Classic New England charm, thoughtful updates, and everyday luxury come together in this beautifully maintained Colonial/Craftsman-style home with additional living space and income-producing potential. From the welcoming covered porch to the warm wood floors, wainscoting, custom built-ins, fireplace, and natural light, this home offers the kind of character that is hard to recreate. The main level is designed for both everyday living and gathering, with inviting formal and casual spaces, a bright kitchen, dining area, and comfortable flow for holidays, dinners, and time with friends. Heated kitchen floors add a touch of comfort, while the overall feel blends modern convenience with timeless detail. Upstairs, the primary bedroom includes an ensuite bath, while second-floor laundry adds everyday ease. The finished walk-up attic offers a special bonus space with built-ins, flexible living/play space, and two hidden rooms that add a little magic and fun. Outdoor living is just as inviting, with a spacious deck, open yard, mature surroundings, irrigation, and room to host events, summer cookouts, celebrations, or quiet evenings at home. Views toward the golf course and morning fog create a peaceful backdrop, while the location is just a short walk to downtown Derry, restaurants, parks, the Rail Trail, golf, ice cream, and local favorites, plus minutes to Beaver Lake. The converted carriage house/guest house is a standout feature, creating meaningful flexibility for the way people live today. Use it to welcome extended family while still giving everyone privacy and host visiting guests comfortably. It also offers options for work-from-home needs, independent living arrangements, or simply having room for life to change over time. A rare opportunity offering history, comfort, versatility, and a location that makes everyday living feel connected and convenient.