This exceptional property offers classic charm, thoughtful updates, and a highly desirable location in a neighborhood where homes rarely become available. No trendy updates here-timeless, classic elegance and warmth invite you home and will stand the test of time. Situated on a beautifully landscaped 0.88-acre lot with mature trees, this home is just minutes to the Country Club (close enough to walk) and a few minutes drive to downtown Chestertown. The main level features a spacious and well-designed layout with 3 bedrooms, 2 full baths, and 1 half bath. The renovated kitchen is complete with a large island, new granite countertops, lovely cabinetry, gas cooking, under-cabinet lighting, and recessed lighting. A bright dining room with custom built-ins and bay window flows into the formal living room with French doors. The great room offers a warm and inviting space with a gas fireplace, beautiful brick surround and chimney hugged by timeless built-ins on each side, with another bright bay window. The main-level primary suite includes access to the rear deck, a renovated en-suite bath with pocket door, and a walk-in closet. Two additional bedrooms, a full hall bath, laundry room, and a convenient half bath complete the main level. The second level provides incredible flexibility with two finished rooms, a bonus room that could serve as a potential 4th bedroom and another room, ideal for an office, recreation, or hobby space. An additional half bath is located on the upper level, and an extensive unfinished storage space & room is awaiting your vision. Additional features include a basement and crawlspace, water softener system, reverse osmosis kitchen faucet, sump pump, and dehumidifier, attached 2 car garage & potting shed, just to name a few. Outdoor living is equally impressive with a covered front porch, large rear deck, lawn irrigation, and meticulously maintained landscaping. A rare opportunity in a sought-after location—schedule your showing soon. More pictures are coming soon. Please do not enter the property without an appointment. Most of the furnishings and decor are negotiable and available for purchase. Being Sold As-Is.