I've never heard of a Canadian Windsor engine, but he may be misnaming the Canadian Curtiss/Wright, which would make it an ST400R from 1969 or 70. If that's the case, it's a first-generation machine with a Baker/Hill transmission: either a 6000 or 7000. To be worth $1000, it would have to be in pretty good shape.
Isn't Canadian Windsor a Whiskey?
Stuck in the seventies- not in the swamp.
(6) Attex, a Hustler, a Super Swamp Fox, (2) Tricarts, (3) Tri-sports, a Sno-co trike, 3 Dunecycles, and a Starcraft! ...so far