needs a survey, esp. how the road turns into a path-sort-of-road-but-not-allowed thing.

From imagery it looks like there is probably enough paved space not in the road to walk and thus a sidewalk. It's not entirely clear though - needs an on-the-ground survey.

red trail offset real vs map

This lot looks town-owned, but is not labeled.

sidewalk continues

Boston metro west bible church, driveway type fix

This looks visible on MassGIS 2019 Orthos, but the excursion to the west does not appear there.

Maybe this path connects and maybe there is a gate. Needs a field check.

This parcel belongs to the state, per MassGIS data (parcel 25-10-0). However, it is mapped as HSV -- which it felt like on the ground. This all doesn't quite make sense; perhaps there is a lease. It would be good for someone local to figure this out, and either fix it if needed, or leave a note= on the polygon explaining why the ownership and use don't match.