Discover the perfect blend of vintage charm and modern updates with this beautifully maintained 1950s craftsman, peacefully tucked along the scenic Chester River. Whether you're searching for a quiet second home getaway or a prime income-producing investment, this property offers the waterfront lifestyle so many dream about—boating, fishing, and relaxing right from your own private dock. The heart of the home is a tastefully updated kitchen, designed for both everyday living and easy entertaining. A main-level bedroom and full bath provide comfort and convenience, while upstairs, you'll find two additional spacious bedrooms and a vintage full bath—ideal for hosting family and friends. Wall to wall windows flood the sunroom with natural light, where you’ll enjoy stunning river views all year round—perfect for morning coffee or evening unwinding. Outside, a large yard provides endless possibilities for outdoor living, from garden parties to quiet afternoons with a fishing pole. The private dock means your boat is always just steps away, ready for sunset cruises or a spontaneous day on the water. A full walk-out basement offers easy-access storage for all your water toys, fishing gear, boating essentials, and garden tools, making waterfront living truly effortless. Set on a double lot - totaling almost an acre and a half - in a serene, private locale nestled between the historic charm of Chestertown and Rock Hall, this property offers the best of both worlds: peace and quiet without being far from dining, shops, and cultural events. A rare opportunity for Chester River living—you won't want to miss the chance to own a piece of the Eastern Shore lifestyle.