I was looking at the same thing a month ago. I went with the Cub Cadet w/ Bagger. Cost me $2,100.00 (approx) out the door.
18.5 hp and a 42 inch deck.
If Had the $$$ I would go with the Simplicity. All my neighbors except for one has a John Deere. The other guy has the Simplicity. I drove most of them. The Simplicity cut the BEST.... hands down!!!!! Now I am the only one with the Cub Cadet cant justify spending $4-5000 on a tractor. No problems yet with the tractor...cut the grass 3x already. I cut 1.5 acres.
My .02
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