. $25-$50k over ask is definitely not overboard and I see homes that are worth it sell that much over ask routinely. 

Since I was new to investing, I wanted to start with a single-family home that would be low maintenance, rent quickly, and immediately provide cash flow.How did you find this deal and how did you negotiate it?

I'm also a bit of a sustainability nut anyway.I'm also doing the other usual items, new laminate and tile flooring, bathroom renovation, kitchen updating and exterior maintenance.

I have heard a lot of bad stories about how Property Managers eat investors' cashflow with some dirty tricks like fake or exaggerated maintenance fee on top of 10% monthly fee plus first month's entire rent to move in a tenant. 

It's hard to stand out.There are some owner-occupied segments with people who share motivating factors for selling their home.Seniors with Long-time Ownership: often ready to downsize or transition to assistance.Homeowners with Low Financial Stability Scores (FSS): Struggling financially and likely ready to cash in on their asset.Both these categories have additional advantages in that they probably don’t haven’t been updated and may have deferred maintenance.

Do you upcharge on maintenance?

It's hard to stand out.There are some owner-occupied segments with people who share motivating factors for selling their home.Seniors with Long-time Ownership: often ready to downsize or transition to assistance.Homeowners with Low Financial Stability Scores (FSS): Struggling financially and likely ready to cash in on their asset.Both these categories have additional advantages in that they probably don’t haven’t been updated and may have deferred maintenance.

It's hard to stand out.There are some owner-occupied segments with people who share motivating factors for selling their home.Seniors with Long-time Ownership: often ready to downsize or transition to assistance.Homeowners with Low Financial Stability Scores (FSS): Struggling financially and likely ready to cash in on their asset.Both these categories have additional advantages in that they probably don’t haven’t been updated and may have deferred maintenance.

I'm less than a month from closing on my first property and here is the expected P&L (without maintenance and vacancy).

.  ;-)It sounds like it is an older property and is requiring maintenance.