Most of my mapping is done via “armchair mapping”, using aerial imagery to add buildings and features around. I’m thankful that where I live, I have high quality, and relatively recent aerial imagery. Because most of what I map tends to be residential (since in order for the map to be useful to people, they want to know that where they live is actually present), I find that I add a significant number of houses, garages, and sidewalks/footpaths. When available, there are open data sources for addresses, so I’ve found that adding data in stages seems to help.
The first stage being correcting roads that haven’t been touched since the Tiger imports, fixing and adding land use such as residential or retail or farm areas, adding paths and other routing features.
The second stage I add buildings such as houses, retail, and whatnot, fix imported church and post office/official building locations based off internet search addresses and educated guesses (e.g. does the building look like a church or have white vehicles nearby? Then it’s probably the nearby labeled church or post office, etc. Also does searching for {town name} and eg “baptist church” etc yield usable results like a website? Sometimes not, but most often yes).

In addition to buildings, I like to add power poles, fire hydrants, and other service things like benches, street lamps, etc if they’re present and I can see them on the aerial imagery (or can assume they’re there from wire locations and other context clues).

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