9 / 7 Westmoreland Dr

A Rare Shelter Island Gem with Timeless Soul

Welcome to a truly extraordinary waterfront estate where history, elegance, and coastal luxury converge. Set on the coveted Westmoreland Drive, this stunning 1901 Tudor has been masterfully restored - blending old-world charm with modern sophistication.

Inside, you’ll be transported by original plaster walls and six dramatic fireplaces, thoughtfully paired with today’s comforts: central air, upgraded heating, and energy-conscious insulation throughout the upper floors. The chef’s kitchen, the heart of the home, has been reimagined with top-tier finishes and a newly added butler’s pantry - perfect for hosting with ease.

With six bedrooms and four and a half baths, there’s ample space for family, friends, and guests to gather and unwind. Whether you’re curling up by the fire, hosting summer soirées on the classic brick patio, or floating in the 20x50 heated Gunite pool, every moment here feels timeless.

Beyond the manicured grounds, a deep-water dock awaits - ideal for multiple boats and offering direct access to Shelter Island’s pristine waters.