Interior is bland / old, but not in terrible shape....but would certainly need to be updated (floors / paint / counters / bathrooms, etc.) if you are looking to get top dollar.Long story short....has anyone ever done anything like this before? 

My “good deal” in Wasilla is, while not terrible, pretty much break even since rents are low in the valley.

I have had a terrible time finding a good contractor or even a competent handyman.

One single-family home shouldn't be terribly hard to manage, provided you live close enough to the property to go there occasionally and can place decent tenants.And I agree with Christopher to be hesitant about properties with only 1 picture, but I would personally take a slightly different perspective on this.

A 3rd party appraiser gave up after 2 months and finally the underwriter allowed comps for rural property, to be within 10 miles instead of two and finally he shot over a terrible appraisal that was 26k short of my figures, When my manager told me the issue, I quickly said I had an appraiser that gave me comps for that deal, so we paid another appraiser $500 and comps worked and my appraisal came in at what I needed!

It has eight foot ceilings throughout, with old white oak flooring that was stained a terrible gray at some point.I am re-doing both the floors, baseboard trim, door trim, window trim, and re-painting everything.I'd like to opt for a warm hardwood color, getting closer to the original color of the hardwood. 

I had great experiences with some and terrible with others.

Might not be a terrible idea to just buy the 5 you want highly leveraged with you 10% cash return on each one.

Vinyl plank click lock flooring- very durable and not terribly expensive.

I imagine it has more to do with the color and style, but they are terribly ugly.