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).

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.

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

The market is far less important that the team you are building to invest with. 

Permits are very difficult to obtain (we build homes in Chicago, so that may be a non-issue for us considering what we have to deal with here LOL :)4.

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

They suppress demand for homes, build inventory of available properties, crowd out HGTV posers, and allow for us real estate investors and first time homeboys to negotiate for a better price.

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.  

I'm still absorbing info at a steady pace while trying too build a network. haven't come across any deals that work for me yet but I have been sent a few from a couple people i've met so far. i'm still open to any one that can send me deals in the CT area. i dont have any specific market singled out, but my budget will pull towards then lower classed markets, which I'm fine with. thanks in advance. 

In addition, building into  the business model an intentional refinance in a short period of time, you are incurring double the financing costs, which eats away at your equity, and also resets your loan amount to potentially a higher amount if you are rolling in closing costs.