Wow thanks for all the replies! I am going to try and hit all of your points.
One thing I completely forgot about when I talked to the mortgage guy yesterday was the electrical. The panel has been upgraded but it doesn't look like the wiring throughout the house is. It didn't bother us as we have an electrician in the family and planned on rewiring the entire house anyway (I think current outlet codes are insane, but that said, this house is really on the low side and I've only lived in vintage houses)
@Ron S. Great questions! Three year roof - to my untrained eye based on my own roof experience, I'd say yes. But I'm not an inspector.
It's a cape and the second floor isn't heated and is used for storage. I know there are smoke and CO detectors on the main floor, I don't think there is anything upstairs.
Exterior is vinyl sided and that's in good shape. No idea how the paint is underneath, the exposed clapboards inside the rear porch are not peeling.
There are replacement vinyl windows.
Newer back stairs to the back yard - that's all that has balusters. I assume the 6" is for a kids head? I didn't measure but by my photo probably not, but not a difficult fix.
One side of the house needs minor grading, the rest is fine. No water in the basement in that area, just something we noted as a future issue if not fixed.
No mold, rot, window bars, all rooms have windows, no stains, nothing leaning (surprising for the age to be honest).
The entire living area is wallpapered. There is peeling paint on the second floor (noted above as storage). We'd planned on insulating and finishing the ceiling on that. And now that I think of it, half of it has been finished and is not peeling, but someone painted the sheathing on the unfinished half, and that's what's peeling.
All mechanicals work except kitchen sink leaks. (probably 1940s vintage) We saw that and it's noted in the disclosure.
@Harjeet Bhatti Even if the seller doesn't mind, there is probably no way we'd be able to get in there to re-wire completely while she is living there, in a reasonable amount of time. Nevermind we'd be redoing the kitchen and bathroom completely anyway... so do you do a "patch" to make the sale then go back and do it again? I had talked to the mortgage guy about the rear porch but completely forgot about the electrical - since it wasn't staring me in the face. It kind of went along with "of course we're removing wallpaper and repainting".
To clarify, I was not using THIS property for the HELOC, it was my current house and yes, Ron is right that I was denied due to DTI. I do have a business line of credit as an option. And will (hanging head in shame) tell the mortgage guy about the electrical issue. I did tell him about the kitchen sink.
Thank you again for the replies, this is a great learning experience for me!