My reply will give it a bump.But this issue is totally spot on although the actual Reddit article is a bit one sided.

I have also run into loan issues for lower priced properties.

The last time the house sold was back in 2010 for ~144k. 3 family house in question has its issues(older home, older heating systems probably)  but I would like to own it as it would: 1. eliminate my driveway/snowplowing issues 2. add to rental portfolio 3 increase monthly income 4.

You can always get a quote from a licensed contractor to fix/repair any issues, they can pull a "repairs" permit for some of the items, and this also allows for the cost to be rather low for the permit. 

Payment is expected immediately to stay in good faith with your Lease Agreement.If Payment is an issue please call me to discuss Payment details.If rent is not received on or before the 10th day of the month, a 3-Day Eviction Noticed will be served due to breach of contract.

I've had it for about six months with no issues under light use.

No issues at all.

The extra work to see it may be an issue.

You will typically have 1 or 2 local banks who will issue mortgages on the property.

I have not been in that scenario.. its why I always ran title before doing a deed in Lui sometimes you have to foreclose to wipe out juniors or these type of issues.. if they are substantial enough.