My plan is to put as little down as possible on a quadplex while also getting the allowance for remodeling efforts. 

I plan to live there for at least my first year with a roommate who will pay rent.I know I need to look at the cash reserves for any condo association, what percentage of renters they allow, HOA dues, etc.

Maximize expenses inside the business as the tax code allows. - Anish

You could also see if the buyer will possibly qualify for conventional w/ a 5% down payment, which would allow them to get a new appraisal. 

However, city regulations do not allow me to have a kitchen in the attic.

This allows consistent positive cash flow for them.Others stay out of their lives and only communicate with them if there are any problems with the unit, quality/product services, and/or negotiating lease agreements.  

However, city regulations do not allow me to have a kitchen in the attic.

So, to figure out your maximum allowable offer (MAO) for the land you would back it out:ARV-Construction costs-soft costs-required profit-wholesaler fee=MAO$300,000-$150,000-$36,000-$36,000-$10,000=$68,000 is your MAOObviously there are a lot of variables here and they will be much different in your market than here in Boston but you get the idea.  

I know that when I had roommates, allowing them to move some of their furniture in, if hey had any, would make them feel the it was as much their home as it was mine, instead of it just being a house where they slept.  

How can I find your contact info (it won't allow to post, obviously :)