Think about all the baling done with old John deere A's B's 60's and 70's. You can do it. Take your time. I bale with a 125 hp tractor or a 75 hp tractor. I have a John Deere 346 baler and a New Holland 850 round baler. Definitely watch equipment run before you buy! If it's a baler then watch it bale. Walk away if it misses 5+ bales every 50 bales. Sign of worn parts, out of time, ect... Too many headaches unless you love working on equipment and you can get it super cheap. And by super cheap I mean under $200. As for a rake, a decent bar rake will do for you. Paint on them doesn't mean anything if it has good tires, all the teeth, and a strong gear case. A mower is gonna be a hard one, as much as I would say to stay away from a sickle bar, I think it is gonna be the only option for your size of tractor. Get a newer one and make sure it has been upkept. Sharp sickles and guards, good unweathered belts, and watch it run. Make sure they didn't do something stupid like weld a pipe in for the pitman arm instead of the wood one. All in all I see $2500 in equipment for you to start. $500 sickle mower, $1000 in a bar rake, and $1000 in a decent baler. I'm assuming you have some sort of utility trailer to pick up and and transport the bales to the barn. I would not pull a rack behind the baler with that small of a tractor. Not until you get a 40hp+ tractor. After you start baling you will want a bigger tractor even though you can do it with your little tractor. Take your time, slow and steady win the race. And most importantly have fun!