(This one is more time intensive for less immediate impact, but is the gift that keeps on giving later down the road).

Will they be weary of lending to me because they are going to think that it is a "gift" and therefore won't lend to me?

So I went ahead and did it, and then realized that there was no program that I could find where gift money was permitted for delayed refi.

Gift money was not permitted.But it’s not the end of the world.

You could even ask some property managers on their opinions, some buyers like professional management in place.I love the idea of asking your tenants to pay market value for the houses that they live in, and let’s be honest, home ownership is a good gift to give people.

Could someone please advise on the tax consequences of transferring a detached single family home between siblings via a gift transfer?

Giving people money particularly enough to already be retired extremely wealthy is not a gift it’s a curse.

sounds like there are some gift tax implications + Generation Skipping Transfer(GST) Tax considerations

With that said I've considered taking out a 15 year loan on a duplex I would then gift to my children as they become of age (18).Financially speaking the idea makes sense to me.

I can't do any maintenance myself, two left thumbs, that is not my gift in life.