Probably not many
Appendix A tells us that the Grey Mountains were colonized by Thorin I, great-grandfather of Thorin Oakenshield, following the loss of Moria (emphasis mine):
[T]he glory of Moria passed, and its people were destroyed or fled far
away.
Most of these that escaped made their way into the North, and Thráin I,
Náin's son, came to Erebor, the Lonely Mountain, near the eastern eaves of
Mirkwood, and there he began new works, and became King under the Mountain. In
Erebor he found the great jewel, the Arkenstone, Heart of the Mountain. But
Thorin I his son removed and went into the far North to the Grey Mountains,
where most of Durin's folk were now gathering; for those mountains were rich and little explored.
Return of the King Appendix A "Annals of the Kings and Rulers" III "Durin's Folk"
However, we're also told that these settlements were substantially abandoned after being attacked by dragons:
But there were dragons in the wastes beyond; and after many years they became strong again and multiplied, and they made war on the Dwarves, and plundered their works. At last Dáin I, together with Frór his second son, was slain at the door of his hall by a great cold-drake.
Not long after most of Durin's Folk abandoned the Grey Mountains.
Return of the King Appendix A "Annals of the Kings and Rulers" III "Durin's Folk"
All of these events take place long before the events of The Hobbit; Appendix B tells us that Dáin's death occurs in TA 2589, while the Quest for Erebor occurs in TA 2941.
Since the text above only states that the Grey Mountains were abandoned by "most" of Durin's folk, we're presumably meant to understand that some holdouts remained, even 400 years after the fact.