what do you mean 5 prior non-depreciated rentals? if the properties were rentals, taking depreciation was required (unless these were considered personal use properties because they were rented below fair market rental). when you sold them regardless of whether or not you took depreciation the tax laws allowed you must report the gain/loss as if you did fixing this requires filing form 3115. Otherwise, you get no tax benefit for the depreciation you should have taken, but pay taxes on the phantom recapture. likely each rental should have been reported on its own schedule E. Turbotax would have no problems handling the sale of these properties if there wasn't the issue of depreciation.
the home sale exclusion generally would apply to only 1 sale every two years. your situation seems to be convoluted. I think your situation warrants the use of a tax pro.
