Head to My Historic Map to view Ordinance survey maps from the glory days. You can explore and preview archives dating back to 1839 by inputing a location, chosing a scale and picking a year. Simply chose “Isle of Wight” to see all towns on the island.
In many cases you can choose between a “Street View” and a “House View”. The “House View” shows individual buildings and their shape. It’s not the slickest of web sites and there are lots of annoying pop-ups because, ultimately, they are trying to sell you a printed map for £35 – maybe a nice Christmas present for someone? The preview maps are quite small but you can zoom in and see some detail.
Check out Newport before the roundabout here.