[RACER X #99]

I don't think Windsor heads will work on a Cleveland Block the Cleveland has a deck height of 9.2 and the Windsor is 9.5 however aftermarket heads are available for the Cleveland from Ford Motorsports with the Yates head and also Brodix makes a Cleveland style head. They're may be others.
For all out performance the Cleveland style aftermarket head outperforms the Windsor aftermarket head.
If your building from scratch start with a Windsor block(much better oiling system) The Windsor Block with Cleveland style heads is what is used in Nascar.

RD