Out of those 6 homeless people, every single person has been approached by MULTIPLE charitable orginizations and churches.

If that is your intention, then please consult a tax attorney familiar with charitable organizations and come back and post the results!

California.I've even looked into TIC's and REITs and Charitable Trusts but those things are a bit esoteric for me.

I have heard some things about a charitable remainder trust and how gains are not taxed, but I am ignorant of the facts around them.

I quite agree about the idea that the "taking care of" those in need should be addressed by charitable organizations and the churches-theoretically.

Basically all you need is the charitable or public good mission and show that the business is conducted in that vien.

I've been thinking about donating them to a charitable trust.

A 1031 is done for like properties, I'd have to investigate it, but raw land may not be like kind for multi-family units.You didn't mention the amount of the gain, if you're at about 500K, you might check on a charitable remainder trust taking a smaller bite now and using funds for property in the trust, if it is a forever property.....see your attorneyYou might offset the gain by seller financing long term and applying the interest as well as principal to the other debt (or not) but the gain would only apply to the % or the principal received over the term.

That would include personal emails and travel arrangements for personal use, personal financial records for bank statements and tax returns plus a few other items related to charitable gift giving.

Just assume you are making a charitable donation.