I'm looking at a property that is in an HOA that does not allow short-term rentals but wondering if there's like structure I can utilize in order to buy the property and rent it. 

Would you lend your own money to someone that is planning to buy an investment property, but has no experience managing one?

I'm in a position where I can using leverage over and over to buy more properties.There would be cash flow in my area because the properties are not expensive however they do not appreciate much and the cities around me are dying and not growing.What would be the risks of using leverage to buy an extensive portfolio?

Our niche is sourcing off-market deals for developers we work with that buy them and build new construction on them.

So you can buy a smaller replacement property but your basis remains what it is today.

Turnkey buy and hold with long term renters is the best way to get your foot in the door with RE investing.

I’m buying a primary home and all lenders pushing the 10 year fixed loan (variable after 10 years).

Welcome to BP - think you are definitely starting in the right place - house hack duplex to start the real estate investing journey should be a solid bet - don't need a huge amount of capital either if you buy smart

Recommendations for who to buy from? 

Your property appeals to neither a growing family (too small) or the young professional still seeking fun (not within walking).Here is the MILLION DOLLAR question:   If you were buying an investment property, would this be one you would buy.