A Rare and Extraordinary Shippan Point Residence
Newly constructed in 2023, and designed by Michael Smith Architects, this six-bedroom, 8,700+ SF waterfront residence on Ocean Drive West features sweeping views over Long Island Sound from every principal room. Thoughtfully designed for both entertaining and private life, it combines exceptional craftsmanship with a carefully considered floor plan that balances expansive indoor and outdoor gathering spaces with quieter, more intimate retreats. Positioned along one of Stamford’s most coveted stretches of waterfront, the home is just steps from the Stamford Yacht Club.
Shippan Point
Set along the southern edge of Stamford, Shippan Point is defined by its relationship to the water. The peninsula’s quiet residential streets, gracious waterfront properties, and long-established shoreline character create a setting that feels distinctly separate from the surrounding city while remaining closely connected to Manhattan, which is under an hour from nearby Stamford Station. Along Ocean Drive West, homes are oriented toward expansive views of Long Island Sound, with mature landscaping, stone walls, and generous setbacks. Among Fairfield County’s most desirable waterfront neighborhoods, Shippan Point is valued for its maritime setting, architectural variety, and the ease of living directly on the water year-round.
At Home on the Sound
Positioned along a prime stretch of shoreline on Ocean Drive West, this custom residence was completed in 2023 as a contemporary interpretation of the quintessential New England waterfront home. Cedar shake architecture, stone detailing and expansive sunrise to sunset exposure give it a character that resonates with the surrounding landscape. Across all three levels, the home is organized around light, openness and orientation toward Long Island Sound, with terraces, balconies and principal rooms aligned to the water. The result is a residence equally suited for retreat from the city and year-round costal living.
Indoor-Outdoor Living
The main living level is arranged as a sequence of interconnected living and entertaining spaces overlooking the Sound. A large central great room extends directly onto two patios, creating a continuous relationship between interior and exterior living. A separate living room with one of the home’s five indoor fireplaces and an integrated wet bar provides a more intimate setting for gathering and evening entertaining. The kitchen and butler’s pantry feature extensive custom cabinetry, and a 72-bottle glass-enclosed wine display wall anchors the dining room. Outside, an infinity-edge pool, with integrated hot tub, a full open-air kitchen, two fireplaces and heated covered areas allow the property to function as naturally for summer gatherings as for quiet evenings along the shoreline.
Upper Levels Designed for Retreat
The upper levels prioritize privacy, separation and uninterrupted waterfront exposure. The primary suite, which occupies its own wing of the second floor, overlooks Long Island Sound and has direct terrace access, a sitting room, a walk-in closet/dressing room. The en-suite bathroom is appointed with heated Dolomite marble floors. Additional ensuite bedrooms are distributed throughout the second and third floors, each designed with generous proportions and integrated storage. Lounge spaces, a fitness room, office, and bonus room, provide flexibility for guests or private workspaces.