Curb appeal abounds at one of Rye's most beautiful historic properties. This property offers tremendous flexibility as it has a spacious two-bedroom fully updated accessory dwelling unit on the first floor. Whether you are looking for an investment property, rental income, or multigenerational living, this home is ideal. The apartment has had a consistent rental history both as a long-term and short-term rental. A 2020-2021 renovation connected the home and carriage house. Focusing on design and functionality, the project included a two-car garage with front and rear doors, a stunning great room, a spacious mudroom, primary en suite expansion, and renovation of the apartment. Step into the carriage house and you will find impeccable craftsmanship throughout. It was converted in 2005 and no expense was spared. It features an open-concept kitchen, living and dining area, and a second space that could be used as a first-floor primary. Upstairs you will find a second bedroom and a flex space. Two custom closets and a primary bathroom complete this space. From the second floor of the carriage house, you enter the great room which connects with the original school house. This is where you will find a second kitchen, living area, two bedrooms, and an updated bathroom. This home features all of your wish list items including premium appliances, generator, irrigation system, hot tub, sauna, an outdoor shower, smart thermostats and lighting and more- this home has it all!