Supplements: The glass front door opens to a striking entry, offering curated sightlines into the beautifully appointed first floor living spaces. To the left, the living room is both elegant and inviting, featuring designer lighting, ample seating, and a pecky cypress wood ceiling. A gas fireplace with fireballs and herringbone brick surround adds warmth and ... (Read more) The glass front door opens to a striking entry, offering curated sightlines into the beautifully appointed first floor living spaces. To the left, the living room is both elegant and inviting, featuring designer lighting, ample seating, and a pecky cypress wood ceiling. A gas fireplace with fireballs and herringbone brick surround adds warmth and texture. To the right, a formal office provides a private retreat, enclosed by oversized pocket doors and enhanced with custom built ins and walls of windows. The gourmet kitchen is a true showpiece. A custom fluted island, glass shelving, Moroccan tile backsplash, and luxury appliances, including a statement French gas range by La Cornue, anchor the space. Entertaining flows effortlessly outdoors through near floor to ceiling sliding glass doors and bi folding windows at the sink. The covered outdoor kitchen features a built in grill, custom hood, designer tile, bar seating, and fireplace with a TV, all overlooking the pool and landscaped grounds, ideal for hosting with seamless indoor and outdoor flow. Built in heaters for cooler months, chic fans for summer, and integrated speakers for year round enjoyment are thoughtfully incorporated into the paneled ceiling, ensuring the space is as functional as it is beautiful. Just beyond the kitchen is a spacious dining area with oak beam detailing, along with a discreet scullery and secondary pantry. A chic powder room completes this highly functional and beautifully designed wing of the home. The first floor owner's suite is tucked away down a quiet, thoughtfully designed hallway accented with arches and pendant lighting. Inside, an oak clad vaulted ceiling, statement chandelier, and designer wallpaper create an understated yet luxurious retreat. The en suite bath offers a stone lined glass shower, dual vanities, and a soaking tub. The custom walk in closet is equally impressive, featuring tailored cabinetry, illuminated shoe shelving, a center island, and plush designer carpeting. A well appointed laundry room with vertical shiplap, custom cabinetry, and a wallpapered ceiling completes the first floor. Upstairs, the main staircase leads to a casual lounge or media space, adjacent to a home gym that could easily serve as a second office, studio, or library. Glass doors open to a spacious, private deck surrounded by mature oak trees, perfect for relaxing while overlooking the pool below. A nearby powder room services this area. Down the hall are three guest bedrooms, each with its own en suite bath and distinctive designer details, from statement lighting to playful tile and wallpaper accents. A built in homework nook with dual desks sits between the bedrooms. French doors open to a charming sitting area with hanging swings, an ideal spot to unwind with a book on warm summer days. Accessible via the home's second staircase is the fifth bedroom suite, offering added privacy and flexibility. This wing includes a lounge with a small bar, spacious bedroom, en suite bath, and private covered porch, making it ideal for guests or multigenerational living. The property is completed by a two car garage and additional golf cart bay. Ideally located just steps from Captain's Island amenities, adjacent to a neighborhood playground, and surrounded by majestic oak trees, 424 Wayfaring is a shining example of exceptional planning, timeless style, and coastal luxury.