I’ve been considering this for a long time.

Since the number of sales is so low and owners hold on as long as they can it will take a major market shift to start seeing comparables with the ADU variable. 

. - I moved to Cincinnati ~2 years ago for work so I don’t know what areas of Cincinnati are relatively safe and would be ideal for renting out in the future because ideally I would want to keep this property long term and use it as a rental property.Any suggestions would be amazing.

We would likely look to rent out Long term or Mid term.

So I think pivoting can be the right move.Florida is a very pricey market, I looked at a few markets around T.B.  80k will not stretch a long way in those markets and I near that the permitting process can be a nightmare. 

A DSCR loan, which stands for Debt Service Coverage Ratio loan, is a long-term loan that uses rental income to qualify instead of DTI (Debt-to-Income ratio).

@JD Martin a long time voice of reason seems to say at least 75% empty.So either you ask for an extension or cancel the deal as I doubt a reasonable seller would take their property off the market that long. 

Long term focus is what will make this so so worth it. 

Given your situation and concerns, here's a breakdown of considerations and advice:Pros of Renting Out Current Home and Buying a New Primary Home:Living Condition Upgrade: Moving to a larger, newer home with boutique features can improve your living space.Rental Market: West Town in Chicago generally has a strong rental market, which could provide good rental income from your current home.Portfolio Diversification: Adding another property to your real estate portfolio can enhance diversification and potentially increase long-term wealth through property appreciation and rental income.Cons and Concerns:Interest Rate: The current interest rate of 7% on a new mortgage is high, and there's uncertainty about future rate decreases.

I'm leaning towards long-term rentals (LTR) but am also eager to dive into fix-and-flip projects to generate quick capital.I'm deeply committed to achieving financial freedom through passive income, and I believe real estate is the perfect avenue to reach this goal.