Welcome to this beautifully maintained 4-bedroom, 3-bath home offering serene views of the Chesapeake Bay in the quiet and friendly community of Tolchester Estates. This wonderful home is nestled just 10-15 minutes from the cities of Chestertown and Rock Hall. This close proximity provides access to shopping, restaurants, a farmers market, theater and local arts. The area abounds with hunting, fishing, crabbing, boating, and much more. A local full-service marina with a restaurant, summer concerts, and a beach is only 5 minutes away. The main level of the home provides a light-filled open layout featuring gleaming hardwood floors on the main level and expansive windows offering lovely views to the Chesapeake Bay. The beautiful living room features new built-in custom cabinetry flanking a cozy gas fireplace, with seamless flow into an all-season sunroom and multiple decks-perfect for entertaining or unwinding after a hectic day. The living room adjoins a fully appointed chef's kitchen with a gas cooktop, wall ovens, refrigerator, and dishwasher. There is plenty of cabinetry, along with an inviting eat-in area and high-top breakfast bar with seating, and access to the decks for grilling. A formal dining room just around the corner offers additional space for hosting. The first-floor primary suite is a private retreat with direct deck access and water views. The ensuite bath features a double vanity, jet tub, and separate shower, complemented by a walk-in closet and laundry area for ultimate convenience. A second bedroom with an attached full bath completes the main level, with both bedrooms updated with new carpet in 2023. Upstairs, you'll find newer luxury vinyl plank flooring, 2 additional bedrooms, and a full bath. The generously sized water facing bedroom provides a great view and is sized for a suite full of furnishings or is ideal for a “bunkhouse” type setup, ideal for guests or family. The rear 4th bedroom completes the upper level and features an entry into the walk-in attic storage. The oversized, rear-entry 2-car garage includes built-in cabinetry and provides 1 of 2 inside entries to a full unfinished basement-ready for your vision. Recent updates include a brand-new roof the week of May 5, 2025), a propane-fired whole-house generator, custom living room cabinetry, upgraded insulation, all new multi-faceted water treatment systems, and custom structural enhancements. Don't miss this rare opportunity to own a peaceful bay-view sanctuary with modern upgrades and timeless charm. Your Chesapeake escape awaits!