Real Estate is through the roof. 2) There are a lot of wealthy and savvy investors in Asheville.

Tenant reported a small leak in ceiling.

I self manage (for now)  owner had the property for 20 years, didnt manage it well, no one is screened properly. my wife and I must occupy the property so one must go. this is a class C community. inspection shows the systems and roof of the home to be in good shape. what would you do?

Came across citations for not pulling permits on electrical,plumbing,roofing and car port.

I could be wrong but finding 3 of them for under $450k seems like it will be a challenge, plus then you've got 3 transactions/commissions/closing costs/loans/insurance policies/property taxes, 3 separate properties to manage, 3 roofs/furnaces/sewer lines/driveways etc. to replace... 

I bet he does not report leaks/issues when they come up.

Without knowing the SF of each unit and if the units are on the roof or condensers on ground, hard to say cost.

A tree fell on the roof in 2018 and it was replaced via an insurance claim.

I'm secure; roof over our head, food on table, wife/kids enjoy minor luxuries here n there, school activies etc, and while saving 15-20% income each month. 

The larger the building and more units under one roof the more cost effective the build per sqft.Best way to do cost analysis is to discuss with a builder who builds the types of buildings in your area and run the numbers.