I only like it if there is equal enchanted gear with boons to detection skills.
A dedicated detector should always beat a dedicated sneaker, otherwise sneaking becomes godmode.
Seeing as with the current gear set up, it's possible for just about anyone to get over 40 listen with zero points in the skill, I'd say that's really uncalled for.
Amplify scrolls, sold in stores for very cheap -> 20 listen.
C/C scrolls AND potions, cheap, found in lowbie areas and sold in stores -> 10 listen.
Gold Jackal Ring, fairly common drop from mid level areas, -> 5 listen x 2 slots.
Necklace of Ears, very common for mid level areas -> 3 listen
Helm of the Bat, extremely common item, even in low lvl areas like the ML crypt. ->+5 listen.
These items add up to a grand total of 48 listen out of the 50 possible cap when all worn/used. I didn't include the +4 listen cloak or the +4 listen amulet because they are significantly more rare, these are all common drops. So common, in fact, that my rogue was able to find them all himself by the time he got to lvl 7, just doing regular dungeon runs. Now compare that to how impossible finding a full kit of stealth gear has become, and it's fairly one-sided.
You can pump listen up to 48 at lvl 2 without a single skill or feat. Considering most stealthers take 3 feats and invest a small fortune in gear/skill points, not only is your detector going to win every time, but you are going to have lvl 2 non-detectors outclassing lvl 10-15 sneaks who focus entirely on stealth. Adding more listen gear would not even help at this point, as all the things above are easier to get (And MUCH cheaper) than bothering to enchant an item for it.
PS - That 48 listen does not count the eventual 20 roll (since detect is done 4x/second in active detect mode). So you need 68 Move Silently if you want to beat a geared out lvl 2 detector. God help you if they actually take listen skills/feats, because it only goes up from there. I know there are not lvl 2's walking around with this kind of gear, but they definitely have it before lvl 10, when most sneaks finally get enough skill to start even attempting to hide. Add that to how often characters are twinked by high level ooc buddies, and stealth has become largely a joke among new characters these days. It's not even worth trying to do anymore for the most part, except to use against NPCs for ninjalooting.