I have a tractor and a skid steer I have a small deere it's a 2720 and use my tractor a lot. I like my tractor because it's easy to move and leaves virtually no turf damage. I have a backhoe pallet forks a York rake a box blade and a sweeper aerator and over seeder and on occasion barrow a buddy's 72" Harley rake. I would start with a tractor due to price the fact you can haul it on your mowing trailer and the versitality the attachments give you.
And I do use my tractor for snow I put a pull box and a small pusher and a removable cab and use it in a condo to plow 60 driveways and it works great.