Congrats on getting your first BIG lead!
In response to your question, converting the home back into a duplex can be expensive and time intensive, depending on how much they altered the original layout. Moving a few walls aren't too bad, however if they took out kitchens/bathrooms and reworked electrical and plumbing, you are looking at a bigger bill.
The pool can be good/bad. It is an attractive amenity for a rental but you also incur maintenance costs. I am not too sure about the potential liability, but there are certain checklist items you need to hit (at least in some states) regarding a fence around the pool. Items like this are things you want to be aware of ahead of time so you can figure out the cost to make everything up to code.
It all comes down to your comfort level. If you plan to live in the home/househack, it might afford you more time to make some of the repairs on your own, or save up more money and slowly work through it while you live there. This would also allow you to take advantage of an owner occupied loan, so you can put a small amount down and still save up do make the upgrades/changes to the property.
Best of luck!