OP here. I started off today using the Turbo Tax online filing, using their upgraded $35 option (TT is offering a completely free option as well). Boy, was I disappointed. It was going great and I was finding the site a bit easier to use overall and friendlier than the Taxslayer I had used in previous years. All this came to a grinding halt, however, when an hour into the process it asked if I had sold a home in the last year - no questions about profit or anything. I selected yes and then it stopped my entire filing process and said that if I sold a home, any home for any price in the last year, that I would be required to upgrade even further to the $50 plus module. Of course, I knew I could totally just lie and skip reporting since we didn't earn anything close to the 250k required for taxable profit; however, this annoyed me a bit and I just stopped, went back to Taxslayer and filed my return no problem for an updgraded $35 bucks. It even asked me if I had sold a home or not and didn't request any further money or upgrade to file.
Anyhow, aside from this it took me several hours to still get through it but I think it was worth it as I went back over everything 3 times to make sure we were all good. Ours was somewhat straightforward though many things like mortgage interest, property taxes, and all that jazz I had to enter. If we had kids or a business too, I would certainly have to hire someone.
