Set on one of the South Side's most desirable tree-lined streets, this beautifully maintained classic Colonial enjoys a picturesque .55-acre setting with the feel of a private park. Located in one of Poughkeepsie's most established and sought-after neighborhoods, the property offers a wonderful blend of timeless character, generous living spaces, and easy access to all that the Hudson Valley has to offer. The lush grounds provide plenty of room for gardening, entertaining, and simply enjoying the outdoors, with expansive decking creating a natural extension of the home. A unique bonus is rear property access from Sprat Avenue. A welcoming covered porch opens to a cozy family room with a wood-burning fireplace. The bright eat-in kitchen features a center island, abundant cabinetry, large pantry, and a convenient door to the deck, while the elegant dining room is perfectly positioned just off the kitchen. A gracious front foyer introduces the home, leading to a spacious front-to-back living room with a second wood-burning fireplace. A powder room completes the main level. Upstairs, four comfortable bedrooms feature beautiful hardwood floors and peaceful views of the surrounding property. The spacious primary suite includes a walk-in closet and a beautifully updated full bath with a walk-in shower. Three additional bedrooms share a full tiled bath. Hardwood flooring continues throughout the upper level, and abundant natural light enhances the bright, airy feel of the home. The walk-out lower level offers flexible additional space along with generous storage. A two-car attached garage provides convenient access to the backyard. Additional features include city water and sewer and natural gas. Ideally located on a quiet no-through street, yet minutes from everything that makes the Hudson Valley special. Enjoy nearby golf courses, parks, walking trails, community recreation, shopping, restaurants, medical facilities, and Metro-North, just five minutes away. From this South Side location, the region's farm-to-table restaurants, vineyards, rail trails, antique shops, historic towns, and scenic landscapes are all within easy reach. A wonderful opportunity to enjoy the character of established Poughkeepsie living with the best of the Hudson Valley right outside your door. Showings by confirmed appointment only. Pre-approval/POF required.