Welcome to your private waterfront retreat, where sweeping views of the Little Annemessex River can be enjoyed from nearly every room. Nestled on approximately four and half acres, this spacious four bedroom, three and-a-half bath home offers a rare combination of privacy, comfort, and true Eastern Shore waterfront living. Step inside through the impressive foyer, with a conveniently located powder room nearby, and continue into the main living area featuring soaring vaulted ceilings and beautiful crown molding. Just beyond the living room, a light-filled sunroom showcases expansive windows overlooking the river is an ideal place to unwind while taking in the breathtaking colors of the sunrise and sunset over the water. The main living space flows effortlessly into the gourmet kitchen, complete with custom cabinetry and plenty of room for cooking and entertaining. The first-floor primary suite provides a peaceful retreat with a spacious en-suite bath featuring a walk-in shower, large jetted tub, and double vanities. A separate wing of the home offers two additional bedrooms and a full hallway bath, providing privacy and flexibility for family or guests. Above the oversized two-car garage is a private guest or in-law suite featuring a generously sized bedroom, full bath, and large walk-in closet. The home also offers abundant attic storage with the potential for additional finished space, if desired. Outside, the expansive rear deck creates the perfect setting for family gatherings, outdoor entertaining, or quiet evenings surrounded by nature and spectacular waterfront views. A dock permit has already been approved by the Maryland Department of the Environment, giving the future owner the opportunity to create direct boating access just steps from home. For added peace of mind, the home has already been pre-inspected, allowing buyers to move forward with greater confidence. Whether you are searching for a year-round residence or a peaceful waterfront escape, this exceptional property offers the space, scenery, and lifestyle to enjoy everything the Chesapeake Bay region has to offer.