Hello Bradley,
I understand the idea of being "debt-free". I do have a mortage on my recently purchased current primary home. Since my divorce in 2009 (and her side forced a BK), I've had to live with Debit cards and honestly, it is refreshing to not have to worry about paying down any 'revolving' credit - which, since the 80's? is no longer a tax benefit.
The two rental condos I have are 'free and clear' because of it's all the money I had after liquidating my 401k's to get back into RE investing.
I agree with Dax on the benefits of leveraging your money. If you put 20k down on a 100k home and it appreciates 5% per year...you've 'earned' 5k on the 20k in the first year...and hopefully net positive each year following. You also have huge tax benefits because you deduct the mortgage interest from your rental income and can in some cases have a "net loss" that can reduce your employment based taxes...
I'm now in the process of a REFI on one condo to pull out money to purchase the next. I believe it's called "leap-frogging"...but this got a lot of people in trouble in past couple decades. You have to be comfortable with the level / % of debt and risk.
Having access to "funds"...and "seasoned funds" will allow you to take advantage of more opportunities as they arise.
Good luck!
Cheers,
john