Exteriors (siding/stucco/brick) are tricky -- having to reside an 8 unit will be more costly than 1 quad and you likely won't have to deal with both quads at the same time; but sometimes you can do a buildings exterior repairs in sections or just one side. 

Scumbag losers who refuse to watch and change their toddlers diapers, making all the tenants who are not losers feel depressed watching you spend more time getting with your new new dirtbag boyfriends opposed to making sure your child is bathed and fed need not apply! 

Because exterior walls are expensive to build, contractors always watch a the ratio of wall area to floor area. 

I am wondering if the exterior wall needs to be addressed or maybe the gutter issue as well.

Paid $2375 for Painting cabinets in kitchen, Paid $600 for fridge, paid $1300 for hardwired smoke & carbon alarms, handrailings, paint on exterior of windows that were not changed in basement. $24,675 was total rehab, $16,000 was total to acquire house.

Let me know which numbers would work best for this home. here are the FULL pics of the EXTERIOR of the  home

I own an attached townhome in a coastal area and the exterior insurance is covered by the Hoa master policy.

However, this is not always the case so buying solely for appreciation makes one more of a gambler.My suggestion to you is to buy investment properties based on Cash Flow as opposed to appreciation, this means that if for any reason your property did not appreciate like you thought (or at all) it would still be bringing in a healthy income.

It they are good tenants and you want to keep them, you may need to increase the rent incrementally as opposed to all at once. 

The house is:1,088 sqft3 bed 1 bath2x4 exterior walls 2x6 raftersThe R-Value that I have reach is:R-19 in the wallsR-30 in cathedral ceilingR-38 flat ceilingI have (3) options as for the insulation:1. 2 lb spray foam will give me r-21 in the walls at least and at least r-35 in my cathedral ceiling (most expensive)2.