Sam
You would probably need to sell the car without a title. If the interested buyer is only paying $1500 to $2000 then I would see if the car can be sold without a title, with a good bill of sale. With the title flawed like you describe, the way to go is a bonded title.
Every state has a bonded title process. I am currently getting a bonded title for my 1992 Mercedes. Like you, I bought from a dealer in Indiana that "promised" a mechanics lien title. I am trusting so I bought the car, had my transporter bring it to me here in Iowa and waited. And waited. I won't bore you with the details but I then accessed the Bonded Title application on line, printed, completed, and took 4 photos of my car including VIN, then sent it into the address provided.
The State DOT (DMV in some states, other names) sent me an email with the Bond. A Bonded title is a title backed by a Surety Bond. The Surety Bond just guarantees that in the event that a 3rd party comes forward and claims title to your car, and the state agrees (very unlikely and usually because the car was stolen and the 3rd party can provide proof) - then the Bond indemnifies the 3rd party according to a pre determined value.
So, step 2, I took the Bond and cover letter to my Personal Lines Insurance Agent and they processed it. The charge was $135.00 in my case. My Mercedes was valued for bond purposes at $9000. There might be a minimum for you, not sure.
The insurance company sends the completed, signed and notarized bond and Power of Attorney if applicable to YOU. YOU then send that into the state (again DMV / DOT) at a provided address.
In Iowa, a state trooper (state police) comes and inspects the vehicle. They are looking for signs of VIN tampering or safety issues. In your case, it won't take long. then they give you a form showing approval, and you take that to the drivers office for a title and plates.
So far, I have about 8 weeks invested in the process. I am waiting on the state police to come look at my car, provide the approval form, then I go get my title. Total maybe 9 weeks.
This might seem like a long time, but it is just my personal experience as I am in the middle of it. Also, it might seem like a long time but in due respect, this should have been handled in the past 10 years and was not.
So - sell as Bill of Sale only, get a Bonded Title, or go with one of the expensive kinda' shady title services.
Consider this, even if you find the title, if it is dated, it could get real uncomfortable at the DMV office. they might want yearly registration fees for all those years, depending on the state.
If you knew the previous owner, which you don't, they could get a duplicate title in their state and then provide you that duplicate title, signed and you could hand that to the new owner since it never went into your name. It's a straight transfer.