Hmmm....if it were me I'd keep the pears in his life for a long, long while!! Since it's working, I might leave it just as it is for now. In a month when he's 6 mo, then add another fruit? Or add a veggie and then a fruit a week later. With constipation, it is extra-important to wait in between new foods, so you'll know what helps and what makes it flare up.
Now that you see it's working, have you considered going to every other day? Our doc told us to give the prune/pear until she was going regularly...(even too much!) then to back off to every other day, then maybe every 3. The goal was to get her to poop once a day.
Don't want to scare you...but my dd is chronically constipated. For us, prune/pear would work for a while, then stop. Doc said she built up a tolerance....her body became used to them. At 2 1/2, I still give her a pear/prune mixture about 3 times/week. I say this so you'll know what might be happening if it stops working as well as it is now.
Sorry...I'm all over the map here, aren't I?