Nestled on a beautifully landscaped 1.74-acre cul-de-sac lot in desirable Chesterland, this brick Transitional Colonial offers timeless style, thoughtful updates, and exceptional privacy. Set back from the road and surrounded by mature trees, the property provides a peaceful setting while remaining close to everyday conveniences. Inside, a spacious floor plan features a dramatic step-down great room with soaring ceilings, a fireplace, custom built-in cabinetry, and beautiful backyard views. The eat-in kitchen is the heart of the home with freshly painted cabinetry (2026), new flooring (2026), a bayed dining area, and adjoining workspace. Granite flooring throughout the main level (2021), formal living and dining rooms, a private first-floor den/office, first-floor laundry with new cabinetry (2023), and two half baths complete the main level. The first-floor primary suite includes a private bath and walk-in closet updated in 2022. Upstairs are three generously sized bedrooms, including one with an updated ensuite bath (2020), a renovated hall bath (2022), hardwood flooring throughout (2022), and a versatile loft ideal as a media room, playroom, or additional living space. Relax or entertain on the expansive rear deck overlooking the private wooded backyard. The 1.74-acre property also features a storage shed, invisible pet fence, and plenty of space to enjoy the outdoors. Additional updates include a new well pump (2025), hot water tank (2026), well pressure tank (2019), leaf gutter guards (2021), generator line, and an attached three-car garage. Combining space, quality, and a highly desirable cul-de-sac location, this is a wonderful opportunity to call Chesterland home.