How to tell when you'd be in over your head?

There is a house for sale a few doors down. We've had our eye on the house because 1) we're suckers for houses that look like they need love and 2)It has lot that's double the size of ours.

This house has a lovely double tombstone door and it looks inviting enough from across the street.


But when you notice plants growing up and out the side

The sagging porches

with the bees flying from a hole in the siding


The snow fence left over from the garage/barn that imploded last winter during a heavy snowstorm

It makes you think twice.

The yard, currently overgrown and not level, has potential. I hate to say the house is a knock-down but I highly doubt there would be much worth saving, since I know there is at least 1 window that's been busted for over 3 years and its been a rental for more than 5 years.

I am waiting for a return call from the realtor, hoping a tour will push me off the fence. I'm just not sure which side of the fence I'll be happy to land on!