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 a 10,000 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.
4,016 Sq Ft
0.35 Private Acres Lot Size
Other
$8,649 Annual Tax
Built in 1972
MLS/Listing ID MDQA2015134
Parking - Circular Driveway
Breakfast Area
Kitchen Island
Style - Coastal
Crawlspace
Ceiling Fans
Rip Rap
Construction - Vinyl Siding
Cooling - Central Air
Cooling - Ceiling Fans
Out Buildings
Heating - Electric
Walk-in Closets
Source of Data: BRIGHT MLS
TOTAL MONTHLY COST
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The data relating to the real estate for sale on this web site comes in part from the Internet Data Exchange Program of the BrightMLS. Real estate listings held by brokerage firms other than Douglas Elliman of VA are marked with the Internet Data Exchange logo and information about them includes the name of the listing brokers. Some properties listed with the participating brokers do not appear on this website at the request of the seller. Listings of brokers that do not participate in Internet Data Exchange do not appear on this website.
All information deemed reliable but not guaranteed. Last date updated: 10/20/2025.
Source: Bright Multiple Listing Service, Inc.
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