Myself and a mate had a look at starting a Chipmunk syndicate recently. We have postponed the idea for varous reasons. But our impression of the aircraft on the market were that they either had high engine hours or outstanding TNSs and/or needed a recover. Chipmunk ownership was not going to be cheap.
Shame really, we both have experience of the Chippy in the military and love the thing. It's the nicest handling light aircraft ever built. However, we are going to look at other aircraft as well when our fortunes change.