I had a similar problem with about 10 acres, approximately 1/4 acre of which is sort of flat and the rest cut up and rough. JWR’s and other’s chain suggestion is probably the most cost effective solution. I went with a hydraulic top link hooked to a rear remote with float function. I can, and do, flip it up to cross the creeks or load it on the trailer, put it in float when mowing to follow ground contour, take it out of float to raise over obstacles, all very quickly without leaving the seat or stopping. I’m aware that’s not a cheap solution but it’s a really sweet setup.
It’s also very nice for grading work to have hydraulic top and side link so it’s not strictly for mowing. At times, floating the side link is better for some grading operations which can be done by swapping the remote connections.