She is becoming a friend, with us sharing old photos of her and her children on the ranch & now new photos of our little kids here.

I can't go back, nor do I have children to pressure into working through my regrets.

Keep in mind that the sale is not with an old naive person, but rather, her Davy children.

I base my opinion after 12 winters of selling and renting properties in Chicago, with over 50% of my clients being investors.Number one moving weekend in Chicago, and entire USA is August 1st, due to the students and school age children starting school at the end of August. 

I have no plans of selling within the next ten years and will likely pass this on to my children . 

The tennants have already stated an interest in staying long term (4-5 years) due to some health issues with one of their children, so I'm a little more inclined to go a little further in order to keep them.

On two occasions are tenants had newborn or young children so we purchased a kids book about our town, ABC's of Bloomington.

My wife and I really wanted to house hack, but we had two children by the time we were in the position to do so.

And the more bedrooms you have, generally the more people including children, means the more water & sewer usage (of course).I can't tell from your profile if you're in RI or not, but if you're not, or you are and intend to use a property management company, you can also ask any potential companies to review your projected expense #s and let you know whether they seem realistic.

Poor dog.Hopefully the renters treat their children better.