My guess is, with a maximally frugal approach, mid 5 to low 6 figures to create, and high 4 to low 5 figures annually to maintain.

Even if it did, any "loss" is simply subtracted from overall annual income, right?

It's just about efficiencies.1month per annual lease is normal @Amirra Besh you're investing in the greatest city in america.

You'll just have to pay whatever their annual or quarterly fee will be.

A property bought for $100k that has $10k of "Net Operating Income (NOI)" with ZERO Mortgage has a Cash Flow of $10k annually.The SAME Property, if purchased with a Mortgage that also has an annual payment of $10k means that the cash flow is ZERO for the exact same property.How can you say that Cash Flow is a characteristic of the Property?

Those that respond “$0” or something ridiculous, you can request income documentation from them to justify.Don’t be afraid to share with them how much your property taxes & Insurance increased and that YOU cannot afford to absorb them.ALWAYS get an increase or something of value annually or tenants will start thinking they should never have an increase, making future increases that much more difficult to negotiate.

Investors make money by leveraging money.Would you rather have 5% annual appreciation on one property worth $100k or 4 properties with mortgages worth $400k?

I've recently had the roof replaced and fully updated the common areas.Here's a breakdown of the situation: The units are currently marketed as furnished rentals (cashflow well), and based on the current income of the 4 units I own, I anticipate that all 6 units combined will gross $182,400 annually.

@Ashley Wolfe they won’t do it.

Do a 1 year lease and let them know you are willing to keep them long term if things continue as they have been.I did a 2 year lease with one set of tenants and it includes annual rent increases.