buy two less expensive homes or one more expensive?

[Gary Love]

My apologies in advance if this has been asked and I'm sure it has. I was wondering what's the consensus is on whether buying say two homes for say $225,000 each vs one nicer home for $450,000? Not in a particular area and figuring all homes meet the right numbers for purchase, rent return etc. Looking to hold onto them for more long-term investment of at least 20 years. I was thinking maybe better house means nicer area, better quality renters, only one roof etc. rather than two which means hopefully less headaches. There will still be headaches of course. LOL. Maybe it will be too tough to rent a house that would have such a high rent though also. So many thoughts. Thanks so much for your thoughts and advice. It is truly appreciated.

Gary