I do have a contractor buddy that said he did a similar space more like 500 sq ft for about $60k very bare bones but still aesthetically pleasing.

legally, yes, but  if he's used to living in a not-aesthetically pleasing place for so long,   why  fix something that isn't broke?    

I would avoid anything higher end, higher tech (more to break) or front load unless I was in a very high end/luxury rental market (where a plain white durable top load would look out of place) or if I thought I might sell soon and then the aesthetics of a new matching appliances (front loads can look snazzy paired) might appeal to buyers.

@Renee Anders It is a tricky situation; however, if you are thinking of getting the highest and best price for the property, it is a good idea to spend the money upfront for at least the aesthetics. 

The house next door is kind of dumpy, but the house across the street has had clear aesthetic improvements. 

. :) That sort of approach works for mortgages where it's a number you can quantify and exactly measure, but not for being a Realtor where it's an aesthetic and a feeling. 

The same goes for fix and flips too, the market is the retail buyer since they are the one buying a home thats all fixed up and aesthetically appealing. 

@Jaron WallingI know but interest rates are historically low, I feel compelled to capitalize on that for fear of missing out.I’m also looking at properties in CT that may undervalued due to minor aesthetic and structural issues.

I'm leaning towards a smaller unit because larger will significantly impact the aesthetics of my backyard, so it's a balancing act.

And as far as aesthetics like paint on a sidewalk/porch, why are occupancy inspectors concerned with such a minor aesthetic item?