The concrete steps at my rental property have had a bad winter.

You are not not seeing the forest for all the trees.

Property is near west suburbs - Oak Park/River Forest/Forest Park area.Thanks!

I know for my beach STRs we charge much more in the summer than the winter.

I’m also thinking about checking out this BP meetup next week in Winter Park.Either way, best of luck with everything and hopefully we’ll chat soon!

She called me because the picture window in her living room spontaneously exploded and the owner (also the failed flipper) blamed her, well come to find out this genius cut a big hole in a load bearing exterior wall for this window but had neglected to put a header in so when a big heavy snow came, the pressure was too much for the window and it followed the path of least resistance. this happened 2 consecutive winters. a home inspector would not have caught that because it is hidden behind sheetrock but if the work had been permitted, it never would fly. my point is that an inspector can only inspect what they can see and that many flippers either have no clue what they are doing, are trying to cut corners, or don't care. there ARE some good and responsible flippers but when I know a house has been flipped, I am always suspicious.

I wouldn’t mind getting some fourplexes where income wasn’t the main concern but rather a place to spend winters/summers/etc.

Usually by summer and winter prices would slightly go down.

Drain Maintenance -  Any time the truck or the bikes get super muddy they go to the coinop carwash for a rinse - I'd rather leave the muddy mess at the carwash instead of in front of my house - I imagine those drains have to be cleared out fairly often.Winter:  Looks like you're in TX, so might not be as big of an issue for you, but during winter here in UT those hoses are constantly running to avoid freezing.

The pipes in the house are relatively old and the house was winterized and thankfully there have been some very minor but fixable leaks, however, the radiators look like water has come out of them I cannot tell if they are in good shape and the technician said the only way to know is when you hook up the boiler.