Look in neighboring suburbs and that number probably jumps to 100+ opportunities in a slow 6 month period (fall-winter), so I think there is definitely cause for hope for this spring.

In Chicago, where I am buying, it is not uncommon to see expenses run a bit higher (closer to 55%) due to boiler heat, cold winters, flat roofs, etc. 

.- This may come as a surprise to her since her rent has stayed the same for 5 years and I would essentially be asking her to cough up almost $800 around the holidays which may seem insensitive.- Her rent is at least $150 below market.

His lease is thru 7/31/19 and we’re approaching the dead of winter.

The court date will be 21 days from the date of filing (excluding weekends and holidays), and the constable will deliver the official eviction notice to the tenants door. 

(Actual date varies slightly based on office being close due to weekends & holidays.)Biggest thing is to have 1 policy & stick to it.

I have tenants in that property so it wont sell for a few months, but I want to buy during the winter while prices are depressed. 

@Marc Winter Thank you for the tips on the window exit.

I would run the vacancy rate closer to 10%, especially trying to rent out in the winter months.

It's still rented but the family member has been sober for a year and isn't hindering my attempts to sell it.I intend to drop the price another 20k after the holidays.