Sleepy Hollow, NY Real Estate Market

Well, it’s Halloween, so why not a report on Sleepy Hollow? Yes, there is a Sleepy Hollow, and yes, Washington Irving is buried here. There is an Old Dutch Church, a Sleepy Hollow Bridge, and the high school’s mascot is the Headless Horsemen. Old Sleepy Hollow road is VERY spooky at night, winding along covered by trees which almost create a corridor as you drive down the road at night. A few times in high school we’d turn off the car headlights to magnify the effect. 

But is Sleepy Hollow a haunted, scary place? Residents laugh at the notion. It is a charming river village on the banks of the Hudson, and thanks to the location of Phelps Hospital, it is also where I was born. Of course, back then it was known as the more benign North Tarrytown. The village changed its name to Sleepy Hollow in deference to history in 1996. They do an outstanding job of observing Halloween every year, but beyond that there aren’t many spooky things to speak of. 

The Tarrytown school district serves Sleepy Hollow and the village of Tarrytown as well, and the high school is known as Sleepy Hollow High School. The village is nestled between Mt Pleasant and Pocantico to the north and east, and Tarrytown to the south. Briarcliff Manor is just a stone’s throw to the north. 

5 single family homes sold in the school district in October of 2010 at a median price of $575,000. 

7 single family homes are under contract as a median asking price of $645,000.

42 single homes are available and active on the market, and the median asking price is $674,500.

The area also has a significant amount of multiple family dwellings, co ops, and condominiums. The first sale my company ever closed on in 2005 was a condo in nearby Tarrytown by the Tappan Zee Bridge. 

If you want to check out available homes in Sleepy Hollow and Tarrytown, get yourself a free Listingbook account.