@Kenneth Joseph Perfido It really comes down to math and future goals.

Deflates property values.....interesting future.

One time I had a guest smoke and it went right up the ducts into my unit, it was awful.I'm conscious about how that could potentially affect guests who will be staying in the upper unit in the future.

As a matter of fact, you might be losing future depreciation by accelerating it now. 

However, for future purchases as investments or otherwise, as a Realtor, I never take a commission on my purchases.For one, I don't want to pay taxes on it or split it with my brokerage. 

We don't have kids (might in the future), my husband and I are young and healthy, have stable high-income full-time jobs, and just put in a lot of work to both properties so don't expect huge expenses in the near future.

I want to know if there is anything I can do right now that will help me in becoming a realtor in the future.

I certainly know that future years the expenses won't remain that low, but wouldn't that be a reality on a property that has a lot of recent improvements?  

Originally from Africa, I’ve embraced new opportunities to build a better future, and real estate is at the core of my financial freedom plan. 

4.Tips to avoid similar issues in the future?