$14.5 Million Waterfront Masterpiece Brings Resort-Style Living to Connecticut’s Coveted Shippan Point

Designed by Michael Smith Architects and completed in 2023, this newly built waterfront estate pairs timeless New England coastal architecture with panoramic Long Island Sound views, elevated construction standards, and private resort amenities along one of Stamford’s most prestigious shoreline addresses.

On Connecticut’s Gold Coast, truly exceptional waterfront homes are defined by more than their views. They combine architectural excellence, resilient construction, and locations that cannot be recreated.

The residence at 379 Ocean Drive West embodies all three.

Listed for $14.5 million, the newly completed estate occupies nearly one acre along Shippan Point, one of Stamford’s most exclusive waterfront neighborhoods. Designed by Michael Smith Architects, the six-bedroom residence encompasses more than 8,700 square feet while capturing uninterrupted views of Long Island Sound from virtually every principal room.

Completed in 2023, the home reflects a new generation of luxury coastal construction—one that balances timeless New England architecture with advanced engineering, sophisticated interiors, and seamless indoor-outdoor living.

“This is an extraordinary opportunity to own one of the finest newly constructed waterfront homes on Connecticut’s Gold Coast,” said Josh Weisman of William Raveis Real Estate. “Every detail was thoughtfully designed to maximize both the views and the overall living experience.”

A New Standard for Connecticut Waterfront Living

Finding newly constructed waterfront homes on Long Island Sound has become increasingly difficult, particularly in established communities like Shippan Point.

Rather than renovating an older residence, the owners created a home specifically engineered for today’s coastal lifestyle.

The residence was constructed two feet above current FEMA flood elevation requirements, providing an added level of resilience while preserving its elegant architectural profile.

Wrapped in cedar shingles with natural stone detailing, the exterior reflects the timeless character of classic New England coastal estates while incorporating modern construction techniques rarely found in legacy waterfront neighborhoods.

“The architecture feels as though it has always belonged here,” Weisman explained. “But beneath that timeless appearance is a home built to the highest contemporary standards.”

Every Room Designed Around Long Island Sound

The property’s defining feature is its relationship with the water.

From sunrise to sunset, panoramic views of Long Island Sound become the backdrop for nearly every major living space.

Large expanses of glass dissolve the boundaries between interior and exterior, while terraces and balconies extend living areas toward the shoreline.

Rather than simply facing the water, the entire floor plan has been carefully oriented to celebrate it.

The result is a residence that functions equally well as a year-round primary home or an elegant weekend retreat.

Sophisticated Spaces for Everyday Living

At the center of the main level, a dramatic great room opens directly onto the waterfront terraces through expansive glass doors, allowing indoor and outdoor entertaining to merge effortlessly.

Nearby, a more intimate living room features its own fireplace and wet bar, creating a comfortable setting for smaller gatherings or quiet evenings overlooking the Sound.

The chef’s kitchen has been designed for both daily family life and large-scale entertaining, featuring extensive custom cabinetry, generous preparation areas, and an adjoining butler’s pantry that discreetly supports formal events.

Within the dining space, a glass-enclosed 72-bottle wine display introduces a striking architectural focal point while celebrating the home’s entertaining philosophy.

“The floor plan offers incredible flexibility,” Weisman said. “Whether hosting a large waterfront celebration or enjoying a quiet evening with family, every space feels equally comfortable.”

A Primary Suite That Feels Like a Private Retreat

Occupying its own dedicated wing, the primary suite enjoys exceptional privacy while embracing uninterrupted views across Long Island Sound.

The owner’s retreat includes a spacious sitting room, generous dressing area, private terrace access, and a luxurious bathroom finished with heated Dolomite marble floors.

The combination of natural light, expansive water views, and carefully selected materials creates an atmosphere comparable to a luxury coastal resort.

Five additional en-suite bedrooms occupy the upper levels, ensuring guests enjoy the same level of comfort and privacy found throughout the residence.

Additional living spaces include a fitness room, private office, lounge areas, and flexible bonus rooms capable of adapting to changing lifestyles.

Resort Amenities Along the Connecticut Coast

The outdoor living program rivals many boutique waterfront resorts.

An elegant infinity-edge swimming pool flows seamlessly toward Long Island Sound while an integrated spa provides year-round relaxation.

Expansive terraces surround multiple outdoor entertaining areas featuring a fully equipped outdoor kitchen, heated covered seating spaces, and several fireplaces positioned for cool coastal evenings.

Every outdoor element has been designed to strengthen the home’s connection to the waterfront while extending the usable living space throughout every season.

“The outdoor experience is just as remarkable as the interior,” Weisman noted. “It’s a property that encourages owners to enjoy the shoreline every single day.”

One of Shippan Point’s Finest New Residences

For generations, Shippan Point has remained one of Connecticut’s most desirable waterfront communities, attracting executives, entrepreneurs, and New York buyers seeking coastal living within commuting distance of Manhattan.

New construction opportunities of this caliber remain exceptionally scarce, particularly those combining nearly one acre of waterfront land with modern engineering and timeless architectural design.

According to Weisman, homes like this rarely become available.

“This residence represents everything today’s luxury waterfront buyer is looking for—timeless architecture, exceptional craftsmanship, resilient construction, and one of the finest locations along Long Island Sound.”

Prospective buyers can also explore additional photography, floor plans, pricing history, and current availability on Zillow.

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Property Overview

• Address: 379 Ocean Drive West, Stamford, Connecticut 06902
• Price: $14,500,000
• Bedrooms: 6
• Bathrooms: 8
• Living Area: 8,738 square feet
• Lot Size: 0.91 acres
• Year Built: 2023
• Architect: Michael Smith Architects
• Highlights: Long Island Sound waterfront, infinity-edge pool and spa, heated outdoor living areas, chef’s kitchen with butler’s pantry, 72-bottle glass wine display, heated Dolomite marble floors, three-car heated garage, elevated FEMA-compliant construction.

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Listing Representation

The property is represented by Josh Weisman of William Raveis Real Estate.
For additional information or to arrange a private showing, interested buyers may contact Josh Weisman at (917) 882-7673.