157 Cliff Rd

Port Jefferson, NY 11777

Welcome to 157 Cliff Road, an extraordinary waterfront estate nestled in the prestigious Village of Belle Terre on Long Island’s North Shore. This rare offering presents nearly 20,000 square feet of luxurious living space set on over 8 private acres, with sweeping panoramic views of the Long Island Sound and direct beach access from your own private staircase carved into the bluff.

A true architectural masterpiece, this modern coastal villa combines sophistication, scale, and serenity. Behind a gated entrance, a long, tree-lined driveway opens to a grand circular motor court and a home that embodies elegance at every turn. The dramatic entry foyer features soaring ceilings and a dual staircase that immediately sets the tone for the home’s scale and craftsmanship. With 9 bedrooms and 15 bathrooms, the estate is meticulously designed for both intimate living and large-scale entertaining.

Inside, you’ll find five fully appointed kitchens—including a professional chef’s kitchen with top-tier appliances—seamlessly blending luxury and functionality. Lavish primary suites offer breathtaking water views, spa-inspired bathrooms with marble and quartz finishes, oversized soaking tubs, steam showers, and custom walk-in closets. The home also boasts an elevator, a movie theater, a game room, a library, and multiple living and dining areas bathed in natural light.

Wellness and relaxation take center stage with an indoor pool, spa facilities, dual saunas, steam rooms, and a full gym. Step outside to experience a $2 million custom-designed infinity pool with a central spa, floating catwalk, and expansive terrace ideal for hosting unforgettable summer gatherings. A full tennis court, a separate guest house, and a private helipad elevate the estate’s level of exclusivity and convenience.

Perched high above the Sound, this estate offers unobstructed water views from nearly every room and over 300 feet of beachfront. Located just 90 minutes from New York City yet worlds away in feel, it’s the ideal retreat for those seeking luxury, privacy, and prestige. Available for seasonal or extended rental, including Memorial Day through Labor Day. Inquire for pricing and availability—this is one of Long Island’s most remarkable waterfront properties.