@Adoni ConzeThose sites you mentioned are not always accurate with their valuations of property as it doesn't take into consideration the interior of the property, the features of the lot, or any external obsolescence that may be present.As for the appraisal, an appraiser will look at the overall condition of the property, the size, the location, views, and so on.

Painted interior, updated landscaping, added barn doors and other custom features on interior.

Those building elements (could be cabinets, fixtures, interior walls, etc.) that are part of the unit would be your responsibility as well as all your personal property (unless the bylaws say differently). 

Your main possible issues will be 1) Electrical - probable old wiring, some will have been replaced, but probably multiple splices and a lot of jury-rigged circuits. 2) Plumbing - probably old sewer lines, most interior locations will have been renovated, but check everything.The other things we look for may have been recently replaced or repaired.....because they have to, like roof and HVAC.Structure may be an issue, have it checked, but after 100 years it might be ok, it will certainly not be not up to modern standards, but who cares....Just get a thorough inspection, for something like this I would get an inspector who is also a GC...

Painted 100% of the interior and exterior window trim, replaced the front door, added tile floors in the bathroom and kitchen, painted bathroom vanity and replaced all fixtures, put in new quartz countertops on original cabinets, all new light fixtures, door knobs and handles throughout.

I think this property can still hold it's new higher value in light of comps - for instance a nearby house of similar design/structure/square footage recently sold for 80k more than what I bought mine at in Jan/Feb 2021.That being said, if my property is theoretically now worth say 339,000, and the nearby house sold for 369,000 a few months ago, say their interior is updated and they have .5 more bathrooms, I'd say that I could do the same to mine for 30k and therefore justify the value of 339,000?

There is an interior staircase connecting the two levels.

I have an opportunity to flip a house located in the countryside (complete interior renovation required).

We just purchased our first rental property in NE Minneapolis this spring, and need to do a variety of touch-up items (recaulk, replace miniblind, repair/replace interior door because of holes in doors, reset closet door off of its track, etc.)Do you have a recommended handyman? 

History in interior design and architecture