There will always be a demographic that wants to move to the simpler life, out in the countryside, or to a small town.

Good evening everyone,I want to get your thoughts on whether repainting the exterior and rehabbing my landscape will alter the appraisal of my home enough to warrant the cost of said updates.  

Property in which landscaping is not nice, tenants has stuff all over the place, parking lot in disarray.

You can use the BP calculators to run these numbers, but below is my quick summary on how I would evaluate the numbers (and correct me if I incorrectly input any of your data):6,175 - Monthly Rent (1,499) - Monthly Debt which is rough guess of 75% LTV on 20yr commercial term(432) 7% Vacancy (494) 8% Property Management (235) Monthly Property Taxes(325) Monthly Insurance (925) Water(250) Landscaping/Snow - I added (550) Heat/Gas(185) Trash (100) Repairs(308) 5% Cap EX872 Monthly CFSo you're at roughly $100/door and this assumes you don't need to make any upfront renovation to the property (which I would assume you do need to do something). 

Somewhat tangent to this subject and probably a bigger attribute to the overall landscape than the mom-n-pop owners of a 6 unit, is the concept of baby boomers driving rental demand and ultimately lower SFH housing demand:https://therealdeal.com/2018/07/20/could-baby-boom...https://www.propertymanagementinsider.com/baby-boo...From the first article I linked, baby boomers currently own $32M homes, or 40% of all homes in the US. 

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Account Closed very good point with the national vs. local demographic observation.

Needs a new roof, alot of cosmetic repairs, some landscaping.

I am looking on possibly doing my first flip here's the details:3 bed 1.5 bath 1200 sf ranch with semi finished basement at foreclosure asking 70k really only needs paint,carpet and landscaping.

Millenials (like me) are still planning to buy homes, it just happens that this bulge in demographics are at the age where most of us are still renting.