Has anyone been able to tap the brakes so to speak and actually do this transition?    

It cost thousands to have this done on a four unit building.Now, for someone in buildings such as a mobile home community where the after market meters can be put on and read from the exterior of each mobile home and there are enough units to make it worth the time this can be a good option.But in a four unit or smaller multifamily apartment......did i mention just raising the rent?

In most cases it's less than $1 return.To determine after market repair value (ARV) you have search for comps in the area of similar style, size, and condition.

If the belt brakes your pants will stay up given the braces (suspenders is the US term).Your model and your assumptions are not facts.

It seems like it's just a matter of time before they brake and therefore I will get a Home Warranty for the house

Pump your Brakes their Scott Hubbard1.

@Joe Osterfeld connect with your PM...they should be able to provide the service themselves or facilitate the work...this is a common task for any window company...the alternative is to jump on the phone...most handymen do not have a brake to do the work...too bulky and expensive to carry around...typical cost is about $200 per window...painting may be a better option depending on the condition of the wood...you can probably get full replacement windows for $400 a hole...maybe a better long-term option

@Harsh Singh its all about not paying to much and building a margin there that if you have some vacancies the property will still cash flow or brake even.

Lease it to someone who relines brake shoes, clutches, and other stuff lined with "friction materials".Is there a loading dock, or can one be easily constructed?

If we find it is a tenant caused probable, we charge them for the cost of clean out.Depending on the price of the insurance, it may be worth it, but if you only have a few houses, the odds of not having a back up is in your favor.As an investor and future owner of many more properties, you should try your hand at doing it yourself; Rent the machine with the auger and motor on itTurn the water off to the commodeDrain it as best you canRemove the two closet bolts (when replacing, don't tighten too tight or your brake the porcine commode).Remove the wax ring--- messy, stinky -- use cloves - don't get it on your clothingLife the commode from the waste line......guaranteed you'll get water on you (hope it is not yellow)Now feed this heavy cable down the waste line as far as you can go.Push the start button on your machine and watch the cable spin as it seeks the block, oh, be careful because sometimes stuff will fly out and may  smack you in the face.If you are lucky you'll find a baby's toy, a rag or some sort of material that may be unpleasant; bag that ugly stuff for later disposal.Oh, did you buy a wax ring?