Upcoming tree pruning will further elevate this property's waterfront appeal, expanding your views for a truly breathtaking outlook on November 18th. Welcome to 1580 Bay Head Road, Annapolis, MD 21409. Turning onto the quarter-mile private road, and past one of the areas only remaining working farms and original tobacco barns, this property offers a serene waterfront setting within the historic area of Podickory Point. Tucked in on the water's edge on over an acre of beautifully landscaped property, this stunning estate offers the ultimate blend of luxury and tranquility, with 250 feet of breathtaking views over the Little Magothy River. Boasting over 4,800 square feet of living space, this 5-bedroom, 4.5-bathroom home is both an entertainer's dream and a peaceful retreat. Step outside to your private deep water dock, perfect for boating, fishing and crabbing enthusiasts, or relax on the expansive deck and enjoy stunning sunsets over the water. The open floor plan features a spacious living room with large windows that flood the space with natural light and offer uninterrupted water views. The gourmet kitchen, overlooking the great room, is equipped with granite countertops and a large island, making it ideal for family gatherings or hosting guests. The luxurious main level primary suite, which overlooks the water, offers a spa-like en-suite bathroom with a soaking tub and expansive closet space. Located just minutes from downtown Annapolis, you'll enjoy easy access to shopping, dining, and cultural landmarks, all while savoring the peace of your park-like waterfront sanctuary. Impeccably maintained, the property includes a whole-house generator and an in-law suite above the detached three-car garage. The home features a boat room that walks out to the pier and perfect storage for all of your outdoor activities. Pier has a boat lift, electric and water run to it. Whether you enjoy boating, kayaking, paddle-boarding, fishing, or simply unwinding by the water, this home provides an idyllic outdoor paradise for all your favorite activities. Minutes from Bay Head Park, Sandy Point state Park, the B&A trail tie-in, and Downtown Annapolis. This is a rare opportunity to own a slice of Chesapeake Bay living, and is perfect for those seeking both convenience and tranquility. Don't miss your chance to call this waterfront paradise home!