1026 Long Point Rd, Grasonville, MD 21638

Welcome to 1026 Long Point Road, Grasonville, MD — a waterfront retreat on the Chester River with sunrise out back and sunset out front. Completely renovated inside and out in 2017, this 6-bedroom, 5.5-bath home combines timeless coastal charm with modern updates, offering water views from every room. The renovation included a new roof, siding, windows, HVAC, hardwood floors, carpet, doors, appliances, bulkhead, pier, boat lift, and decks — truly turn-key and ready for years of enjoyment. Designed for entertaining, the main level features expansive living and family rooms, a large dining area plus breakfast nook, and multiple sliders leading to the waterside deck with sleek cable railing. The spacious kitchen opens seamlessly to the deck—ideal for gatherings that flow from indoors to out. There are two bedrooms and 3 full bathrooms on the main level. A large laundry room and a versatile office (or additional bedroom) complete the first floor. Upstairs, two primary suites each offer en-suite baths and water views, separated by a comfortable sitting area. The main primary suite includes a private balcony overlooking the river. An additional guest bedroom upstairs with a half bath provides even more space for family or visitors. Outside, the private pier with an 8,000 lb. boat lift and 4–5 ft. MLW invites effortless boating, crabbing, and fishing right from your backyard. A shed provides extra storage for gear and equipment. Located near the end of the Long Point peninsula, where homes rarely come available, this property offers privacy and proximity to everything you love about the Eastern Shore—walk or bike the Cross Island Trail, easily boat to Kent Narrows, Rock Hall, Chestertown, and St. Michaels, and enjoy quick access to Route 50/301, shopping, restaurants, and nightlife. Whether you’re looking for a primary residence, weekend escape, or vacation rental investment, 1026 Long Point Road delivers the perfect blend of comfort, convenience, and Chesapeake charm.