I have been researching an upcoming foreclosure property, where the owners are involved in multiple lawsuits through their LLC. I had ordered a professional title search for the property - which for some reason has be...

The plaintiff is a roofing company with an unpaid lien (recorded in 2014) and thus foreclosed on the property ($15k judgement). 

I am not sure what you owe or what your market is like, but it seems that this would be a better option than dealing with the judgement.

Mortgages are two party Mortgagor and MortgageeTrust Deeds have three parties Trustor, trustee and beneficiary.Mortgages generally allow deficiency judgements, and ability to redeem for a period of time.  

I saw a posting stating "judgements for sale, pennies on the dollar" and I thought, could I help myself and the persons who have the judgements against them?

All portfolio loans are case-by-case basis and human judgement calls. 

I have a possible sub-2 deal that I might pull the trigger on but it has a couple of issues with back taxes and a judgement. does anyone know of a good real estate attorney in Colonial Heights VA that I could sit down an discuss these roadblocks and maybe handle the closing if it works out...

The lender may have rights to also get a judgement and come after the borrower for their losses AFTER foreclosure.

Im not saying that this would happen but I could see the court going in favor of this person or any for that matter if it is initially set up with an unrealistic timeframe.However, maybe a 2 year lease option would be more fitting.. you would have to be the one to make that judgement call based off the information you know.I wonder if the court would view him "updating" the flooring and cabinets as a potential "down payment" therefore giving him some form of ownership in the property.

John it's always a judgement call based on the current tenants including factors such as ones you've named.Prospective tenants want to a view an apartment in person, and it is very unlikely they will bother to apply for an apartment they cannot view.In this case I would definitely wait until they've moved out and it is in shape to show.