My goals are financial freedom and building generational wealth for my family.

Account Closed, was just trying to point out that if you are want to make your first flip also your primary residence then going multi-family can ease your monthly nut and be more profitable in the long-term, even if selling is your end game.

Also, I realize there is a lot of cost associated with sell and buy of another property that would cut into profits, but is the any other benefits. 

Once they purchase it is a great opportunity for them to begin to generate wealth as the developers/investors help their property appreciate in value by increasing the comps.5-10 years down the road they will be extremely pleased that they purchased when they did.

Share in the profits.

It was originally our family home but we had to rent it out for 10 years until we had enough equity to make it worth selling.Now it looks like we will have $75,000 profit.

For example 99% of investors cannot make a profit in Portland Or, the property tax is so high it takes away all the potential profit.

It seems like as priced there is enough profit to make the deal go. 

My duplexes are the least profitable and most time consuming.

All things considered, I’d say you could have an honest conversation with the tenant and do a modest increase to help you increase profit and get closer to market and the tenant, who I assume has been there with the unit not fully updated already, doesn’t mind staying in the less attractive unit for the more attractive price so it still helps them.