Sleepy Hollow

Westchester County, New York

VIEW 35 COMMUNITY LISTINGS

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

183 Webber Avenue
Sleepy Hollow, NY $899,000

183 Webber Avenue

Sleepy Hollow, NY

$899,000
  • 4 Beds
  • 2/1 Baths
  • 2,278 Sqft
89 New Broadway
Sleepy Hollow, NY $3,350/mo

89 New Broadway

Sleepy Hollow, NY

$3,350/mo
  • 3 Beds
  • 1 Baths
  • 1,300 Sqft
306 Horseman Boulevard #49
Sleepy Hollow, NY $1,972,995

306 Horseman Boulevard #49

Sleepy Hollow, NY

$1,972,995
  • 4 Beds
  • 3/2 Baths
  • 3,218 Sqft
320 Palisades Boulevard #82
Sleepy Hollow, NY $1,889,995

320 Palisades Boulevard #82

Sleepy Hollow, NY

$1,889,995
  • 4 Beds
  • 3/2 Baths
  • 2,650 Sqft
310 Horseman Boulevard #51
Sleepy Hollow, NY $1,889,995

310 Horseman Boulevard #51

Sleepy Hollow, NY

$1,889,995
  • 4 Beds
  • 3/2 Baths
  • 3,226 Sqft
201 Horseman Boulevard #3301
Sleepy Hollow, NY $1,807,995

201 Horseman Boulevard #3301

Sleepy Hollow, NY

$1,807,995
  • 3 Beds
  • 2/1 Baths
  • 1,993 Sqft
312 Palisades Boulevard #86
Sleepy Hollow, NY $1,780,995

312 Palisades Boulevard #86

Sleepy Hollow, NY

$1,780,995
  • 5 Beds
  • 3/2 Baths
  • 2,900 Sqft
310 Palisades Boulevard #87
Sleepy Hollow, NY $1,612,995

310 Palisades Boulevard #87

Sleepy Hollow, NY

$1,612,995
  • 3 Beds
  • 2/3 Baths
  • 2,340 Sqft

Sleepy Hollow

Area Map

Sleepy Hollow is within Westchester County, New York and borders Tarrytown.

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Featured Communities Within

Westchester County

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Sleepy Hollow

(Tarrytown School District)

Market Snapshot

Units Sold

January 2023

11 TOTAL UNITS

image description -42.1% image description -35.3% vs

Median Sales Price

January 2023 - Single Family Homes

$850K
image description +6.9% image description -5.3% vs

Percentage of Asking Price

January 2023 Single Family Homes

98%
image description -12.1% image description +1.1% vs
98%
image description -12.1% image description +1.1% vs
98%
image description -12.1% image description +1.1% vs
98%
image description -12.1% image description +1.1% vs