Some investors manage this process themselves but I use a lawyer.3.

It's not a 1031 exchange...EA's and Tax Lawyers say you can...https://blog.myrawealth.com/insights/can-stock-losses-offset...https://www.reddit.com/r/tax/comments/167h2as/can_real_estat...

Can you call the sheriff or lawyer on record to ask? 

A lot of PMs try to slip this in and it means even if they make a negligent mistake, or fail to follow the letter of the law, you are on the hook to pay for their lawyer.

I’m not sure what type of lawyer to ask or if there’s a specific advisor for this.

We are still in a dispute with the city on the third floor unit but after speaking with a lawyer we expect to win that issue.

I would suggest to at least use a RE lawyer (though you don't need one) in selling to protect yourself.

If it's a good-sized outfit, they'll get a lawyer on the phone to tell you that they've done this a million times and they're certain to win.

I have had a lawyer threaten multiple times to sue because he does not like the way his easement through my property looks.  

An asset protection lawyer would likely recommend a separate LLC for each rental property you own because this limits your liability in case of a lawsuit (usually to the holdings of that LLC).