@Maria M.Are you that concerned with bumping into your tenants? 

Divide by number of months - congratulations that is your pet rent (or add a little bump if you think you can get it).Rules - the pet deposit and pet rent cover the additional REGULAR wear and tear on the apartment - which is really just saying floors, but in the lease you specify that it is for REGULAR wear and tear on the apartment, and specifically does not cover damage to trim, moldings, doors, windows, cabinets, or built ins (basically anything with wood - which they chew).

I am considering bumping this up in the future as most tenants haven't blinked when they see it.

Then bump the rent $30-50 or whatever makes sense.

This house is in Triana(way south of Madison), where the median renter is fairly low income, so this property puts you at the very top of the market--which makes it difficult to bump rents.Appreciation gains: The house has a converted garage to make it a 4 bedroom house, and is relatively newly built, so there's not a huge amount of potential value add. 

If I know I will be needing to replace a roof or replace windows of a interior update I will bump it to 30% if I can't negotiate it up front on the buy. 

Mainly because of lower overall costs while getting a bump in standard of living in retirement. 

One thought would be if you could bump up your budget to mid 300's, new construction homes would be a good way to go for you...new home with warranties, tenants willing to pay for a new home, little to no repairs/maintenance for years to come.

The current software I use is Buildium.com, the software is one of the more inexpensive softwares to get for your management systems at $40.00 a month up to 200 units and then the price bumps to $200.00 a month.

Bumping this back up.