My partner and I are fresh into the real estate investment market and want to learn as much as possible.

If not I would be paying market prices.

I've noticed in my area that houses that have been converted into 2 units tend to sit on the market for much longer and sell for much less than traditional single family houses with similar sqft and finishes.

With the season in Sarasota County considered November - April, what is the best way to market the property as a Medium Term Rental (at least 30 days)? 

It is still advisable to see what is on the local market and see what is selling as you develop your plan to renovate a property. 

I had a new tenant movie in about a month and a half ago.

Let me know if you are interested in out-of-state investing in the Memphis, TN market!

Every market is different, but for the long term assumptions.

You paid the market price and own the liability.

Let’s say you own a land lot worth in the market only $20k, but because land prices are all over the board, you have a legit appraisal at $50k.