In the end, it's your decision based on your comfort level.If I (my risk profile) were you, based solely on what is above, I would not go for the 3rd property at this point.

I am also concerned that at that point new HOA might have to raise the fees significantly or charge lumpsum to the condo owners based on something that might come up.

This house currently has no renter though they are actively looking to put one in the home.House 5. rents for $725/m the loan will cost me $13,000 as a down payment and $6,000 closing costs, and should cash flow approx $275/m after mortgage payment are made.House 6. rents for $725/m the loan will cost me $14,000 as a down payment and $6,000 closing costs, and should cash flow approx $250/m after mortgage payment are made.To be able to make this down payment I have the option to:HELOC my current home which cost me about $850/m in repayments OR I can find a hard money lender who would be interested in working with me, I am currently putting together a hard money lender proposal to show a couple family members that would basically look like this: No repayment in the first 12 months, all income going into an account to allow for repairs and emergencies, after that taking the cash flow and splitting it 75/25 to the lender paying it off in approximately 13 years, sooner if we can make extra payments on it and giving the lender an 8% return on his money(about .5% less than what I was quoted for my HELOC).ORI can potentially do a deal with my brother who is also looking to get into real estate and we split the properties 3 a piece.These properties are right outside of a military base in a low income city but have done well for the family currently owning them with consistent long term renters in them.I am looking for any advice as to whether or not this is a deal worth pursuing.

Also, please feel free to share any information you have about those off-market properties

Based on your goals, experience level, and my assumption that high earning w-2s tend to be demanding of your time, I actually think that there are better ways for you to offset your w-2 income.

Also, dealerships prefer NNN leases because it gives them control over the property while freeing the owner from many responsibilities.Crush it!

When the costs of the thing are so low that you can live free off the rent that the other unit is generating, it adds to your life.I would recommend reading Set for Life by @Scott Trench and looking at his data about living in duplexes.

Thanks for sharing and please feel free to contact me if you have any questions.

Being cloud based has the perk of tons of freedom and less time constraints for meetings and trainings (but with the advantage of them being there every day if you want them!).

Happy to share if it would be useful for someone:🔗 https://app.reinvify.com/mapFeel free to check it out and see if it helps with your real estate investment decisions.