539 Leeward Ave

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An Iconic Waterfront Estate, Now Available as an Extraordinary Vacation Rental

Some homes offer a beautiful place to stay. Others offer an experience so exceptional that the moment you arrive, the outside world seems to disappear.

Positioned at the end of a private drive in the coveted Webster Lagoon enclave, 539 Leeward Avenue is one of Long Beach Island’s most iconic waterfront estates. The arrival alone is unforgettable. Follow the secluded drive, curve around the grand circular entrance, and take in a setting that feels more like a private resort than a vacation home.

Then the front door opens, and everything stops.

The entry is nothing short of breathtaking. Soaring ceilings, exquisite architectural details and a magnificent chandelier introduce the home with dramatic elegance, while an uninterrupted sightline leads across the dining area, through walls of glass, over the pool and directly to the shimmering bay beyond. It is a spectacular first impression and a genuine cause to pause.

Designed for luxurious waterfront living, the main level unfolds into an expansive open floor plan where nearly every space is framed by water. To the left, the gracious living room is architecturally defined by coffered ceilings and walls of windows. A generous L-shaped sectional and two swivel chairs create the perfect setting for conversation, movie nights or simply turning toward the bay to watch the light dance across the water.

To the right, the chef’s kitchen is a showpiece. An oversized quartz island rises above custom cabinetry and offers seating for four, along with a farmhouse sink that overlooks the surrounding entertaining spaces. Premier appliances include a six-burner Wolf range, Sharp microwave drawer and Sub-Zero refrigerator. A separate beverage area features a wine refrigerator, additional refrigerator drawers, cabinetry and generous counter space, making entertaining on any scale feel effortless.

The dining spaces are equally impressive. A formal table seats six, while a sun-filled breakfast nook with built-in window seating accommodates eight for relaxed family meals overlooking the water. The adjoining bar provides three additional seats and two refrigerators, creating the perfect place to mix cocktails before stepping outside to watch the sunset.

Multiple doors open onto the expansive wraparound porch, seamlessly connecting the home’s interiors with the pool, patio and bay. Morning coffee, afternoon gatherings and cocktails at sunset all unfold against one of the most beautiful waterfront backdrops on LBI.

Upstairs, five beautifully appointed bedrooms each enjoy a private full bathroom, providing every guest with the privacy and comfort of a luxury hotel suite. The spectacular primary suite is a destination of its own, with panoramic bay views and private access to the upper deck. Its spa-inspired bathroom features a double vanity, an oversized walk-in shower with dual showerheads and direct access to a secluded outdoor shower.

An elegant office enclosed by oversized barn-style doors offers a quiet place to work, read or retreat, with direct deck access whenever the bay becomes too irresistible. A private fitness room completes the upper level, allowing guests to maintain their routines without ever leaving the estate.

Outside, summer reaches an entirely different level.

The waterfront grounds have been designed as a private resort, centered around a spectacular swimming pool and an expansive brick-paved terrace. Five cushioned chaise lounges, each shaded by its own umbrella, invite long, unhurried afternoons by the water. An elegant dining table seats ten for memorable open-air dinners, while a Serena & Lily outdoor sofa, cocktail table and oversized umbrella create a sophisticated lounge beneath the coastal sky. Two Adirondack chairs with matching ottomans complete the setting, offering the perfect front-row seats for golden sunsets over the bay.

Swim. Lounge. Dine beneath the stars. Gather on the porch as the sky turns shades of rose and gold. Every space has been created for effortless enjoyment, exceptional comfort and unforgettable time together.

539 Leeward Avenue is more than a vacation rental. It is the rare opportunity to experience one of Beach Haven’s most remarkable private estates and to live, even if only for a week, at an entirely different level.

Come for the privacy and panoramic bay views. Stay for the resort-style pool, spectacular porches, unforgettable sunsets and the memories that could only be made here.

This is not simply summer on Long Beach Island. This is LBI at its absolute finest.