Beautifully maintained 4-bedroom Colonial set on 3.51 private acres in desirable Chester. This spacious home offers classic charm and flexible living options. The main level features an oversized dining room, a large first-floor library/office with custom built-ins, and a stunning step-down family room with Paladian windows that bring in abundant natural light. Enjoy two wood-burning insert fireplaces-one in the family room and one in the primary suite. Upstairs offers four generous bedrooms, including an extra-large room over the garage with potential to become a second primary suite, bonus room, or guest space. The lower level has potential space with separate egress but offers excellent potential for future customization or exploration of an ADU, subject to buyer due diligence and town approval. Outdoor living includes an oversized deck, above-ground pool, and fenced-in pet area. An oversized attached garage provides great space for vehicles, storage, or hobbyists. The roof is approximately 8 years old, offering added peace of mind. Set in a quiet, wooded location yet close to major routes, shopping, dining, and Pinkerton Academy, this property offers privacy, space, and the lifestyle buyers seek in Chester. A rare opportunity with room to grow.