I will most likely purchase #1 for a few reasons. However, it requires an initial outlay of $1000 more than #3, which is my second choice.
#1 includes some things that I can sell, like a heated Corbin Seat and a Sargent Seat which I don't need. That will bring the price down by $700 or thereabouts.
That makes me wonder about why it has traded hands three times?
#3 is the second owner who bought the bike from his next door neighbor for financial reasons. But the new owner doesn't ride it much at all. It has new tires on it and the very low 10200 miles does appeal to me.
if I were to purchase #3 I could paint my current silver top box black to match. But that would add $100-$200 to cost.
If I buy #1, I could sell my current top box separate from from my ST and gain $300-$500
So, #1 may make financial sense even with the initial $1000 overage outlay.
As with many other threads here, as time and responses pile up the story becomes more and more detailed. As presented in the OP's recent response, the prices for the three bikes are not the same. From my POV, having to sell extra seats, top boxes, whatever, is a bit of a pain, takes time, and is just one more chore. And, I would be tempted to try out for comparison purposes all the different seats and maybe not sell one or more - or even present them to a friend for nothing or next to nothing. The best laid plans.....
Also, from my POV, a fly and ride adds significantly to the cost and worry how the bike will perform on the ride home. I would be more inclined to drive and trail the bike home, which would still be a significant cost if the drive took more than a day each way. A friend recently drove 6 or 7 hours, looked over two bikes and rode one home (riding and driving was split w/ his son). This led to an 18 hour day - something I would plan to avoid.
When considering a bike more than a few years old, maintenance records and appearance would be important to me, cost less so, and mileage (now that I am more familiar with ST's) less so, especially if they are within shooting distance of each other (i.e. not differing by significant amounts).
But, everybody is different. I have a friend who is always wheeling and dealing, buying and selling stuff - he really enjoys it. I look at it as a bit of a hassle. He, no doubt, would have a different ordering of priorities were he looking at these bikes.