Property is old, 1907-ish, not rehabbed at all only minimal repairs done.

By age 16 I found myself able to handle most household repairs. 

Would be looking for moderate cosmetic repairs such as new appliances, basic kitchen rehab (cabinets, backsplash), new vanities in the bathrooms, paint (interior and exterior), and if the budget allows some basic landscaping to give the house some curb appeal.Also, if you're able to recommend some good contractors in Bridgeport I would greatly appreciate it.

She tried to run the A/C for the first time now after the inspection and all the refrigerant has leaked out (it was working when she moved in, not sure if it failed from sitting dormant), so that's also going to require a $2000-4000 repair after we find the leak.Any advice is appreciated!

Do you know how to find deals, how to comp them when you find them, how to estimate repairs, how to negotiate with sellers?

Nobody was in the house except for repairs and no leaks were found. 

Should I go through my bank or find a private lender for my repairs.

I have typically steered away from attached due to the unfamiliarity of the regulations and responsibilities when I comes to repairs.

Part of me says if I currently have close to $17K in annual positive cash flow, after expenses and vacancy's, repairs and cap ex held out, that I should pick up another 2-3 house to get that cash flow over $25K. 

Seems like about $30,000 repairs if use the rough estimate What do you guys think?