Second the Scot
As you can tell from my avatar, I own a Scot, and highly recommend it for what you describe. Finding one for $2500 is doable, but won't be easy ... be prepared to do some work on it. Scots hold their value well, though, so it's not unusual to sell for as much or a little more than you pay. Visit fssa.com and take a look at the used boat listings.
The Scot and trailer weigh about 1250 pounds all up, a little less if you get one with an aluminum trailer. I tow mine easily (short distances) with my 6-cyl Accord. My Scot fits in my conventional two-car garage diagonally, with about a foot to spare. I keep my mast pulleyed up to the ceiling, also diagonally.
See the movie at flyingscot.com ... the boat fits your requirements beautifully.
Drop me a note offline if you have any questions.