Disclaimer: My experience is severely limited to just my house purchase, someone like Justin who has more experience in real estate trumps this. How confident are you in the home inspection? When I got my home inspected, I went off a friend's recommendation and not my realtor. The guy ended up missing a bunch of stuff, like a leak in my guest bedroom window which was exiting above the garage (when the garage door is raised, it covers the whole thing), old roof that ended up being replaced after the 2007 windstorm, stuff like that. My point is if the roof is in need of repair, how confident are you that that's the extent of the wear and tear on the house? It sounds like you're emotionally invested in the house at this point, and you're being pushed into an arrangement that you're not comfortable with which doesn't usually end well.