School House #5 Originally built in 1930 and set back from the road on just under two acres of flat, usable land, School House #5 blends timeless character with modern comfort. With over 3,000 square feet all on one level, this distinctive three-bedroom home offers space, charm, and effortless flow. Gorgeous hardwood floors run throughout, complemented by tall ceilings, period details, and oversized windows that flood the home with natural light and showcase partial views of the local upland ridges and distant mountain ranges that frame the Hudson Valley. The sophisticated living room features custom-built-in bookshelves and serves as a warm, inviting gathering space. Designed for memorable entertaining, the expansive dining room easily accommodates 20 guests at the custom dining table, with French doors that open onto the patio. Just off the dining room, a dedicated bar enhances the home’s entertaining appeal. The chef’s kitchen is both stylish and functional, offering stainless steel appliances, a butcher block island, and a bright breakfast area large enough for eight or more. Tall windows continue the theme of light-filled living. Adjacent to the kitchen is a versatile multi-purpose room, currently used as a wine cellar and pantry, but equally suited as a home office or creative space. The spacious primary suite includes two custom walk-in closets with custom lighting and a generously sized en-suite bathroom. Two additional bedrooms share an updated second bathroom. A well-sized laundry room offers convenience, and the half bath is located off the front hall. Outdoor living is just as impressive. The expansive patio features a hot tub and beautiful bluestone steps and walls with mature landscaping, perfect for relaxing with friends and family. An outbuilding includes a detached garage plus two additional rooms ideal for storage, a home office, yoga studio, or artist’s retreat. A rare opportunity to own a truly unique property with historic character and modern versatility ideal for those who appreciate distinctive design. This property is located in an area known for its scenic beauty, farm to table restaurants, and wineries. Fifteen minutes to Rhinebeck, and less to the Poughkeepsie train station. Close to shopping and wonderful restaurants, farmers markets, and the Culinary Institute of America. Close to the Vanderbilt National Historic Site and the Roosevelt Presidential Library.