Sleepy Hollow

Westchester County, New York

VIEW 82 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

42 River Street
Sleepy Hollow, NY $2,000,000

42 River Street

Sleepy Hollow, NY

$2,000,000
  •    
300 Horseman Drive #46
Sleepy Hollow, NY $1,903,995

300 Horseman Drive #46

Sleepy Hollow, NY

$1,903,995
  • 4 Beds
  • 3/2 Baths
  • 2,520 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
314 Horseman Boulevard #53
Sleepy Hollow, NY $1,854,995

314 Horseman Boulevard #53

Sleepy Hollow, NY

$1,854,995
  • 3 Beds
  • 3/2 Baths
  • 2,934 Sqft
306 Horseman Boulevard #49
Sleepy Hollow, NY $1,852,995

306 Horseman Boulevard #49

Sleepy Hollow, NY

$1,852,995
  • 4 Beds
  • 3/2 Baths
  • 3,050 Sqft
302 Horseman Boulevard #47
Sleepy Hollow, NY $1,850,995

302 Horseman Boulevard #47

Sleepy Hollow, NY

$1,850,995
  • 3 Beds
  • 3/2 Baths
  • 3,050 Sqft
304 Horseman Boulevard #48
Sleepy Hollow, NY $1,834,995

304 Horseman Boulevard #48

Sleepy Hollow, NY

$1,834,995
  • 3 Beds
  • 3/2 Baths
  • 3,050 Sqft
308 Horseman Boulevard #50
Sleepy Hollow, NY $1,814,995

308 Horseman Boulevard #50

Sleepy Hollow, NY

$1,814,995
  • 4 Beds
  • 3/2 Baths
  • 3,050 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

December 2021

19 TOTAL UNITS

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Median Sales Price

December 2021 - Single Family Homes

$813K
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Percentage of Asking Price

December 2021 Single Family Homes

100%
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100%
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