Local enough where he has been down that road enough times to know about the cart path, but not so local that when LE went beating on doors in the neighborhood, he would have lived in one of those houses, and they would have seen cuts and scrapes etc. More he lived along the route she jogged on, or he rode his bike down that road on Sundays.
I know I am repeating myself from what I have posted in the past, but, If he's on foot, and cuts through the woods to make his escape, he will come out on Rt. 31,to the east, walking down a busy road with not much room other than the road being wide enough for a car. (no breakdown lane) If his face was cut up, I would think someone would have remembered that. The same goes for Brook Station Road, If he made his escape down that road on foot, to the west. An escape to the north, or south, puts him in someones yard.
If he pulled a car down the bike path, the grass would have been matted down, and I would think LE would have asked people that saw a car parked in the path to call the tip line.
If he pulled along the road and parked a car, he risked LE stopping and checking out the car while he was in the woods, running the licence plate number, as if it was abandoned/broke down. If the car was parked in front of a house, I don't think anyone would have thought twice about it being parked, but that spot is remote.
That's what made me think about the bicycle. He may have rode down that road a few/ many times and saw her jogging. Although rt 31, and Brook Station Road run parallel, Brook Station Road is much wider, with somewhat of a breakdown lane... much easier to ride a bike on, and much less traffic.
Rather than him waiting on the chance she would jog that day, which he may have, I'm leaning more so that he pedaled past her when she left her moms, rode ahead and lay in wait to ambush her, as he saw the opportunity, and took advantage of it.