UPDATE-So we listed the house for sale in November and we just went under contract Xmas eve. 

Is it really worth messing with them at 11pm, 2 am, 4pm on Christmas Eve? 

I trust you had a wonderful New Year's Eve and thoroughly enjoying their New years Day.

Airy and eve rarer in the area around Allens Lane.Outside of Center City, Chestnut Hill is the most expensive neighborhood in the Northwest section of the city. 

But some only want the 23rd and 24th- others don't want christmas eve..

You might want to also check out this meetup: http://www.meetup.com/Westchester-REIA-Network/eve...

😂 there was a showing on 12/30, and they signed the lease on New Year's Eve!

(Lehman Brothers was the first major domino to fall in the 08/09 crash for those who don't know) So, I don't want to be holding ANY real estate that isn't intended as a buy and hold holding.Also, as another very experienced broker pointed out to me once, yes here in WI and any cold winter area we have a noticeable dip in sales volume during the winter months and yes, having an open house on Christmas Eve or Day isn't the smartest use of your time, BUT by no means do sales in our local mls drop 90% or close to that during winter AND as this broker pointed out, there's also a corresponding DROP IN INVENTORY during those months and if you're transferred into town or have some other reason to move soon while its cold, you're still just as motivated to buy in January as you would be in June. 

What steps would i need to take as far as due diligence to figure out if the deal is eve worth it?

Have an ownership mentality (they feel they own the building they manage to the point that they're willing to work weekends or Christmas Eve if needed)and most important...6.