You can certainly try and see how things go, even making a loop out the the gutters/wire. Some of the issues presented are just where your likely listenership is, if there's not much but farmland in certain directions you might not get many rx reports from them. Also, at 25 ft up you can expect nvis propagation on the 6.9xx band, wich means coverage from down the block to about 600 miles or so, the plus side is no gaps.
I know it doesn't seem like it should work very well, but I've managed to hit even Western Europe on a good night. I like the idea of a proper dipole, as others have recommended, but I need to keep very stealth. The HOA cops are probably the biggest problem. I've got no trees to string anything up to, and even if I did somebody would notice it almost immediately the way everyone's houses are stacked on top of each other. The thing I like about the gutter is as far as any Nosy Nellies are concerned, it's just a gutter.
understood but the thing of it is this and please dont take this the wrong way, while i do not know if there are nearby neighbors and whether their electronic devices are affected or not by any spurious emissions that may be emanating from your TX setup and not knowing the dBmV and frequency of those spurious emissions, i would still have some concern especially if your own electronic devices are affected (your garage door opening/closing), you could reasonably assume that some of the electronic devices of anyone that is nearby, may indeed be affected just as well as yours, and that is something i would use caution about, because its not so much that broadcasting on SW that may get you in trouble, its the interference that it may cause that will get you into trouble.
even though you would be TX'ing after "business" hours, there still remains the chance and possibility of being discovered (an ARO possibly residing in the community).
just my two cents of advice.