Oyster Bay

Old Brookville, Oyster Bay Neighborhood

Old Brookville is a picturesque enclave in Oyster Bay, known for its sprawling estates, elegant colonial and contemporary homes, and tree-lined lanes that evoke a timeless countryside charm. This tight-knit community blends serene natural beauty with a spirit of welcome, offering residents privacy, lush green spaces, and a sense of understated sophistication.

Old Brookville offers a peaceful village environment characterized by its calm and quiet atmosphere with minimal traffic noise in most areas. The community features a significant number of single detached homes, many built around the late 1960s, providing ample space with several residences boasting four or more bedrooms. Convenient driving and ample parking make transportation smooth for residents. Local amenities include supermarkets within easy reach of many residences and a selection of restaurants and cafes nearby. Educational needs are met with primary schools accessible locally. Overall, Old Brookville combines spacious housing and a tranquil setting in a welcoming community atmosphere.

Home buyers who prefer a relaxed environment will enjoy Old Brookville. Old Brookville is reasonably quiet overall, as the streets tend to be peaceful - although that is not the case near the railway line.

Highlights of Old Brookville

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

🌳 Youngs Farm

Located on Hegemans Lane, Youngs Farm has been a local institution since 1893, known for its charming farmstand, fresh produce, homemade baked goods, and picturesque rural setting that captures the village’s agricultural heritage.

🏫 North Shore High School

Situated on Glen Cove Avenue, North Shore High School is renowned for its International Baccalaureate program and serves as a pillar of excellence in education for families in Old Brookville and surrounding communities.

🍽️ The Rustic Root Kitchen & Bar

Nestled just minutes away on Glen Head Road, The Rustic Root is a beloved local eatery for Old Brookville residents, boasting farm-to-table dishes, cozy decor, and a strong focus on locally-sourced ingredients.

🛒 Brookville Country Market

A convenient neighborhood staple on Northern Boulevard, Brookville Country Market offers gourmet foods, fresh coffee, baked goods, and a welcoming atmosphere perfect for daily essentials or quick bites.

🚴 Brookville Greenbelt Trail

Running through the heart of the village, the Brookville Greenbelt Trail offers scenic pathways for walking and biking, showcasing the area’s mature trees, rolling landscapes, and tranquil suburban beauty.

An Oyster Bay Neighborhood

This October in Old Brookville

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

October 3, 2026

Car Show Long Island 2026 TOBAY Beach Fall Classic

TOBAY Beach • 11:00 AM–4:00 PM

This free spectator event is a convenient south-shore outing for Old Brookville and Oyster Bay residents, featuring hundreds of classic cars, trucks, military vehicles, and emergency-service vehicles. Families can also enjoy a live concert by That 70’s Band and trophy presentations in a beach setting.

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October 3, 2026

Friends Academy Fall Fair & Homecoming

Friends Academy • 11:00 AM–5:00 PM

Just minutes from Old Brookville, this community-friendly fall fair celebrates Friends Academy’s 150th anniversary with carnival rides, games, food vendors, athletic events, and activities for children. It is open to surrounding residents, making it an easy local choice for a full afternoon of family entertainment.

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October 11, 2026

The Mike & Tammi Duo Concert

Syosset Public Library • 1:00 PM–2:30 PM

Residents seeking a relaxed indoor activity can hear this acoustic vocal-and-guitar duo perform familiar songs spanning several decades. The Syosset location is a short drive from Old Brookville and Oyster Bay, and the concert is part of the Town of Oyster Bay Distinguished Artists series; registration is required.

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October 17, 2026

Supervisor’s 5K Run

Oyster Bay and Oyster Bay Cove

This intermediate 3.1-mile race offers a nearby way to exercise through the scenic Oyster Bay area before joining the weekend’s waterfront festivities. It is especially convenient for local runners and families who want to combine an active morning with food, entertainment, and activities at OysterFest.

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October 17–18, 2026

OysterFest Weekend

Theodore Roosevelt Memorial Park & Beach and Audrey Avenue • 11:00 AM–6:00 PM

OysterFest is the area’s signature fall event and takes place directly in Oyster Bay, making it exceptionally accessible from Old Brookville. Visitors can enjoy seafood, oyster-shucking and oyster-eating contests, arts and crafts, amusement rides, a beer garden, live entertainment, local shopping, and family activities.

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From the Neighborhood

Stories, updates, and things to know in Old Brookville

Know Your Neighborhood

Local characteristics and demographics for Old Brookville

Neighborhood Characteristics

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Demographics

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