All:
Thank you for the great advice, looks like a good group on this forum.
My terrain is varied, my yard is flat to a 13% grade, some rocks, tree stumps, and pretty dense woods. I will be riding along the CT River which is silty sand, few rocks, pretty thick woods, rutty and wet, also in Maine the riding will be mostly rutty old logging roads and rocks as big as houses.
I looked at a bunch of machines and drove many in the last week. I expanded to look at the Kawasaki as well, really like the 650.
I ran into what I think is a good deal, 2005 Polaris Sportsman 500 H.O. with a winch and back box thingy for $4,000 in my truck. Tough to pass up.
I had my heart set on a Kawasaki Brute Force 650 with IRS but that was pushing over $7,000, used in the mid $5's. I also liked the Honda's but couldn't get into one less than $6,500 and the used ones really hold their value. I LOVED the Yamaha but again in the mid $6's. None of these prices include winches which look like may add a good $500 to the price.
Hopefully I am not taking too much risk jumping in at $4,000 after a couple years I will probably be able to sell it for a good price once I know more if I need to.
I will let you guys know when I get the machine and report on my thoughts after a couple days of riding.