HST have their advantages. They decouple the PTO speed from the ground speed of the tractor. You can run the engine at rated PTO speed and vary the tractor speed as conditions change without declutching. Are HST a requirement? No, not at all.
I have a Cub Cadet 147 (30+ year old lawn and garden tractor) with HST. I wouldn't have bought it with a gear transmission. With the small amount of power and torque available, any gear would be the wrong gear real soon. I'm constantly changing speeds while mowing, tilling and especially snowblowing with it. I've also used the HST instead of brakes for 20 years

I've never put a cent into that transmission except a single fluid and filter change in the 20 years I've owned it.
My JD 870 has a gear transmission. while I haven't had it long enough to be fully experienced, I would say that an HST would be gilding a lily. The nine forward and three reverse speeds and synchronized gears have matched up to everything I've asked the tractor to do. Tractors with 12F/12R speeds should do even better. I think that having proportionally more power and torque dedicated to the implement allows the same gear to be useful over a wider range of conditions.
As for your PTO horsepower requirement, take a look at the implements you are going to be using. Many are not horsepower limited, instead they are traction limited. Once you start spinning your wheels you're done.
Horsepower limited implements (tillers, snowblowers, rotary cutters, generators, chippers etc) really define how much PTO horsepower your tractor should have. You can go quite a long way down that list with 25-35 PTO horsepower. If your PTO HP rating is enough to power all of the required implements at a width that covers your wheel tracks, then you probably have enough.
Can't help you with a dealer recommendation, but I guess you can forget about snowblower advice
Matthew