A couple of quick notes about the first property:
Purchased in 2015, why are they selling? Did this property not work out?
What strategy are you planning on using? Are you going to buy and hold? Do you plan on living here and renting out a portion of the house?
What is your exit strategy if you cannot flip or rent this house?
Due to the asking price you will likely have to buy this with cash or owner financing. Do you want to lay out this much cash, plus rehab on a property? (especially if you choose not to live in the property as an exit strategy)
I checked a couple of other properties in the area. It is unclear to me what your neighborhood is doing. Who is your target renter/buyer? Will they be able to afford the property at the rate you wish to rent after rehab?
Rehab: The pictures aren't detailed enough for me to determine the state of the roof or the siding. My guess is that the house has wood siding, which will require some scraping, scrubbing, and fresh paint. This job alone is likely to run about $2k every 3 years on the reasonable side. The inside needs paint throughout, new carpet, floors refinished (in some capacity). There are missing drawers, and it appears the house may have been winterized. This likely means it may prove difficult to test all of the plumbing. The carpets are really dirty, which might indicate a smoker. I cannot see pictures of the walls or foundation so i am unable to determine if there is a need there or not.
What kind of electrical service is there? (40, 60, 100, 200, 400 amp) Fuses or circuit breakers? How old is the wiring?
how was the house split when it was a multi-unit? Does it have multiple meters? Are you planning on using it as a multi-unit? if so, if it doesn't have multiple meters you are likely going to have to pay utilities OR split the utilities over multiple meters (this can cost you a bit).
So, maybe it is a good buy, maybe it isn't. But on the surface it will need some work and some money. Maybe only a few thousand dollars, and maybe it is priced right. I can't tell you that given my lack of knowledge of the area.
-todd