143 Char Nor Manor Blvd, Chestertown, MD 21620

Welcome to a rare opportunity for luxury waterfront living on the Chester River. This beautifully maintained 3-bedroom, 2.5-bath home offers over 2,000 square feet of living space, thoughtfully designed to embrace both comfort and elegance. Set on 1.08 acres of lush, well-landscaped grounds, this exceptional 2001-built two-story residence offers a park-like, deep, well-landscaped and level setting directly on the water—a combination seldom found. With 170 feet of private water frontage with riparian rights, a sandy beach, deep-water pier, boathouse, and captivating river views, this property is equally ideal as a full-time residence or a serene second-home retreat. As you enter through the front door, you can either take the stairs to the main living level or enjoy the convenience of an elevator, providing easy access for all and enhancing the home’s overall accessibility. Inside, the main level showcases an open-concept design with vaulted ceilings and walls of glass that frame the tranquil waterfront with the great room is anchored by a floor-to-ceiling brick hearth. The expansive three-season room leads to a spacious deck overlooking the Chester River, complete with a walk-down to the lower-level patio, creating seamless flow between upper and lower outdoor living spaces. Additional main-level highlights include an open office space with built-ins, formal living and dining areas, and a flexible family room that can be used as a craft space, office, or additional living area. The primary suite features peaceful water views, spacious closet, and a private ensuite bath, while the secondary bedrooms are generously sized and share a full bath, providing comfort for family or guests. The lower level is designed for effortless entertaining, opening to a spacious patio and large screened-in porch. This area includes access to a private 1/2 bath and a bonus room with refrigerator, making it ideal for outdoor dining or large gatherings. Whether you're hosting intimate get-togethers or celebrations of any size, this space delivers the flexibility and amenities to entertain in comfort and style. An outdoor hot water shower is perfect for rinsing off after a day on the water. This level also provides access to the attached single-car garage and a fully enclosed carport, offering ample space for vehicles, watercraft, or yard equipment. The backyard is not only park-like, but also deep, well-landscaped, and level, with vibrant perennials, mature trees, manicured walkways, and a tranquil Zen garden. It’s an ideal setting for outdoor living, recreation, or simply enjoying the stunning natural surroundings. Step out to your private deep-water pier—perfect for boating, crabbing, fishing, or relaxing with a glass of wine as the sun sets and the serene sounds of nature surround you. Modern upgrades include a Permalock aluminum roof (2023), built-in surround sound, audio/visual security system, and an emergency generator for added peace of mind. Located just minutes from the historic charm of Chestertown—yet privately tucked away—this waterfront property offers a rare blend of natural beauty, thoughtful design, and everyday convenience. Enjoy daily sightings of eagles, ospreys, herons, owls, deer, and more. And with an easy commute to Washington, D.C., Baltimore, and Philadelphia, this home is perfect whether you're seeking a luxury primary residence or a tranquil second-home escape. Schedule your private tour today—this is the lifestyle you've been waiting for.