In the heart of York Harbor, this architect-designed Shingle-style landmark presents a rare mixed-use offering where historic pedigree meets modern refinement. Rich, high-end woodwork and classic beadboard details nod to the Gilded Age, while thoughtful updates deliver comfort, style, and everyday ease. Designed for both visibility and privacy, the building offers two distinct entrances: a prominent York Street storefront entry and a quieter rear lane with private off-street parking beneath a convenient porte-cochere. A complete top-to-bottom renovation includes an elevator, a semi-finished lower level, and charming pocket gardens that create peaceful moments outdoors. Upstairs, the residence unfolds in an open-concept arrangement with inviting living and dining spaces anchored by a chef's kitchen, complete with a center island and premium Viking appliances. The upper levels include a serene third-floor primary suite with a private bath and circular tiled shower, plus adjacent laundry and an additional bedroom suite. Finishing the residential offering is a well-appointed one-bedroom apartment on the lower level. Adding to the property's lore, it's widely known as a summer rental where Bob Dylan created music. Completing the offering are two York Street-facing commercial spaces, currently leased to a local business. Just steps to York Harbor Beach, Fisherman's Walk, the Cliff Walk, and beloved dining such as the York Harbor Inn, 439 York Street is a turnkey opportunity for dependable income, inspired owner occupancy, or a premier seaside retreat.