Sleepy Hollow

The quiet Hudson River village of Sleepy Hollow, with its prime waterfront location, has been immortalized in author Washington Irving’s classic tale, “The Legend of Sleepy Hollow.”

But beyond the village’s famous heritage, it stands today as a diverse and vibrant community of about 10,000 residents. With roots as an agricultural district, and later as a manufacturing center, this bucolic community has managed to preserve much of its natural beauty. For decades, Sleepy Hollow has drawn the affluent to its borders, lured by the village’s deeply rooted history, bucolic way of life and close proximity to Manhattan. Many of the village’s wealthy residents built magnificent mansions in the area, several of which are open to the public, including Kykuit, a six-story stone estate with Hudson River views that was home to four generations of the Rockefeller family. Sleepy Hollow’s waterfront location also makes it a haven for trout fishing and boating. Miles of scenic trails and paths lend themselves to horseback riding, biking and walking amid nature.

But beyond the village’s famous heritage, it stands today as a diverse and vibrant community of about 10,000 residents. With roots as an agricultural district, and later as a manufacturing center, this bucolic community has managed to preserve much of its natural beauty. For decades, Sleepy Hollow has drawn the affluent to its borders, lured by the village’s deeply rooted history, bucolic way of life and close proximity to Manhattan. Many of the village’s wealthy residents built magnificent mansions in the area, several of which are open to the public, including Kykuit, a six-story stone estate with Hudson River views that was home to four generations of the Rockefeller family. Sleepy Hollow’s waterfront location also makes it a haven for trout fishing and boating. Miles of scenic trails and paths lend themselves to horseback riding, biking and walking amid nature.

But beyond the village’s famous heritage, it stands today as a diverse and vibrant community of about 10,000 residents. With roots as an agricultural district, and later as a manufacturing center, this bucolic community has managed to preserve much of its natural beauty. For decades, Sleepy Hollow has drawn the affluent to its borders, lured by the village’s deeply rooted history, bucolic way of life and close proximity to Manhattan. Many of the village’s wealthy residents built magnificent mansions in the area, several of which are open to the public, including Kykuit, a six-story stone estate with Hudson River views that was home to four generations of the Rockefeller family. Sleepy Hollow’s waterfront location also makes it a haven for trout fishing and boating. Miles of scenic trails and paths lend themselves to horseback riding, biking and walking amid nature.

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Featured Listings

16 Kingsland Road
Sleepy Hollow, NY $1,350,000

16 Kingsland Road

Sleepy Hollow, NY

$1,350,000
  • 6 Beds
  • 3/1 Baths
  • 3,227 Sqft
129 River Street
Sleepy Hollow, NY $1,199,000

129 River Street

Sleepy Hollow, NY

$1,199,000
  • 2 Beds
  • 2/3 Baths
  • 2,429 Sqft
49 Beekman Avenue
Sleepy Hollow, NY $3,000/mo

49 Beekman Avenue

Sleepy Hollow, NY

$3,000/mo
  • 1 Beds
  • 1 Baths
  • 750 Sqft
4 Lighthouse Landing #411
Sleepy Hollow, NY $4,095,000

4 Lighthouse Landing #411

Sleepy Hollow, NY

$4,095,000
  • 3 Beds
  • 3/1 Baths
  • 2,317 Sqft
4 Lighthouse Landing #211
Sleepy Hollow, NY $2,880,000

4 Lighthouse Landing #211

Sleepy Hollow, NY

$2,880,000
  • 3 Beds
  • 3/1 Baths
  • 2,143 Sqft
4 Lighthouse Landing #303
Sleepy Hollow, NY $2,680,000

4 Lighthouse Landing #303

Sleepy Hollow, NY

$2,680,000
  • 3 Beds
  • 3/1 Baths
  • 1,960 Sqft
17 Pokahoe Drive
Sleepy Hollow, NY $2,500,000

17 Pokahoe Drive

Sleepy Hollow, NY

$2,500,000
  • 0.53 Acres
21 Coprock Road
Sleepy Hollow, NY $2,499,000

21 Coprock Road

Sleepy Hollow, NY

$2,499,000
  • 4 Beds
  • 3/1 Baths
  • 4,050 Sqft

Sleepy Hollow

Area Map

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Sleepy Hollow

(Tarrytown School District)

Market Snapshot

Units Sold

November 2023

8 TOTAL UNITS

image description -33.3% image description -52.9% vs