Look at what you CAN do, not all the obstacles.

What are the obstacles you'll face?

The property I'm looking at is a 2 bed 2 bath single family detached town home 15 minutes north of Minneapolis, MN. 

A property just came up on redfin that is really appealing to me because it seems to need no renovations, is in my price point, and has a detached guest house with 3/4 bath so I'm thinking income potential. 

City of Chicago only and only including attached/detached sfh and condos.

The neighbor's house is a 3/2, smaller in square feet and has a 2 car detached garage, besides that everything is similar, same year of construction, same building materials and size of land.

For an example of a house hack scenario, my last purchase if at 96.5% LTV (3.5% down FHA loan) would have required $15,470 plus closing costs to purchase a detached duplex (3/1/1, 2/1/1) each with their own yard.  

I've learned that sometimes you have to get creative when obstacles come up so it's good to you being able to overcome a rough moment and triumph.

The end result is a zoning change from permission to build a single or semi detached home, into the highest possible low density residential use, a rowhouse project.3.

I did an appraisal earlier this year in NE Minneapolis for a sale of a single family home that had a small ADU detached in the backyard.