Welcome, Mark:
You have a lot of strong signals from Hartford (the first 5). As you have noticed, ABC is missing from that direction, but your first simple plan might not work because ABC is on real channel 10 which is a VHF channel. The UHF antenna wouldn't pick up ABC WTNH very well, especially since it is much weaker.
You might be able to use a VHF/UHF combo antenna with a wide beamwidth aimed between Hartford and New Haven, but favoring New Haven for ABC. The difference between ABC and NBC WVIT is about 31 degrees. The Winegard HD7694P has a beamwidth of about 39 degrees for channel 10.
http://www.solidsignal.com/pview.asp... Antennas&sku=