I really really feel what you're saying about wanting beautiful high-end pieces that don't require a lot of faffing and styling to look great. That's exactly what I want, too--clothes made out of lovely materials that just glide over my body like I was born wearing them. I want clothes that I don't have to worry about looking rumpled and tired at the end of the day and well-made enough that I don't have to worry about seams twisting or fabric tearing.
I also absolutely understand the frustration of seeing things out there and having them be out of your price range or not work on your body. There are a lot of designers I love whose sizing stops at just under the size I wear, and I'm frustrated to no end that I can't even TRY those pieces and I hate that, for the most part, the similar pieces available to me, in my size, are going o be lower-quality imitations.
That being said, I do have a good collection of pieces in my wardrobe that I feel fabulous about, and they came at all price points (well, not ALL--the most expensive piece in my wardrobe still fell under $500).
Some strategies that have worked for me:
1. I have a short list of brands that I know work for me. When I'm feeling the shopping bug, I make circuit through those brands' sites. I'll do that when I'm looking for something specific, too, but that's also often when I'll branch out if need be, which sometimes results in me finding a new favorite and sometimes needs to be written off as a failed experiment.
2. I really don't buy a lot. One or two pieces a month, max. That lets me spend more per piece.
3. I've benefited a lot from Sal's "satisficing" philosophy and her "power of one." There's a certain magic that happens when you really accept a piece into your wardrobe, wear the heck out of it, and make it your own. I can't really explain it except to say that a truly treasured item somehow molds to fit.
ETA:
4. I've become VERY strict about fibers. No more polyester in my wardrobe, unless it's in a specific performance fabric for activewear. Acrylic goes back on the rack no matter how good it looks in the store. Viscose is only allowed in on a case-by-case basis.