Sleepy Hollow

NEITHER SLEEPY NOR HOLLOW

This peaceful village along the Hudson is rightly proud of its rich history. From Washington Irving's tale that gives the town its name, to the Rockefellers and a host of buildings from the 17th and 18th Centuries, Sleepy Hollow's past is full of intrigue and notable events—yet today, it remains a quaint, verdant, welcoming community of about 9,000 residents.

Median Sale Price

$1.0m

8.40 % Since May 2025

Average Days on Market

17
-71.20 % Since May 2025

Properties in Sleepy Hollow

$2,450,000
Active
800 Sleepy Hollow Road
Briarcliff Manor, NY 10510
  • 4 Beds
  • 3 Baths
  • 4700 sq.ft.
  • 1.25 Acres
$3,999,000
Active
57 Cobb Lane
Tarrytown, NY 10591
  • 9 Beds
  • 5 Baths
  • 8329 sq.ft.
  • 3.55 Acres
$2,450,000
Active
35 Walden Road
Tarrytown, NY 10591
  • 6 Beds
  • 5 Baths
  • 3800 sq.ft.
  • 0.38 Acres
$1,300,000
Active
12 Webb Road
Sleepy Hollow, NY 10591
  • 5 Beds
  • 4 Baths
  • 2762 sq.ft.
  • 0.24 Acres
$929,000
Active
170 Crest Drive
Tarrytown, NY 10591
  • 3 Beds
  • 2 Baths
  • 1571 sq.ft.
  • 0.1742 Acres
$848,000
Active
25 S Washington Street
Tarrytown, NY 10591
  • 3 Beds
  • 2 Baths
  • 1587 sq.ft.
  • 0.11 Acres
$619,900
Active
30 Kendall Avenue
Sleepy Hollow, NY 10591
  • 3 Beds
  • 2 Baths
  • 2200 sq.ft.
  • 0.05 Acres