Multilevel like a 2nd floor or basement desired?

Is this area considered desirable, given its location between Milwaukee and Chicago, and proximity to Lake Geneva?

Although SWOT is typically used for analyzing a company's position, it is also effective for analyzing opportunities.Below is my SWOT analysis of mid-term rentals.StrengthsWe can find properties in highly desirable communities with HOAsbecause MTRs require a minimum 30-day rental period.

Very humble, hardworking, blue-collar family and they happen to grow up in a part of California that is highly desirable now.

Vacation rentals earn more money but require more hands-on management.

It is ideal in highly desirable city limits such as Tampa or a place like Austin Tx where people need something affordable and safe but want to centrally located.

Kris now has a strong desire to teach other people how to become financially free through win-wins in real estate.

@Marcus Auerbach I have seen marketed a closed-cell padding for basements desired to reject moisture associated with that space.

It depends on how much tax you owe, your assumptions about DST total returns and your assumptions on how much you can earn away for the DST market after you cash out. 

You should try out the BiggerPockets calculators -- that will help you understand more objectively what type of returns you'll earn.