And started right about 1920, which is when residential air conditioning was introduced, according to wikipedia."

@Atul Mohlajee - this is what I found online about itIt is that time of year when Christmas is in the air and tenants across Cook County get a respite from eviction in the form of an eviction moratorium.

It's still up in air if they'll go for it but my question to you regards exit strategy...

We are pretty hot on this place, so I'm just wondering about various financing options:A 203k loan would be a good fit, but I currently have an FHA loan, so can't do another one right now.

One of the units has had refrigerated air installed recently, but the other may need a swamp cooler replaced in the next couple of years.I'm planning to put 25% down, and can finance the balance at 4.375% for 30 years.Thanks in advance for any feedback!

They sell a few years later when the concept is no longer hot for 30 cents on the dollar.  

Now, a single Captain in the Air Force with no kids, I felt confident that I was well on the path to financial Freedom.

Likely from damp moist air and poor circulation.But I digress, the max I would pay and think it's worth is 70k.

For me the extra amounts to enough that they pay enough between now and Nov 1 to cover two weeks vacancy (I'm in a hot market so you might need to do more).

Boston is a hot market right now and is hard to find a deal where the numbers make sense, however i would suggest you check out places like worcester, lowell or haverhill.