Are these really the ruins John Rogers mentions? https://wansteadium.com/wansteads-nuclear-bunker/

Agatewood Road ends here; beyond is private driveway. According to parcel data: check on ground.

Should be tagged using sport=disc_golf instead, I think.

Waypoint 2 is here, but on the Parks & Recreation's own map, nearby, Waypoint 2 is shown as being further west, at the junction with Springridge Trail.

Strava heat map shows trail from here northwest to Blakely Heights Drive

Maybe route from here southeast to Lytle Road

Strava heat map shows a trail from here north to Country Club Road.

Strava has a route alongside the creek, to Opal Ridge Trail

I've written about this gate here:

https://www.reddit.com/r/openstreetmap/comments/1qxa58h/how_should_this_gate_in_sheffield_be_tagged/

Here's a summary:

From some photos I've seen, it looks like the gate there for vehicles, and bicycles and pedestrians need to go around it. I've seen photos of a trail around it, but also of a cycle barrier right next to the gate. Some of the photos have the gate as yellow; others grey.

Seems to me that the gate could be tagged as for vehicles only, private, and usually locked. And assuming the cycle barrier is still there, add that as a separate way, with a cycle barrier node on it.

The cycle barrier:

barrier=cycle_barrier
cycle_barrier=tilted
access=no
bicycle=dismount
foot=designated (or perhaps just yes)

The gate:

barrier=gate
access=private
locked=yes
colour=yellow

Use a lower-case 'p' to match those at Dancing Rabbit, and because that's how the owner wrote it.