It looks like the street is full of attorneys, real estate, and other reputable businesses, so the location looks to be strong.Exterior looks nice and fits with surrounding buildings.

If you do not have a team I would start building one.

I would recommend building up your cash up first as most hard money lenders will only allow 70-75% LTV for a first timer.

Building a Successful Multifamily Syndication Team: Essential Skills and RolesMultifamily syndication is a powerful investment strategy that allows investors to pool their resources and acquire larger, more profitable properties than they could individually.

Goal (in order of priority): 1) Convert upstairs of detached storage unit in back into 3 bed/2bath (for the downstairs, keep as garage on one side and rec room on other side), 2) convert detached garage in front into 1 bed/1bath for our grandma, and 3) eventually add a prefab home on the lot.From our research so far, I believe we'll have to do an SB 9 lot split in order to legally build all structures (but we're not sure if we want to do this now, or just convert the back unit into an ADU first then do SB 9 later).

Work such as building furniture, hanging tvs and pictures, replacing fixtures, etc. 

I recommend talking to a plumbing contractor for one and a building contractor for then other.

My husband and I have had to constantly second guess ourselves on “are we being too needy or difficult?

as has somewhat been brought up already, if the building only has a year left on the lease term thats much less attractive than 25 years.  

Better yet- buy something with a reasonable value add, which gives you more options at refi time due to the equity you build.