This one-of-a-kind five-bedroom, two-bathroom stone Craftsman blends timeless character with modern comfort. Located on Poughkeepsie's sought-after South Side, the home sits on a rare double lot, offering plenty of room to relax, entertain, and enjoy outdoor living. Inside, the stone fireplace creates a cozy centerpiece in the living room, flowing seamlessly into a formal dining room--perfect for gatherings. The expansive kitchen, complete with a center island, provides ample space for cooking and conversation. With three large first-floor bedrooms and a full bathroom, the main level is ideal for flexible living arrangements such as guest accommodations or a home office. The upper level offers even more space, featuring two additional bedrooms, a second full bath, and a family room with access to a screened porch--a great spot to enjoy the outdoors in comfort. A versatile loft area can easily transform into a studio, media room, or playroom. For added convenience, the laundry room is located on this level. Designed with quality craftsmanship, the home boasts Pella windows, hardwood floors throughout, and a layout that flows effortlessly. The outdoor spaces are just as impressive, with a sunroom leading to a large deck that overlooks a fully fenced backyard--complete with a two-car garage and a charming stone playhouse. Additional features include natural gas heating and hot water, as well as municipal water and sewer services. This prime location offers quick access to nearby colleges, hospitals, parks, the Poughkeepsie waterfront, and the train station--making both commuting and recreation easy and enjoyable. This property is a rare opportunity to enjoy space, comfort, and character, all in one of Poughkeepsie's most convenient neighborhoods. Schedule your visit today! Additional Information: ParkingFeatures:2 Car Detached,