Wine will report the same free value that df(1) does, and yes this can break old applications' expectation of sizes when it overflows in 32-bit integers. Since

Wine will report the same free value that df(1) does, and yes this can break old applications' expectation of sizes when it overflows in 32-bit integers. Since I use ZFS and run ~/.wine on its own dataset, I set the quota to 2t and I'm golden with regards to any app I've seen. Could probably afford way smaller too, but this works for me.