Cole could try to force a sale or something. Or I think he might be able to take out a mortgage on the property (if there isn't one there already), get his share of the money, and then let Chris have what's left.
Chris would have to agree to that.
Chris would agree to that. "You want to get some money, but I get to keep living here? And I don't have to deal with this 'more guage' thing in the immediate future? You got a deal, bro!"
Well, if that were done, Chris would have to pay the mortgage. It's basically Chris buying Cole out. If Chris doesn't have half the value of the house on hand, what they could do is this: they take out a mortgage, borrowing half the equity in the house. Cole receives the borrowed money. He then signs his ownership of the house over to Chris. Chris then owns the house and is responsible for the mortgage.
The tricky part is that they both need to agree to it. If they can't agree on exactly how much money Cole walks away with, they can't do it. The next thing they could try is to sell it.
If there is a sale, Chris could take out a mortgage and pay Cole half of the sale price and buy the house. The upshot of it would be similar, as he would only have to buy half of it. But it makes agreeing on Cole's share of the money a little easier, since the house's value would be determined on the open market. But there would be the costs associated with preparing and listing a property.
Of course that also could be complicated. Mostly by Chris being ornery. For one thing, Chris could refuse to put the house up for sale, or do any cleaning or maintenance for the sale. Both parties have to agree to any sale. So if someone else comes in and offers $150,000, Chris could just say "nope, not interested".
Basically, if Chris owns half the house, he can live there, unless Cole gets a court to say otherwise. If they can't agree on either of those two options, Cole almost certainly could get that order. He owns an asset which he is unable to use or divest himself from because it is entangled with an asset that Chris owns. The court will force a sale to disentangle them. The main problem with that is that this is expensive. Not only are there the court costs, but the sale has to be managed from start to finish by someone the court appoints. This person is usually a lawyer, who is paid out of the proceeds of the sale before Chris and Cole get anything.
Basically, the more easily they agree, the larger the total pot is they splity. If one of them, probably Chris, is really ornery, there are recourses. But they are costly.
*this is based on my experience in a somewhat related situation in Canada. I am assuming that US/Virginia law operates somewhat similarly. A preliminary google search suggests my assumption is correct.