Generally an Ironhead Sportster is worth more in Sentimental Value than it is every worth in Resale Value. You can easily spend $10,000 repairing, upgrading, and maintaining. They seldom bring more than $4,000 when you sell them. 2,000 to 3,000 is most likely for a running Iron Head. But they are a labor of love... I really like spending time tinkering, taking it for a short ride with a screwdriver in my pocket so I can tweek the carb, etc.
This.
IMHO, two options.
1. Sell it for 2000
2. Chop it up and make it a cool ass bobber.