Sleepy Hollow

Westchester County, New York

VIEW 75 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

4 Lighthouse Landing #311
Sleepy Hollow, NY $3,495,000

4 Lighthouse Landing #311

Sleepy Hollow, NY

$3,495,000
  • 3 Beds
  • 3/1 Baths
  • 2,143 Sqft
24 Evergreen Way
Sleepy Hollow, NY $1,499,000

24 Evergreen Way

Sleepy Hollow, NY

$1,499,000
  • 4 Beds
  • 3 Baths
  • 3,150 Sqft
201 Horseman Boulevard #305
Sleepy Hollow, NY $1,229,995

201 Horseman Boulevard #305

Sleepy Hollow, NY

$1,229,995
  • 2 Beds
  • 2/1 Baths
  • 1,330 Sqft
203 N Washington Street
Sleepy Hollow, NY $1,155,000

203 N Washington Street

Sleepy Hollow, NY

$1,155,000
  • 6 Beds
  • 3 Baths
  • 3,800 Sqft
48 Pocantico Street #L
Sleepy Hollow, NY $449,500

48 Pocantico Street #L

Sleepy Hollow, NY

$449,500
  • 2 Beds
  • 1/1 Baths
  • 930 Sqft
49 Beekman Avenue #5
Sleepy Hollow, NY $3,000/mo

49 Beekman Avenue #5

Sleepy Hollow, NY

$3,000/mo
  • 1 Beds
  • 1 Baths
  • 750 Sqft
127 Gordon Avenue
Sleepy Hollow, NY $2,100/mo

127 Gordon Avenue

Sleepy Hollow, NY

$2,100/mo
  • 1 Beds
  • 1 Baths
  • 750 Sqft
4 Lighthouse Landing #PH504
Sleepy Hollow, NY $4,245,000

4 Lighthouse Landing #PH504

Sleepy Hollow, NY

$4,245,000
  • 3 Beds
  • 3/1 Baths
  • 2,138 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

March 2024

9 TOTAL UNITS

image description -18.2% image description -47.1% vs

Median Sales Price

March 2024 - Single Family Homes

$735K
image description -7.0% image description -33.2% vs

Percentage of Asking Price

March 2024 Single Family Homes

100%
image description +1.6% image description -10.9% vs
100%
image description +1.6% image description -10.9% vs
100%
image description +1.6% image description -10.9% vs