Aw, are you really going to skip riding the Industrial Highway, the strangest road in all of Pittsburgh?
From Windgap, take Broadhead Fording through the now demolished housing projects, to Mazette to ?? to Industrial Highway back to Steuben/Ingram at the Thornberg Bridge.
Eliminates the hill on East Prospect, but puts you on Ingram/Steuben for a mile or so of ok but not great riding.