Welcome to 1821 Baywater Court, a spacious and thoughtfully designed custom home tucked away on a private cul-de-sac lot in the highly desirable Winding River Plantation golf and marina community. As you approach the homes long winding driveway you will be welcomed by the wraparound porch that creates a stunning first impression, while inside you'll find hardwood floors, soaring ceilings, beautiful archways, extensive crown molding, abundant natural light, and custom built-ins surrounding the gas fireplace. The kitchen is designed for both everyday living and entertaining, featuring a gas range with hood vent, ample cabinetry, and a spacious breakfast nook accented by paneled ceilings and walls of windows overlooking the backyard. The first-floor primary suite serves as a private retreat complete with trey ceilings, dual vanities, a tiled walk-in shower, soaking tub, and spacious walk-in closet. The main living area features a dedicated office, wet bar, and multiple flexible living and entertaining spaces throughout the home. Upstairs, you'll find two additional bedrooms, two full bathrooms, bonus spaces, a kitchenette, and a large central family room, along with access to second-floor balconies. This charming home offers over 4,300 square feet living space along with a detached apartment/mother-in-law suite ideal for multigenerational living, guests, or flexible bonus space, this property blends privacy, functionality, and lifestyle in one unique setting. The private carriage home above the garage features its own living room, kitchenette, bedroom, full bathroom, and private balcony -- creating endless possibilities. Lovingly maintained, the home features a new roof, termite bond, hurricane shutters, and irrigation system, providing added peace of mind for the next owner. With all the mature landscaping, the property offers a serene backdrop with exceptional indoor and outdoor living spaces. Designed for both relaxation and entertaining, the backyard offers multiple decks, a gas grilling area, fire pit, mature landscaping, and a peaceful wooded backdrop that creates your own private outdoor oasis. With exceptional flexibility, generous living space, and access to the sought-after lifestyle and amenities of Winding River Plantation, this is a rare opportunity to own a truly special property in coastal Bolivia. Residents enjoy exceptional amenities, including walking trails, golf, a community pool with convenient parking, tennis courts, pickleball, bocce courts, a fitness center and outdoor pavilion plus an oceanfront beach club at Holden Beach -- and you do not have to be a member to enjoy golf within the community.