This is similar to the earlier question How to index your own digitalized records? but with a twist.
One of my places of interest uses a lot and block survey system and has maps available for download from the city assessor's office (from their GIS system). These are PDF maps with the block and lot numbers, and often with the footprint of the buildings shown as an outline on the map. Property Record Cards associated with each tax parcel often note the approximate date of construction of the building on the parcel.
I would like to take an enumeration district and map the parcels on the property tax map against the heads of household on the census). My goal is to gain a better understanding of the neighborhood, and to locate some people known to have residences in the neighborhood who cannot be found by searching the index by name.
Do tools exist which would allow me to hyperlink the digital images to the PDF documents, or to leave 'sticky notes' on the census that would indicate I had located the street address on the map? For a one-place study, I might also want to add in City Directory images or other source material which included a street address.
I have tried making spreadsheets and tables to keep track of data sorted by street address, but once I included material from different years, it was too messy to follow. My ideal application would consist of a layered series of maps, with a different layer for each decade, or for each five-year period in states whose state censuses were taken in years ending in 5.
(For more information on using property records from the USA in your research, and images of maps which are similar to the PDFs I have downloaded, see the series of blog posts by James Tanner, including Understanding Real Property Legal Descriptions for Genealogy: Subdivision Survey, which inspired this question.)