Sleepy Hollow

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Sleepy Hollow, NY

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Live the legend

Historic Iconic Beautiful Famous NYC Commutes Community Events Parks Outdoors

There's a definite hint of mystery about Sleepy Hollow. Perhaps it's the historic architecture or the wooded hills. Maybe it's the narrow, winding roads that seem to vanish around every bend. Perhaps it's the famous residents buried at Sleepy Hollow Cemetery … Andrew Carnegie, Elizabeth Arden, Washington Irving, Brooke Astor, and even William Rockefeller. The tombstones and mausoleums alone would inspire a bit of a shiver … and then, of course, there's the legend. When Washington Irving wrote "The Legend of Sleepy Hollow," published in 1820, Sleepy Hollow was known as North Tarrytown. The story, set in 1790, focuses on a headless horseman -- a Hessian soldier who lost his head to a cannonball during battle.

While living in Sleepy Hollow will make friends and family want to visit every October, there's much more to this historic village than ghosts and legends. Sleepy Hollow, which was settled sometime in the mid-1600s, is stunning. Located along the Hudson River about 25 miles north of Manhattan, Sleepy Hollow has amazing parks, riverfront hiking trails, lakes, and forests to explore. And while you'll definitely want to visit Sleepy Hollow Cemetery and the Old Dutch Church and Burying Ground (dating back to 1685) to see the monuments and tombstones, you'll also want to see Kykuit -- the former home of the Rockefeller family and now a National Historic Landmark open for tours.

Sleepy Hollow offers some amazing events year-round. Of course, there's Oktoberfest, the Great Jack O' Lantern Blaze, and a fascinating event called Champagne Cocktails with the Dead, but there are also concerts at the Music Hall, Outdoor Free Summer Concerts, Sunset Jazz at Lyndhurst, and tours of the iconic Sleepy Hollow Lighthouse. The Rockefeller State Park Preserve, covering 1,000 acres, provides fishing, hiking, horseback riding, sledding, snowshoeing, and cross-country skiing.

Rent Trends

As of December 2024, the average apartment rent in Sleepy Hollow, NY is $2,293 for a studio, $2,796 for one bedroom, and $3,524 for two bedrooms. Apartment rent in Sleepy Hollow has increased by 4.1% in the past year.

Property Type
Average Rent
Average Sq Ft
Apartment
$2,796/month
780 Sq Ft
See Rental Market Trends in Sleepy Hollow, NY

Transportation

80

Very Walkable

out of 100 WalkScore® Rating

If you enjoy walking, you’ll enjoy renting in this area! It’s a very walkable neighborhood.

32

Somewhat Bikeable

out of 100 BikeScore® Rating

You might be able to find places to ride your bike in this area, but you’ll most likely want your car for most errands.

Schools

Pocantico Hills Central School

Public

Grades PK-8

320 Students

7
out of 10

W L Morse School

Public

Grades 1-2

408 Students

Rating Unavailable

Pocantico Hills Central School

Public

Grades PK-8

320 Students

7
out of 10

Sleepy Hollow High School

Public

Grades 9-12

819 Students

7
out of 10

Points of Interest

Parks and Recreation

  • Rockefeller State Park Preserve
  • Stone Barns Center for Food and Agriculture
  • Pace University Environmental Center
  • Blauvelt State Park
  • Nyack Beach State Park

Airports

  • Westchester County
  • Laguardia

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