Even with multiple units, with current interest rates and a competitive market (prices have continued to rise even with higher interest rates) think the Madison market is a stronger long term ownership strategy, where the bulk of your return will come when you sell from appreciation in rents and property value. 

I will continue the journey in this thread!  

Some questions I have.1) Do you make enough from your houses that you can not only replace your income but also make enough that you can continue investing in real estate?

Be sure to consult with local experts, evaluate cash flow, understand tenant laws, and negotiate with the seller for the best outcome.Good luck!

Rodrigues I was wanting to continue living in the property.

Did you read the 7 day old replies by 4 experts before responding?

New to real estate but possess a deep understanding of the responsibilities to continue to gain knowledge and remain loyal with my clients and professionally with my colleagues.  

I am not a tax expert, but here are my thoughts. 

However, we are hoping to continue our investing portfolio where we currently live and have a lot of equity tied up in this home, preventing us from moving forward.

*keep in mind I'm none of those things, always rely on the experts*1.