The Catalina 25 was near the top of the list for us when we were looking for a bigger boat (first boat was an 18 ft Renken sloop daysailer). Ended up getting an S2 7.9 due to easier trailering (sits lower, lifting daggerboard keel rather than swing or fixed) and its a faster boat, but the Catalina definitely has a nicer interior. There are a couple of Catalina 25s for sale here in Indianapolis that we were considering, both with trailers and outboards for less than $10k asking. Great people at Sailboats Indiana (although these boats aren't owned by them, just acting as a brokerage).
Sailboats Inc | Pre-Owned Sailboats