I often times bounce questions like this off my local RE attorney first and then move forward quickly.  

But I'm gathering that this may be a fools errand if the house is not appreciating.

These cash outs got me 14 houses with no out of pocket $.

Quote from @AJ Satcher: I am currently house hacking with an upper/lower setup - I occupy the upper.

At another sale, a farm house was to be sold. 

Buffalo, New York, has once again been named the nation’s hottest housing market for 2025, marking the first time a city has held this title in consecutive years.

He owes 650k house is worth about 1.4M, however, he only needs 300k.

Based on your current assumptions, you would be paying $1,229 per month out of pocket, leading to negative cash flow.If you’re house hacking and living in the property, it might still make sense because you're paying for housing anyway.

@Khyree Randall If the house needs work for $80k-$100k then it shouldn't be priced accordingly.

Zoning Ordinance ExceptionsSome properties in the target zone don’t meet the minimum lot area or width size requirements under the zoning ordinance, yet houses exist on smaller-sized neighbor lots.How could these properties get approval for development?