Anyone paid off mortgage and regret it?
Nah - it worked out pretty good. Worked like crazy for a number of years in my 20s in the 2000s to save up for a huge downpayment. Wasn't getting paid alot, but maintained keeping bills / living expenses modest. At one point had a high-interest savings account (set aside for the eventual real estate buy) that was covering the bulk of my bills.
Bought a 2 year-old place.
Paid it off shortly thereafter.
Been able to save for a number of years now, and feeling better about eventual early retirement (probably around 2038 - 2040). Compared to say 2045.
The assessed value of the property is currently almost 2.5 times the purchase price in spring 2009.
Thought about buying a rental property earlier in the 2010s locally ... but was always hesitant with how expensive everything is, and didn't want that headache of dealing with renters for decades to come paying off an overpriced, undersized place.
I'd rather just have the passive income from investments.