North of Snow rd is mostly just 1,200 sq ft bungalows that sell around $90k-$120k.

Let me also add that it snows in the midwest...sometimes a lot.  

Along with paying all of the utilities, internet, cable, yard upkeep, and snow removal.  

hi @Dave Madoch, I have had similar thoughts with beach houses and snow lodges.

Snow ball effect is real.   

As you get over 4 units you need to consider not only how you would evaluate the property as an investment but also how a commercial lender will evaluate it.Things that you might look at that you might not consider on a SFH are cap rate, Debt coverage ratio, various way to calculate ROI, and expense like snow and trash removal that you don't encounter on SFH.

If the owner has to pay separately for scavenger/waste removal, and if you need lawn maintenance and snow removal, include all of that.

I’d be very hesitant, especially if the area gets snow in the winter.

Also what about garbage, Yard care/ snow ?  

Also, landscaping, snow removal, all that jazz is typically handled by the HOA.