Sleepy Hollow

Westchester County, New York

VIEW 81 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
4 Lighthouse Landing #213
Sleepy Hollow, NY $1,650,000

4 Lighthouse Landing #213

Sleepy Hollow, NY

$1,650,000
  • 2 Beds
  • 2/1 Baths
  • 1,633 Sqft
49 Beekman Avenue #2
Sleepy Hollow, NY $2,900/mo

49 Beekman Avenue #2

Sleepy Hollow, NY

$2,900/mo
  • 1 Beds
  • 1 Baths
  • 750 Sqft
135 Beekman Avenue #2 Floor
Sleepy Hollow, NY $2,850/mo

135 Beekman Avenue #2 Floor

Sleepy Hollow, NY

$2,850/mo
  • 2 Beds
  • 1 Baths
  • 1,000 Sqft
49 Beekman Avenue
Sleepy Hollow, NY $2,150/mo

49 Beekman Avenue

Sleepy Hollow, NY

$2,150/mo
  • 1 Baths
  • 380 Sqft
4 Lighthouse Landing #403
Sleepy Hollow, NY $4,565,000

4 Lighthouse Landing #403

Sleepy Hollow, NY

$4,565,000
  • 3 Beds
  • 3/1 Baths
  • 2,318 Sqft
4 Lighthouse Landing #410
Sleepy Hollow, NY $4,295,000

4 Lighthouse Landing #410

Sleepy Hollow, NY

$4,295,000
  • 3 Beds
  • 3/1 Baths
  • 2,355 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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Westchester County

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Sleepy Hollow

Market Snapshot

Units Sold

December 2024

13 TOTAL UNITS

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Median Sales Price

December 2024 - Single Family Homes

$1.1M
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Percentage of Asking Price

December 2024 Single Family Homes

109%
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109%
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109%
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109%
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109%
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