A new tractor is like a new wife. You never know what grief the new one is going to give you a year later. I would keep what you have and enjoy it. I assume that it is paid for and why add debt to your life now that you are closer to being headed into your retirement years?
Been retired for 6 yrs now. Tractor was fully paid for when bought....so never any debt on it. I wouldn't ever get rid of this one, but might purchase something between this size (compact tractor) and the JD.
I've really only used this one to get to certain areas on my property where a larger tractor won't fit (easily). But it is quite limited in what it will 'lift' with the FEL and I am entertaining the idea of getting a tractor in the 50 hp range and add a grapple.
So this post is partly serious (get a somewhat larger tractor and use this one a bit less) and partly in jest (since I haven't used it much per year to begin with). I have at times used it to do things it wasn't built for, but (so far) haven't broken anything on it.
Since I have more time to devote to the property (being retired) I find a need for something *midsize* to fill the gap between the Kubota Compact L2350DT and the larger JD. Something that would handle a grapple and have better lifting capability is sort of what I am thinking of.
Of course any new tractor (new or new to me) would be a Kubota....I am sold on them for sure.