A rare multigenerational living opportunity in Shamong! Set on 1.26 wooded acres, this expansive, nearly 4200 square-foot home offers something truly difficult to find - a substantial, private in-law suite/apartment that functions much like a home of its own. With its own private entrance and dedicated parking, the in-law suite features a full eat-in kitchen, spacious bedroom, full bath with walk-in shower, two separate sitting/living areas, generous closet space, and direct access to the upper deck. Whether you're looking to keep a parent close while preserving everyone's privacy, accommodate adult children, or simply need flexible space for extended family, this thoughtfully designed addition offers exceptional possibilities. The main residence provides plenty of room of its own, with four additional bedrooms, three full baths plus a powder room, generous living spaces, a library, main-floor laundry/mudroom, and a beautiful brick wood-burning fireplace. The primary suite includes a sitting area that can also function as a private office, while another bedroom offers its own full bath. Outside, the wooded corner setting provides privacy and space to enjoy, complemented by a horseshoe driveway, screened porch and newly replaced rear deck and steps. Two recently upgraded HVAC systems provide another significant improvement for the home's next owner. With approximately 4,190 square feet of living space, five bedrooms, 4.5 baths, a two-car garage and 1.26 acres, this is a home offering tremendous space, flexibility and an increasingly sought-after multigenerational lifestyle. Bring your vision and make this one-of-a-kind property your own.