My home course was 2.5 miles my first three years. My senior year we ran 5k but I honestly don't remember where the extra was added. The course record at the time of my last 2.5 mile race was 13:21. I got in a dual with another kid that was usually much faster than me but I stayed with him and pulled beside him with a quarter to go but he pulled away to finish in 13:05 to my 13:07. One mile of the course was on private land (owned by father of a teammate who was a senior when I was a freshman). That was the hilliest part of the course. On a flat golf course a couple weeks later I ran 12:28 as our course was one of the tougher in the area. I always thought that was an advantage.
To answer the OP, at any time in my life after that day, I could not have run faster on that course as I was often injured .
I live a half mile from the school so I run parts of the old course and parts of the new course occasionally.
I do a lot of the same road loops I did in high school 35 years ago. Amazing how many of them that used to be gravel are paved now.