Given the scope of work you're describing and the number of parameters and angles (+ the fact that it's very specific to each user), I would safely say that spreadsheets are still your only viable solution here.

If asked who filed the report, we simply respond "We have been notified by other residents in the neighborhood and are doing our best top keep you and your family in a safe place to live".

Three of the units are presently rented out, and while the rent isn't provided in the listing, it's safe to assume the rents are likely around the $1,000 to $1,300 range based upon comps in the area (I would personally assume on the lower end, but I could so very easily be wrong). 3 of the 4 units are rented out, with the fourth being purposefully left open in the case somebody wants to owner-occupy (how smart!).

He mentioned purchasing a rental property for his child to pay for their college.I was wondering if I should purchase a home, put 20% down in safe yet high price area, and rent the home in hopes of selling it in 15-20 years to pay for future large expenses.

“Every Oregonian deserves a warm, safe, dry place to call home,” said Governor Brown said on Monday.

You can find plenty of multi-family properties in Dogtown for sale, and an FHA would be your best bet for starting out with minimal capital.

I can't even make the numbers work as an agent, the overhead of my team is too high, we are geared up to meet service expectations for 200k plus listings, so your best bet to sell is probably to contact wholesalers.The only way I have ever seen you can make money with a sub 100k property is by getting in and out before your capex sets in. 

Best of luck but your first bet is to talk to a lender in the market you want to be in.

Lots of great houses and condos all in a very small, very safe little pocket. 

In a lot of states property managers have to have their real estate license, so that would be a good bet.