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New Canaan waterfront estate commands 265 feet of Long Island Sound

A stone and timber residence with deepwater dock access overlooks the sound, its interiors designed to dissolve the boundary between home and shoreline.

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Stone and timber New England estate with slate roof and dormers, surrounded by manicured lawns, clipped hedges and ornamental grasses, photographed in golden late afternoon light
Sotheby's International Realty (@sothebysrealty)

The architecture speaks the language of refined New England restraint: stone walls in warm grey, timber detailing and dormer windows set beneath slate roofs, the kind of craftsmanship that ages rather than dates. Yet this New Canaan estate commands something most New England homes never quite achieve: the unbroken dialogue between interior living and the open water beyond.

Deepwater dock with wooden pilings and railing extending into Long Island Sound, white moored boat at platform, stone estate visible on elevated grounds beyond

Commanding 265 feet of private shoreline along Long Island Sound, the property unfolds across carefully composed grounds where ornamental grasses, clipped hedges and manicured lawns fall away toward the rocky foreshore. The house itself, rendered in pale stone with deep window frames, sits elevated enough to draw those panoramic views inward through generous glazing. Light floods the interiors year round, and the living spaces open toward the water with an ease that feels neither forced nor compromised.

Two story stone boathouse or pavilion with black window shutters, dark brown entry door, and decorative cross bracing on upper deck railing, set among hedges and lawn

Beyond the formal grounds, a wooden dock structure extends into the deepwater channel, timber pilings driven deep to accommodate the tidal rhythms of the sound. A compact mooring sits ready at the platform’s end, a practical reminder that this shoreline belongs to someone who understands maritime access not as decoration but as essential infrastructure.

Stone and timber New England estate with slate roof and dormers, surrounded by manicured lawns, clipped hedges and ornamental grasses, photographed in golden late afternoon light

The property is represented through New Canaan Homes and William Pitt Sotheby’s International Realty, whose agents work across New England’s most substantial coastal holdings. For those whose attention turns toward waterfront property in Fairfield County, the combination of architectural integrity, unobstructed water views and operational deepwater access remains comparatively rare.

Stone and timber New England estate with slate roof and dormers, surrounded by manicured lawns, clipped hedges and ornamental grasses, photographed in golden late afternoon light
Stone and timber New England estate with slate roof and dormers, surrounded by manicured lawns, clipped hedges and ornamental grasses, photographed in golden late afternoon light
Stone and timber New England estate with slate roof and dormers, surrounded by manicured lawns, clipped hedges and ornamental grasses, photographed in golden late afternoon light
Stone and timber New England estate with slate roof and dormers, surrounded by manicured lawns, clipped hedges and ornamental grasses, photographed in golden late afternoon light

Imagery courtesy of Sotheby's International Realty (@sothebysrealty).

Deepwater dock with wooden pilings and railing extending into Long Island Sound, white moored boat at platform, stone estate visible on elevated grounds beyond
Two story stone boathouse or pavilion with black window shutters, dark brown entry door, and decorative cross bracing on upper deck railing, set among hedges and lawn
Stone and timber New England estate with slate roof and dormers, surrounded by manicured lawns, clipped hedges and ornamental grasses, photographed in golden late afternoon light
Stone and timber New England estate with slate roof and dormers, surrounded by manicured lawns, clipped hedges and ornamental grasses, photographed in golden late afternoon light
Stone and timber New England estate with slate roof and dormers, surrounded by manicured lawns, clipped hedges and ornamental grasses, photographed in golden late afternoon light
Stone and timber New England estate with slate roof and dormers, surrounded by manicured lawns, clipped hedges and ornamental grasses, photographed in golden late afternoon light
Stone and timber New England estate with slate roof and dormers, surrounded by manicured lawns, clipped hedges and ornamental grasses, photographed in golden late afternoon light

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