Take a look at the HOA and see if it changes every year, HOA price increases can factor in on your profits with respect to Condos

However, landlords must ensure that their late fee provisions are "reasonable" and do not violate the state's usury laws, which prohibit excessive interest rates and charges.Under Maryland law, commercial landlords are required to give tenants at least 45 days' notice before increasing rent or changing other lease terms, including late fees.

For example, could this potentially be a cash boom opportunity within the adjacent areas such as Kenosha and Mount Pleasant where one could buy low, sell high within a relatively short amount of time through appreciation, or would the presence of Microsoft increase cash flow in those areas?

These types of properties are easier to come by, often better priced, and can increase your overall rent for the property. 

Quote from @Michael Chalke: Unfortunately, Section 8 increases must be approved by HUD.

The seller dug out the basement to increase the ceiling height which required  underpinning.

  - Options- increase rates and make more cash/profit. 

But the insane tax increases in Jackson County, Missouri (Kansas City) were deemed illegal:"Missouri’s State Tax Commission ordered Jackson County to roll back its 2023 property tax assessments, which raised homeowners property assessments by an average of 30% and more than 100% in some cases.

If it is less than 3 you are doing it wrong.Also, you should think about doing a light renovation and increasing rents.

To me that expense would negate the increased profits of STR, which is the whole point of STR.