I was a southern CT resident for 15 years and own a rental property in Trumbull CT as well.

I was just looking into this, and it seems that Oakland will only allow ADUs on properties with a single family residence (not multi-unit properties). 

@Steven CatudalI'm in Birmingham and invest in Birmingham, be careful when choosing properties, the house values can change by street sometimes. 1.

Been a lifelong resident and investor here since 2009 Ill send you a message 

However, hauling away a truckload of items and cleaning beyond standard expectations could reasonably be charged to the tenant, as it goes beyond normal use.Goodwill Gesture: Since this tenant was great for 5.5 years—paying on time and caring for the property—you might consider waiving part of the cleaning cost as a goodwill gesture.

My plan was to keep the condo as my residence, but after a year, refinance to fund a down payment on a multi-family property, either out of state or in the surrounding NY area.

Tyler,Due to the property no longer being a primary residence (both units are rented) the best terms on a cashout refi will be 75% LTV.

I think we have the option of taking out a heloc  and begin to invest elsewhere.The other idea , that I was thinking is paying off our primary residence which we owe 425k.

Investment Info:Single-family residence buy & hold investment in Valdosta.

@Steven NguyenThe BRRR method is a solid strategy, but careful planning is key.