The higher end homes with higher rents are more likely to have inquiries from those who plan farther ahead, some may be looking to move in 60 days or more and you want someone sooner, or they may be downsizing from a 5/4 with kids going to college, and would like to rent but the dates are tied to their present homes' closing dates.I also found out they are more likely to frown upon seeing homes while rented, the current tenant belongings all scattered with packing boxes, dirty clothes piling up in the laundry room - odor...is one thing, the idea of their home being visited frequently by applicants during their last month of stay is the other.It is probably very locale specific thing but some homes I never show while occupied.

I would add...knob & tub wiring, old fuse style (instead of breaker) boxes, 2 wire with no ground, no GFCI in wet areas, etc.

I typically advise my clients to stay away from what I call the big three or  four top spaces.I see some clothing stores where people can go online and buy cheaper.

Grow a beard wear some dirty clothes and push it around the neighborhood and see if I can get some change from neighbors or even my tenants?

Need to consider basic wear and tear thinking here, normal or expected living styles, if a kid hides a sandwich so they have to eat it, that's normal, if a tenant allows pet waste to pile up, leave food out on a counter, the floor hasn't been swept in a month, that's different, that is poor housekeeping.I'd never allow a tenant to do any trimming of trees, shrubs....maybe, depends on who they are, a 50 year old lady who gardens....yes, a college kid.....no.Along these lines, a reminder, tenants may not be required to do maintenance or repairs on any residential property, commercial they may.

We could be downtown Honolulu in that range but it would appear run down to most people that are not used to island style living and it would be as small as a bedroom.

A two unit townhouse style duplex for a good price for the area.  

Beyond that there are many different style and types of investing.

The one thing we all agree about is investing in Real Estate beyond us we have many different style and modes of investing.

Beyond that there are many different style and types of investing.