Nestled in the heart of Red Hook village, this historic grand Victorian offers the best of both worlds. Just steps from charming shops and restaurants, it also provides over an acre of backyard privacy, complete with multiple outbuildings, studio space, an in-ground pool, and ample relaxation areas. The inviting covered wraparound porch leads into a classic front foyer and parlor, suitable for business or leisure, thanks to the home's R-20 zoning, which allows for Bed & Breakfast use. The first floor features four distinct areas that can serve as living rooms, each with cozy nooks perfect for curling up by the wood-burning fireplace. The kitchen flows into a sunlit dining area and living room, creating a warm and open atmosphere. Legally a 9-bedroom home, it currently functions as a 5-bedroom, 3.5-bath residence, with potential for expansion by finishing the walk-up attic. The home boasts spacious, bright interiors with stunning original details throughout. The private backyard offers delightful surprises, including a large garden shed, a detached two-car garage with an attached workshop, a spacious studio with a lofted, beamed ceiling and propane heat (formerly an art studio), and two smaller storage rooms at the far end. Built to last in 1890 and lovingly maintained for 45 years by one family, recent updates include a new pool liner, oil tank, and furnace. Located in the Red Hook School District, the property is across from the iconic Historic Diner, steps from the Rail Trail and park, and just 2 hours from NYC and 15 minutes from the Rhinecliff train station. Additional Information: Heating Fuel: Oil Above Ground, Parking Features: 2-Car Detached. Appliances: Electric Water Heater InteriorFeatures: Built-in Features,