My last move out asked me to release them from the lease 3 months early as their finances were tight, I did after a secured a new tenant.

I know of horror stories regarding eviction cases taking up to a year to evict someone (due to the renters attorney kept filing to extend the court date) and in the end they don't get a dime.

From what I understand there are a couple avenues to repair:New rubber/ metal liner Tearing the box gutters out altogether and extending the eaves to install seamless guttersBypassing the gutters but leaving them in place and attaching seamlessAm I missing something here or is there no economical way to get this done?

@Michael BowserSo as far as a entry lock to their apartment you are responsible to make sure it's properly working,I wouldn't trust them to do it or expect them to do it right.If if was damaged, then charge them for repair.It's a huge security issue something I personally wouldn't let go 1 day.If they cracked the frame then OMG was it a break in,, did they make a police report,, if not charge them.Cracked frames are not just a put a piece of duct tape on it,could mean a whole new jamb.The extended fix-it metal door jamb things are ok for temp job, but look terrible and is not what was there before.Take photo's, charge them, replace, not repair. 

I'd get some appraisers in the area or check with some log home builders up there and ask them who's best for appraisals..Is the access to the lake a good grade..We have extended family huge old pine log cabin with the chink stuff between the logs.. vaulted pine beam style roof, original stone fireplace, 4 br, with huge fireplace room and large added on family room it's not a 4 season place. and have over 400 ft of lake shore with boathouse, about 4 acres in Detroit area. we had to get appraisal for insurance purposes and was hard.. came in a little over 1K a foot per lake shore. 

We did decide on a closing date, but had to extend in order to make this work.The concern is, I don't want to buy the house in the current condition, and don't want to do the repairs myself because it is a health hazard.

After a few delays, and to the point of move in day (March 15 adjusted a few times over) with no keys or solid move in date, I had to extend what was my current lease at a premium to remain in my previous home.In the meantime, I was looking for other properties in the area to rent just in case, and wouldn't you know it, the property is again advertised as a vacation rental with immediate availability.

it's 3.8 acres Commercial zone for $110K, 1/2 mile away from the other property, no land partition required, ready to buy, ready to build, it too is on a state highway but it's 1/2 mile from that goldmine intersection, it needs trees cleared and I'd have to extend the city water & sewer a couple hundred feet.

So if we do our last-minute verification of employment 2 days before the loan funds, and you've put two weeks notice in, or if the person who answers is Sally the receptionist who you told of your plan to quit your job around the water cooler last week and she tells the assistant underwriter this, then the loan will not fund at all (or, best case, it'll close late and be a stressful week or two, as you've by this point typically released all contingencies).Post closing audits are about the snapshot in time immediately prior to, and at, loan funding.

Note how it even extends over the windows and past the side of the house.