Hi Ethan, I would not entertain the idea of getting more money from this tenant in order to potentially increase your cash flow. 

Duplexes provide privacy, flexibility, and scalability, but strict short-term rental regulations may increase upfront costs and maintenance.

One property went for almost $100,000, before increased interest in real estate investing, that property would have sold for a high of $50,000 maybe less. 

We signed P&S agreements on 6 different properties totaling 20 units approximately 8 months ago and received a call today that the price we thought we were buying at has to-be increased on average 13% due to the increased cost of construction.

They have increased in value, and our rents have increased by more than 45% overall.

Cost of value add was $120k, so over $580k of increase above costs.  

The neighborhood has seen a lot of revitalization in recent years, with an increasing demand for both residential and rental properties.

Hopefully kept good records of improvements / anything to increase the basis2.

Additionally, the house is 25 years old and could use cosmetic updates to increase rental appeal.

So what kind of property would it take for you to increase your cash flow by $2000 - $3000 a year.