Luxury outdoor living reaches the waterfront at 104 Premium Point Road, where a newly completed estate combines expansive entertaining spaces, a poolside guest retreat, and direct access to Long Island Sound within one of Westchester County’s most exclusive private communities.
Listed for $15.995 million by Heather Harrison of The Zach & Heather Harrison Team at Compass, the 13,000-plus-square-foot residence occupies 1.3 acres inside the guard-gated Premium Point peninsula. The property is currently the highest-priced waterfront listing on the Westchester market and offers the type of outdoor lifestyle typically associated with a private coastal resort.

Outdoor Living Built Around the Water
Every major outdoor space was designed to celebrate the property’s unique waterfront setting. Sweeping terraces frame panoramic views across Long Island Sound while creating multiple gathering areas that transition naturally between the home’s interior and exterior living environments.

The backyard centers on a swimming pool and spa positioned to maximize the surrounding water views. Adjacent lounge areas provide ample space for relaxing throughout the day, while a fully equipped outdoor kitchen supports everything from casual family meals to large-scale entertaining.

A Pool House Designed for Guests
Rather than serving solely as storage or changing space, the detached pool house functions as an extension of the residence itself. Complete with its own guest suite, the structure provides comfortable accommodations for visiting family and friends while maintaining privacy from the main home.
The arrangement creates a true resort-style experience, allowing overnight guests to remain connected to the pool and outdoor entertaining areas without disrupting activity inside the primary residence.
Coastal Recreation Beyond the Backyard
The outdoor amenities extend well beyond the property’s landscaped grounds. Residents of Premium Point enjoy private beach access and boat slips, making it easy to spend the day on Long Island Sound before returning home to relax poolside.
That combination of boating, waterfront recreation and private outdoor living is increasingly difficult to find in communities located within commuting distance of Manhattan, adding another layer of exclusivity to the property.
Luxury Inside and Out
Built by Cum Laude Group, the home blends portions of an original stone estate with contemporary construction and infrastructure. Inside, walls of glass frame water views throughout the residence, while eight bedrooms, ten full baths, three powder rooms, a dedicated fitness level and an elevator support comfortable everyday living.


The chef’s kitchen features dual islands, Wolf and Sub-Zero appliances and a butler’s pantry, complementing outdoor entertaining spaces that allow gatherings to flow seamlessly between interior and exterior environments.
Technology including Lutron lighting controls, Sonos audio and a whole-house generator further enhances the property’s livability while remaining unobtrusive.
Resort Living Close to Manhattan
Premium Point has remained one of the New York area’s most exclusive waterfront communities since the late nineteenth century. Home to only 30 residences, the private peninsula combines 24-hour security with a setting that feels far removed from the city while remaining within easy reach of Manhattan.
For buyers seeking a home where the pool, waterfront and surrounding landscape are equally important, 104 Premium Point offers a rare combination of privacy, recreation and coastal luxury in one of Westchester County’s most coveted waterfront settings.

