Mine has a 32' deck and is plenty long and is a low deck. I've put plenty of miles on it doing just what you are looking at. Yes it drags at times, but not a big deal, I've even drug it on really tight banked turns on highways. I've owned a deck over and will never go down that rabbit hole again, I'll just drive over the fenders if needed. I won't spend the dollars on a 102 wide with drive over fenders, edges of tires hanging off is not an issue and it just makes the trailer heavier.
When trailer shopping keep in mind to be aware of where the axles are placed. For some reason a lot of manufacturers put the axle the same distance from the back of the trailer whether the trailer is 24' long or 40' long. Its impossible to get the weight balanced where it doesn't beat up the tow unit (and you...) and doesn't over weight the rear axle on the tow unit, an important consideration with a single wheel truck. I've found that with the front edge of back vehicle sitting even center point of the axles and the front one a close enough in front of that to be easy to tie down works very well regardless of the length of trailer. I need to write the "towing" article I've been gathering information for a few years.
Here's how I traveled back from Hot Springs (different bronco but same configuration) trailer is 20'. Single wheel trucks need to be careful about the tongue weight, truck scales are your friend. This pic is 6700# most 250's are rated at 6000 and the stock tires are either 6080 or 6480 for the pair. The price of stopping at the scale and making adjustments if needed is far cheaper than replacing the tire and all the crap it destroys when it comes apart from being over loaded. Just some food for thought
And just for giggles, when your ready to buy give me a call, we may play lets make deal