I've worked with some Fluke Network equipment, and let me tell you, they're nice : )
But for this kind of testing, I find that it's easiest to take each end of a cable and plug it into a switch. If the two lights light up, then you're golden! Also, the first thing to do if a cable isn't working is check on each end that the wires are wired correctly. It's very easy to mix up a solid blue with a stripped blue since they're next to each other (depending on which standard you're using, I forget which one is proper for home installation).
The thing with the fluke testers is that they can pinpoint if two wires cross, or if one of them is discontinuous (well, at least this is what they're mostly used for). Now obviously this is seemingly hard to test at first with just a multimeter since the two ends are at different parts of the house, but there's a very simple solution. You can simply create a little loop-back connector at the one end (this is what fluke actually uses, except the little guy is sending signals back as well), so that it will cross pin 8 with pin 1, 7 and 2, 6 and 3, and 5 and 4. Then you go back to the other end and there you can use a multi meter and test those pins together and check for connectivity. I believe you can actually buy these, but they're easy enough to make if you have a crimper and and soldering iron. Simply cut a small length of cat5e, use 4 of the cables on one end and the same 4 on the other end, and crimp those 4 wires mirroring each other as stated before.
Also, as a side note, make sure the run isn't too long. ISO says you can run Cat5e or Cat6 for up to 300 feet if I remember correctly, but in a home installation you probably aren't pushing that. Besides, you would still get connectivity in the line, but with a couple of random 1s and 0s. Quite a when you're running serial lines for data processing...