Glen Oaks – Rye, NY

Set just off Forest Avenue, in one of Rye’s most desirable residential areas, Glen Oaks Drive is the kind of street that feels like a best-kept secret. With its peaceful atmosphere, well-kept homes, and proximity to schools, parks, and the beach, Glen Oaks offers the perfect blend of privacy and community.

Glen oaks

Quiet, Comfortable, and Classic

Glen Oaks Drive is a small, cul-de-sac-style neighborhood, which naturally limits traffic and creates a calm, family-friendly vibe. Homes here tend to be classic Colonials, split-levels, and updated traditional styles, many with beautiful landscaping, spacious backyards, and tree-lined views. It’s a setting that feels both relaxed and refined.

This is the kind of street where neighbors wave hello, kids ride bikes without worry, and the overall pace feels just a little more peaceful than the rest of town.

Walkable to Schools, Parks, and the Beach

Location is one of Glen Oaks Drive’s best features. It’s within walking or biking distance of:

  • Milton Elementary School – a top-rated public school just minutes away.

  • Milton Harbor – for kayaking, paddleboarding, or taking in harbor views.

  • Rye Town Park and Beach – perfect for summer days, dog walking, and seasonal events.

  • Rye Recreation Park – offering tennis courts, sports fields, and playgrounds.

Whether you're looking for outdoor activities, school drop-offs, or a simple walk to the beach, it’s all right around the corner.

Coastal Calm Meets Suburban Ease

Although Glen Oaks Drive is close to the shoreline, it sits high enough to offer a peaceful, private atmosphere without being directly on the water. Many of the homes here enjoy lush greenery, shade trees, and carefully maintained gardens, making it a great street for those who value a balance of natural beauty and suburban comfort.

Commuters will also appreciate the quick access to downtown Rye and the Metro-North station, making the trip into Manhattan a breeze.

If you’re searching for a place in Rye that feels both connected and private, Glen Oaks Drive should be on your radar. It offers the charm of a quiet cul-de-sac, the convenience of central location, and the warmth of a close-knit community.