Here's the run-down:
The first stroller I purchased was the huge "travel system" variety that comes with a carrier car seat. It is the only stroller I purchased new, but I ordered it on clearance for $100 including the car seat.
We also have two umbrella strollers, both purchased at garage sales for a total of $5.
Last summer I purchased the Combi side-by-side double on craigslist for $80. I love this stroller because it is light-weight and small for a double stroller. But Brett is going through a hitting phase, and he likes to pick on Lydia. And Reggie doesn't like anything that involves not being held, so the Combi is currently in the rafters.
Early this summer, we purchased a double bike trailer/stroller off craigslist for $65. It is also in the rafters : ).
It was apparent that we needed a tandem stroller that seated 3. Shopping for a triple stroller was tricky because there isn't enough of a market for them for stores to have them in stock for you to test drive. We also are not planning to replace our car any time soon and there is no such thing as a small triple stroller. We decided on the Joovy Big Caboose if we could get it in our car. It has two regular size "stadium" seats that face forward, and then in the back there is a bench seat for your toddler to sit, or has the option to stand.

It retails new for $376, and I was thrilled to find one on craigslist for $150. I told the lady if we can get it in the car, I'll buy it, and we figured out a way to get it in! It is not exactly easy to maneuver, but it gives me the freedom to get out and about on my own.
That's $400 that we've invested in strollers. Not bad, considering we could have spent that on just one.
My two sentence review of the book is this: It has been criticized for making it sound too much like the child needed a family and we were SO gracious to give him one. I get that, but my one year old loves the pictures and can't read yet, so I change some of the wording.