A main residence, four-bedroom guest house, private deep-water dock and infinity-edge pool comprise this family compound on Long Island’s Oyster Bay. In the classic shingle style, both houses feature hand-cut stone and red cedar shake siding. On the main house, a lead-coated copper bell-shaped roof creates a striking entry rotunda. The rear elevation extols its exceptional setting, with views from rooms and balconies on the first and second floors, as well as a third-floor conservatory. Above the carriage-style, three-car garage is a complete apartment; an indoor pool and full exercise spa are located downstairs.

Photographer: Antoine Bootz