This amounts to lost opportunity because if you had purchased RE, at the closing it can start producing return. 5) ADUs detract from the existing structure whether this is privacy, a garage, or just yard space. 6) this is related to number 1, but there are many more buyers looking to purchase homes for their family than there are RE investors looking to purchase small unit count properties.

Plus if you bought with all cash from the proceeds of the sale you would be trading down in asset value quite a bit.Depending on the refi rate you could consider keeping this and refinancing it to pull some cash out which you could use as a down payment on another property.Just some thoughts, hope they help the issue with the refi is those rates at the new loan if i do a 75% LTV will almost overcome the cash flow its producing now and basically get to a break even point.

If you have a lot of equity in your home I would first evaluate if it's possible to leverage any of that equity to acquire another asset that would produce more cash using a home equity loan or line of credit3.

Very likely the seller doesn't know the income-producing value of those extra spaces and therefore has not included it in their pricing.

If $23k is just a “hope and a prayer” then he’s going to have a very hard time producing any CREDIBLE itemized bill.  

The C areas that produce the most cash flow are Linden, Whitehall, and Hilltop.

You may see a difference if you're selling to an investor that would price it as an income producing property. 

Rental estimates as in what it could possibly produce?

They'll produce a title commitment with the requirements they think are necessary to get you insurable title.

If it is way more work and maintenance but cash flowing the same as a smaller unit doesn't make sense, but since you say high maintenance high reward I'm guessing this is one of the best producing properties.