 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 · United States Military Academy: USMA Public Affairs Office, Public domain · 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 Sleepy Hollow, 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 Sleepy Hollow.
Sleepy Hollow is one of New York’s best towns for the outdoors, but it has homes that cost more against local pay than most of New York and scores below Nyack and its other neighbors on health.
At 10.6 years of the New York metro’s $99K median household income, the typical home (about $1.05M) costs more against local pay than in 94% of New York towns; that ratio is one input to its D− for cost of living. At about $1.05M, home values are up 13% in five years, against a rise of 30% across New York.
A typical home in Sleepy Hollow is worth about $1,053,000, up 10.5% in a year, about twice the New York typical home. In Sleepy Hollow, the midpoint rent is $1,924 a month, above both the New York town median ($1,098 a month) and the median of U.S. towns ($1,185 a month). Also worth knowing: homes sold in Sleepy Hollow spent a median 6 days on the market.
| Sleepy Hollow | New York towns | U.S. towns | |
|---|---|---|---|
| Households that own their home | 32% | 75% | 73% |
| Median rent | $1,924 a month | $1,098 a month | $1,185 a month |
Census ACS, 2020–24 · Zillow Home Value Index · Redfin Data Center
Its A+ for the outdoors ranks #13 of 758 in New York.
13 miles of trail in 10 parks and preserves.
| Biggest places to walk | Trails | Acres |
|---|---|---|
| 1. Rockefeller State Park Preserve | 4.8 mi | 232 |
| 2. Old Croton Aqueduct State Park | 1.6 mi | 16 |
| 3. Peabody Preserve Outdoor Classroom | 1.2 mi | 38 |
Trails & parks © OpenStreetMap contributors · Conserved land: USGS PAD-US
Flood insurance has paid out on 9 claims in Sleepy Hollow since 1983. On expected storm and flood damage, Sleepy Hollow sits below 85% of U.S. communities. Of the losses FEMA expects in the town, 67% come from inland flooding and 7% from cold waves. Federal disaster aid has reached households in Sleepy Hollow after 5 declared disasters, most recently in 2021.
FEMA flood insurance claims · FEMA disaster declarations and aid · FEMA National Risk Index · OpenFEMA
All 5 graded neighbors score healthier than its B+, from Nyack (A) to Greenburgh (A+). Against the 7,941 U.S. towns with household incomes like Sleepy Hollow’s, it is healthier than 57%, a smaller edge than it has nationally: part of it comes with its incomes.
The share of adults 18 to 64 in Sleepy Hollow who have no health insurance: 15%. On the CDC’s 32 measures, Sleepy Hollow is ahead of New York on 4 and behind on 5. In Sleepy Hollow, 28% of adults have high blood pressure, and 28% have obesity.
| Sleepy Hollow | New York towns | U.S. towns | |
|---|---|---|---|
| Depression (CDC PLACES) | 16% | 21% | 23% |
| No health insurance, 18–64 (CDC PLACES) | 15% | 5.9% | 8.1% |
| High blood pressure (CDC PLACES) | 28% | 34% | 35% |
| Obesity (CDC PLACES) | 28% | 33% | 35% |
| What stands out | Sleepy Hollow | NY |
|---|---|---|
| Fewer adults with COPD | 5% | 6% |
| Fewer adults with high blood pressure | 27.9% | 32.6% |
| More uninsured adults | 14.5% | 7.9% |
CDC PLACES 2025 · modeled estimates for adults · CMS · HRSA
The town’s typical July afternoon high is 86°F.
NOAA U.S. Climate Normals, 1991–2020
Jobs based in Sleepy Hollow grew to 3,093 in 2023, 247 more than in 2013. Just 7% of the town’s working residents have a job in town. The typical journey to work for Sleepy Hollow comes to 30 minutes. The top destinations are New York (28%), Mount Pleasant (14%) and Greenburgh (13%).
| Sleepy Hollow | New York towns | U.S. towns | |
|---|---|---|---|
| Work from home | 21% | 12% | 11% |
| Average trip to work | 30 minutes | 25 minutes | 25 minutes |
| Median household income | $104,000 | $82,000 | $80,000 |
| Working residents who work in town | 7.2% | 10% | 8% |
Census LEHD 2023 · ACS
Most reported incidents are property crimes, mainly thefts. Sleepy Hollow's reported crime rate is well below New York's. No violent crimes were reported in 2022.
| Sleepy Hollow | New York towns | U.S. towns | |
|---|---|---|---|
| Property crimes per 1,000 (2022) | 0.1 per 1,000 residents | 9.5 | 14.1 |
| Violent crimes per 1,000 (2022) | 0 per 1,000 residents | 0.7 | 1.9 |
FBI crime data, 2022 · crimes reported to police
Only 31.9% of households own their home, against 54.3% across New York.
