Since uforgot sold her raleigh for $300, you're probably paying what it's worth. It's one of those vintage classic bikes, and its value is dependent on what people are willing to pay for it... So it's hard to say whether or not it's worth it, that's dependent on you.
Your hybrid probably isn't geared as easily, it's heavier, it's got bigger tires with more rolling resistance, so it takes more work to get it moving than the raleigh - so you're running into your legs being the problem before your aerobic fitness is the problem. The raleigh is probably comparatively very easy to move in than the hybrid.
My surly's got 700x28 tires on it, I've got it set up as a flat bar & with the commuting rack, fenders, etc., it ends up being probably about 25 lbs. My legs get tired moving that far before I get out of breath. My road bikes, my legs never get tired, but I have & puff up hills.



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