Sleepy Hollow

Philipse Manor, Sleepy Hollow Neighborhood

Tarrytown offers a variety of housing options, including single detached homes, duplexes, small and large apartment buildings, with a good selection of sizes from lofts to four or more bedrooms. Parks and green spaces are easily accessible throughout the area, providing peaceful spots for relaxation near most residences. The neighborhood features over 50 restaurants and coffee shops, along with supermarkets conveniently located for daily needs. Transportation options include proximity to train stations like Philipse Manor and Tarrytown on the Hudson, as well as several bus lines and nearby highways such as I-287, making regional access straightforward.

The character of Tarrytown is exemplified by its slower-paced ambience. This part of the Greater New York metropolitan area is reasonably quiet, as noise from streets and other parts of the city is rarely an issue - although there are still several louder sections, especially around the railway line, I-287 or Cross Westchester Expy. Finally, there are over 50 parks nearby for residents to explore, including Irvington Woods and Cross County Trail Area, making them very easy to access from a large number of locations in Tarrytown.

Highlights of Philipse Manor

Parks, schools, dining, and what makes this neighborhood special

🌳 Philipse Manor Beach Club

A private Hudson River beach club located right on River Road, offering exclusive river access, a pool, swim programs, and social events for local families—it's a summer hub unique to the Philipse Manor community.

🏫 Kingsland Point Park

Nestled at the Hudson River’s edge just off Palmer Avenue, this scenic park features walking trails, ball fields, picnic areas, and direct access to the historic Sleepy Hollow Lighthouse, making it a beloved gathering spot for residents and visitors alike.

🍽️ Bridge View Tavern

Just a stone’s throw outside the Manor, this longtime local favorite on Beekman Avenue draws neighbors with its craft beer selections, pub food, and spacious outdoor seating overlooking the riverbank—a neighborhood go-to for casual dining.

🛒 Philipse Manor Metro-North Station

More than just a commuter hub on Riverside Drive, the stately stone station anchors the neighborhood, inspiring pride and walkable convenience for residents seeking easy rail access to Manhattan and nearby villages.

🚴 Old Croton Aqueduct Trail

Running quietly along the eastern side of Philipse Manor, this historic greenway trail is beloved for jogging, dog walking, and biking while offering leafy views of classic manor homes and a tranquil path that feels worlds away from the bustle.

A Sleepy Hollow Neighborhood

This September in Philipse Manor

Things to do, events, and what's happening this month

September 5, 2026

TaSH Farmers Market

Patriots Park, Tarrytown • 8:30 AM–1:30 PM

A weekly Saturday farmers market offering fresh Hudson Valley produce, bread, dairy, wine, beer, live music and samplings—just across the river, perfect for picking up local goods and enjoying a vibrant community atmosphere.

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September 19, 2026

J.W. Ocker Book Talk: ‘Chasing the Headless Horseman’

Lyndhurst (Tarrytown) • 11:00 AM–12:00 PM

An author talk on Sleepy Hollow’s real history behind the Legend of the Headless Horseman—ideal for locals intrigued by regional lore and literary connections.

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September 20, 2026

Sleepy Hollow Street Fair

Beekman Avenue, Sleepy Hollow • 10:00 AM–5:00 PM

A full‑day street fair featuring 145+ arts and crafts vendors, food, entertainment zones and family activities right in town—great for a community outing within walking distance.

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September 26, 2026

Sleepy Hollow Oktoberfest

Kathryn Davis RiverWalk Center, Kingsland Point Park • 1:00 PM–5:00 PM

A festive celebration with German food, beer, live Bavarian music and corn‑hole games by the Hudson—fun and local party atmosphere ideal for families or friends nearby.

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September 19, 2026

Revolutionary Harvest Festival

Philipse Manor Hall, Yonkers • 12:00 PM

A free, family‑friendly outdoor festival with colonial reenactors and history‑themed activities just a short drive away—a great educational outing for local residents.

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From the Neighborhood

Stories, updates, and things to know in Philipse Manor

Know Your Neighborhood

Local characteristics and demographics for Philipse Manor

Neighborhood Characteristics

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Demographics

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