Everything: Installing the game via Steam; all in-game menus appear to work fine; the multiplayer, Half-Life Death Match Source.
Developer Console's drop-down command suggestions render fine (see below).
What does not
The only thing I noticed is that the Developer Console's text isn't rendered correctly, however this is present in all Source games I've tested under Wine. I believe this is caused by the font size, because some of the in-game menus have a similar issue, but they're legible and also a larger font size.
What was not tested
Mods, but I think only certain mods work with Half-life Source to begin with.
I have not played the game under Windows. The game plays at a great framerate and at maxed settings, except for anti-aliasing, although I'm not sure if it's actually available. I give this a platinum rating, even with the illegible font, because you have to enable the Developer's Console and it's not needed to play game whatsoever, and for things like taking screenshots or enabling cheats you don't really need to read the output messages.
|Operating system||Test date||Wine version||Installs?||Runs?||Used|
|Show||Ubuntu 12.04 "Precise" i386 (+ variants like Kubuntu)||Nov 26 2012||1.5.19||Yes||Yes||Platinum||an anonymous user|
|Show||Fedora 8||Jul 09 2010||1.2-rc6||Yes||Yes||Gold||Alexey Loukianov|
|Show||Slackware 12.2||Nov 26 2009||1.1.33||Yes||Yes||Platinum||an anonymous user|
|Current||Ubuntu 9.10 "Karmic" amd64 (+ variants like Kubuntu)||Jan 02 2010||1.1.31||Yes||Yes||Platinum||an anonymous user|
|Show||Ubuntu 8.04 "Hardy" amd64 (+ variants like Kubuntu)||Aug 07 2009||1.1.26||Yes||Yes||Platinum||an anonymous user|
|Bug #||Description||Status||Resolution||Other apps affected|
|22912||Half Life 2 and Portal subtitles unreadable||NEW||View|
|24684||Multiple Source engine based games (Steam): out-of-order rendering, bloom effect and lights are visible through walls when multicore rendering is enabled||NEW||View|
|34080||Half-life 2 : Ammo doesn't display when loading game||UNCONFIRMED||View|