I'm going to answer the OP's initial question and not give martial advice.
Martial advice is best reserved for those shows some of the posters watch on daytime TV but never talk about ("The View", "Oprah", "Dr. Phil").
1. I live in a neighborhood with a strong HOA. Don't always agree with what the HOA does and why they do it but my property values have remained strong through the years. We don't have rusted cars parked on front lawns, the streets are well maintained and we don't have anyone doing anything really stupid next door to me.
2. I have a garage off site of my house. It is located about a mile away. I've got the usualy concerns about it being far away (theft, distance, etc.).
3. Would I want my off site garage (with my welding machine, grinder, air impact wrench in the garage at my house. Yes.
3A. Would I want my neighbor to have a shop like mine at his house - no.
I like my neighbor just fine but sometimes on a Sunday morning I don't want to hear the arcing of welder or the noise of an impact wrench. I also don't want to see a car up on a lift that has been sitting there for a month (I have one of these at my shop).
4. In an ideal world, I'd have a huge shop that I could ride to on my 4 wheeler from my house. There would be a nice paved pathway I could ride on but there would also be a whole bunch of open land that I would ride the 4 wheeler on if the weather was nice.
The shop would be stocked with all American COO tools (lots of Snap On beause from what I read on this site, none of my tools are worthy of even being moved to my ideal shop.
The shop would have wireless internet, cable TV, and a cleaning person who would follow me around and put all my stuff away.
The cleaning person would not speak to me unless I spoke to him or her. This cleaning person would be able to teach me all the tricks of the trade that I think I know but really don't. I'd like to know how to tune a carb better and I'd also like to know how to turn metal on the lathe I'd like to buy.
The cleaning person would also make sure that at the end of each day my ideal shop would look like Jack Olsen's shop looks in all his photos.
In the ideal world, the view from my shop would be overlooking the Rocky Mountains and there would be a lake fed stream out back with Brown trout swimming in it. It would also have a moat with a drawbridge so when I wanted to be alone, I could raise the bridge and no one would come bother me but it would also have a couple of Lazy Boys in it with a good view of the Jumbotron TV so I could sit with my son and watch the ball games.
5. If I win the Powerball this Wednesday, I'll post pics of my new shop as soon as I'm done with the tax lawyers to figure out how to keep the millions I'm counting on winning. I'm also going to hire Jack to come help me make my shop look really pretty like his does. For you Snap On dealers who are on the Board, I'll PM you as soon as the check clears. You might not be in my area but for what I'm going to spend, it will be worth it to drive over.
BUT . . . until the Powerball check clears . . .
I'm going to keep living with the HOA because while I love my shop, I love not living next to someone else's shop. Not saying it is a bad thing to live next to a shop, it is just not what I choose. I cringe when I pay my HOA dues each year but at the same time like it when I pull into the hood and the grass is cut, the flowers look nice and my property value has doubled in the time I've owned the house. HOA's have a place for some folks and others they do not.