I'm big on Pleasant Ridge since I believe it's an under served market at this point in regard to amenities and nicer housing (aka not a dumpy run down place).  

If you look at the ridge line of the roof, that can be an indicator of some issues there.

However, there are several homes lying just over the ridge less than 1/4 mile from our house that are completely in another city and zip code!

I just pulled a ski in/out townhome that should rent at a higher than normal rate due to location and they averaged 180 days for the past 2 years.While knowing nothing about the Estes rental market, i would assume that Nov, Dec, Jan, Feb & perhaps March are slow times while Trail Ridge is closed and the town is fairly quiet.If you are talking to prop. management companies, make sure you get a hard copy print out of a similar property.

I had a triplex in Denver (garbage pickup paid for with the property tax, dumpsters in the alleys behind the houses) we always had folks from the neighboring suburb of Wheat Ridge (individually paid garbage pickup) surreptitiously loading up the dumpsters.I'm not sure what you could do about this though, unless you could fence off the dumpster and have a keycode access or something like that

The heat trapped in this upstairs was incredible, even with a new ridge vent put in the roof; this helped push me to try the spray foam.My Foreman sent me this picture a few minutes ago.

That looks like a whole section of shingles right up to the ridge cap missing.  

Such as the roof needs to be completely replaced (there is a ridge sag and seems it could fail, rafters aren't place correctly), the porch needs a larger joist as its sagging down as well, the basement still has asbestos, the basement needs waterproofing as there is a moldy smell and minor water leakage, barely update the 1st floor unit, update and correct the electrical (relocate a fuse panel in a bathroom), brand new panels in the basement with a larger feed coming in, concrete steps in front and rear of house are in need of some repair, the boilers may need to be replaced, replace a few broken windows(completely shattered, just a piece of plywood covers them now), the lower roof gutters were nailed directly into the shingles, there are no GFCI's in any bathroom or kitchen, and a few other fixes.It would be an FHA 203k with 3.5% down$9,600 per year in taxesGarbage is included in taxes, tenants pay gas and electric, owner pays waterThe 1st floor unit is a 2/1 rented for $1225, they have exclusive use of driveway, backyard and the basement. 2nd/3rd floor unit is listed as 3/1, however there is 2 bedrooms on the 3rd floor with a bathroom.

Look at the ridge(s) of the roof, the very top where the roof changes direction or pitch.

We went through River Ridge Escrow and found it to be very smooth.