Timothy -- sorry to hear about your situation. 

That's why I stress the importance of building a relationship first.

If a house flipper gets in a situation where the flip becomes too much and needs to liquidate, generally the only way out is to lose money and learn a valuable lesson. 

(cost of repair is about a month’s rent).Besides a none renewal of lease which only a few months away, any recommendation on what to do next or another strategy to address the situation would be greatly appreciated.

Discuss your current situation and the appreciation your property has experienced.

I'm curious how other landlords have handled a situation like this in the past? 

I’m also very curious to learn about how you approach the lease situation when you are renting out to students?

People's debt, tax rates and situations vary greatly. 

There are a few things you need to look at and take into account.Everyone's financial situation, risk of appetite and goals are different.

I am in this situation that end of 18 months will be October 1st, is that good time frame for renting market?