I'm a first time Mom, but I've done a pile of research for my particular needs and I'm going with a 'bells and whistles' stroller called 'Stokke'.
I live in San Francisco, do not own a car and walk everywhere. I take the trains for transit and like to eat at restaurants that do not necessarily have baby seats. So the features of being able to raise the seat up to my level (I'm tall - so this should be a back saver) and use it as a baby seat when eating out would be great. I also like that you can use it from newborn (even though I'm not getting the bassinet) to about 3-4 years old. The up and down stair feature is also pretty handy and I think I'll use it a lot.
I've heard it's fairly large for car trunks, but that's not a concern I have.
i've heard great things about this stroller (i'd hope so with the price tag). can't vouch for it personally, but i can vouch for the stokke brand. we used their tripp trapp high chair with dd for over two years and LOVED it. will definitely be using it again.