20 westerly road

Discover "The School House," a truly iconic piece of Watch Hill history. The essence of Watch Hill living is captured in "The School House," a historic cottage that began its life in 1852 as a schoolhouse for local farm children. After serving as Miss Stevenson's Little Shop for over three decades, the home was later transformed into a private residence. Inside, the home's history is beautifully preserved with a vaulted ceiling and hand-hewn beams exposed during its 2013 renovation. The open-concept layout creates an airy space, connecting the living room, full kitchen, and dining area, all with fantastic water views. Balcony doors open to a private porch, while a lovely landscaped side yard provides a serene spot for a drink or al fresco dining with views of the beach and ocean. This charming icon is part of the esteemed Ocean House Cottage rental program and was even recognized by Architectural Digest as one of 15 incredible former schoolhouses you can spend the night in. Its as if you are in your own private hotel suite! Sheer perfection