If you've been looking for Leonardtown waterfront, look no further! This exceptional .83-acre waterfront retreat on deep, protected Combs Creek offers breathtaking, panoramic views stretching across Breton Bay to the Potomac River. A rare and versatile offering, 40003 Tippit Road features TWO beautifully appointed dwellings, blending historic charm with modern comfort in a truly serene setting. The fully renovated circa-1900 farmhouse welcomes you with warmth and character, featuring 3 bedrooms and 2 baths. Inside, you’ll find a beautiful, updated kitchen, rich yellow pine tongue-and-groove flooring throughout the main level, and abundant natural light pouring in through new windows—many framing captivating water views from nearly every room. Thoughtful upgrades include a new 200-amp electrical service and an energy-efficient on-demand tankless water heater. Complementing the main home is the enchanting “Crossbreeze” studio—a light-filled, architecturally striking space with exposed beams, a wood-burning fireplace, full bath, kitchenette, and flexible sleeping area. With both upper and lower balconies, the studio offers its own private vantage points to soak in the expansive waterfront scenery. A brand-new roof adds peace of mind. Outdoors, the property is equally impressive. The well-maintained shoreline is protected with rip rap and enhanced by a private dock complete with a 10,000 lb boat lift—perfect for boating enthusiasts. Nature lovers will appreciate the abundant wildlife, including ospreys nesting beside the pier. Lush landscaping and raised vegetable gardens create a tranquil, self-sustaining oasis, while a winterized pump house and state-of-the-art water filtration system support the well water system. Public sewer service adds additional convenience. Lovingly maintained and thoughtfully updated, this extraordinary property offers endless possibilities—whether as a primary residence, a multi-generational compound, or an investment opportunity with vacation rental potential. Experience the very best of Leonardtown waterfront living at this one-of-a-kind retreat.