Welcome to 1821 Baywater Court, where timeless craftsmanship, exceptional flexibility, and resort-style living come together in one of Winding River Plantation's most private settings. Tucked away on a quiet cul-de-sac and approached by a long winding driveway, this custom-built residence offers over 4,300 square feet of thoughtfully designed living space surrounded by mature landscaping and a peaceful wooded backdrop. A welcoming wraparound porch sets the tone as you enter the home, where soaring ceilings, rich hardwood floors, elegant archways, extensive crown molding, abundant natural light, and custom built-ins create a warm yet sophisticated atmosphere. The spacious living room centers around a gas fireplace, while multiple gathering spaces, a private office, and a wet bar provide exceptional flexibility for everyday living and entertaining. Designed for both function and style, the chef's kitchen features a gas cooktop with vent hood, generous cabinetry, expansive prep space, and a sun-filled breakfast nook framed by walls of windows overlooking the backyard. The first-floor primary suite offers the convenience of main-level living and serves as a private retreat with tray ceilings, dual vanities, a soaking tub, walk-in tiled shower, and an oversized walk-in closet. Upstairs, guests and family enjoy two additional bedrooms, two full baths, a spacious family room, bonus rooms, a kitchenette, and private balcony access, creating an ideal second living level. One of the home's most distinctive features is the detached carriage house above the garage, complete with its own living room, kitchenette, bedroom, full bath, and private balcony--perfect for multigenerational living, extended guests, a private home office, or flexible lifestyle needs. Outdoor living is equally impressive, with multiple entertaining decks, a dedicated grilling area, fire pit, mature landscaping, and tranquil wooded views creating a private backyard retreat designed for relaxing or gathering with friends and family. Lovingly maintained with a new roof, irrigation system, hurricane shutters, and termite bond, this home offers peace of mind along with exceptional versatility. Residents of Winding River Plantation enjoy an unmatched coastal lifestyle featuring championship golf, walking trails, fitness center, resort-style pool, tennis, pickleball, bocce courts, marina access, and a private oceanfront beach club at Holden Beach. Whether you're seeking space for multiple generations, room to entertain, or simply a home that offers flexibility without compromise, 1821 Baywater Court is a rare opportunity to experience luxury coastal living at its finest.