It was built in the early 90‘s , its been maintained decentlyWill require a new roof in a couple of years Drainage issue under the home , will cost roughly $2500 to correct It was rented for a short time 3 months ago for a period of 3 months.

I'd suggest reaching out to different brokers in the area for insight on which areas are appropriate, or, in the alternative, you could seek out a local partner that could assist in maintaining/managing the property.Also, check this guide out for a brief overview of neighborhoods:The Ultimate Guide to Grading Cleveland Neighborhoods

For managing and listing there are a lot of services available a simply Google search away, but for actually hosting and maintaining the property I don't think there is anything specific for that.

Ridiculous.....In the vast majority of cases that interest is going to be tiny and not worth the hassle of maintaining the separate account.

Back to your original question, that is a lot of yard for a tenant to maintain.

The challenge is to maintain a list of good contractors covering all areas of home repairs and do enough volume to keep costs low.

Perhaps the people on the other forum don't do anything to maintain their cabins and as a result they're kind of run down, and cabins like mine appear "luxury" to them, but there are definitely true luxury cabins on the market right now (as you noticed) so I can only guess as to why they aren't seeing similar success.

The home has had water intrusion at a sliding door that the caulking wasn’t maintained and has rotted the subfloor and started into a joist.

If the property is a ****-hole and built in 1920, you'll be spending much more to maintain it...so plan accordingly.

@Mark Kappelman are you planning on maintaining vacation licenses for both those Airbnb's in Logan Square?