Step into timeless elegance with this beautifully maintained and thoughtfully updated 2-story, Craftsman style home, perfectly situated on 1.06 acres of mature, landscaped grounds in the heart of the Hudson Valley. This 4-bedroom, 2-bath residence blends original charm with modern conveniences, offering the perfect balance of character and comfort. From the moment you arrive, you will be captivated by the welcoming open front porch, ideal for relaxing while enjoying views of the Catskill Mountains and neighboring fields. Inside, the warmth of refinished hardwood floors, original woodwork, and solid wood doors set a tone of understated sophistication. Designer wallpaper and stylishly updated baths add a touch of contemporary luxury. The upstairs bath features heated floors. The kitchen is a chef's delight, boasting soapstone countertops, updated cabinetry, stainless steel appliances and pantry. The dining room opens to a sunny family room. The main-level offers a full bath with walk-in, tiled shower. A partially finished basement offers a flex space for recreation, fitness, or hobbies, with a separate laundry and storage area. The detached 2-car garage includes oversized workshop areas and built-in cabinetry—ideal for hobbyists, tinkerers or storage needs. Outside, enjoy lovely mature plantings and a well-kept lawn with a sprinkler system to keep everything lush and green. Located in Upper Red Hook, near local farmstands and just minutes from Bard College, Rhinebeck village, the Amtrak station in Rhinecliff, and the Kingston/Rhinecliff Bridge, this property offers rural serenity with convenient access to culture, travel, and amenities. Don't miss this opportunity to own a piece of the Hudson Valley that combines classic style with modern updates—schedule your private showing today!