Trying to get a good idea for comps as well as possibly converting single-family into a duplex. 

Purchase price: $125,000 Cash invested: $85,000 Started off as a run down outdated 1 bedroom 1 bath home in Sanger - was purchased from a wholesaler for $125k - Added 1 full bedroom to the house, replaced wall heaters and window AC with HVAC ands ducting throughout - replaced old circuit breaker panel with new updated one and rewired interior electrical, replaced all windows with dual pane windows, replaced most of the doors, laid new carpeting in the bedrooms and wood plank flooring in the living room, tile in kitchen and bath, added new baseboards and painted interior, replaced all doors in the house, granite countertops, new lower cabinets, all new appliances, added rails to the front porch, converted an older closet into a laundry room / new closet, completely remodeled bathroom to make way for a new door to the new bedroom ( not shown in pics), new wall tile in tub/shower, redid some roofing, and painted the entire exterior.

In a few months I’ll be living with family and paying $0 rent, which will boost my savings by over $2000 a month, though eventually I’ll want my own space - I’ll probably house hack, once I’ve picked an area I’d like to live in for a few years.What I’m not sure on is, how I should handle financing my first (and subsequent) property purchases.

Also, if i deduct the costs now as an investment and decide to convert it to my residence, are there any issues involved?

Would be signing up for a 5year hold and potential liability of a c Corp stock sale and any dirty laundry associated. https://www.noglaw.com/tax-benefits-converting-c-corporation-s-corporation/

I am setting up one side of my four bedroom house as a studio apartment with either one, or two rooms, and a kitchen (Converted laundry room).

I would either skip trace the auditor's list and call the owners to develop relationships with them and a deal will come down the pipeline eventually.

But that is mostly due to investors desiring to convert them into all residential units.

I mean eventually it would have to.

I am not a CPA, but I believe when a property converts from a primary residence to a rental home, that tax year you list the current value of the home and that becomes the new cost basis.