We have a similar setup - dealer trade in with about 30 hours, $7,000. I mow about 3 acres , >200 established trees, a number of significant hills, JD knuckle breaker, chains in the fall, winter and spring. The JD knockoff bagger cart in conjunction with high lift blades picks up everything but acorns. My trails are still too rough, so I use the Kubota with the brush mower for our mile of trails.
Tons of attachments
Easy maintenance
replacement parts are well stocked
$2.75 JD cup holder works great on the left fender.