If Oak Park allows STRs, leveraging that history could make the property stand out.That said, unless the home has been preserved as a landmark or has unique historical features, the value boost may be more about novelty than a significant price increase.

I figured this could possibly put me in a good position for a cash-out refinance when I’m ready to move on to a second property.If I stick within my budget, Philadelphia seems to offer the most housing availability, but I’m concerned about most houses available being in rougher neighborhoods.

Somewhere long before 10 years, the higher cost market is likely to have the better cash flow and that will in general increase each subsequent year. 

I’m new here and just starting my real estate investing journey this year.I live in NY but am looking to purchase multi-unit properties (4+ units) in a growing market outside of the state.Here are a few concerns I’m working through:As a newbie, is it a good idea to buy a property out of state?

I don't remember the exact cost when I did it but I remember thinking it was cheaper than expected.I didn't see a comment mentioning that you should just include utilities in the rent and increase it based off that so I'll be that guy.

What are your concerns?

They push their offer without listening to the seller’s story, concerns, or goals.

@Greg ReeseMost small investors will benefit by having the LLC created in the state where the property is located at.Creating an LLC in a state like Nevada, Delaware, Wyoming may be better for the big players if items such as charging orders, business friendly case law, anonymity are important to you.However, be mindful that setting up LLC's in those states will add to your costs as you may have increased annual fees for annual LLC fees + registered agent fees.

That was exactly my concern.

I am just a guy who tends to give illegal advice, I guess.And finally, folks need to be aware that while many travelers pick the nomadic lifestyle for some of the awesome reasons: travel, excitement, variety, some pick it to try and increase their income to a level where they can earn their way out of terrible financial situations or decision making.