She's not a bad looking D69U, it may have been reasonably well cared for, some things point that, original tools, often lost, my point is it may not have been in a contractors hands and put to hard use since day one. But, thats speculation,
That right track does have some sag, pads are covered in mud or I can't see the grouser bars, but if there is that much sag, and no adjustment left, you will need to do some undercarriage work, if so I'd stay around scrap price, if not and its in good enough condition to use, I can't say thats an unreasonable price. That tractor should be 12+ ton, maybe more with the S blade and that winch, I'd like to see closer shot of the winch, it looks like a Caterpillar Cable Control Unit, I thought Hyster's were embossed with the name Hyster on the sides, maybe I am wrong. If its a CCU, it is not a winch, the line speed is too fast and not suited for a towing winch, its for controlling and operating cable controlled equipment such as a cable operated dozer kit, or a tow behind scraper or other similar equipment, so depending on what you intend to do with it, that could be a nice set up if you could find said equipment to go with it, the weight of it may balance the tractor better too. You will want to check it thoroughly, I really enjoy seeing these old caterpillars, especially when they can be repaired for use on a farm for part time work or to have as needed for use on ones land.
Do realize that final drive work does require special tooling to disassemble, parts can be costly so it would also be prudent to insure its mechanically sound,hopefully it is !