B.M.
Hi A.,
I just bought the Joovy Caboose last week. I got it off of Craigslist for $80 and it's in really good shape. I absolutely love it. Pros: It's not much bigger than a regular stroller, really easy to manuever, folds up compactly, push handle is slightly taller than most strollers (so my tall DH is more comfortable pushing it), and is a perfect accessory to a growing family whose needs are always changing.
Cons: A little heavier than single strollers (but probably much lighter than double strollers and the newer ultralight is even lighter but more $$$), if the front seat is reclined then it doesn't leave much room for your toddler to sit comfortably but they can still stand and ride with no problem, no parent tray on push bar but you can buy one separately and I just discovered mesh pockets on the back of the front seat so I just toss my phone/keys in there for now, also it has a small and kind of hard to reach basket underneath but it's really not that big of a deal.
I always feel bad for those moms trying to get that side by side or double stroller through the aisles at stores, the Joovy just glides on through :o) I won't be able to test out the infant seat accesory until April so no advice on that yet but I am completely impressed with what I've seen so far.
I know the Joovy website offers free shipping but I really recommend finding a gently used one for half the price.
Congrats on baby #3!