I'm debating if I should keep this property as a trust investment because it is so hard to fund anything for 300K here! 

I would like to propose a debate in between Multi family and SFH.

It's different for all of us and, accordingly (at least in my view) not worthy of debate in a forum that exists for the purpose of sharing knowledge and experience rather than passing judgement on perceived motivations.This is the primary reason why I chose the tagline "I would rather be judged by the quality of my contributions rather than perceptions of my motivations" in my profile.

I think that's a case where, you can stand on principle, (which is debatable if you're right or not) and lose the deal.

Many are comfortable buying under their own name, using standard financing, and buying umbrella policy on top of regular hazard insurance to the tune of 1-2 million. there are other threads here which discuss the liability concerns of LLC vs. personal ownership. too lengthy to debate here but do your own comparison.3) You can think of it as subsidizing your housing cost when you have 3 units rented and you are in the 4th one. do some calculations/ analysis and see what your cashflow is like is with rental income of three units with the expenses of 4 units. compare this to what it would be if you just rented a place.

BTW, this was a great debate between locals here in the Bay Area and I apologize if it got off topic.  

While in school, I rented 2 different properties in a college area, and currently am debating purchasing a rental property in a student area as well.

I'm currently debating on whether or not my fiancee and I should rent for the next couple of years or house hack in Staten Island, NY.

(If you are in NY, there is alot of debate as to Land Trusts' effectiveness)* Have you done JV Partner Agreements?

I enjoy the healthy debate!