A street is entirely missing from OSM at this location, Via Sellaro, which runs between the houses shown on OSM at this location. The street is included in Google Maps: https://goo.gl/maps/Bcj2CekJDEuxpRXL9

Via Sellarao connects to Via della Donzella, which is also incorrectly drawn as a trail, but is paved (and in fine shape) and continues east from the current terminus to connect along the course of the "trail" to connect with the rest of the road in OSM just to the south of Casa Montebello. This road is correctly marked and included in the same Google Map in the link above.