Tucked away on a generous residential lot in the heart of Rhinebeck Village, this distinctive Carpenter Gothic home offers an exceptional combination of historic character, privacy, and walkable village living. Dating from approximately 1797 to 1850, the residence retains its original charm, including intricate gingerbread detailing, wide-board floors, pocket doors, alcove windows, soaring ceilings, and beautifully preserved architectural elements. Despite its tranquil, garden-like setting, the home is only one block from Rhinebeck's village center and close to the farmers' market, independent shops, restaurants, Upstate Films, schools, Crystal Lake, and the many community events that make the village so special. The main level is designed for both everyday living and entertaining, beginning with a welcoming foyer that opens into generously proportioned dining and living rooms. A comfortable family room features its own exterior entrance and a convenient half bath. The thoughtfully arranged L-shaped kitchen includes Fisher & Paykel and Bosch appliances, abundant work surfaces, hidden laundry, and a glass door leading directly to the partially covered rear porch. It is an inviting spot for morning coffee in the sunlight or relaxed afternoons with friends in the shade. Beyond the porch, the property unfolds into beautifully established gardens filled with perennial plantings, fruit trees, lilacs, and a pea-stone patio. Whether hosting a gathering or enjoying a quiet afternoon surrounded by birds and greenery, the outdoor spaces provide a wonderful extension of the home. A substantial parking area accommodates owners and guests, while the property also offers room for a swimming pool and, subject to village approval, potential for additional development. Two staircases provide access to the second floor, where a central landing is currently used as a home office. The private primary suite includes its own bathroom and a dressing room that could also serve as a second office. Two additional bedrooms and another full bathroom complete the level. Beneath the existing carpeting are 8-inch-wide pine floors. The third floor adds approximately 480 square feet of space and can be finished to suit the new owner's needs. Major improvements include a lifetime-guaranteed roof installed approximately ten years ago, a new heating system/boiler in 2019, the addition of mini-split systems for supplemental heating and cooling, and a new septic system in 2021. For added peace of mind, a Vector Security central alarm system was installed approximately six months ago, with sensors on every window and door throughout the home. For those looking to enjoy the best of the Hudson Valley, the location is hard to beat. Rhinecliff Amtrak is approximately five minutes away, Kingston is about 20 minutes, Metro-North in Poughkeepsie is approximately 25 minutes, and the George Washington Bridge is roughly 1 hour and 45 minutes away.