These are all great markets for cash flow and potential appreciation.

STR Owners and potential STR owners - Here's a little advice. 

However, I have enough equity in my first property to be able to potentially HELOC and use as a downpayment for another investment property.

Looking for some advice on potential tenants that want to rent our airbnb for 30/60 days. 

What you've listed as work is really nothing that a "regular" homeowner would do to their own home, even potentially at the same time. 

Poor Property Condition: Dilapidated buildings or signs of neglect indicate potential costly repairs and maintenance down the line.

It's been a cash cow that's appreciated nearly 500% but I feel like it's reached its maximum investment potential, at least for me.

I have heard that Detroit has a lot of potential right now.

I think overturning some of them will include getting some of the nearby lots to vote on it as there is a clause stating that that's allowed.The thing that scares me the most is regarding the stylistic stuff -- there's a clause stating -- "The homes shall be harmonious with and reflect the exterior design characteristics of these homes already erected on the property" and that combined with -- "it should be lawful for any peron or persons owning any real property situated in said tract, to prosecute an action or proceeding at law or in equity against a person or persons either to prevent him or them from violating these covenants or to recover damages for such violation"My RE lawyer friend said that its such a broad clause that it could potentially open you up to getting sued if a neighbor really wanted to depending on the stylistic choice of your home.

If you keep in Dad's name, just make sure that he does 1031 exchange out of any potential sale in the future if you don't want to write large checks to Uncle Sam.