One of the most private settings on the south side of Poughkeepsie, this spacious Cape Cod offers endless possibilities for extended family living, a home office, gracious entertaining, and more. Thoughtfully designed with attention to detail throughout, the home features beautiful hardwood floors, exposed brick, custom built-ins, and enchanting secret gardens surrounding the in-ground pool. The first floor offers a spacious primary ensuite with a custom walk-in closet, plus three additional bedrooms. Each room is generously sized while maintaining a warm, cozy atmosphere. The living room is a true gathering space, featuring a wall of exposed brick, a rustic mantel framing the wood-burning fireplace, and built-in cabinetry. Relax on the custom stone bench. It flows seamlessly into the formal dining room, while doors provide access to the expansive sun deck overlooking the pool. The three-season room offers another inviting space to enjoy the beautifully landscaped grounds. The eat-in kitchen combines charm and functionality with exposed brick, double ovens, a professional gas range, abundant cabinetry, and generous counter space. Wide, gracious stairs lead to the second floor, where a spacious family room, full bathroom, and additional bedroom create an ideal private suite for extended family, an au pair, or guests. A walk-in attic provides excellent storage without sacrificing living space. The lower level adds another dimension to this versatile property. Formerly used as professional space, it offers a private entrance, waiting room with built-ins, half bath, office, examining room, and two workstations - providing tremendous potential for a home business, professional office, studio, or other specialized use, subject to applicable requirements. With its exceptional privacy, flexible floor plan, inviting outdoor spaces, pool, and distinctive architectural details, this property offers a rare combination of character, comfort, and versatility.