Welcome to this enchanting 3-bedroom home nestled in the highly sought-after Southside neighborhood of Poughkeepsie. Overflowing with character and charm, this gem offers the perfect blend of classic elegance and modern convenience. As you step inside, you'll be greeted by original hardwood floors, detailed moldings, and large windows that fill the home with natural light. The spacious living room is perfect for cozy evenings, while the formal dining room provides an inviting space for gatherings with family and friends. The kitchen retains its charm with plenty of cabinetry and walks out to the private, fully fenced-in backyard ideal for outdoor entertaining, gardening, or simply relaxing. Upstairs, you'll find three generously sized bedrooms, each with its own unique character. This home also features several key updates, including a new furnace (2021), new hot water heater (2022), new gas line (2021), and a new water line (2023), offering peace of mind and modern efficiency. Perfectly situated, the property is within walking distance to Vassar College and the vibrant Arlington business district, offering access to shops, restaurants, and cafes. Plus, it's just minutes from parks, walking paths and the Poughkeepsie Metro-North station for easy commuting. Don't miss the opportunity to own a piece of Southside Poughkeepsie charm. Schedule a showing today!