(also the algae or whatever on the roof looks grungy, I'd fix that if possible)Good Luck!

We just found out we’re going to have to potentially renew the roof.

By the time you hit 12 years, you will be out of pocket for at least one (or 2) roof, 2 kitchens, 4 paint jobs, 2 new floors, driveway, and other misc items that will add up. 

as long as you have funds to keep the lights on and feed your family.Stocks are great 5, 10, 20 years from now , but they don't give you a roof over your head. 

The outside looks like it could use a paint job.It has a new roof, updated mechanicals and a tenant that has been there 7 years and pays on time.

Last year was a bit painful as we had a very bad hailstorm that took out 20 of my roofs. 

With the exception of the roof, just about every part of the house needs to be rehabbed (kitchen, bathroom, floors, windows, foundation, termite treatment, paint, plaster repair, insulation, electric and plumbing update) whether I want to preserve as a SFR or if I wanted to sell without a loss.I'm starting to wonder if makes sense to just tear down and do a new construction.

New roof (2020)

These expenses include property taxes (school, village/city, town and county) property insurance, regular maintenance contracts for things like lawn care and snow removal, maintenance reserves for unexpected repairs to plumbing, heating, etc and for large expense items like roofs, painting, and updates).  

Sent repair guys for a toilet leak and he wouldn’t let them work after they agreed to do an urgent repair on the weekend to accommodate the tenant’s request.