Would it make sense to attempt to convert the building into a quad-plex?

It was an old 1900's warehouse that was converted back in the 90s into a self storage building.

You can purchase a property that you later convert into your primary residence after a year or two (there's actually a safe harbor from the IRS at two years). 

Thank you I'm sure you could buy a property with a VA loan and live in it for 2 years or what ever the minimum requirement is and then convert it to a VRBO property.

Have you reviewed your state regs to determine if you are close on  your construction costs to convert the property - projecting that many beds will likely bump you into a category requiring much more oversight and scrutiny before you'd be allowed to open. 

I finally made the jump from residential to commercial.I am under contact on a hold historic home converted into a 5 unit office building near a popular trendy/quaint down town area.

Getting a variance in Baltimore to convert from a SFH to a duplex is extremely difficult.

Still looking into how to do a Quiet Title action or convert to a warranty deed- if needed. 

@Sean McCluskey I locked in today on a refi on my primary residence single family home that I will convert to a rental this fall or winter. 89% LTV and an interest rate of 3.75% (down a full point).

@Gary Boggs regional specialty private lenders (like us, we are based in Fredericksburg, VA and are active in Hampton Roads market) are making the shift to landlord capital and have products designed for landlord investors, such as fix-and-hold (rehab bridge that converts to perm) and NO DSCR loans (for appreciation investors in high value markets where properties may not cash flow right away - using a 40 year amortized loan that is interest only for the first 10 years).