The estate manager and family members are wanting the maximum profit and are willing to wait up to a year or more to sell each house individually. 

But pls note, they usually look for more bedrooms so that can make some profit and you may need to do some house modifications to align with their interests as well as to make it ALF compliant. 

I would also consider the profit I could get today and where I would be able to invest it afterwards.

For example, mine $150 a door for net profit.

If they don’t vacate, give it maybe a week and start the eviction process.If you’re feeling generous you can give them some numbers or website for some shelters or non profits, but beyond that there’s not much you can do.Only other thing is maybe give them their deposit back, but if they owe you rent, I wouldn’t do that.Good luck

Another issue, are buy and hold investors really going to pay enough to make a flip profitable?      

The profit margins on the flips aren't as high as when I had the employees but my liability is way less.

That way, you can understand if yours is a seller's market and predict fluctuations in order to adjust your timing when listing your property (spoiler alert: we can't really predict the future, but we can certainly identify trends and be more prepared than others);2) Consider potential uses: Depending on the demand in your area, converting a 4-family into a 2-family or single family home before selling might translate into higher and more profitable offers.

Then if you don’t like it, you can sell the house and keep the profit....however, if you do like it, then you’ll have more than enough when you sell the home or refinance it with the bank to invest in your next property!

Those capex eat away at the profit quick.