Do you know which engine it has and can you get access to the weight capacities? (See below).
We have several friends who either currently own or have recently owned Windsors. Two of the coaches were used by fulltimers and the other part time. The folks were all pleased with their coaches.
Here's a checklist from our library for buying a used motorhome.
Towing should not be an issue; We tow a Suburban with our Monaco Camelot, although the coach is lighter than the Windsor. Our friends tow/towed Jeeps or vans with their Windsors. How heavy is the trailer you plan to tow?
Here are the calculations for our Camelot; You should substitute the respective weights of the Windsor and your trailer to confirm that the combination is within allowable limits.