Hi Kyle
Don't waste your money on hand planes

they are neat to have and show off to others ,Hi " I'm a woodworker" but it's one of the items that you will NOT use most of the time...
I know you said you have a SMALL shop,,,I will say this one more time, a RAS ,they have a small foot print ,you can use them on top of a work bench, they will do the same job as miter saw,table saw plus all the other jobs you will need to do,,I'm almost sure you will need to rip stock down to size and to cut up plywood/MDF,etc. stock from time to time...
Pickup a 100.oo dollar router combo set from Sears and a good used RAS and you will be set to do most of what you want, then if you pickup a bench top belt sand you will set...plus a hand jig saw to cut the round stuff out...
So to say if you put out about 400.oo dolllars you will have your shop setup..
Then we come to saw blades and router bits (cutting tools) they will eat you up alive..and then you will need to be smart shopper to keep the rest of your 1000.oo dollars..
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