15 Emmet Drive Head Of The Harbor, NY 11790

About this home

Commanding an incomparable position on Stony Brook Harbor, The Mallows stands as one of the most extraordinary and architecturally significant waterfront estates on Long Island’s North Shore. With over 300 feet of private shoreline and unobstructed panoramic west-facing views, this historic masterpiece captures awe-inspiring sunsets that stretch across the Long Island Sound to the Connecticut horizon. The setting is one of pure serenity and prestige—where every room frames the water and every evening ends in color. Originally commissioned by the Astor family and designed by renowned architect Charles Platt, the estate spans over four acres of manicured grounds blending Gilded Age grandeur with refined modern luxury. Outdoor living is elevated with a heated saltwater pool, spa, private tennis court, waterfront gazebo, vegetable gardens, and a charming chicken coop. Inside, 11 bedrooms, 5.5 baths, and 14 fireplaces showcase timeless craftsmanship and architectural excellence, highlighted by a glass conservatory off the primary suite and a four-season sunroom offering sweeping harbor vistas. The chef’s kitchen features Viking and Sub-Zero appliances and opens seamlessly to an elegant formal dining room ideal for entertaining. Additional luxuries include a three-bedroom guest cottage, three-level elevator, and wine cellar. This offering represents a rare and timely opportunity to own one of the North Shore’s most coveted legacy estates—a property of unmatched beauty, provenance, and waterfront presence. Perfectly located near Stony Brook Yacht Club, Avalon Nature Preserve, and Stony Brook Village, The Mallows is not just a home—it is an enduring statement of elegance, privacy, and coastal grandeur.

Description supplied by the listing broker.

Features

• Central Vacuum
• Primary Bathroom

This listing

1. December 10, 2025 Sold for $3,600,000
2. March 14, 2025 Listed at $3,750,000

Location

15 Emmet Drive, Head Of The Harbor, NY 11790