Please take note of the following:
When you use the override function, two things will happen.
1. You will not be able to e-file the return. You will have to print, sign and mail it to the IRS.
2. You void the TurboTax 100% accuracy guarantee.
Next, the wording of your statements has me wondering about your setup. For example, "During the interview I indicated that both were sold." Not possible, as there is no selection for "I sold all rental properties" or anything of the such anywhere in the program. You have to report the sale of each individual property one at a time. Maybe you have an aggregation of multiple rental properties under a single column on the SCH E?
Assuming you do not have an aggregation of properties, you need to work through one single property at a time, in it's entirety. After you finish the first property take a look at and print out the 8582. Then work through the 2nd property in it's entirety and note the changes on the 8582.
I suspect that since you are reporting the sale of multiple properties, that you are mixing numbers between the two properties. So that's why I recommend you start over from scratch. Now I don't know if the below guidance will be anything new to you, since it appears you know what the end result "should" be. But I'm including it anyway since the program, while working correctly, does not always do things "our" way.
Reporting the Sale of Rental Property
If you qualify for the "lived in 2 of last 5 years" capital gains exclusion, then when prompted you WILL indicate that this sale DOES INCLUDE the sale of your main home. For AD MIL personnel who don't qualify because of PCS orders, select this option anyway, because you "MIGHT" qualify for at last a partial exclusion.
Start working through Rental & Royalty Income (SCH E) "AS IF" you did not sell the property. One of the screens near the start will have a selection on it for "I sold or otherwise disposed of this property in 2019". Select it. After you select the "I sold or otherwise disposed of this property in 2019" you continue working it through "as if" you still own it. When you come to the summary screen you will enter all of your rental income and expenses, even it it's zero. Then you MUST work through the "Sale of Assets/Depreciation" section. You must work through each individual asset one at a time to report its disposition (in your case, all your rental assets were sold).
Understand that if more than the property itself is listed in your assets list, then you need to allocate your sales price across all of your assets. You will only allocate the structure sales price; you will NOT allocate the land sales price, since the land is not a depreciable asset. Then if you sold this rental at a gain, you must show a gain on all assets, even if that gain is $1. Likewise, if you sold at a loss then you must show a loss on all assets, even if that loss is $1
Basically, when working through an asset you select the option for "I stopped using this asset in 2019" and go from there. Note that you MUST do this for EACH AND EVERY asset listed.
When you finish working through everything listed in the assets section, if you ever at any time you owned this rental you claimed vehicle expenses, then you must also work through the vehicle section and show the disposition of the vehicle. Most likely, your vehicle disposition will be "removed for personal use", as I seriously doubt you sold your vehicle as a part of this rental sale.
