I don't think the Stratoliner S has changed at all. I have an 06 with 40,000 miles, I average ten to twelve k miles a year. I love the bike. Have had zero problems. Balance is good, weight is low. But can't compare with a sport bike. It is a different ride. The rhythm of the V Twin is part of the ride. Vibration is less than older v twins, but you are still aware of it. Top end noise is louder than smaller bikes and bikes with smaller cylinders like four or six cylinders. I like it, I feel like I belong there and the sound and feel gives a feel of power, even if it can't touch your sport bike. It does handle as good as any cruiser better than some. Same with the power. Different than your sport bike the torque comes on early and RPM run out about 5k. Most put on loud pipes, I like the gentle rumble of the stock pipes, but may give in yet.
Its not a cheap bike, but $2k off may not be as good of a deal as you could find on an 07. Search E Bay you will find some bikes much cheaper. Although it may not be fair to compare your dealer price with that. I would buy the Stratoliner but I would shop around. Set E Bay to list in order of distance closest first and you may find a dealer close. I see some for $12k not sure if these are real deals. You will loose $4k on any bike when you ride it off the lot so buy a Stratoliner but look around.