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A private courtyard separates the main building from the detached cottage at the back of the property. A patio area also provides space for entertaining.

This 1930 building sits one block off the main street of Greenport Village in the North Fork of Long Island—just two hours from New York City. Partially covered in vines, the austere facade contrasts starkly with its bright interiors.

American film director Clay Weiner acquired the structure from New York City artist Rob Pruitt in 2006 and reimagined it into a Tribeca-style live/work studio. A wooden staircase leads from the entryway to the main living areas, and down the hall is a 2,100-square-foot studio.

Terrazzo counters by Concrete Collaborative echo the color tones of the floor tiles.

FOLD cabinet doors by Reform

The tall-ceilinged living room opens to a rear deck stepping down to the sea.

Clad in cypress and charged with color, the North Fork getaway of author Julie Satow and editor Stuart Elliott is something to write home about.

The all-electric kitchen features oak cabinetry and a marble countertop.

The cooktop is by Wolf and the oven, hood, and dishwasher are by Bosch.

The living room features a sofa by Medley Home, a rug by Dash & Albert from Annie Selke, Akari Paper Lanterns by Noguchi, and an Aluminum Group Management chair by Charles and Ray Eames for Herman Miller.

Designed by the cofounder of New York’s iconic Dean & DeLuca, the serene residence sits on a secluded enclave with a pool and a meditation room.

Polished concrete floors run throughout the interiors, enhancing the ultra-modern aesthetic.

The 1967 beach house—which underwent a meticulous renovation by Bates Masi, the original architect’s firm—is listed as an exclusive holiday rental along the coast of Long Island in New York.

Layered landscaping by Boxleaf Design transforms the property.

Floating steel siding shields the home from the elements.

Floor Plan of Merriewood House by Fischer Architecture

The original driveway was dangerous and impractical due to the steep terrain. The architects designed a new route that slopes gently away from the street and toward a two-car garage and parking court.

The bathroom captures stunning East Bay views with a floor-to-ceiling window.