Living in Sleepy Hollow, NY

Sleepy Hollow NY Real Estate and Homes for Sale

A Westchester County village with a legendary name, Sleepy Hollow has maintained its bucolic character and historic identity over the years. With the gorgeous Hudson River as its backdrop, life in this charming enclave assumes a relaxed pace. Many of the village’s 10,000 inhabitants work in the city, enjoying a mere 40-minute rail commute into Manhattan. The local Phillipse Manor rail station is on the National Register of Historic Places.

Sleepy Hollow’s history has been showcased by the fame of Washington Irving’s popular novel, and its roots do go deeply into Colonial times. Many notables are buried in the Sleepy Hollow Cemetery, including Irving himself, Andrew Carnegie, Samuel Gompers, and Elizabeth Arden, among others. The Old Dutch Church and the 1883 Lighthouse are two other important and interesting historic sites.

Living in Sleepy Hollow

Today, Sleepy Hollow trades on its literary notoriety to attract nearly 100,000 annual visitors – quite a number for a quiet village of its size! People enjoy cemetery tours, ghost stories, and attractions like Jay Ghoul’s House of Curiosities, particularly around Halloween. The shutdown of the GM plant here in the late ‘90’s affected the local economy and identity; embracing the connection to literature has been good for Sleepy Hollow.

For the most part, Sleepy Hollow is a charming village that gives professionals from Manhattan the option to enjoy a lifestyle that’s worlds away from the city. There are more than 57 acres of parkland, as well as numerous streams and lakes among the town’s forests, and the community maintains miles of trails and open spaces for public enjoyment. The Old Croton Aqueduct Trailway is a wonderful way to enjoy the views of the Hudson River. Maintained by the state, this trail runs from the north end of Westchester County right into the city, passing many of the best sights in Sleepy Hollow along the way.

Sleepy Hollow Real Estate

Proximity to the Hudson is a factor in the types of homes you’ll find in Sleepy Hollow. The closer to the river, the more desirable the home, and areas like Sleepy Hollow Manor and Phillipse Manor are lovely collections of stately older homes set on winding roads with spectacular views.

To learn more about Sleepy Hollow and its real estate, do not hesitate to connect with our team at GioHomes today. We look forward to hearing from you soon and to helping you learn more about this quaint community.

28 Results
 
$12,000,000
Beds: 5
Baths: 5 | 1
Sq. Ft.: 7,538
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Open House: Jun 14, 2026, 12:00 PM - 3:00 PM
4 Lighthouse Landing #204, Sleepy Hollow, NY 10591
$3,995,000
Beds: 3
Baths: 3 | 1
Sq. Ft.: 2,356
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Open House: Jun 14, 2026, 12:00 PM - 3:00 PM
4 Lighthouse Landing #210, Sleepy Hollow, NY 10591
$3,895,000
Beds: 3
Baths: 3 | 1
Sq. Ft.: 2,357
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$3,115,000
Beds: 3
Baths: 2 | 1
Sq. Ft.: 1,886
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Open House: Jun 14, 2026, 12:00 PM - 3:00 PM
4 Lighthouse Landing #TH14, Sleepy Hollow, NY 10591
$2,620,000
Beds: 3
Baths: 4 | 1
Sq. Ft.: 3,093
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$2,500,000
Beds: 4
Baths: 4 | 1
Sq. Ft.: 2,646
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Open House: Jun 13, 2026, 2:00 PM - 4:00 PM
340 Horseman Boulevard, Sleepy Hollow, NY 10591
$2,325,000
Beds: 4
Baths: 3 | 2
Sq. Ft.: 3,060
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Open House: Jun 14, 2026, 1:30 PM - 3:00 PM
207 Palisades Boulevard, Sleepy Hollow, NY 10591
$2,100,000
Beds: 4
Baths: 3 | 2
Sq. Ft.: 3,051
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Open House: Jun 14, 2026, 12:00 PM - 3:00 PM
4 Lighthouse Landing #305, Sleepy Hollow, NY 10591
$1,995,000
Beds: 2
Baths: 2 | 1
Sq. Ft.: 1,688
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$1,850,000
Beds: 4
Baths: 3 | 2
Sq. Ft.: 2,936
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Listing courtesy of OneKey MLS as distributed by MLS Grid. Based on information submitted to the MLS Grid as of 2026. All data is obtained from various sources and may not have been verified by the broker or MLS Grid. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. OneKey MLS All rights reserved.
OneKey MLS data last updated at June 13, 2026, 10:39 AM ET

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