Oh, I do love a challenge!
@Justin Cabral, I trust this property is in FL, right? Florida is a judicial foreclosure state, so the process can take for-ev-er, but they do happen eventually and once they do things move quickly. A time frame of years is not atypical in that part of the world. So, let's stick a pin in that for now.
You mentioned trading texts with the wife. Have you talked to her face to face yet and gone over the options with her? If not, great, you could be working from a clean slate. If you have spoken with her, did you find out about HER situation as she sees it?
If you sat down to a cup of coffee and asked her what are her plans with the house, what would she say? Is she able to decide on the disposition of the house, or would her husband have to weigh in? Does she "just love" the house and doesn't really want to move, or does this place remind her of her failed marriage? Is she still in love (with her husband) and is hoping that he'll come back so they can put this mess behind them and live happily ever after? I mean, really, what does the world look like to her?
So, let's make some assumptions and climb inside her head for a minute. Most folks facing divorce are delusional to some degree. Most folks facing foreclosure are as well. Folks facing both divorce AND foreclosure would be positively psychotic if they did not show some signs of living in La-La Land. Therefore you will be working with an impaired seller. Your job, Mr Phelps, (should you choose to accept it) is to get her to open her eyes and face the music (which may be the theme song from Mission Impossible.)
Here's what I expect her price to be based on. She may know that her house is only worth what is owed on it, but she needs it to be worth $550k because after paying the mortgage, transaction expenses and sharing half with her ex, what's left is the money she needs to carry on. She may have heard that she can stay for years "rent free" in the house while the foreclosure process drags on, so she may not be in any particular hurry to sell.
You know, of course, this is just BS. You need to gently and respectfully disabuse her of this point of view. The no-BS assessment is that the market will pay what the market will pay with little regard for her "needs". Furthermore, in a judicial foreclosure a deficiency judgement can track and haunt her for years into the future. Ask her if she knows what a "zombie loan" is. (Make sure you look it up too.) The bank can come after her for all that back "free rent" and other expenses if they don't get enough at auction, which sounds probably in the case.
She may be hanging on because she's just not ready to let go of the "life she had in this house". Hanging onto the good ol' days has held more than one seller in the past until they lost their future. It's best to demonstrate the value of getting on with her life and just keeping the good memories. Remember, if this is the house she lived in with her ex, chances are pretty good the many of those memories are worth forgetting.
Now, you've done your job well. She's willing to sell to you. Her ex is on board as well. You're ready to sign contracts, but wait there's that nasty mortgage to face up to. The house is worth what's owed, so what does your seller actually need to get out of the deal? It's not always money. Maybe she would take one for the team, if only she could stick it to her estranged husband. Would she consider letting you take over payments? This way there's no taxable income. (There still may be profit based on her buying price, but her personal exclusion probably covers that.) With no proceeds she gets nothing, but even better HE gets nothing.
Maybe she just wants to retire the old mortgage, the husband, the memories and everything. She just needs enough to cover the mortgage and transaction costs. You don't need a broker in the deal, so you offer $440k all in and she accepts. Now what? You've just bought a property at comps. How do you make anything on this?
It kinda depends. The first thing that comes to mind is a Sale-Lease Option. What does the rental market look like? Are people dying to own in this area? Could you find someone with a good income, but crappy credit that wants to own instead of renting? If so, great! If not, well, this isn't likely a good short term capital gains project. What did you plan to do with this property, if you got it? You never actually said why YOU would want this property.
I hope this helps. Please let me know if you have any questions or want more ideas.
Cheers!!