Sleepy Hollow, NY — Momentum Score, Home Values & Best-For

All states·New York·Sleepy Hollow

Westchester County · New York-Newark-Jersey City · population 11,427

Growing fastSmall-town feel
View watchlist →
71
Rising
Momentum score · 0–100

Where Sleepy Hollow stands

At or near all-time high. home values up 8.0% in the last year. population growing 3.4% per year.

Median home $992,639
1-year +8.0%
5-yr CAGR +1.9%
vs 5-yr peak -1.2%
Population +3.4%/yr

Home value trajectory · last 10 years

Zillow ZHVI · monthly
peak 2022-08$993k$659k$787k$916k$1044k201620182020202220242026

Lifestyle scores

🚶
Walkability
25/100
Very car-dependent
Estimated from population density. Higher = denser, more amenities within walking distance.
🚉
Public transit
15/100
Transit limited
Curated list of major US transit systems + population-based estimate. Higher = real subway/rail/bus options.
💻
Remote work fit
38/100
Marginal for remote
Composite of city size, housing cost, state tax structure, and region's remote-work track record.

Scores are heuristic estimates from population density, state, and known transit/walkable cities. Not based on a paid Walk Score / Transit Score API — see methodology for the formula.

Rent trajectory · last 5 years

Zillow ZORI · monthly
$4,574/mo$0$2,556$5,112202220242026

Home value vs rent · indexed to 100

Both rebased at first month of ZORI data (~2015)
Home valueRent10012480100120202220242026

Rent vs buy

Price-to-rent ratio: 18.1
Lean buy

At a 18.1 price-to-rent ratio, Sleepy Hollow is in the 'depends on horizon' zone. Buy if you'll be there 5+ years and value flexibility on the home; rent if you might move, want zero maintenance friction, or expect rates to drop.

How the momentum score breaks down

methodology →
Home YoY
85 · w22%
Home 5-yr CAGR
46 · w22%
Distance from peak
83 · w18%
Population growth
90 · w16%
Rent YoY
67 · w12%
Home 10-yr CAGR
50 · w10%
Long thesis

Sleepy Hollow has held up across the cycle: home values at $992,639 with +1.9% 5-year CAGR. The bull case is structural — population, location, employer base — and holds even if next year's print is soft.

Short thesis

Sleepy Hollow is a small market with thin transaction volume and modest appreciation. The bear case is liquidity: when you eventually sell, your buyer pool is small, slow, and price-sensitive.

About Sleepy Hollow

Sleepy Hollow is a city in Westchester County, New York, with an estimated population of 11,427. It anchors the New York-Newark-Jersey City metro area. The population has grown 3.4% per year on average between 2020 and 2024 — among the faster-growing communities in the state. The median home value in Sleepy Hollow is $992,639 as of 2026-04, up 8.0% over the last 12 months. Over the last five years, home values have averaged +1.9% annual growth, with prices at or near the 5-year peak. Rents in Sleepy Hollow average $4,574 per month, up 3.3% year-over-year. The composite momentum score is 71 of 100 (Rising). The market is healthy with prices supported by underlying demand.

Bull case

Trend still working: prices up 8.0% in the last 12 months — buyers are still chasing inventory.
People are voting with their feet: population growing 3.4% per year since 2020 — that’s faster than ~80% of US cities.
Held the highs: currently -1.2% from the 5-year peak — this market refused to give back gains.

Bear case

Premium territory: $992,639 median home is a high bar to clear — affordability constrains the buyer pool.
Local nuance: city-level data smooths over neighborhood differences. School zones, HOA rules, and street-level character matter — visit before deciding.

Playbook

Buyer

You're not in a frenzy but you're not getting bargains either. Make a competitive offer with normal inspection terms. Don't lowball — the listing will move with or without you.

Seller

Price at fair market value; expect movement in 30-45 days. Don't get clever with terms (rent-back, contingencies) — buyers in a Rising market have options.

Investor

Appreciation tailwind exists but cash flow requires discipline on price. Run the numbers conservatively and confirm rent comps before committing.

Local safety & alerts

No active National Weather Service alerts for Westchester County right now.

Public-safety links are official .gov sources, not curated by us. Westchester County routes NWS alerts; check the state EM portal for non-weather emergencies.

Cities like Sleepy Hollow

Sources: Zillow ZHVI (home values), Zillow ZORI (rents), US Census ACS + place population. Updated when source agencies publish revisions.

Climate & natural-disaster risk

Winter (Jan)
33° / 19°
avg high / low
Summer (Jul)
82° / 63°
avg high / low
Sunny days/yr
183
~50% of year
Annual precip
41″ rain
60″ snow
Disaster risk (1=very low, 5=very high)
Hurricane
Moderate
Tornado
Very low
Wildfire
Very low
Earthquake
Very low
Flood
Moderate

State-level averages from NOAA Climate Normals (1991-2020) and FEMA National Risk Index. City-level conditions can vary significantly within a state.

Local sports teams

Major professional teams the New York-Newark-Jersey City area cheers for. Detailed stats, schedules, and player pages on intherafters.com.

Current weather

Loading current conditions…

7-day forecast on weather.gov →

Find rentals & listings

Open current Sleepy Hollow listings on the major real-estate sites.

Links open the live search on the destination site — results are always current.

Local economy & environment

Humidity
71%
Humid climate
Median household income
$81,400
New York state median
Top industries (state-level)
Finance (NYC)MediaHealthcare

Humidity is annual average relative humidity (NOAA). Income is Census ACS 5-year estimate. Industries are largest employment sectors statewide (BLS); the local mix in a given city may vary.

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