Among adults 25 and older in Sleepy Hollow, 43% hold a bachelor’s degree or more. Adults 35 to 64 are 43% of residents (39% statewide). The town has grown 15% since 2020, to 11,474 residents in the Census Bureau’s 2025 estimate.
| Sleepy Hollow | New York towns | U.S. towns | |
|---|---|---|---|
| Bachelor’s degree or more, 25+ | 43% | 32% | 29% |
| Aged 65 or older | 16% | 20% | 18% |
| Under 18 | 22% | 20% | 22% |
| Median age | 41.9 years | 43 years | 40.5 years |
48% women, 52% men
That’s an even split within the survey’s margin of ±2.6 points. Across New York, 51.2% of residents are women.
| Sleepy Hollow | NY | U.S. | |
|---|---|---|---|
| Under 10 | 8.8% | 11% | 11.6% |
| 10 to 17 | 12.9% | 9.5% | 10.3% |
| 18 to 24 | 7.5% | 8.9% | 9.1% |
| 25 to 34 | 12.3% | 14.2% | 13.7% |
| 35 to 44 | 12.1% | 13% | 13.2% |
| 45 to 54 | 16.9% | 12.2% | 12.2% |
| 55 to 64 | 13.7% | 13.3% | 12.7% |
| 65 to 74 | 7.2% | 10.3% | 10.2% |
| 75 and older | 8.6% | 7.6% | 7% |
| No diploma | 24.6% | 12% | 10.4% |
| High school | 16.3% | 24.3% | 26% |
| Some college | 10.8% | 14.6% | 19.1% |
| Associate’s | 5.1% | 8.8% | 8.8% |
| Bachelor’s | 19.3% | 22.4% | 21.6% |
| Graduate | 23.8% | 17.9% | 14.1% |
Census population estimates, 2025 · U.S. Census Bureau · ACS 2020-2024 5-year estimates
33 within 15 miles of the center of Sleepy Hollow
About 5 of every 100 Sleepy Hollow residents are enrolled in college, against 7 across New York.
7 notable people were born in Sleepy Hollow.
Village in New York, United States
Sleepy Hollow is a village in the town of Mount Pleasant in Westchester County, New York, United States, in the New York metropolitan area. The village is located on the east bank of the Hudson River, approximately 28 miles (45 km) north of Midtown Manhattan in New York City, and is served by the Philipse Manor stop on the Metro-North Hudson Line. To the south of Sleepy Hollow is the village of Tarrytown, and to the north and east are unincorporated parts of Mount Pleasant. The population of the village at the 2020 census was 9,986. Originally incorporated as North Tarrytown in the late 19th century as a way to draft off Tarrytown's success during the Industrial Revolution, the village adop…
From Wikipedia, licensed CC BY-SA 4.0 · facts via Wikidata (CC0)
5 towns share a border with Sleepy Hollow.
All 5 graded towns on its borders grade higher than its B+; Greenburgh (B+) is closest.
| Town | NY rank | Overall | Cost | Safety | Schools | Health |
|---|---|---|---|---|---|---|
| Sleepy Hollow | #248 | B+ | D− | — | B+ | B+ |
| Mount Pleasant | #90 | A | D− | — | A | A+ |
| Greenburgh | #230 | B+ | D− | B− | B− | A+ |
| Tarrytown | #49 | A+ | D− | A | A− | A+ |
| Orangetown | #126 | A | D− | — | A− | A |
| Nyack | #169 | A− | D− | — | A− | A |
Sleepy Hollow, Mount Pleasant, Orangetown and Nyack report no FBI crime data of their own. Compare Sleepy Hollow with a neighbor →
Short answers, built from the data on this page.
For most people who can afford it, yes. Sleepy Hollow grades B+ overall, better than 69% of U.S. towns and #248 of 745 in New York. It grades B+ for health and B+ for schools. Cost of living is its weak spot, with a D−.
Yes. Cost of living, which also weighs rents, property taxes and how many households pay 30% or more of their income for housing, grades D−.
7 notable people were born here, including Tony Taylor and Keith Hamilton Cobb.
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